NCBI Taxonomy: 139380

Vanillic acid

C8H8O4 (168.0422568)

Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity (PMID: 16899266). Vanillic acid is a microbial metabolite found in Amycolatopsis, Delftia, and Pseudomonas (PMID: 11152072, 10543794, 11728709, 9579070). Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity. (PMID: 16899266). Vanillic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. It has a role as a plant metabolite. It is a monohydroxybenzoic acid and a methoxybenzoic acid. It is a conjugate acid of a vanillate. Vanillic acid is a natural product found in Ficus septica, Haplophyllum cappadocicum, and other organisms with data available. Vanillic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. Vanillic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=121-34-6 (retrieved 2024-06-29) (CAS RN: 121-34-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

Protocatechuic acid

C7H6O4 (154.0266076)

Protocatechuic acid, also known as protocatechuate or 3,4-dihydroxybenzoate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. The enzyme protocatechuate 3,4-dioxygenase uses 3,4-dihydroxybenzoate and O2 to produce 3-carboxy-cis,cis-muconate. Protocatechuic acid is a drug. In the analogous hardening of the cockroach ootheca, the phenolic substance concerned is protocatechuic acid. Protocatechuic acid is a mild, balsamic, and phenolic tasting compound. Outside of the human body, protocatechuic acid is found, on average, in the highest concentration in a few different foods, such as garden onions, cocoa powders, and star anises and in a lower concentration in lentils, liquors, and red raspberries. Protocatechuic acid has also been detected, but not quantified in several different foods, such as cloud ear fungus, american pokeweeds, common mushrooms, fruits, and feijoa. This could make protocatechuic acid a potential biomarker for the consumption of these foods. It is also found in Allium cepa (17,540 ppm). It is a major metabolite of antioxidant polyphenols found in green tea. Similarly, PCA was reported to increase proliferation and inhibit apoptosis of neural stem cells. In vitro testing documented antioxidant and anti-inflammatory activity of PCA, while liver protection in vivo was measured by chemical markers and histological assessment. 3,4-dihydroxybenzoic acid, also known as protocatechuic acid or 4-carboxy-1,2-dihydroxybenzene, belongs to hydroxybenzoic acid derivatives class of compounds. Those are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3,4-dihydroxybenzoic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxybenzoic acid can be synthesized from benzoic acid. 3,4-dihydroxybenzoic acid is also a parent compound for other transformation products, including but not limited to, methyl 3,4-dihydroxybenzoate, ethyl 3,4-dihydroxybenzoate, and 1-(3,4-dihydroxybenzoyl)-beta-D-glucopyranose. 3,4-dihydroxybenzoic acid is a mild, balsamic, and phenolic tasting compound and can be found in a number of food items such as white mustard, grape wine, abalone, and asian pear, which makes 3,4-dihydroxybenzoic acid a potential biomarker for the consumption of these food products. 3,4-dihydroxybenzoic acid can be found primarily in blood, feces, and urine, as well as in human fibroblasts and testes tissues. 3,4-dihydroxybenzoic acid exists in all eukaryotes, ranging from yeast to humans. Protocatechuic acid (PCA) is a dihydroxybenzoic acid, a type of phenolic acid. It is a major metabolite of antioxidant polyphenols found in green tea. It has mixed effects on normal and cancer cells in in vitro and in vivo studies . 3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as a human xenobiotic metabolite, a plant metabolite, an antineoplastic agent, an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor and an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor. It is a member of catechols and a dihydroxybenzoic acid. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate. 3,4-Dihydroxybenzoic acid is a natural product found in Visnea mocanera, Amomum subulatum, and other organisms with data available. Protocatechuic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Vaccinium myrtillus Leaf (part of); Menyanthes trifoliata leaf (part of) ... View More ... A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. Protocatechuic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=99-50-3 (retrieved 2024-06-29) (CAS RN: 99-50-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect. Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect.

Ursolic acid

C30H48O3 (456.36032579999994)

Ursolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. Ursolic acid (UA), a pentacyclic triterpene acid, has been isolated from many kinds of medicinal plants, such as Eriobotrya japonica, Rosmarinns officinalis, Melaleuca leucadendron, Ocimum sanctum and Glechoma hederaceae. UA has been reported to produce antitumor activities and antioxidant activity, and is reported to have an antioxidant activity. UA may play an important role in regulating the apoptosis induced by high glucose presumably through scavenging of ROS (reactive oxygen species). It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells. (PMID: 15994040, 17516235, 17213663). Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite and a geroprotector. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of an ursane. Ursolic acid is a natural product found in Gladiolus italicus, Freziera, and other organisms with data available. Ursolic Acid is a pentacyclic triterpenoid found in various fruits, vegetables and medicinal herbs, with a variety of potential pharmacologic activities including anti-inflammatory, antioxidative, antiviral, serum lipid-lowering, and antineoplastic activities. Upon administration, ursolic acid may promote apoptosis and inhibit cancer cell proliferation through multiple mechanisms. This may include the regulation of mitochondrial function through various pathways including the ROCK/PTEN and p53 pathways, the suppression of the nuclear factor-kappa B (NF-kB) pathways, and the increase in caspase-3, caspase-8 and caspase-9 activities. See also: Holy basil leaf (part of); Jujube fruit (part of); Lagerstroemia speciosa leaf (part of). D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. C274 - Antineoplastic Agent > C129839 - Apoptotic Pathway-targeting Antineoplastic Agent Found in wax of apples, pears and other fruits. V. widely distributed in plants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

Caffeic acid

C9H8O4 (180.0422568)

Caffeic acid is a hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. It has a role as a plant metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxycinnamic acid and a member of catechols. Caffeic Acid is a natural product found in Pavetta indica, Eupatorium cannabinum, and other organisms with data available. Caffeic Acid is an orally bioavailable, hydroxycinnamic acid derivative and polyphenol, with potential anti-oxidant, anti-inflammatory, and antineoplastic activities. Upon administration, caffeic acid acts as an antioxidant and prevents oxidative stress, thereby preventing DNA damage induced by free radicals. Caffeic acid targets and inhibits the histone demethylase (HDM) oncoprotein gene amplified in squamous cell carcinoma 1 (GASC1; JMJD2C; KDM4C) and inhibits cancer cell proliferation. GASC1, a member of the KDM4 subgroup of Jumonji (Jmj) domain-containing proteins, demethylates trimethylated lysine 9 and lysine 36 on histone H3 (H3K9 and H3K36), and plays a key role in tumor cell development. Caffeic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Arctium lappa Root (part of); Comfrey Leaf (part of) ... View More ... 3,4-Dihydroxy-trans-cinnamate, also known as trans-Caffeate, is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). trans-Caffeic acid is found in many foods, some of which are flaxseed, cereal and cereal products, common grape, fruits, and common sage. It is also found in wine and coffee in free and conjugated forms. Caffeic acid (CAS: 331-39-5) is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). Caffeic acid has been found to be a microbial metabolite of Escherichia (PMID: 28396925). Caffeic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=331-39-5 (retrieved 2024-06-28) (CAS RN: 331-39-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

Uridine

C9H12N2O6 (244.0695332)

Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3-(enolpyruvyl)uridine 5-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout. Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a fundamental metabolite and a drug metabolite. It is functionally related to a uracil. Uridine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines, and Analogs/Derivatives. Uridine is a natural product found in Ulva australis, Synechocystis, and other organisms with data available. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine has been studied as a rescue agent to reduce the toxicities associated with 5-fluorouracil (5-FU), thereby allowing the administration of higher doses of 5-FU in chemotherapy regimens. (NCI04) Uridine is a metabolite found in or produced by Saccharomyces cerevisiae. A ribonucleoside in which RIBOSE is linked to URACIL. Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. [Spectral] Uridine (exact mass = 244.06954) and Adenosine (exact mass = 267.09675) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Uridine (exact mass = 244.06954) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Uridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-96-8 (retrieved 2024-06-29) (CAS RN: 58-96-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

Fumaric acid

C4H4O4 (116.0109584)

Fumaric acid appears as a colorless crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Combustible, though may be difficult to ignite. Used to make paints and plastics, in food processing and preservation, and for other uses. Fumaric acid is a butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. It has a role as a food acidity regulator, a fundamental metabolite and a geroprotector. It is a conjugate acid of a fumarate(1-). Fumaric acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Fumaric acid is a precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase. Fumarate is converted by fumarase to malate. A fumarate is a salt or ester of the organic compound fumaric acid, a dicarboxylic acid. Fumarate has recently been recognized as an oncometabolite. (A15199). As a food additive, fumaric acid is used to impart a tart taste to processed foods. It is also used as an antifungal agent in boxed foods such as cake mixes and flours, as well as tortillas. Fumaric acid is also added to bread to increase the porosity of the final baked product. It is used to impart a sour taste to sourdough and rye bread. In cake mixes, it is used to maintain a low pH and prevent clumping of the flours used in the mix. In fruit drinks, fumaric acid is used to maintain a low pH which, in turn, helps to stabilize flavor and color. Fumaric acid also prevents the growth of E. coli in beverages when used in combination with sodium benzoate. When added to wines, fumaric acid helps to prevent further fermentation and yet maintain low pH and eliminate traces of metallic elements. In this fashion, it helps to stabilize the taste of wine. Fumaric acid can also be added to dairy products, sports drinks, jams, jellies and candies. Fumaric acid helps to break down bonds between gluten proteins in wheat and helps to create a more pliable dough. Fumaric acid is used in paper sizing, printer toner, and polyester resin for making molded walls. Fumaric acid is a dicarboxylic acid. It is a precursor to L-malate in the Krebs tricarboxylic acid (TCA) cycle. It is formed by the oxidation of succinic acid by succinate dehydrogenase. Fumarate is converted by the enzyme fumarase to malate. Fumaric acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by fumarate. Fumaric acid is found to be associated with fumarase deficiency, which is an inborn error of metabolism. It is also a metabolite of Aspergillus. Produced industrially by fermentation of Rhizopus nigricans, or manufactured by catalytic or thermal isomerisation of maleic anhydride or maleic acid. Used as an antioxidant, acidulant, leavening agent and flavouring agent in foods. Present in raw lean fish. Dietary supplement. Used in powdered products since fumaric acid is less hygroscopic than other acids. A precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase (wikipedia). Fumaric acid is also found in garden tomato, papaya, wild celery, and star fruit. Fumaric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=110-17-8 (retrieved 2024-07-01) (CAS RN: 110-17-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite. Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite.

4-Hydroxybenzaldehyde

C7H6O2 (122.0367776)

4-Hydroxybenzaldehyde, also known as 4-formylphenol or 4-hydroxybenzenecarbonal, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 4-Hydroxybenzaldehyde exists in all living organisms, ranging from bacteria to humans. 4-Hydroxybenzaldehyde is a sweet, almond, and balsam tasting compound. 4-Hydroxybenzaldehyde is found, on average, in the highest concentration within vinegars and oats. 4-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as cardoons, colorado pinyons, oyster mushrooms, common chokecherries, and potato. This could make 4-hydroxybenzaldehyde a potential biomarker for the consumption of these foods. 4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as a plant metabolite, a mouse metabolite and an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor. 4-Hydroxybenzaldehyde is a natural product found in Ficus septica, Visnea mocanera, and other organisms with data available. Occurs naturally combined in many glycosides. Constituent of vanillin. Isol. in free state from opium poppy (Papaver somniferum) A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 4-Hydroxybenzaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=123-08-0 (retrieved 2024-07-02) (CAS RN: 123-08-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

Scopolin

C16H18O9 (354.0950778)

Scopolin is a member of the class of coumarins that is scopoletin attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a monosaccharide derivative, a member of coumarins and a beta-D-glucoside. It is functionally related to a scopoletin. Scopolin is a natural product found in Artemisia ordosica, Astragalus onobrychis, and other organisms with data available. See also: Chamaemelum nobile flower (part of). A member of the class of coumarins that is scopoletin attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2]. Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2]. Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2].

