NCBI Taxonomy: 26122

Gesneriaceae (ncbi_taxid: 26122)

found 200 associated metabolites at family taxonomy rank level.

Ancestor: Lamiales

Child Taxonomies: Sanangoideae, Gesnerioideae, Didymocarpoideae, unclassified Gesneriaceae, Gesneriaceae incertae sedis

Sucrose

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-3,4-Dihydroxy-2,(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C12H22O11 (342.1162)


Sucrose is a nonreducing disaccharide composed of glucose and fructose linked via their anomeric carbons. It is obtained commercially from sugarcane (Saccharum officinarum), sugar beet (Beta vulgaris), and other plants and used extensively as a food and a sweetener. Sucrose is derived by crushing and extracting sugarcane with water or by extracting sugar beet with water, evaporating, and purifying with lime, carbon, and various liquids. Sucrose is also obtainable from sorghum. Sucrose occurs in low percentages in honey and maple syrup. Sucrose is used as a sweetener in foods and soft drinks, in the manufacture of syrups, in invert sugar, confectionery, preserves and jams, demulcent, pharmaceutical products, and caramel. Sucrose is also a chemical intermediate for detergents, emulsifying agents, and other sucrose derivatives. Sucrose is widespread in the seeds, leaves, fruits, flowers, and roots of plants, where it functions as an energy store for metabolism and as a carbon source for biosynthesis. The annual world production of sucrose is in excess of 90 million tons mainly from the juice of sugar cane (20\\\%) and sugar beet (17\\\%). In addition to its use as a sweetener, sucrose is used in food products as a preservative, antioxidant, moisture control agent, stabilizer, and thickening agent. BioTransformer predicts that sucrose is a product of 6-O-sinapoyl sucrose metabolism via a hydrolysis-of-carboxylic-acid-ester-pattern1 reaction occurring in human gut microbiota and catalyzed by the liver carboxylesterase 1 (P23141) enzyme (PMID: 30612223). Sucrose appears as white odorless crystalline or powdery solid. Denser than water. Sucrose is a glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. It has a role as an osmolyte, a sweetening agent, a human metabolite, an algal metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. A nonreducing disaccharide composed of glucose and fructose linked via their anomeric carbons. It is obtained commercially from sugarcane, sugar beet (beta vulgaris), and other plants and used extensively as a food and a sweetener. Sucrose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Sucrose is a natural product found in Haplophyllum ramosissimum, Cyperus esculentus, and other organisms with data available. Sucrose is a metabolite found in or produced by Saccharomyces cerevisiae. A nonreducing disaccharide composed of GLUCOSE and FRUCTOSE linked via their anomeric carbons. It is obtained commercially from SUGARCANE, sugar beet (BETA VULGARIS), and other plants and used extensively as a food and a sweetener. See also: Anise; ferrous disulfide; sucrose (component of); Phosphoric acid; sucrose (component of); Sucrose caramel (related) ... View More ... In chemistry, sugar loosely refers to a number of carbohydrates, such as monosaccharides, disaccharides, or oligosaccharides. In food, sugar refers to a class of edible crystalline carbohydrates, mainly sucrose, lactose, and fructose characterized by a sweet flavor. Other sugars are used in industrial food preparation, but are usually known by more specific names - glucose, fructose or fruit sugar, high fructose corn syrup, etc. Sugars is found in many foods, some of which are ucuhuba, butternut squash, common walnut, and miso. A glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. Sucrose, a disaccharide, is a sugar composed of glucose and fructose subunits. It is produced naturally in plants and is the main constituent of white sugar. It has the molecular formula C 12H 22O 11. For human consumption, sucrose is extracted and refined from either sugarcane or sugar beet. Sugar mills – typically located in tropical regions near where sugarcane is grown – crush the cane and produce raw sugar which is shipped to other factories for refining into pure sucrose. Sugar beet factories are located in temperate climates where the beet is grown, and process the beets directly into refined sugar. The sugar-refining process involves washing the raw sugar crystals before dissolving them into a sugar syrup which is filtered and then passed over carbon to remove any residual colour. The sugar syrup is then concentrated by boiling under a vacuum and crystallized as the final purification process to produce crystals of pure sucrose that are clear, odorless, and sweet. Sugar is often an added ingredient in food production and recipes. About 185 million tonnes of sugar were produced worldwide in 2017.[6] Sucrose is particularly dangerous as a risk factor for tooth decay because Streptococcus mutans bacteria convert it into a sticky, extracellular, dextran-based polysaccharide that allows them to cohere, forming plaque. Sucrose is the only sugar that bacteria can use to form this sticky polysaccharide.[7] Sucrose. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=8030-20-4 (retrieved 2024-06-29) (CAS RN: 57-50-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.0477)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Coniferaldehyde