DL-Mannitol

C6H14O6 (182.0790344)

D-mannitol appears as odorless white crystalline powder or free-flowing granules. Sweet taste. (NTP, 1992) D-mannitol is the D-enantiomer of mannitol. It has a role as an osmotic diuretic, a sweetening agent, an antiglaucoma drug, a metabolite, an allergen, a hapten, a food bulking agent, a food anticaking agent, a food humectant, a food stabiliser, a food thickening agent, an Escherichia coli metabolite and a member of compatible osmolytes. Mannitol is an osmotic diuretic that is metabolically inert in humans and occurs naturally, as a sugar or sugar alcohol, in fruits and vegetables. Mannitol elevates blood plasma osmolality, resulting in enhanced flow of water from tissues, including the brain and cerebrospinal fluid, into interstitial fluid and plasma. As a result, cerebral edema, elevated intracranial pressure, and cerebrospinal fluid volume and pressure may be reduced. Mannitol may also be used for the promotion of diuresis before irreversible renal failure becomes established; the promotion of urinary excretion of toxic substances; as an Antiglaucoma agent; and as a renal function diagnostic aid. On October 30, 2020, mannitol was approved by the FDA as add-on maintenance therapy for the control of pulmonary symptoms associated with cystic fibrosis in adult patients and is currently marketed for this indication under the name BRONCHITOL® by Chiesi USA Inc. Mannitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Mannitol is an Osmotic Diuretic. The mechanism of action of mannitol is as an Osmotic Activity. The physiologic effect of mannitol is by means of Increased Diuresis. Mannitol is a natural product found in Pavetta indica, Scoparia dulcis, and other organisms with data available. Mannitol is a naturally occurring alcohol found in fruits and vegetables and used as an osmotic diuretic. Mannitol is freely filtered by the glomerulus and poorly reabsorbed from the renal tubule, thereby causing an increase in osmolarity of the glomerular filtrate. An increase in osmolarity limits tubular reabsorption of water and inhibits the renal tubular reabsorption of sodium, chloride, and other solutes, thereby promoting diuresis. In addition, mannitol elevates blood plasma osmolarity, resulting in enhanced flow of water from tissues into interstitial fluid and plasma. D-mannitol is a metabolite found in or produced by Saccharomyces cerevisiae. A diuretic and renal diagnostic aid related to sorbitol. It has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. See also: Mannitol; sorbitol (component of); Mannitol; menthol (component of). Mannitol, or hexan-1,2,3,4,5,6-hexol (C6H8(OH)6), is an alcohol and a sugar (sugar alcohol), or a polyol, it is a stereoisomer of sorbitol and is similar to the C5 xylitol. The structure of mannitol is made of a straight chain of six carbon atoms, each of which is substituted with a hydroxyl group. Mannitol is one of the most abundant energy and carbon storage molecules in nature, it is produced by a wide range of organisms such as bacteria, fungi and plants (PMID: 19578847). In medicine, mannitol is used as a diuretic and renal diagnostic aid. Mannitol has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a weak base, such as sodium bicarbonate, to the solution to adjust its pH. Mannitol is a non-permeating molecule i.e., it cannot cross biological membranes. Mannitol is an osmotic diuretic agent and a weak renal vasodilator. Mannitol is found to be associated with cytochrome c oxidase deficiency and ribose-5-phosphate isomerase deficiency, which are inborn errors of metabolism. Mannitol is also a microbial metabolite found in Aspergillus, Candida, Clostridium, Gluconobacter, Lactobacillus, Lactococcus, Leuconostoc, Pseudomonas, Rhodobacteraceae, Saccharomyces, Streptococcus, Torulaspora and Zymomonas (PMID: 15240312; PMID: 29480337). Mannitol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=85085-15-0 (retrieved 2024-07-01) (CAS RN: 69-65-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity.

Pinoresinol

C20H22O6 (358.1416312)

Epipinoresinol is an enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. It has a role as a plant metabolite and a marine metabolite. Epipinoresinol is a natural product found in Pandanus utilis, Abeliophyllum distichum, and other organisms with data available. An enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. (+)-pinoresinol is an enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. It has a role as a hypoglycemic agent, a plant metabolite and a phytoestrogen. Pinoresinol is a natural product found in Pandanus utilis, Zanthoxylum beecheyanum, and other organisms with data available. See also: Acai fruit pulp (part of). An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.907 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.905 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.897 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.895 Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

Succinic acid

C4H6O4 (118.0266076)

Succinic acid appears as white crystals or shiny white odorless crystalline powder. pH of 0.1 molar solution: 2.7. Very acid taste. (NTP, 1992) Succinic acid is an alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. It has a role as a nutraceutical, a radiation protective agent, an anti-ulcer drug, a micronutrient and a fundamental metabolite. It is an alpha,omega-dicarboxylic acid and a C4-dicarboxylic acid. It is a conjugate acid of a succinate(1-). A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawleys Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851) Succinic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Succinic acid is a dicarboxylic acid. The anion, succinate, is a component of the citric acid cycle capable of donating electrons to the electron transfer chain. Succinic acid is created as a byproduct of the fermentation of sugar. It lends to fermented beverages such as wine and beer a common taste that is a combination of saltiness, bitterness and acidity. Succinate is commonly used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. Succinate plays a role in the citric acid cycle, an energy-yielding process and is metabolized by succinate dehydrogenase to fumarate. Succinate dehydrogenase (SDH) plays an important role in the mitochondria, being both part of the respiratory chain and the Krebs cycle. SDH with a covalently attached FAD prosthetic group, binds enzyme substrates (succinate and fumarate) and physiological regulators (oxaloacetate and ATP). Oxidizing succinate links SDH to the fast-cycling Krebs cycle portion where it participates in the breakdown of acetyl-CoA throughout the whole Krebs cycle. Succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e.g. malate. (A3509) Mutations in the four genes encoding the subunits of succinate dehydrogenase are associated with a wide spectrum of clinical presentations (i.e.: Huntingtons disease. (A3510). Succinate also acts as an oncometabolite. Succinate inhibits 2-oxoglutarate-dependent histone and DNA demethylase enzymes, resulting in epigenetic silencing that affects neuroendocrine differentiation. A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawleys Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851) Succinic acid (succinate) is a dicarboxylic acid. It is an important component of the citric acid or TCA cycle and is capable of donating electrons to the electron transfer chain. Succinate is found in all living organisms ranging from bacteria to plants to mammals. In eukaryotes, succinate is generated in the mitochondria via the tricarboxylic acid cycle (TCA). Succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate (PMID 16143825). Succinate can exit the mitochondrial matrix and function in the cytoplasm as well as the extracellular space. Succinate has multiple biological roles including roles as a metabolic intermediate and roles as a cell signalling molecule. Succinate can alter gene expression patterns, thereby modulating the epigenetic landscape or it can exhibit hormone-like signaling functions (PMID: 26971832). As such, succinate links cellular metabolism, especially ATP formation, to the regulation of cellular function. Succinate can be broken down or metabolized into fumarate by the enzyme succinate dehydrogenase (SDH), which is part of the electron transport chain involved in making ATP. Dysregulation of succinate synthesis, and therefore ATP synthesis, can happen in a number of genetic mitochondrial diseases, such as Leigh syndrome, and Melas syndrome. Succinate has been found to be associated with D-2-hydroxyglutaric aciduria, which is an inborn error of metabolism. Succinic acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by succinate. In humans, urinary succinic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis (PMID: 22292465). Succinic acid is also found in Actinobacillus, Anaerobiospirillum, Mannheimia, Corynebacterium and Basfia (PMID: 22292465; PMID: 18191255; PMID: 26360870). Succinic acid is widely distributed in higher plants and produced by microorganisms. It is found in cheeses and fresh meats. Succinic acid is a flavouring enhancer, pH control agent [DFC]. Succinic acid is also found in yellow wax bean, swamp cabbage, peanut, and abalone. An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID S004 Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2]. Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2].

Palmitic acid

C16H32O2 (256.2402172)

Palmitic acid, also known as palmitate or hexadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, palmitic acid is considered to be a fatty acid lipid molecule. Palmitic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Palmitic acid can be found in a number of food items such as sacred lotus, spinach, shallot, and corn salad, which makes palmitic acid a potential biomarker for the consumption of these food products. Palmitic acid can be found primarily in most biofluids, including feces, sweat, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Palmitic acid exists in all living species, ranging from bacteria to humans. In humans, palmitic acid is involved in several metabolic pathways, some of which include alendronate action pathway, rosuvastatin action pathway, simvastatin action pathway, and cerivastatin action pathway. Palmitic acid is also involved in several metabolic disorders, some of which include hypercholesterolemia, familial lipoprotein lipase deficiency, ethylmalonic encephalopathy, and carnitine palmitoyl transferase deficiency (I). Moreover, palmitic acid is found to be associated with schizophrenia. Palmitic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Palmitic acid can also be found in meats, cheeses, butter, and dairy products. Palmitate is the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4) . Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation (DrugBank). Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30\\\% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent. Hexadecanoic acid is a straight-chain, sixteen-carbon, saturated long-chain fatty acid. It has a role as an EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a hexadecanoate. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. Palmitic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Palmitic Acid is a saturated long-chain fatty acid with a 16-carbon backbone. Palmitic acid is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat. Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. It occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin and is usually obtained from palm oil, which is widely distributed in plants. Palmitic acid is used in determination of water hardness and is an active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging and as an ultrasound contrast medium. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Palmitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-10-3 (retrieved 2024-07-01) (CAS RN: 57-10-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Ergosterol

C28H44O (396.3391974)

Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

Taraxerol

C30H50O (426.386145)

Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). Constituent of Taraxacum officinale (dandelion). Taraxerol is found in many foods, some of which are kiwi, scarlet bean, prairie turnip, and grapefruit/pummelo hybrid. Taraxerol is found in alcoholic beverages. Taraxerol is a constituent of Taraxacum officinale (dandelion)

Betulin

C30H50O2 (442.38106)

Betulin is found in black elderberry. Betulin is a constituent of Corylus avellana (filbert) and Vicia faba. Betulin (lup-20(29)-ene-3 ,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30\\\\\% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28 Betulin is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. It has a role as a metabolite, an antiviral agent, an analgesic, an anti-inflammatory agent and an antineoplastic agent. It is a pentacyclic triterpenoid and a diol. It derives from a hydride of a lupane. Betulin is a natural product found in Diospyros morrisiana, Euonymus carnosus, and other organisms with data available. A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. Constituent of Corylus avellana (filbert) and Vicia faba Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

Trehalose

C12H22O11 (342.11620619999997)

Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (PMID:12105274; PMID:25479689) (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571\\\\%20P-1257.pdf). Alpha,alpha-trehalose is a trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a mouse metabolite and a geroprotector. Cabaletta has been used in trials studying the treatment of Oculopharyngeal Muscular Dystrophy. Trehalose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Trehalose is a natural product found in Cora pavonia, Selaginella nothohybrida, and other organisms with data available. Trehalose is a metabolite found in or produced by Saccharomyces cerevisiae. Occurs in fungi. EU and USA approved sweetener Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 149 D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient. D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient.

4-Vinylphenol

C8H8O (120.0575118)

4-hydroxystyrene is a member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It derives from a hydride of a styrene. 4-Vinylphenol is a natural product found in Streptomyces, Cedronella canariensis, and other organisms with data available. 4-Vinylphenol is a metabolite found in or produced by Saccharomyces cerevisiae. 4-hydroxystyrene occurs frequently in different ciders, wines, foods and berries, e.g. cloudberry. Styrene is a prohapten metabolized in the skin by aryl hydrocarbon hydroxylase (AHH, EC 1.14.14.1) to styrene epoxide acting as the true hapten. Styrene occurs in nature and as a synthetic product.(PMID: 6713846). Flavour component of tea; flavouring ingredient

24,25-Dihydrolanosterol

C30H52O (428.4017942)

24,25-dihydrolanosterol is a 3beta-sterol formed from lanosterol by reduction across the C-24-C-25 double bond. It has a role as a human metabolite and a mouse metabolite. It is a 3beta-sterol and a tetracyclic triterpenoid. It is functionally related to a lanosterol. 24,25-Dihydrolanosterol is a natural product found in Euphorbia sapinii, Heterobasidion annosum, and other organisms with data available. 24,25-dihydrolanosterol is a metabolite found in or produced by Saccharomyces cerevisiae. 24,25-Dihydrolanosterol is involved in the biosynthesis of steriods. 24,25-Dihydrolanosterol is reversibly converted to lanosterol by delta24-sterol reductase [EC:1.3.1.72]. A 3beta-sterol formed from lanosterol by reduction across the C-24-C-25 double bond. 24,25-Dihydrolanosterol (Lanostenol) is a component of the seeds of red pepper (Capsicum annuum)[1].

Syringic acid

C9H10O5 (198.052821)

Syringic acid, also known as syringate or cedar acid, belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Outside of the human body, Syringic acid is found, on average, in the highest concentration within a few different foods, such as common walnuts, swiss chards, and olives and in a lower concentration in apples, tarragons, and peanuts. Syringic acid has also been detected, but not quantified in several different foods, such as sweet marjorams, silver lindens, bulgurs, annual wild rices, and barley. This could make syringic acid a potential biomarker for the consumption of these foods. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. Syringic acid is a phenol present in some distilled alcohol beverages. It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed (in fruits and alcoholic beverages - PMID:18767860). Syringic acid is also a microbial metabolite that can be found in Bifidobacterium (PMID:24958563). Syringic acid is a dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. It has a role as a plant metabolite. It is a member of benzoic acids, a dimethoxybenzene and a member of phenols. It is functionally related to a gallic acid. It is a conjugate acid of a syringate. Syringic acid is a natural product found in Visnea mocanera, Pittosporum illicioides, and other organisms with data available. Syringic acid is a metabolite found in or produced by Saccharomyces cerevisiae. Present in various plants free and combined, e.g. principal phenolic constituent of soyabean meal (Glycine max) A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents KEIO_ID S018 Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

Ellagic acid

C14H6O8 (302.0062676)

Ellagic acid appears as cream-colored needles (from pyridine) or yellow powder. Odorless. (NTP, 1992) Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite, an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor and a geroprotector. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It is functionally related to a gallic acid. Ellagic acid is present in several fruits such as cranberries, strawberries, raspberries, and pomegranates. In pomegranates, there are several therapeutic compounds but ellagic acid is the most active and abundant. Ellagic acid is also present in vegetables. Ellagic acid is an investigational drug studied for treatment of Follicular Lymphoma (phase 2 trial), protection from brain injury of intrauterine growth restricted babies (phase 1 and 2 trial), improvement of cardiovascular function in adolescents who are obese (phase 2 trial), and topical treatment of solar lentigines. Ellagic acids therapeutic action mostly involves antioxidant and anti-proliferative effects. Ellagic acid is a natural product found in Fragaria chiloensis, Metrosideros perforata, and other organisms with data available. Ellagic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A fused four ring compound occurring free or combined in galls. Isolated from the kino of Eucalyptus maculata Hook and E. Hemipholia F. Muell. Activates Factor XII of the blood clotting system which also causes kinin release; used in research and as a dye. Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite and an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It derives from a gallic acid. Ellagic acid, also known as ellagate, belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. The antiproliferative and antioxidant properties of ellagic acid have spurred preliminary research into the potential health benefits of ellagic acid consumption. Ellagic acids therapeutic action mostly involves antioxidant and anti-proliferative/anti-cancer effects. Ellagic acid is found, on average, in the highest concentration within a few different foods, such as chestnuts, common walnuts, and japanese walnuts and in a lower concentration in whiskies, arctic blackberries, and cloudberries. Ellagic acid has also been detected, but not quantified in several different foods, such as lowbush blueberries, bilberries, guava, strawberry guava, and bog bilberries. An organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. Widely distributed in higher plants especies dicotyledons. Intestinal astringent, dietary role disputed. Nutriceutical with anticancer and antioxidation props. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM.

Oleic acid

C18H34O2 (282.2558664)

Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70\\\\%). Oleic acid triglycerides also make up 59–75\\\\% of pecan oil, 61\\\\% of canola oil, 36–67\\\\% of peanut oil, 60\\\\% of macadamia oil, 20–80\\\\% of sunflower oil, 15–20\\\\% of grape seed oil, sea buckthorn oil, 40\\\\% of sesame oil, and 14\\\\% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80\\\\%) and canola oil (70\\\\%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Major constituent of plant oils e.g. olive oil (ca. 80\\\\%), almond oil (ca. 80\\\\%) and many others, mainly as glyceride. Constituent of tall oiland is also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods CONFIDENCE standard compound; INTERNAL_ID 290 COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

3,4-Dihydroxybenzaldehyde

C7H6O3 (138.03169259999999)

Protocatechualdehyde, also known as rancinamycin iv or 1,2-dihydroxy-4-formylbenzene, is a member of the class of compounds known as hydroxybenzaldehydes. Hydroxybenzaldehydes are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Protocatechualdehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). Protocatechualdehyde is an almond, bitter, and dry tasting compound and can be found in a number of food items such as plains prickly pear, mugwort, silver linden, and cardamom, which makes protocatechualdehyde a potential biomarker for the consumption of these food products. Protocatechualdehyde can be found primarily in urine. This molecule can be used as a precursor in the vanillin synthesis by biotransformation by cell cultures of Capsicum frutescens, a type of Chili pepper. It is also found in the mushroom Phellinus linteus . 3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia). D006401 - Hematologic Agents > D000925 - Anticoagulants Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

Dehydroabietic acid

C20H28O2 (300.2089188)

Dehydroabietic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Dehydroabietic acid possesses antiviral activity[1]. Dehydroabietic acid possesses antiviral activity[1].

Lanosterol

C30H50O (426.386145)

Lanosterol, also known as lanosterin, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, lanosterol is considered to be a sterol lipid molecule. Lanosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Lanosterol is biochemically synthesized starting from acetyl-CoA by the HMG-CoA reductase pathway. The critical step is the enzymatic conversion of the acyclic terpene squalene to the polycylic lanosterol via 2,3-squalene oxide. Constituent of wool fat used e.g. as chewing-gum softenerand is) also from yeast COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

(±)-2,4,6-Triphenyl-1-hexene

C24H24 (312.1877904)

Styrene trimer. Present as an impurity in polystyrene food containers and other products - liberated on heating. Styrene trimer. Present as an impurity in polystyrene food containers and other products - liberated on heating

Episterol

C28H46O (398.3548466)

Episterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, episterol is considered to be a sterol lipid molecule. Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-methylenelophenol. Episterol is converted into 5-dehydroepisterol by lathosterol oxidase (EC 1.14.21.6). Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-Methylenelophenol. Episterol is converted to 5-Dehydroepisterol by lathosterol oxidase [EC:1.14.21.6]. [HMDB]. Episterol is found in many foods, some of which are common chokecherry, eggplant, wax gourd, and red huckleberry.

Methyl benzoate

C8H8O2 (136.0524268)

Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid. It is a colorless to slightly yellow liquid that is insoluble with water, but miscible with most organic solvents. Methyl benzoate is found in allspice. Methyl benzoate is present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). Methyl benzoate is used in flavourings. It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). It is used in flavourings

Sorbitol

C6H14O6 (182.0790344)

Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. Ascorbic acid fermentation; in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, tobacco, gelatin; bodying agent for paper, textiles, and liquid pharmaceuticals; softener for candy; sugar crystallization inhibitor; surfactants; urethane resins and rigid foams; plasticizer, stabilizer for vinyl resins; food additive (sweetener, humectant, emulsifier, thickener, anticaking agent); dietary supplement. (Hawleys Condensed Chemical Dictionary) Biological Source: Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus species Use/Importance: Used for manufacturing of sorbose, propylene glycol, ascorbic acid, resins, plasticizers and as antifreeze mixtures with glycerol or glycol. Tablet diluent, sweetening agent and humectant, other food uses. Sorbitol is used in photometric determination of Ru(VI) and Ru(VIII); in acid-base titration of borate (Dictionary of Organic Compounds). Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus subspecies Sweetening agent and humectant and many other food uses. D-Glucitol is found in many foods, some of which are common salsify, other bread, wild rice, and common chokecherry. A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency Acquisition and generation of the data is financially supported in part by CREST/JST. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

Purine nucleoside

C10H12N4O4 (252.08585119999998)

Boswellic acid

C30H48O3 (456.36032579999994)

Boswellic acid (BA) is an active component of Boswellia serrata (also known as Salai guggul). Extensive research in the past 30 years identified the active component of this resin as BA (a pentacyclic triterpenic acid) and its derivatives (acetyl-beta-boswellic acid, 11-keto-beta-boswellic acid and acetyl-11-keto-beta-boswellic acid). In animal models of inflammation, BA has been shown to be an effective adjuvant mitigating bovine serum albumin-induced arthritis and osteoarthritis. The anti-arthritic potential of BA is a result of its anti-inflammatory activity, mediated through inhibition of NF-kB, COX-2 and 5-LOX. ((PMID: 17475558, 3429205). Boswellic acid is a triterpenoid. beta-Boswellic acid is a natural product found in Cyclocarya paliurus, Boswellia papyrifera, and other organisms with data available. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Boswellic acid is isolated from the gum resin of Boswellia serrata. β-Boswellic acid is a nonreducing-type inhibitor of the 5-lipoxygenase (5-LO) product formation either interacting directly with the 5-LO or blocking its translocation[1]. β-Boswellic acid inhibits the synthesis of DNA, RNA and protein in human leukemia HL-60 cells[2]. β-Boswellic acid is isolated from the gum resin of Boswellia serrata. β-Boswellic acid is a nonreducing-type inhibitor of the 5-lipoxygenase (5-LO) product formation either interacting directly with the 5-LO or blocking its translocation[1]. β-Boswellic acid inhibits the synthesis of DNA, RNA and protein in human leukemia HL-60 cells[2]. β-Boswellic acid is isolated from the gum resin of Boswellia serrata. β-Boswellic acid is a nonreducing-type inhibitor of the 5-lipoxygenase (5-LO) product formation either interacting directly with the 5-LO or blocking its translocation[1]. β-Boswellic acid inhibits the synthesis of DNA, RNA and protein in human leukemia HL-60 cells[2].

Pinoresinol

C20H22O6 (358.1416312)

4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol is a natural product found in Zanthoxylum riedelianum, Forsythia suspensa, and other organisms with data available. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

Ergosterol peroxide

C28H44O3 (428.3290274)

Ergosterol peroxide is found in fruits. Ergosterol peroxide is obtained from leaves of Ananas comosus (pineapple obtained from leaves of Ananas comosus (pineapple). Ergosterol peroxide is found in pineapple and fruits.

Ethyl alpha-glucopyranoside

C8H16O6 (208.0946836)

Ethyl beta-D-glucopyranoside is a constituent of Citrus peels, the fresh root cortex of Manihot esculenta (cassava), and other plant subspecies. Ethyl beta-D-glucopyranoside is found in many foods, some of which are root vegetables, citrus, alcoholic beverages, and fruits. Constituent of Citrus peels, the fresh root cortex of Manihot esculenta (cassava) and other plant subspecies Ethyl beta-D-glucopyranoside is found in many foods, some of which are root vegetables, citrus, alcoholic beverages, and fruits.

Hexacosane

C26H54 (366.4225284)

Hexacosane, also known as ch3-[ch2]24-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, hexacosane is considered to be a hydrocarbon lipid molecule. Hexacosane can be found in a number of food items such as black elderberry, sunflower, papaya, and sweet cherry, which makes hexacosane a potential biomarker for the consumption of these food products. Hexacosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Hexacosane, also known as CH3-[CH2]24-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, hexacosane is considered to be a hydrocarbon lipid molecule. Hexacosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexacosane has been detected, but not quantified, in several different foods, such as peachs, sunflowers, parsnips, coconuts, and papaya. This could make hexacosane a potential biomarker for the consumption of these foods. A straight-chain alkane comprising of 26 carbon atoms.

Ethyl glucoside

C8H16O6 (208.0946836)

Constituent of Citrus peels, the fresh root cortex of Manihot esculenta (cassava) and other plant subspecies Ethyl beta-D-glucopyranoside is found in many foods, some of which are root vegetables, citrus, alcoholic beverages, and fruits.

3-O-Acetyloleanolic acid

C32H50O4 (498.37089000000003)

beta-Amyrin

C30H50O (426.386145)

Beta-amryin, also known as B-amryin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Beta-amryin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amryin can be found in pigeon pea, which makes beta-amryin a potential biomarker for the consumption of this food product.

Davallialactone

C25H20O9 (464.110727)

Hispidin

C13H10O5 (246.052821)

Hispolon

C12H12O4 (220.0735552)

Inotodiol

C30H50O2 (442.38106)

Manool

C20H34O (290.2609514)

Manool, also known as (+)-manool, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Manool is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Manool can be found in common sage, which makes manool a potential biomarker for the consumption of this food product. Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2]. Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2].

Octadecyl ferulate

C28H46O4 (446.3395916)

Octadecyl ferulate belongs to coumaric acids and derivatives class of compounds. Those are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Octadecyl ferulate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Octadecyl ferulate can be found in potato, which makes octadecyl ferulate a potential biomarker for the consumption of this food product.