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal

C10H10O3 (178.063)


Coniferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223). Coniferyl aldehyde, also known as 4-hydroxy-3-methoxycinnamaldehyde or 4-hm-ca, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferyl aldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Coniferyl aldehyde can be found in a number of food items such as pear, common walnut, kelp, and citrus, which makes coniferyl aldehyde a potential biomarker for the consumption of these food products. Coniferyl aldehyde is a low molecular weight phenolic compound susceptible to be extracted from cork stoppers into wine . Coniferyl aldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a phenylpropanoid and a member of guaiacols. It is functionally related to an (E)-cinnamaldehyde. 4-Hydroxy-3-methoxycinnamaldehyde is a natural product found in Pandanus utilis, Microtropis japonica, and other organisms with data available. A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. Acquisition and generation of the data is financially supported in part by CREST/JST. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells Coniferaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=458-36-6 (retrieved 2024-09-04) (CAS RN: 458-36-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Ursolic acid

(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.3603)


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.

   

p-Anisic acid

4-Methoxy-benzoic Acid; 4-Anisic acid; Anisic acid pound>>p-Anisic acid pound>>p-Methoxybenzoic acid

C8H8O3 (152.0473)


p-Anisic acid, also known as 4-anisate or draconic acid, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. p-Anisic acid is a drug. p-Anisic acid exists in all eukaryotes, ranging from yeast to humans. p-Anisic acid is a faint, sweet, and cadaverous tasting compound. Outside of the human body, p-anisic acid has been detected, but not quantified in several different foods, such as anises, cocoa beans, fennels, and german camomiles. This could make p-anisic acid a potential biomarker for the consumption of these foods. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols and soluble in ether, and ethyl acetate. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone. The term "anisic acid" often refers to this form specifically. p-Anisic acid is found naturally in anise. 4-methoxybenzoic acid is a methoxybenzoic acid substituted with a methoxy group at position C-4. It has a role as a plant metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 4-methoxybenzoate. 4-Methoxybenzoic acid is a natural product found in Chaenomeles speciosa, Annona purpurea, and other organisms with data available. Anisic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Stevia rebaudiuna Leaf (part of). Flavouring agent. Food additive listed in the EAFUS Food Additive Database (Jan. 2001) A methoxybenzoic acid substituted with a methoxy group at position C-4. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS KEIO_ID A154 p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1]. p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].

   

Stearic acid

1-Heptadecanecarboxylic acid

C18H36O2 (284.2715)


Stearic acid, also known as stearate or N-octadecanoic 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, stearic acid is considered to be a fatty acid lipid molecule. Stearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Stearic acid can be synthesized from octadecane. Stearic acid is also a parent compound for other transformation products, including but not limited to, 3-oxooctadecanoic acid, (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid, and 16-methyloctadecanoic acid. Stearic acid can be found in a number of food items such as green bell pepper, common oregano, ucuhuba, and babassu palm, which makes stearic acid a potential biomarker for the consumption of these food products. Stearic acid can be found primarily in most biofluids, including urine, feces, cerebrospinal fluid (CSF), and sweat, as well as throughout most human tissues. Stearic acid exists in all living species, ranging from bacteria to humans. In humans, stearic acid is involved in the plasmalogen synthesis. Stearic acid is also involved in mitochondrial beta-oxidation of long chain saturated fatty acids, which is a metabolic disorder. Moreover, stearic acid is found to be associated with schizophrenia. Stearic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid and its chemical formula is C17H35CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin . Stearic acid, also known as octadecanoic acid or C18:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Stearic acid (its ester is called stearate) is a saturated fatty acid that has 18 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. It exists as a waxy solid. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks, up to the 16-carbon palmitate, via the enzyme complex fatty acid synthase (FA synthase), at which point a fatty acid elongase is needed to further lengthen it. After synthesis, there are a variety of reactions it may undergo, including desaturation to oleate via stearoyl-CoA desaturase (PMID: 16477801). Stearic acid is found in all living organisms ranging from bacteria to plants to animals. It is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. For example, it is a component of cocoa butter and shea butter. It is used as a food additive, in cleaning and personal care products, and in lubricants. Its name comes from the Greek word stear, which means ‚Äòtallow‚Äô or ‚Äòhard fat‚Äô. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O11 (448.1006)


Kaempferol 3-O-beta-D-glucoside is a kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. It has a role as a trypanocidal drug and a plant metabolite. It is a kaempferol O-glucoside, a monosaccharide derivative, a trihydroxyflavone and a beta-D-glucoside. It is a conjugate acid of a kaempferol 3-O-beta-D-glucoside(1-). Astragalin is a natural product found in Xylopia aromatica, Ficus virens, and other organisms with data available. See also: Moringa oleifera leaf (has part). Astragalin is found in alcoholic beverages. Astragalin is present in red wine. It is isolated from many plant species.Astragalin is a 3-O-glucoside of kaempferol. Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed). A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. Present in red wine. Isolated from many plant subspecies Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 173 Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

Nevadensin

5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

C18H16O7 (344.0896)


Nevadensin, also known as pedunculin or 5,7-hydroxy-4,6,8-trimethoxyflavone, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, nevadensin is considered to be a flavonoid lipid molecule. Nevadensin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nevadensin can be found in peppermint and sweet basil, which makes nevadensin a potential biomarker for the consumption of these food products. Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2]. Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2].