Scopolin

C16H18O9 (354.0950778)

Scopolin is a member of the class of compounds known as coumarin glycosides. Coumarin glycosides are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Scopolin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Scopolin can be found in a number of food items such as sweet potato, oat, wild celery, and potato, which makes scopolin a potential biomarker for the consumption of these food products. Scopolin is a glucoside of scopoletin formed by the action of the enzyme scopoletin glucosyltransferase . Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2]. Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2]. Scopolin is a coumarin isolated from Arabidopsis thaliana (Arabidopsis) roots[1]. Scopolin attenuated hepatic steatosis through activation of SIRT1-mediated signaling cascades[2].

Uridine

C9H12N2O6 (244.0695332)

C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

3,4-Dihydroxybenzaldehyde

C7H6O3 (138.03169259999999)

Protocatechualdehyde, also known as rancinamycin iv or 1,2-dihydroxy-4-formylbenzene, is a member of the class of compounds known as hydroxybenzaldehydes. Hydroxybenzaldehydes are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Protocatechualdehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). Protocatechualdehyde is an almond, bitter, and dry tasting compound and can be found in a number of food items such as plains prickly pear, mugwort, silver linden, and cardamom, which makes protocatechualdehyde a potential biomarker for the consumption of these food products. Protocatechualdehyde can be found primarily in urine. This molecule can be used as a precursor in the vanillin synthesis by biotransformation by cell cultures of Capsicum frutescens, a type of Chili pepper. It is also found in the mushroom Phellinus linteus . 3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde. Also known as protocatechuic aldehyde, protocatechualdehyde is a naturally-occuring phenolic aldehyde that is found in barley, green cavendish bananas, grapevine leaves and root of the herb S. miltiorrhiza. Protocatechualdehyde possesses antiproliferative and pro-apoptotic properties against human breast cancer cells and colorectal cancer cells by reducing the expression of pro-oncogenes β-catenin and cyclin D1. 3,4-Dihydroxybenzaldehyde is a natural product found in Visnea mocanera, Amomum subulatum, and other organisms with data available. See also: Black Cohosh (part of). 3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia). D006401 - Hematologic Agents > D000925 - Anticoagulants Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

Dehydroabietic acid

C20H28O2 (300.2089188)

Dehydroabietic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group. It has a role as a metabolite and an allergen. It is an abietane diterpenoid, a monocarboxylic acid and a carbotricyclic compound. It is functionally related to an abietic acid. It is a conjugate acid of a dehydroabietate. Dehydroabietic acid is a natural product found in Nostoc, Relhania corymbosa, and other organisms with data available. Dehydroabietic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. An abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group. Dehydroabietic acid possesses antiviral activity[1]. Dehydroabietic acid possesses antiviral activity[1].

Ursolic Acid

C30H48O3 (456.36032579999994)

Origin: Plant; SubCategory_DNP: Triterpenoids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.640 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.638 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.642 Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

Phelligridin G

C32H18O12 (594.0798228)

An organic heterotricyclic compound isolated from the fruiting bodies of the fungus Phellinus igniarius.

β-Amyrin

C30H50O (426.386145)

Beta-amyrin, also known as amyrin or (3beta)-olean-12-en-3-ol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, beta-amyrin is considered to be an isoprenoid lipid molecule. Beta-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amyrin can be synthesized from oleanane. Beta-amyrin is also a parent compound for other transformation products, including but not limited to, erythrodiol, glycyrrhetaldehyde, and 24-hydroxy-beta-amyrin. Beta-amyrin can be found in a number of food items such as thistle, pepper (c. baccatum), wakame, and endive, which makes beta-amyrin a potential biomarker for the consumption of these food products. The amyrins are three closely related natural chemical compounds of the triterpene class. They are designated α-amyrin (ursane skeleton), β-amyrin (oleanane skeleton) and δ-amyrin. Each is a pentacyclic triterpenol with the chemical formula C30H50O. They are widely distributed in nature and have been isolated from a variety of plant sources such as epicuticular wax. In plant biosynthesis, α-amyrin is the precursor of ursolic acid and β-amyrin is the precursor of oleanolic acid. All three amyrins occur in the surface wax of tomato fruit. α-Amyrin is found in dandelion coffee . β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1]. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

Palmitic Acid

C16H32O2 (256.2402172)

COVID info from WikiPathways D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

METHYL BENZOATE

C8H8O2 (136.0524268)

A benzoate ester obtained by condensation of benzoic acid and methanol.

Ethyl glucoside

C8H16O6 (208.0946836)

Ergosterol peroxide

C28H44O3 (428.3290274)

1,2,4,5-Tetrachloro-3,6-dimethoxybenzene

C8H6Cl4O2 (273.9121896)

inoscavin A

C25H18O9 (462.0950778)

inotilone

C12H10O4 (218.057906)

Taraxerol

C30H50O (426.386145)

Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). A pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15.

Inotodiol

C30H50O2 (442.38106)

8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one

C20H22O (278.1670562)

Drosophilin A

C7H4Cl4O2 (259.8965404)

Davallialactone

C25H20O9 (464.110727)

7-Phenylhept-4-en-3-one

C13H16O (188.12010859999998)

Manool

C20H34O (290.2609514)

A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an S-hydroxy group at position 13. Manool is a labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13. It has a role as an antineoplastic agent, a plant metabolite and an antibacterial agent. It is a labdane diterpenoid and a tertiary alcohol. Manool is a natural product found in Halocarpus biformis, Cedrus atlantica, and other organisms with data available. A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13. Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2]. Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2].

Sorbitol

C6H14O6 (182.0790344)

A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics CONFIDENCE standard compound; INTERNAL_ID 229 Acquisition and generation of the data is financially supported by the Max-Planck-Society D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

Trehalose

C12H22O11 (342.11620619999997)

Trehalose, also known as alpha,alpha-trehalose or D-(+)-trehalose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Trehalose is soluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose can be found in a number of food items such as european chestnut, chicory, wild celery, and shallot, which makes trehalose a potential biomarker for the consumption of these food products. Trehalose can be found primarily in feces and urine, as well as throughout most human tissues. Trehalose exists in all living species, ranging from bacteria to humans. In humans, trehalose is involved in the trehalose degradation. Acquisition and generation of the data is financially supported by the Max-Planck-Society D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient. D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient.

Ergosterol

C28H44O (396.3391974)

Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

Caffeic Acid

C9H8O4 (180.0422568)

A hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. 3,4-dihydroxycinnamic acid, also known as caffeic acid or trans-caffeate, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 3,4-dihydroxycinnamic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxycinnamic acid can be found in fats and oils and nuts, which makes 3,4-dihydroxycinnamic acid a potential biomarker for the consumption of these food products. 3,4-dihydroxycinnamic acid exists in all eukaryotes, ranging from yeast to humans. Caffeic acid is an organic compound that is classified as a hydroxycinnamic acid. This yellow solid consists of both phenolic and acrylic functional groups. It is found in all plants because it is a key intermediate in the biosynthesis of lignin, one of the principal components of plant biomass and its residues . Caffeic acid is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food. (PMID:16870009) [HMDB]. Caffeic acid is found in many foods, some of which are cardoon, coriander, common persimmon, and irish moss. D020011 - Protective Agents > D000975 - Antioxidants Annotation level-2 CONFIDENCE standard compound; INTERNAL_ID 167 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.412 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.403 Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

Uridine

C9H12N2O6 (244.0695332)

C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DRTQHJPVMGBUCF_STSL_0179_Uridine_8000fmol_180506_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.088 Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

Ellagic Acid

C14H6O8 (302.0062676)

Origin: Plant, Ellagic acids, Benzopyranoids, Pyrans Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM.

Succinic acid

C4H6O4 (118.0266076)

Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2]. Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2].

Methyl Salicylate

C8H8O3 (152.0473418)

Methyl Salicylate (Wintergreen oil) is a topical analgesic and anti-inflammatory agent. Also used as a pesticide, a denaturant, a fragrance ingredient, and a flavoring agent in food and tobacco products[1]. A systemic acquired resistance (SAR) signal in tobacco[2]. A topical nonsteroidal anti-inflammatory agent (NSAID). Methyl salicylate lactoside is a COX inhibitor[4]. Methyl Salicylate (Wintergreen oil) is a topical analgesic and anti-inflammatory agent. Also used as a pesticide, a denaturant, a fragrance ingredient, and a flavoring agent in food and tobacco products[1]. A systemic acquired resistance (SAR) signal in tobacco[2]. A topical nonsteroidal anti-inflammatory agent (NSAID). Methyl salicylate lactoside is a COX inhibitor[4].

Vanillic Acid

C8H8O4 (168.0422568)

Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

protocatechuic aldehyde

C7H6O3 (138.03169259999999)

Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

Oleic acid

C18H34O2 (282.2558664)

An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Oleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-80-1 (retrieved 2024-07-16) (CAS RN: 112-80-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

Dehydroabietic acid

C20H28O2 (300.2089188)

Origin: Plant; SubCategory_DNP: Diterpenoids, Abietane diterpenoids

p-Hydroxybenzaldehyde

C7H6O2 (122.0367776)

p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

Betulin

C30H50O2 (442.38106)

Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

Fumaric Acid

C4H4O4 (116.01095839999999)

Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite. Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite.

Syringic acid

C9H10O5 (198.052821)

Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

4-Hydroxybenzaldehyde

C7H6O2 (122.0367776)

p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

3,4-Dihydroxybenzoic acid

C7H6O4 (154.0266076)

4-Vinylphenol

C8H8O (120.0575118)

Hexadecanoic acid

C16H32O2 (256.2402172)

3,4-dihydroxybenzaldehyde

C7H6O3 (138.03169259999999)

Trametenolic acid

C30H48O3 (456.36032579999994)

Trametenolic acid is a lanostanol glycoside that isolated from the EtOH extract of the fruit bodies of Laetiporus versisporus[1]. Trametenolic acid is a lanostanol glycoside that isolated from the EtOH extract of the fruit bodies of Laetiporus versisporus[1].

HEXACOSANE

C26H54 (366.4225284)

A straight-chain alkane comprising of 26 carbon atoms.

HISPIDIN

C13H10O5 (246.052821)

Fungal metabolite first found in basidiomycete Inonotus hispidus (formerly Polyporus hispidus). Hispidin, a PKC inhibitor and a phenolic compound from Phellinus linteus, has been shown to possess strong anti-oxidant, anti-cancer, anti-diabetic, and anti-dementia properties[1].

5α-Ergosta-7,22-dien-3β-ol

C28H46O (398.3548466)

A 3beta-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions.

D-Sorbitol

C6H14O6 (182.0790344)

Hypholomine B

C26H18O10 (490.0899928)

Vanillate

C8H8O4 (168.0422568)

Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

Lanster

C30H50O (426.386145)

COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

Hispolon

C12H12O4 (220.0735552)

Hispolon, a polyphenol, can be isolated from Phellinus linteus. Hispolon possesses anticancer, antidiabetic, antioxidant, antiviral, hepatoprotective, anti-diabetic, and anti-inflammatory activities[1].

Phelligridimer A

C52H32O20 (976.1486872)

A macrocycle isolated from the fungus Phellinus igniarius and has been shown to exhibit antioxidant activity.

Episterol

C28H46O (398.3548466)

2,4,6-Triphenyl-1-hexene

C24H24 (312.1877904)

hexacosan-1-ol

C26H54O (382.41744339999997)

A very long-chain primary fatty alcohol that is hexacosane in which a hydrogen attached to one of the terminal carbons is replaced by a hydroxy group.