   

Luteolinidin

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium(1+), 9ci

C15H11O5+ (271.0606)


Luteolinidin is found in corn. Luteolinidin is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in Sorghum bicolor Luteolinidin is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in Sorghum bicolor.

   

Apigenidin

5,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium

C15H11O4+ (255.0657)


Apigenidin is a member of the class of compounds known as 7-hydroxyflavonoids. 7-hydroxyflavonoids are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Apigenidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apigenidin can be found in corn, which makes apigenidin a potential biomarker for the consumption of this food product. Apigeninidin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1151-98-0 (retrieved 2024-09-18) (CAS RN: 1151-98-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Luteoforol

2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,5,7-triol, 9ci

C15H14O6 (290.079)


Constituent of Zea mays (sweet corn) and Sorghum vulgare (sorghum). Luteoforol is found in cereals and cereal products, fats and oils, and corn. Luteoforol is found in cereals and cereal products. Luteoforol is a constituent of Zea mays (sweet corn) and Sorghum vulgare (sorghum).

   

Hentriacontane

N-Hentriacontane

C31H64 (436.5008)


Hentriacontane is found in black elderberry. Hentriacontane, also called untriacontane, is a solid, long-chain alkane hydrocarbon with the structural formula CH3(CH2)29CH3. It is found in a variety of plants, including peas (pisum sativum), gum arabic (acacia senegal) and others, and also comprises about 8-9\\% of beeswax. It has 10,660,307,791 constitutional isomers Hentriacontane, also called untriacontane, is a solid, long-chain alkane hydrocarbon with the structural formula CH3(CH2)29CH3. It is found in a variety of plants, including peas (pisum sativum), gum arabic (acacia senegal) and others, and also comprises about 8-9\\% of beeswax. It has 10,660,307,791 constitutional isomers.

   

Digiferruginol

1-Hydroxy-2-hydroxymethylanthraquinone

C15H10O4 (254.0579)


   

Dunnione

2,3,3-trimethyl-2H,3H,4H,5H-naphtho[1,2-b]furan-4,5-dione

C15H14O3 (242.0943)


   

3-Epioleanolic acid

(4aS,6aS,6bR,8aR,10R,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.3603)


3-epioleanolic acid is a triterpenoid. It has a role as a metabolite. 3-Epioleanolic acid is a natural product found in Conandron ramondioides, Gardenia ternifolia, and other organisms with data available. 3-Epioleanolic acid is found in common sage. 3-Epioleanolic acid is isolated from sage Salvia officinalis and other plants. Isolated from sage Salvia officinalis and other plants. 3-Epioleanolic acid is found in common sage. A natural product found in Radermachera boniana. 3-Epioleanolic acid is an active component of Verbena officinalis Linn, with anti-inflammatory activity[1]. 3-Epioleanolic acid is an active component of Verbena officinalis Linn, with anti-inflammatory activity[1].

   

Naringenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

C15H12O5 (272.0685)


Naringenin is a trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4. It is a trihydroxyflavanone and a member of 4-hydroxyflavanones. 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one is a natural product found in Prunus mume, Helichrysum cephaloideum, and other organisms with data available. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4. D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

Myrianthic acid

1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O6 (504.3451)


3beta-Myrianthic acid is found in coffee and coffee products. 3beta-Myrianthic acid is a constituent of Quercus ilex (holly oak) Constituent of Quercus ilex (holly oak). 3beta-Myrianthic acid is found in olive, coffee and coffee products, and fats and oils.

   

Sericoside

3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C36H58O11 (666.3979)


Constituent of Quercus ilex (holly oak). Sericoside is found in coffee and coffee products and fats and oils. Sericoside is found in coffee and coffee products. Sericoside is a constituent of Quercus ilex (holly oak) Sericoside is a triterpenoid with anti-inflammatory activity, can be isolated form Terminalia. Sericoside has a strong lipolytic activity. Sericoside can also reduce skin wrinkles and ameliorating skin texture[1][2][3].