(2's,6'r,7'ar)-2',4',6'-trimethyl-3',6',7',7'a-tetrahydro-1'h-spiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

C15H22O2 (234.1619712)

6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H28O5 (396.1936638)

4-[(1e)-2-[(1s,4s)-4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]ethenyl]-5h-furan-2-one

C15H20O3 (248.14123700000002)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-(prop-1-en-2-yl)cyclopentan-1-ol

C30H48O2 (440.36541079999995)

(4as,10as)-7-isopropyl-1,1-dimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-4a-carboxylic acid

C20H26O3 (314.1881846)

5-[(1r,5s)-5-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpenta-2,4-dienoic acid

C15H22O3 (250.1568862)

3-[2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C20H12O8 (380.0532152)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl acetate

C17H24O6 (324.1572804)

(1r,3ar,5ar,7s,9as,11ar)-1-[(1s)-1-[(2r,4s)-4-hydroxy-5,5-dimethyloxolan-2-yl]ethyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl acetate

C32H52O4 (500.3865392)

3-[2-(2-{6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}-4,5-dihydroxyphenyl)ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H20O13 (624.090387)

1-(6-hydroperoxy-6-methylhept-4-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O3 (458.37597500000004)

(2e)-2,6,10-trimethyldodeca-2,11-diene-1,6,7,10-tetrol

C15H28O4 (272.19874880000003)

(2s,5r,6r,10r,13s,14r)-13-acetyl-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C23H34O3 (358.25078140000005)

(2r)-2-[(1r,3ar,5ar,9ar,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enoic acid

C30H46O3 (454.34467659999996)

[4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

C15H26O2 (238.1932696)

5-[(1r,4s)-4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpenta-2,4-dienoic acid

C15H22O3 (250.1568862)

1,7-bis(hydroxymethyl)-1,4-dimethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O3 (254.1881846)

6-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methylhept-3-ene-2,5-diol

C30H48O3 (456.36032579999994)

5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpentanoic acid

C15H26O3 (254.1881846)

3-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-(3-methylbut-2-en-2-yl)oxolan-2-one

C31H48O3 (468.36032579999994)

1-[1-(5,5-dimethyloxolan-2-yl)ethyl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C29H46O2 (426.34976159999997)

6-[(1s,3s,4r)-3,4-dihydroxy-4-methylcyclohexyl]-2-methylhept-5-enoic acid

C15H26O4 (270.1830996)

ribisin c

C14H14O5 (262.0841194)

(3s,5s)-5-[(1s)-1-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]ethyl]-2,2-dimethyloxolan-3-ol

C30H50O3 (458.37597500000004)

{3-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-1-oxo-6h-pyrano[4,3-c]isochromen-6-yl}acetic acid

C22H16O9 (424.0794286)

(1r,1as,4s,4ar,6r,7r,7as,7br)-4,6-dihydroxy-1-(hydroxymethyl)-1,4,7-trimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O4 (268.1674504)

(3r,5r,6s)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylhept-1-ene-3,5-diol

C30H50O3 (458.37597500000004)

4-ethenylbenzene-1,3-diol

C8H8O2 (136.0524268)

6-[2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2h,3h-furo[3,2-c]pyran-3-yl]-4-hydroxypyran-2-one

C26H18O10 (490.0899928)

5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-11,12-dihydroxy-4,8-dioxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),5,10,12-pentaen-3-one

C19H12O7 (352.05830019999996)

(4s,5s,8s,8as)-2,2,8-trimethyl-4,5,6,7,8,8a-hexahydro-1h-azulene-4,5-dicarbaldehyde

C15H22O2 (234.1619712)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r,4e)-6-hydroperoxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O3 (458.37597500000004)

methyl 3-(3,4-dihydroxyphenyl)-2-{6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}prop-2-enoate

C23H18O9 (438.0950778)

3-{4,5-dihydroxy-2-[(1e)-2-(4-hydroxy-6-oxopyran-2-yl)ethenyl]phenyl}-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C26H18O10 (490.0899928)

5-[(1r,3s)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpentanoic acid

C15H26O3 (254.1881846)

[5-(hydroxymethyl)-2,4,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O2 (238.1932696)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-enal

C30H48O2 (440.36541079999995)

(3s,5r)-5-[(1s)-1-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]ethyl]-2,2-dimethyloxolan-3-ol

C30H50O3 (458.37597500000004)

13-(1-carboxyethyl)-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C24H36O4 (388.2613456)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,6h,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.36541079999995)

6,7-dihydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-hexahydroindeno[4,3a-b]oxiren-2-yl 2-methylpropanoate

C19H30O6 (354.204228)

(1r,3ar,5as,9as,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H44O (396.3391974)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C31H50O2 (454.38106)

(1r,3ar,5ar,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C31H50O2 (454.38106)

(3ar,4r,7s,8s)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,5,6,7,8-hexahydroazulen-4-ol

C15H26O3 (254.1881846)

(3as,5ar,6r,8as)-8a-hydroxy-6-[(2r,5r)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

1,7-dihydroxy-1-(1-hydroxyethyl)-6,9a,11a-trimethyl-2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C22H34O4 (362.24569640000004)

(6r)-8,9-dihydroxy-3-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6-methoxy-6h-pyrano[4,3-c]isochromen-1-one

C22H18O8 (410.10016279999996)

5-[(1r,4r)-4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoic acid

C15H24O3 (252.1725354)

3-acetyl-2-(3,4-dihydroxyphenyl)-6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C24H18O8 (434.10016279999996)

(1r,3ar,6s,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-7-one

C30H46O2 (438.34976159999997)

(1r,3ar,4s,7as)-1-(hydroxymethyl)-6,6-dimethyl-4-(prop-1-en-2-yl)-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)

1-phenylheptane-1,5-dione

C13H16O2 (204.1150236)

(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-1-(4-methylfuran-2-yl)-1-oxopropan-2-yl]-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H42O3 (450.3133782)

2'-acetyl-5-[2-(3,4-dihydroxyphenyl)ethenyl]-5',6'-dihydroxyspiro[furan-2,1'-inden]-3-one

C22H16O7 (392.0895986)

26,33-bis(hydroxymethyl)-12,19-dimethoxy-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-2,9,16,23,25,30,32,36,37,38-decaoxahexacyclo[29.2.2.1³,⁷.1¹⁰,¹⁴.1¹⁷,²¹.0²⁴,²⁹]octatriacontane-4,6,11,13,18,20,27,28,34,35-decol

C38H64O29 (984.3533094)

2'-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-6'-methyl-2',3'-dihydro-[3,3'-bipyran]-2,4'-dione

C25H20O9 (464.110727)

2,4-dichloro-3-methoxy-5,6-bis(2,3,5,6-tetrachloro-4-methoxyphenoxy)phenol

C21H10Cl10O6 (707.7362659999999)

3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O2 (442.38106)

3-[(1r)-1-acetyl-1,5,6-trihydroxyinden-2-yl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C23H14O10 (450.05869440000004)

(2e)-5-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoic acid

C15H24O2 (236.1776204)

scopolin

C16H20O9 (356.110727)

(3s,4r,5r,6s)-2-ethoxy-6-(hydroxymethyl)oxane-3,4,5-triol

C8H16O6 (208.0946836)

7-(hydroxymethyl)-2,2,4,8-tetramethyl-1,3,3a,5,6,7-hexahydroazulene-1,4-diol

C15H26O3 (254.1881846)

5-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoic acid

C15H24O2 (236.1776204)

3-acetyl-2-(3,4-dihydroxyphenyl)-6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C24H18O8 (434.10016279999996)

3-[(1z,3z)-1-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxohexa-1,3-dien-2-yl]-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C25H20O9 (464.110727)

6-(5,6-dihydroxy-5,6-dimethylhept-3-en-2-yl)-8a-hydroxy-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

5-[(1s,3s)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpenta-2,4-dienoic acid

C15H22O3 (250.1568862)

9'-hydroxy-1',4',6'-trimethyl-3'-oxaspiro[cyclopropane-1,5'-tricyclo[6.2.1.0⁴,⁹]undecan]-2'-one

C15H22O3 (250.1568862)

octadecyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

C28H46O4 (446.3395916)

6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-methylbut-2-enoate

C20H28O6 (364.1885788)

4-[2-(2,2,6-trimethyl-5-oxocyclohexyl)ethenyl]-5h-furan-2-one

C15H20O3 (248.14123700000002)

3-[(4r,5s,6r)-7,7-dimethyl-3-oxatricyclo[4.4.0.0¹,⁵]decan-4-yl]but-2-enoic acid

C15H22O3 (250.1568862)

6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2(7),9,11-tetraen-3-one

C14H14O6 (278.0790344)

methyl 6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-carboxylate

C15H12O7 (304.05830019999996)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-methylpropanoate

C19H28O6 (352.1885788)

(2's,3'r)-2'-(3,4-dihydroxyphenyl)-4-hydroxy-6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6'-methyl-2',3'-dihydro-[3,3'-bipyran]-2,4'-dione

C26H22O9 (478.1263762)

3-[(2r)-5',6'-dihydroxy-5-methyl-3-oxospiro[furan-2,1'-inden]-2'-yl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C25H14O10 (474.05869440000004)

3-[1-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxohexa-1,3-dien-2-yl]-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C25H20O9 (464.110727)

2'-(3,4-dihydroxyphenyl)-6'-[2-(3,4-dihydroxyphenyl)ethenyl]-5-methyl-2'h-spiro[furan-2,3'-furo[3,2-c]pyran]-3,4'-dione

C25H18O9 (462.0950778)

(1r,1as,3s,4s,4ar,7s,7ar,7br)-1-(hydroxymethyl)-1,4,7-trimethyl-octahydro-1ah-cyclopropa[e]azulene-3,4-diol

C15H26O3 (254.1881846)

5-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpenta-2,4-dienoic acid

C15H22O2 (234.1619712)

[(3s)-3,5-diphenylhex-5-en-1-yl]benzene

C24H24 (312.1877904)

2-{2-[1-hydroxy-1-(4-methylcyclohex-3-en-1-yl)ethyl]cyclopropyl}propan-2-ol

C15H26O2 (238.1932696)

8-ethyl-7-(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,5,6,7-hexahydroazulene-1,4-diol

C16H28O3 (268.2038338)

6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-hydroxy-2-methylhept-1-en-3-one

C30H48O3 (456.36032579999994)

6-hydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2(7),9,11-tetraen-3-one

C14H14O5 (262.0841194)

(3s,6r)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylheptane-2,3-diol

C30H52O3 (460.3916242)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-ene-1,3-diol

C30H50O3 (458.37597500000004)

(1r,3ar,3br,7s,9ar,9br,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H50O (414.386145)

1-[2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-6-(hydroxymethyl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-7,9-diol

C30H48O5 (488.3501558)

2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)hexadecanimidic acid

C41H77NO9 (727.5598032)

methyl 2-[(2s,3r)-2-(3,4-dihydroxyphenyl)-6'-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4'-hydroxy-2',4-dioxo-2,3-dihydro-[3,3'-bipyran]-6-yl]acetate

C27H22O11 (522.1162062)

(2r)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enoic acid

C32H50O4 (498.37089000000003)

(1r,3ar,5as,6s,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O2 (440.36541079999995)

methyl 2-[2-(3,4-dihydroxyphenyl)-6'-[2-(3,4-dihydroxyphenyl)ethenyl]-4'-hydroxy-2',4-dioxo-2,3-dihydro-[3,3'-bipyran]-6-yl]acetate

C27H22O11 (522.1162062)

(3as,5ar,6r,8ar)-3a-hydroxy-6-[(2r,5r)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-4h,5h,6h,7h,8h,8ah-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

(1r,1as,4s,4ar,7s,7as,7br)-4-hydroxy-1,7-bis(hydroxymethyl)-1,4-dimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O4 (268.1674504)

o-phosphoethanolamine; bis(nonane)

C20H48NO4P (397.33207780000004)

4-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}pent-2-enal

C27H42O2 (398.3184632)

9a-hydroxy-6,8,8-trimethyl-1h,4h,5h,6h,6ah,7h,9h-azuleno[4,5-c]furan-3-one

C15H22O3 (250.1568862)

(1s,3ar,4r,7s)-7-(hydroxymethyl)-2,2,4,8-tetramethyl-1,3,3a,5,6,7-hexahydroazulene-1,4-diol

C15H26O3 (254.1881846)

1-(hydroxymethyl)-1,4,7-trimethyl-octahydro-1ah-cyclopropa[e]azulene-4,6-diol

C15H26O3 (254.1881846)

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H44O (396.3391974)

9b-hydroxy-1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,6,9a,11a-pentamethyl-decahydroindeno[2,1-f]azulene-4,7-dione

C31H50O4 (486.37089000000003)

(5s,5as,9as)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H28O5 (396.1936638)

(1as,3s,4s,4ar,7s,7ar)-3,7-dihydroxy-1a-(3-hydroxyprop-1-en-2-yl)-4,6,6-trimethyl-tetrahydro-3h-indeno[4,3a-b]oxiren-2-one

C15H22O5 (282.1467162)

6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-3-(1-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}ethyl)-4-hydroxypyran-2-one

C28H22O10 (518.1212912)

4-[(1e)-2-[(1s,6s)-2,2,6-trimethyl-5-oxocyclohexyl]ethenyl]-5h-furan-2-one

C15H20O3 (248.14123700000002)

3-[2-(3,4-dihydroxyphenyl)-1-{6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H20O13 (624.090387)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r)-6-hydroperoxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O3 (458.37597500000004)

3-[2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-6-methoxy-6h-pyrano[4,3-c]isochromen-1-one

C21H16O8 (396.0845136)

5,7-dihydroxy-6,6,9a-trimethyl-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

C15H22O4 (266.1518012)

4,6-dihydroxy-1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O3 (252.1725354)

[(5s,8s,8as)-2,2,8-trimethyl-4-methylidene-1,5,6,7,8,8a-hexahydroazulen-5-yl]methanol

C15H24O (220.18270539999997)

3a,6,6,9a,11a-pentamethyl-1-[1-(4-methylfuran-2-yl)-1-oxopropan-2-yl]-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H42O3 (450.3133782)

1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one

C9H12N2O6 (244.0695332)

1,3-dihydroxypropan-2-yl 4-hydroxy-3,5-dimethoxybenzoate

C12H16O7 (272.0895986)

7-phenylheptan-3-ol

C13H20O (192.151407)

(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-1-[(2s)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-10-one

C30H48O3 (456.36032579999994)

[(2s,4s,5s,8s,8as)-4,5-bis(hydroxymethyl)-2,8-dimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1881846)

8,9-dihydroxy-3-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6-methoxy-6h-pyrano[4,3-c]isochromen-1-one

C22H18O8 (410.10016279999996)

methyl (4z,6e)-7-(3,4-dihydroxyphenyl)-5-hydroxy-3-oxohepta-4,6-dienoate

C14H14O6 (278.0790344)

3-[1-(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C23H18O8 (422.10016279999996)

(3r)-5-[(1s,3r)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpentanoic acid

C15H26O3 (254.1881846)

n-[(2s,3r,4r,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-2-{2-[(4e)-1,6,6-trimethyl-hexahydro-1h-inden-4-ylidene]propoxy}oxan-3-yl]ethanimidic acid

C23H39NO6 (425.2777234)

(1r,1as,4r,4ar,7s,7ar,7br)-1-(hydroxymethyl)-1,4,7-trimethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O2 (238.1932696)

(2e,4e)-5-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpenta-2,4-dienoic acid

C15H22O2 (234.1619712)

(2s,3r,4s,5s)-2-(hydroxymethyl)-5-(purin-9-yl)oxolane-3,4-diol

C10H12N4O4 (252.08585119999998)

(1s,3as,5as,7r,9ar,11as)-1-[(2r,3s)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3391974)

6-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methylhept-1-ene-3,5-diol

C30H50O3 (458.37597500000004)

3-[2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-oxofuro[3,2-c]pyran-3-yl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H18O13 (622.0747378)

(1r,2s,5r)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(prop-1-en-2-yl)cyclopentan-1-ol

C30H48O2 (440.36541079999995)

5-hydroxy-7-phenylheptan-3-one

C13H18O2 (206.1306728)

(1r,2r,5s,6s,9r,12r,15s,19r)-1,5,15-trimethyl-14-oxo-8,13-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadec-10-en-6-yl acetate

C22H30O5 (374.209313)

(1s,7s,9s,12r)-12-hydroxy-5,5-dimethyl-10-oxo-11-oxatetracyclo[7.3.1.0¹,⁹.0³,⁷]tridec-2-ene-2-carbaldehyde

C15H18O4 (262.1205028)

3,7-dihydroxy-1a-(3-hydroxyprop-1-en-2-yl)-4,6,6-trimethyl-tetrahydro-3h-indeno[4,3a-b]oxiren-2-one

C15H22O5 (282.1467162)

(3as,6s,6as,9bs)-6,8,8-trimethyl-3h,3ah,4h,5h,6h,6ah,7h,9bh-azuleno[4,5-c]furan-1-one

C15H22O2 (234.1619712)

phellinstatin

C39H26O15 (734.1271646)

(1r,3s,7s,8r,9s,10r,13s)-7,8-dihydroxy-9,12,12-trimethyl-4-methylidene-2,6-dioxatetracyclo[8.3.0.0¹,³.0³,⁷]tridecan-13-yl 2-methylpropanoate

C19H28O6 (352.1885788)

(4s)-5-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-4-hydroxy-3-methylpent-2-enoic acid

C15H24O3 (252.1725354)

7-phenylheptan-3-one

C13H18O (190.1357578)

(2s,3s,6r)-6-(2-hydroxy-6-methylhept-5-en-2-yl)-2-(hydroxymethyl)-3-methyloxan-3-ol

C15H28O4 (272.19874880000003)

7-[2-(3,4-dihydroxyphenyl)ethenyl]-2-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-2-methylpyrano[3,2-c]pyran-5-one

C28H32O5 (448.2249622)

3a-hydroxy-6-[6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-4h,5h,6h,7h,8h,8ah-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

(5r,5ar,7r,9ar,9br)-5,7-dihydroxy-6,6,9a-trimethyl-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

C15H22O4 (266.1518012)

3-[4,5-dihydroxy-2-(6-methyl-4-oxopyran-2-yl)phenyl]-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C25H18O9 (462.0950778)

[4,5-bis(hydroxymethyl)-2,8-dimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1881846)

3-[2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-6-(2-oxopropyl)-6h-pyrano[4,3-c]isochromen-1-one

C23H18O8 (422.10016279999996)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-hydroxy-2-methylpropanoate

C19H28O7 (368.1834938)

7,8-bis(hydroxymethyl)-2,2,4-trimethyl-1,3,3a,5,6,7-hexahydroazulen-4-ol

C15H26O3 (254.1881846)

[(2r,4s,5s,8s,8as)-4,5-bis(hydroxymethyl)-2,8-dimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1881846)

(2r,3r,4s,5r,6r)-2-(hydroxymethyl)-6-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

C12H22O11 (342.11620619999997)

(3as,5ar,6r,8as)-8a-hydroxy-6-[(2r,3e,5r)-6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

C7H12O5 (176.06847019999998)

(1r,3ar,5ar,7s,9as,11ar)-3a,6,6,9a,11a-pentamethyl-1-[(2r)-6-methylhept-6-en-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O (426.386145)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methyl-5-methylideneheptanoic acid

C31H50O3 (470.37597500000004)

(1r,5s,5as,9as,9br)-1-hydroxy-6,6,9a-trimethyl-1h,3h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H30O5 (398.209313)

(2s,5r,10r,13r,14r)-13-[(2s)-6-carboxy-6-hydroxy-6-methyl-3-oxohexan-2-yl]-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C29H44O6 (488.3137724)

(1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H48O (400.37049579999996)

13-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C30H48O3 (456.36032579999994)

4,6-dihydroxy-1-(hydroxymethyl)-1,4,7-trimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O4 (268.1674504)

(4s,5s,6s,8s,8as)-4,5-bis(hydroxymethyl)-2,2,8-trimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

C15H26O3 (254.1881846)

2-[(1s,3as,7as)-1-(hydroxymethyl)-6,6-dimethyl-hexahydro-1h-inden-4-ylidene]propan-1-ol

C15H26O2 (238.1932696)

(1r,3as,4s,7s)-7-(hydroxymethyl)-2,2,4,8-tetramethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-1-ol

C15H26O2 (238.1932696)

(1s,3as,4s,7s)-7,8-bis(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-1-ol

C15H26O3 (254.1881846)

2,3,5-trichloro-4-methoxy-6-[2,3,5-trichloro-4-methoxy-6-(2,3,5,6-tetrachloro-4-methoxyphenoxy)phenoxy]phenol

C21H10Cl10O6 (707.7362659999999)

3-acetyl-2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C23H16O8 (420.0845136)

3,7,10-trihydroxy-1-[2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O6 (504.3450708)

2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]triacontanimidic acid

C48H97NO5 (767.7366351999999)

(2s,4s,6s,10r,13r,14r)-13-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-2,4,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-4-carboxylic acid

C30H48O3 (456.36032579999994)

3-{7,7-dimethyl-3-oxatricyclo[4.4.0.0¹,⁵]decan-4-yl}but-2-enoic acid

C15H22O3 (250.1568862)

methyl 7-(3,4-dihydroxyphenyl)-5-hydroxy-3-oxohepta-4,6-dienoate

C14H14O6 (278.0790344)

(1s,2s,5s,6r,9s,10r,15s)-5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.3290274)

(4ar,10as)-4a-acetyl-7-isopropyl-1,1-dimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C21H28O2 (312.2089188)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-5-(2-hydroxypropan-2-yl)cyclopentan-1-ol

C30H50O3 (458.37597500000004)

[(4s,5s,8s,8as)-4-(hydroxymethyl)-2,2,8-trimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

C15H26O2 (238.1932696)

(1r,3ar,5ar,9as,9br,11ar)-1-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H44O (396.3391974)

(2z)-2-[(3,4-dihydroxyphenyl)methylidene]-5-methylfuran-3-one

C12H10O4 (218.057906)

1-(6-hydroperoxy-1-hydroxy-6-methylhept-4-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O4 (474.37089000000003)

7-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-3-hydroxy-3-methyl-4h-oxepine-2,5-dione

C15H14O6 (290.0790344)

6-[2-(3,4-dihydroxyphenyl)ethenyl]-3-(1-{6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}ethyl)-4-hydroxypyran-2-one

C28H22O10 (518.1212912)

2-{3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}propanoic acid

C25H38O3 (386.2820798)

[8a-hydroperoxy-4-(hydroxymethyl)-2,2,8-trimethyl-1,4,5,6,7,8-hexahydroazulen-5-yl]methanol

C15H26O4 (270.1830996)

3-[2-(3,4-dihydroxyphenyl)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxofuro[3,2-c]pyran-3-yl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H18O13 (622.0747378)

(3r,5s)-3-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(3-methylbut-2-en-2-yl)oxolan-2-one

C31H48O3 (468.36032579999994)

7-(hydroxymethyl)-2,2,4,8-tetramethyl-1,3,3a,5,6,7-hexahydroazulen-4-ol

C15H26O2 (238.1932696)

(1ar,2s,4ar,5s,6s,7s,7ar)-6,7-dihydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-hexahydroindeno[4,3a-b]oxiren-2-yl 2-methylpropanoate

C19H30O6 (354.204228)

(3r,6r)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylheptane-2,3-diol

C30H52O3 (460.3916242)

6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-hydroxy-3-methylbutanoate

C20H30O7 (382.199143)

5-hydroxy-2-(4-hydroxyphenyl)-8-[(2-hydroxyphenyl)methyl]-7-methoxy-2,3-dihydro-1-benzopyran-4-one

C23H20O6 (392.125982)

5-(1,2-dihydroxyethyl)-4-{[5-(hydroxymethyl)furan-2-yl]methylidene}-2-methoxyoxolan-3-one

C13H16O7 (284.0895986)

(2s)-7-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-2-{2-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-2-methylpyrano[3,2-c]pyran-5-one

C28H32O5 (448.2249622)

2'-(3,4-dihydroxyphenyl)-4-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6'-methyl-2',3'-dihydro-[3,3'-bipyran]-2,4'-dione

C26H22O9 (478.1263762)

(4e)-4-[(3,4-dihydroxyphenyl)methylidene]-2-(3-hydroxy-4-methylphenyl)-5-oxooxolane-3-carboxylic acid

C19H16O7 (356.0895986)

3,5-dichloro-4-methoxy-2,6-bis(2,3,5,6-tetrachloro-4-methoxyphenoxy)phenol

C21H10Cl10O6 (707.7362659999999)

(1s,3s,3ar,7r,9as,10r,11ar)-3,7,10-trihydroxy-1-[(1r,2s,3r)-2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O6 (504.3450708)

(2s,5r,6r,10r,13r,14r)-13-[(1s)-1-carboxyethyl]-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C24H36O4 (388.2613456)

(2r)-2-[(1r,3ar,5as,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enoic acid

C30H46O3 (454.34467659999996)

6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl acetate

C17H24O6 (324.1572804)

2,5-dihydroxybenzene-1,4-dicarboxylic acid

C8H6O6 (198.01643760000002)

2,6,10-trimethyldodeca-2,11-diene-1,6,7,10-tetrol

C15H28O4 (272.19874880000003)

(3r,6r)-3-[(1r,3ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-(2-hydroxypropan-2-yl)oxan-2-one

C30H46O4 (470.3395916)

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H50O (414.386145)

4,5-bis(hydroxymethyl)-2,2,8-trimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-6-ol

C15H26O3 (254.1881846)

2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C21H14O7 (378.0739494)

(1r,3as,3bs,9ar,9bs,11ar)-1-[(2s,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H42O (394.3235482)

6-(3,4-dihydroxy-4-methylcyclohexyl)-2-methylhept-5-enoic acid

C15H26O4 (270.1830996)

(1r,3as,7s,9as,9bs,11ar)-1-[(2s,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3391974)

(3e,5r,6s)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylhept-3-ene-2,5-diol

C30H50O3 (458.37597500000004)

(1r,2r,5s)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(2-hydroxypropan-2-yl)cyclopentan-1-ol

C30H50O3 (458.37597500000004)

2,5-dihydroxy-3'a,4,4,7a,7'a-pentamethyl-1'-(6-methylhept-5-en-2-yl)-decahydro-1'h-1,5'-spirobi[inden]-4'-one

C30H50O3 (458.37597500000004)

(3z)-3-[(3,4-dihydroxyphenyl)methylidene]-6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxy-2-methylfuro[3,2-c]pyran-4-one

C25H22O8 (450.1314612)

(1's,4'r,6's,8'r,9'r)-9'-hydroxy-1',4',6'-trimethyl-3'-oxaspiro[cyclopropane-1,5'-tricyclo[6.2.1.0⁴,⁹]undecan]-2'-one

C15H22O3 (250.1568862)

1-hydroxy-6,6,9a-trimethyl-1h,3h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 3-phenylprop-2-enoate

C24H30O4 (382.214398)

4-hydroxy-1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O2 (236.1776204)

(2e)-4,5,6-trihydroxy-6-[4-(hydroxymethyl)cyclohexyl]-2-methylhept-2-enoic acid

C15H26O6 (302.1729296)

8a-hydroxy-6-[6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

(1r,2r,5s)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(2-hydroxypropan-2-yl)cyclopentan-1-ol

C30H48O3 (456.36032579999994)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl (2e)-2-methylbut-2-enoate

C20H28O6 (364.1885788)

(2r,3z)-3-[(3,4-dihydroxyphenyl)methylidene]-6-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxy-2-methylfuro[3,2-c]pyran-4-one

C25H22O8 (450.1314612)

6-(2-hydroxy-6-methylhept-5-en-2-yl)-2-(hydroxymethyl)-3-methyloxan-3-ol

C15H28O4 (272.19874880000003)

6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-hydroxy-2-methylpropanoate

C19H28O7 (368.1834938)

6,8,8-trimethyl-3h,3ah,4h,5h,6h,6ah,7h,9h-azuleno[4,5-c]furan-1-one

C15H22O2 (234.1619712)

(1s,2r,3s,4r,5r,6r)-5-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

C7H12O5 (176.06847019999998)

2-(3,4-dihydroxyphenyl)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C21H14O7 (378.0739494)

(1s,3ar,5ar,6r,7s,9s,9as,11ar)-1-[(1r,2s,3r)-2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-6-(hydroxymethyl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-7,9-diol

C30H48O5 (488.3501558)

{3-[2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-1-oxo-6h-pyrano[4,3-c]isochromen-6-yl}acetic acid

C22H16O9 (424.0794286)

(2r,3z)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-(2-oxopropyl)furo[3,2-c]pyran-4-one

C26H22O9 (478.1263762)

1-(hydroxymethyl)-1,4,7-trimethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O2 (238.1932696)

3-{4,5-dihydroxy-2-[2-(4-hydroxy-6-oxopyran-2-yl)ethenyl]phenyl}-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C26H18O10 (490.0899928)

(1s,3as,4s,7s)-7-(hydroxymethyl)-2,2,4,8-tetramethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-1-ol

C15H26O2 (238.1932696)

methyl oxepine-2-carboxylate

C8H8O3 (152.0473418)

8,9-dihydroxy-3-[(1e)-2-(4-hydroxyphenyl)ethenyl]pyrano[4,3-c]isochromene-1,6-dione

C20H12O7 (364.05830019999996)

6-hydroxy-3,3,5-trimethyl-7-oxo-7a-(3-oxoprop-1-en-2-yl)-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-methylpropanoate

C19H26O6 (350.1729296)

3-(1-hydroxy-7,7-dimethyl-1,2,3,5,6,7a-hexahydroinden-2-yl)but-2-enoic acid

C15H22O3 (250.1568862)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthren-7-one

C30H46O2 (438.34976159999997)

(1r,3ar,5ar,7s,9as,10s,11ar)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-6-methylhept-5-en-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-7,10-diol

C30H50O2 (442.38106)

(2,2,8-trimethyl-4-methylidene-1,5,6,7,8,8a-hexahydroazulen-5-yl)methanol

C15H24O (220.18270539999997)

5-(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)-3-methylpent-1-en-3-ol

C20H34O (290.2609514)

3a,6,6,9a,11a-pentamethyl-1-(6-methylhept-5-en-2-yl)-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-7,11-diol

C30H50O2 (442.38106)

(1r,3r,4s,5s,6r,7r,10s,11r,12s,13s,14r,17s,18r,19s,20s,21r,24s,26r,27r,28s,29r,31r,33r,34r,35r)-26,33-bis(hydroxymethyl)-12,19-dimethoxy-5-{[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,9,16,23,25,30,32,36,37,38-decaoxahexacyclo[29.2.2.1³,⁷.1¹⁰,¹⁴.1¹⁷,²¹.0²⁴,²⁹]octatriacontane-4,6,11,13,18,20,27,28,34,35-decol

C38H64O29 (984.3533094)

ethyl (2z)-3-(3,4-dihydroxyphenyl)-2-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}prop-2-enoate

C24H20O9 (452.110727)

(2s,4z,5r)-5-(1,2-dihydroxyethyl)-4-{[5-(hydroxymethyl)furan-2-yl]methylidene}-2-methoxyoxolan-3-one

C13H16O7 (284.0895986)

[(2r,4r,5s,8s,8as)-4,5-bis(hydroxymethyl)-2,8-dimethyl-4,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O3 (254.1881846)

8,9-dihydroxy-3-methylpyrano[4,3-c]isochromene-1,6-dione

C13H8O6 (260.0320868)

(1r,3ar,5ar,6s,7s,9as,11ar)-7-hydroxy-1-[(2s)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-6-carboxylic acid

C30H48O4 (472.3552408)

undeca-7,9-diene-2,4,5-triol

C11H20O3 (200.14123700000002)

(1s,4ar,5s,8ar)-5-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H32O3 (320.23513219999995)

ribisin d

C14H14O6 (278.0790344)

1-(1-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

(5r)-3-[(3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(3-methylbut-2-en-2-yl)oxolan-2-one

C31H48O3 (468.36032579999994)

(2s,4z,5s)-5-(1,2-dihydroxyethyl)-4-{[5-(hydroxymethyl)furan-2-yl]methylidene}-2-methoxyoxolan-3-one

C13H16O7 (284.0895986)

(1r,3ar,6s,7r,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,5h,5ah,6h,7h,8h,9h,11h-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.36541079999995)

6-[(1s,3r,4r)-3-hydroxy-4-methylcyclohexyl]-2-methylhept-5-enoic acid

C15H26O3 (254.1881846)

(2s,2's)-2'-(3,4-dihydroxyphenyl)-6'-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methyl-2'h-spiro[furan-2,3'-furo[3,2-c]pyran]-3,4'-dione

C26H20O9 (476.110727)

2',4',6'-trimethyl-3',6',7',7'a-tetrahydro-1'h-spiro[cyclopropane-1,5'-indene]-2'-carboxylic acid

C15H22O2 (234.1619712)

1-(6-hydroxy-6-methylhept-4-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

(2z)-3-(3,4-dihydroxyphenyl)-2-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}prop-2-enoic acid

C22H16O9 (424.0794286)

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C29H46O2 (426.34976159999997)

(6r)-3-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-6-methoxy-6h-pyrano[4,3-c]isochromen-1-one

C21H16O8 (396.0845136)

(5z,7e)-1,1,1-trichloro-4-hydroxyundeca-3,5,7-trien-2-one

C11H13Cl3O2 (281.9981088)

(1r,3as,7s,9ar,9br,11ar)-1-[(2s,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3391974)

4-[(2e,6s)-6-carboxy-6-methylhex-2-en-2-yl]cyclohexane-1-carboxylic acid

C15H24O4 (268.1674504)

(3as,5ar,6r,8as)-6-[(2r)-5,6-dihydroxy-5,6-dimethylhept-3-en-2-yl]-8a-hydroxy-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-7a-(3-hydroxyprop-1-en-2-yl)-3,3,5-trimethyl-7-oxo-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-hydroxy-3-methylbutanoate

C20H30O7 (382.199143)

(2r,3z)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-methylfuro[3,2-c]pyran-4-one

C24H20O8 (436.115812)

5-[(1s,4s)-4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpentanoic acid

C15H26O3 (254.1881846)

(1r,3s,3ar,7r,9as,10r,11ar)-3,7,10-trihydroxy-1-[(1r,2s,3s)-2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O6 (504.3450708)

(5s,5as,9r,9as)-9-hydroxy-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl (2e)-3-phenylprop-2-enoate

C24H28O5 (396.1936638)

3-[(2s)-5',6'-dihydroxy-5-methyl-3-oxospiro[furan-2,1'-inden]-2'-yl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C25H14O10 (474.05869440000004)

1-(hydroxymethyl)-1,4,7-trimethyl-octahydro-1ah-cyclopropa[e]azulene-3,4-diol

C15H26O3 (254.1881846)

5-(4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpentanoic acid

C15H26O3 (254.1881846)

3-(2-{2-[2-(3,4-dihydroxyphenyl)-3-(4-hydroxy-6-oxopyran-2-yl)-4-oxo-2h,3h-furo[3,2-c]pyran-6-yl]ethenyl}-4,5-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C39H26O15 (734.1271646)

(4e)-7-phenylhept-4-en-3-one

C13H16O (188.12010859999998)

6-(3-hydroxy-4-methylcyclohexyl)-2-methylhept-5-enoic acid

C15H26O3 (254.1881846)

2'-acetyl-5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-5',6'-dihydroxyspiro[furan-2,1'-inden]-3-one

C22H16O7 (392.0895986)

3-[(2s)-4,4-dimethyl-7-oxo-2,3,5,6-tetrahydro-1h-inden-2-yl]but-2-enoic acid

C15H20O3 (248.14123700000002)

3a,6,9a,11a-tetramethyl-1-(6-methyl-3-oxohept-5-en-2-yl)-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C29H44O2 (424.3341124)

3-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-6-(2-hydroxypropan-2-yl)oxan-2-one

C30H46O4 (470.3395916)

1-(hydroxymethyl)-6,6-dimethyl-4-(prop-1-en-2-yl)-hexahydro-1h-inden-4-ol

C15H26O2 (238.1932696)

3-[(1z)-1-(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one

C23H18O8 (422.10016279999996)

3-acetyl-2-(3,4-dihydroxyphenyl)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]furo[3,2-c]pyran-4-one

C23H16O8 (420.0845136)

(2r)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoic acid

C31H50O3 (470.37597500000004)

[(2s,5s,8s,8as)-5-(hydroxymethyl)-2,4,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-2-yl]methanol

C15H26O2 (238.1932696)

2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid

C18H14O8 (358.0688644)

6-[3-(formyloxy)-4-hydroxy-4-methylcyclohexyl]-2-methylhept-5-enoic acid

C16H26O5 (298.1780146)

3-[(1r,2s)-1-hydroxy-7,7-dimethyl-1,2,3,5,6,7a-hexahydroinden-2-yl]but-2-enoic acid

C15H22O3 (250.1568862)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

[(6r)-3-[2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-1-oxo-6h-pyrano[4,3-c]isochromen-6-yl]acetic acid

C22H16O9 (424.0794286)

3-[(3,4-dihydroxyphenyl)methylidene]-6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxy-2-methylfuro[3,2-c]pyran-4-one

C25H22O8 (450.1314612)

7-[2-(3,4-dihydroxyphenyl)ethenyl]-3-hydroxy-3-methyl-4h-oxepine-2,5-dione

C15H14O6 (290.0790344)

(2e,4e)-5-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpenta-2,4-dienoic acid

C15H22O2 (234.1619712)

3a,6,6,9a,11a-pentamethyl-1-(6-methylhept-5-en-2-yl)-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-7,10-diol

C30H50O2 (442.38106)

2'-(3,4-dihydroxyphenyl)-6'-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methyl-2'h-spiro[furan-2,3'-furo[3,2-c]pyran]-3,4'-dione

C26H20O9 (476.110727)

3-[(1e)-2-(2-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}-4,5-dihydroxyphenyl)ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H20O13 (624.090387)

7,10-dihydroxy-1-[2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O5 (488.3501558)

5-[(1r,4r)-4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpenta-2,4-dienoic acid

C15H22O3 (250.1568862)

(1s,3ar,7r,9as,10r,11ar)-7,10-dihydroxy-1-[(1r,2s,3r)-2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O5 (488.3501558)

8,9-dihydroxy-1,6-dioxopyrano[4,3-c]isochromene-3-carboxylic acid

C13H6O8 (290.0062676)

(6s,6as,9ar)-9a-hydroxy-6,8,8-trimethyl-1h,4h,5h,6h,6ah,7h,9h-azuleno[4,5-c]furan-3-one

C15H22O3 (250.1568862)

homopregnene

C22H34O4 (362.24569640000004)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r,4e)-6-hydroperoxy-1-hydroxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O4 (474.37089000000003)

6,6'-dihydroxy-[1,1'-biphenyl]-3,3'-dicarboxylic acid

C14H10O6 (274.047736)

ribisin b

C14H14O5 (262.0841194)

6-[2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-(2-oxopropyl)furo[3,2-c]pyran-4-one

C26H22O9 (478.1263762)

[(5s,8s,8as)-4-(hydroxymethyl)-2,2,8-trimethyl-3,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]methanol

C15H26O2 (238.1932696)

(1as,4s,4ar,7s,7as,7br)-4-hydroxy-7-(hydroxymethyl)-1,1,4-trimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O3 (252.1725354)

3-[(1z)-2-(3,4-dihydroxyphenyl)-1-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C33H20O13 (624.090387)

(1r,3ar,5ar,6s,9as,11ar)-1-[(1s)-1-[(2s)-5,5-dimethyloxolan-2-yl]ethyl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C29H46O2 (426.34976159999997)

6,8,8-trimethyl-3h,3ah,4h,5h,6h,6ah,7h,9bh-azuleno[4,5-c]furan-1-one

C15H22O2 (234.1619712)

(1r,5s,5as,9as,9br)-1-hydroxy-6,6,9a-trimethyl-1h,3h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl (2e)-3-phenylprop-2-enoate

C24H30O4 (382.214398)

(1r,3ar,5ar,6s,9as,11ar)-3a,6,9a,11a-tetramethyl-1-[(2s)-6-methyl-3-oxohept-5-en-2-yl]-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C29H44O2 (424.3341124)

(1ar,2s,4ar,5s,6s,7as)-6-hydroxy-3,3,5-trimethyl-7-oxo-7a-(3-oxoprop-1-en-2-yl)-tetrahydro-2h-indeno[4,3a-b]oxiren-2-yl 2-methylpropanoate

C19H26O6 (350.1729296)

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2-hydroxyphenyl)methyl]-7-methoxy-2,3-dihydro-1-benzopyran-4-one

C23H20O6 (392.125982)

n-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(1,6,6-trimethyl-hexahydro-1h-inden-4-ylidene)propoxy]oxan-3-yl]ethanimidic acid

C23H39NO6 (425.2777234)

6-[(1s,3s,4r)-3-(formyloxy)-4-hydroxy-4-methylcyclohexyl]-2-methylhept-5-enoic acid

C16H26O5 (298.1780146)

8,12-dihydroxy-2,2-dimethyl-1,10-dioxatetraphen-5-one

C18H14O5 (310.0841194)

7-hydroxy-1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-6-carboxylic acid

C30H48O4 (472.3552408)

2-[(3ar,5as,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enoic acid

C30H48O3 (456.36032579999994)

(1r,2r,5r)-2-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-(2-hydroxypropan-2-yl)cyclopentan-1-ol

C30H50O3 (458.37597500000004)

(7ar,9s,11as,11br)-3,3,8,8,11a-pentamethyl-1h,5h,7h,7ah,9h,10h,11h,11bh-naphtho[1,2-e][1,3]dioxepin-9-ol

C18H30O3 (294.21948299999997)

(3r,6s)-3-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-(2-hydroxypropan-2-yl)oxan-2-one

C30H48O4 (472.3552408)

(1r,1as,4r,4ar,7s,7as,7br)-1,7-bis(hydroxymethyl)-1,4-dimethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O3 (254.1881846)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r,4e)-6-hydroxy-6-methylhept-4-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

(1r,3ar,6s,7r,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

1-hydroxy-6,6,9a-trimethyl-1h,3h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H30O5 (398.209313)

(4s,5r,8s,8as)-5-(hydroxymethyl)-2,2,4,8-tetramethyl-1,5,6,7,8,8a-hexahydroazulen-4-ol

C15H26O2 (238.1932696)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2r)-1-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

3-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxy-6-(2-oxopropyl)-6h-pyrano[4,3-c]isochromen-1-one

C23H18O8 (422.10016279999996)

(1r,3ar,5as,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C31H50O2 (454.38106)

(2s,2's)-2'-(3,4-dihydroxyphenyl)-6'-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-5-methyl-2'h-spiro[furan-2,3'-furo[3,2-c]pyran]-3,4'-dione

C25H18O9 (462.0950778)

2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]nonacosanimidic acid

C47H95NO5 (753.7209859999999)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-enoic acid

C30H48O3 (456.36032579999994)

7-hydroxy-1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-6-carboxylic acid

C31H50O4 (486.37089000000003)

2'-(3,4-dihydroxyphenyl)-6'-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methyl-2'h-spiro[furan-2,3'-furo[3,2-c]pyran]-3,4'-dione

C26H20O9 (476.110727)

(3r)-5-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpentanoic acid

C15H26O2 (238.1932696)

(3as,5ar,6r,8as)-6-[(2r,3e,5r)-5,6-dihydroxy-5,6-dimethylhept-3-en-2-yl]-8a-hydroxy-5a-methyl-3ah,4h,5h,6h,7h,8h-indeno[5,4-b]furan-2-one

C21H32O5 (364.2249622)

ribisin a

C13H12O5 (248.06847019999998)

2-hydroxy-n-(1,3,4-trihydroxyoctadecan-2-yl)triacontanimidic acid

C48H97NO5 (767.7366351999999)

(3z)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-(2-oxopropyl)furo[3,2-c]pyran-4-one

C26H22O9 (478.1263762)

3-(1-acetyl-1,5,6-trihydroxyinden-2-yl)-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C23H14O10 (450.05869440000004)

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)

4-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}pent-2-enoic acid

C27H42O3 (414.3133782)

(3e,5r,6s)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylhept-3-ene-2,5-diol

C30H48O3 (456.36032579999994)

2-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-1-(4-methylfuran-2-yl)propan-1-one

C30H44O3 (452.3290274)

(3as,5ar,7r,9as,11r,11ar)-3a,6,6,9a,11a-pentamethyl-1-[(2r)-6-methylhept-5-en-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-7,11-diol

C30H50O2 (442.38106)

2-{3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-enoic acid

C30H46O3 (454.34467659999996)

(2s,5r,6r,10r,13r,14r)-13-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-2,5,10,14-tetramethyltetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C30H48O3 (456.36032579999994)

methyl 7-oxabicyclo[4.1.0]hepta-2,4-diene-1-carboxylate

C8H8O3 (152.0473418)

2-[(1s,3as,7s,9as,11as)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-1-(4-methylfuran-2-yl)propan-1-one

C30H44O3 (452.3290274)

(1r,1as,4s,4ar,7s,7ar,7br)-4-hydroxy-1-(hydroxymethyl)-1,4,7-trimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O3 (252.1725354)

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O2 (442.38106)

6-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methylheptane-2,3-diol

C30H52O3 (460.3916242)

6-[(2r,3r)-2-(3,4-dihydroxyphenyl)-6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-oxo-2h,3h-furo[3,2-c]pyran-3-yl]-4-hydroxypyran-2-one

C26H18O10 (490.0899928)

(4e)-2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid

C18H14O8 (358.0688644)

(1s,2s,5r,9s,12r,15s,19r)-2-hydroxy-1,5,15-trimethyl-8,13-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadec-10-en-14-one

C20H28O4 (332.19874880000003)

methyl (2z)-3-(3,4-dihydroxyphenyl)-2-{6-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}prop-2-enoate

C23H18O9 (438.0950778)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,6h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O2 (440.36541079999995)

5-(1-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl}ethyl)-2,2-dimethyloxolan-3-ol

C30H50O3 (458.37597500000004)

6-[2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-methylfuro[3,2-c]pyran-4-one

C24H20O8 (436.115812)

4-hydroxy-7-(hydroxymethyl)-1,1,4-trimethyl-octahydrocyclopropa[e]azulen-3-one

C15H24O3 (252.1725354)

3-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-8,9-dihydroxypyrano[4,3-c]isochromene-1,6-dione

C20H12O8 (380.0532152)

(3as,6s,6as)-6,8,8-trimethyl-3h,3ah,4h,5h,6h,6ah,7h,9h-azuleno[4,5-c]furan-1-one

C15H22O2 (234.1619712)

(1r,5ar,7s,9as,11ar)-3a,6,6,9a,11a-pentamethyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H52O (428.4017942)

(2r,3r,4e)-2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid

C18H14O8 (358.0688644)

(6s)-6-[(1r,3ar,5ar,7s,9as,11ar)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-5-hydroxy-2-methylhept-1-en-3-one

C30H48O3 (456.36032579999994)

(1r,3ar,5as,6s,7s,9as,11ar)-7-hydroxy-1-[(2r,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,9a,11a-tetramethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-6-carboxylic acid

C30H48O4 (472.3552408)

1-(3-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C31H52O2 (456.3967092)

4-[2-(4-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethenyl]-5h-furan-2-one

C15H20O3 (248.14123700000002)

2-[(1r,2r)-2-[(1r)-1-hydroxy-1-[(1s)-4-methylcyclohex-3-en-1-yl]ethyl]cyclopropyl]propan-2-ol

C15H26O2 (238.1932696)

(1r,3ar,5ar,7s,9as,11ar)-1-[(2s,3r)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C31H52O2 (456.3967092)

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-8-[(2-hydroxyphenyl)methyl]-7-methoxy-2,3-dihydro-1-benzopyran-4-one

C23H20O6 (392.125982)

3-hydroxy-2-oxochromene-4,6-dicarboxylic acid

C11H6O7 (250.0113526)

(3ar,4r,7s)-7-(hydroxymethyl)-2,2,4,8-tetramethyl-1,3,3a,5,6,7-hexahydroazulen-4-ol

C15H26O2 (238.1932696)

1-methoxy-6,6,9a-trimethyl-3-oxo-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-5-yl 3-phenylprop-2-enoate

C25H30O5 (410.209313)

2-(1-hydroxyheptyl)-4-methyl-5-oxo-2h-furan-3-carboxylic acid

C13H20O5 (256.13106700000003)

7-(hydroxymethyl)-2,2,4,8-tetramethyl-3,3a,4,5,6,7-hexahydro-1h-azulen-1-ol

C15H26O2 (238.1932696)

2-hydroxy-5-[(1e)-2-(4-hydroxy-6-oxopyran-2-yl)ethenyl]cyclohexa-2,5-diene-1,4-dione

C13H8O6 (260.0320868)

3-(3,4-dihydroxyphenyl)-2-{6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl}prop-2-enoic acid

C22H16O9 (424.0794286)

2-hydroxy-n-(1,3,4-trihydroxyoctadecan-2-yl)nonacosanimidic acid

C47H95NO5 (753.7209859999999)

(2s,5r,6r,10r,13r,14r)-2,5,10,14-tetramethyl-13-[(2s)-1-(4-methylfuran-2-yl)-1-oxopropan-2-yl]tetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁴]hexadec-1(9)-ene-5-carboxylic acid

C29H40O4 (452.29264400000005)

(3z)-6-[2-(3,4-dihydroxyphenyl)ethenyl]-3-[(3,4-dihydroxyphenyl)methylidene]-2-methoxy-2-(2-oxopropyl)furo[3,2-c]pyran-4-one

C26H22O9 (478.1263762)

8,9-dihydroxy-3-[2-(4-hydroxyphenyl)ethenyl]pyrano[4,3-c]isochromene-1,6-dione

C20H12O7 (364.05830019999996)