   

Jacarandic acid

1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O5 (488.3502)


   

Lupenone

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one

C30H48O (424.3705)


1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Lupenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lupenone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

   

Plantamajoside

6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C29H36O16 (640.2003)


   

Verbascoside

6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C29H36O15 (624.2054)


   

Halleridone

3a-hydroxy-2,3,3a,6,7,7a-hexahydro-1-benzofuran-6-one

C8H10O3 (154.063)


Halleridone is a member of the class of compounds known as benzofurans. Benzofurans are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Halleridone is soluble (in water) and a very weakly acidic compound (based on its pKa). Halleridone can be found in olive, which makes halleridone a potential biomarker for the consumption of this food product.

   

Tormentic_acid

(1R,2R,4AS,6AS,6BR,8AR,10R,11R,12AR,12BR,14BS)-1,10,11-TRIHYDROXY-1,2,6A,6B,9,9,12A-HEPTAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID

C30H48O5 (488.3502)


Tormentic acid is a triterpenoid. It has a role as a metabolite. Tormentic acid is a natural product found in Debregeasia saeneb, Chaenomeles speciosa, and other organisms with data available. A natural product found in Euscaphis japonica. Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2]. Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2]. Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2].

   

Verbascoside

[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C29H36O15 (624.2054)


Acteoside is a glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid. It has a role as a neuroprotective agent, an antileishmanial agent, an anti-inflammatory agent, a plant metabolite and an antibacterial agent. It is a cinnamate ester, a disaccharide derivative, a member of catechols, a polyphenol and a glycoside. It is functionally related to a hydroxytyrosol and a trans-caffeic acid. Acteoside is under investigation in clinical trial NCT02662283 (Validity and Security of Reh-acteoside Therapy for Patients of IgA Nephropathy). Acteoside is a natural product found in Orobanche amethystea, Barleria lupulina, and other organisms with data available. See also: Harpagophytum zeyheri root (part of). A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid. D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents D064449 - Sequestering Agents > D002614 - Chelating Agents D020011 - Protective Agents > D000975 - Antioxidants D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents Verbascoside is isolated from Acanthus mollis, acts as an ATP-competitive inhibitor of PKC, with an IC50 of 25 μM, and has antitumor, anti-inflammatory and antineuropathic pain activity. Verbascoside is isolated from Acanthus mollis, acts as an ATP-competitive inhibitor of PKC, with an IC50 of 25 μM, and has antitumor, anti-inflammatory and antineuropathic pain activity.

   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.1006)


Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

Scutellaric acid

(3α)-3,24-Dihydroxyolean-12-en-28-oic acid

C30H48O4 (472.3552)


   

Barbinervic acid

Barbinervic acid

C30H48O5 (488.3502)


   

Ursolic Acid

3-Hydroxy-12-ursen-28-oic acid

C30H48O3 (456.3603)


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.

   

Didymocarpin A

(S) -2,3-Dihydro-5,8-dihydroxy-6,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

C17H16O6 (316.0947)


   

Onysilin

5-Hydroxy-6,7-dimethoxyflavanone

C17H16O5 (300.0998)


   

Tormentic acid

2alpha,3beta,19alpha-Trihydroxyurs-12-en-28-oic acid

C30H48O5 (488.3502)


Tormentic acid, also known as tormentate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Tormentic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Tormentic acid can be found in loquat and olive, which makes tormentic acid a potential biomarker for the consumption of these food products. Tormentic acid is a bio-active isolate of Luehea divaricata and Agrimonia eupatoria. Tormentic acid derivatives have been synthesized and researched . Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2]. Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2]. Tormentic acid, a triterpene isolated from Rosa rugosa, exerts anti-inflammatory, antihyperlipidemic, and anti-atherogenic properties[1][2].

   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

physcion

9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

C16H12O5 (284.0685)


Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .

   

coniferyl aldehyde

4-Hydroxy-3-methoxy-trans-cinnamaldehyde

C10H10O3 (178.063)


Annotation level-1 Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1].

   

didymocalyxin B

3- [ (alphaE) -alpha-Hydroxy-trans-cinnamylidene ] -4,5-dimethoxy-6-hydroxy-7-trans-cinnamoyl-2,3-dihydrobenzofuran-2-one

C28H22O7 (470.1365)


   

Pedicinin

2,5-Dihydroxy-3-methoxy-6- [ (E) -1-oxo-3-phenyl-2-propenyl ] cyclohexa-2,5-diene-1,4-dione

C16H12O6 (300.0634)


   

Pashanone

2-Propen-1-one, 1-(2,6-dihydroxy-3,4-dimethoxyphenyl)-3-phenyl-, (E)-; (2E)-1-(2,6-Dihydroxy-3,4-dimethoxyphenyl)-3-phenyl-2-propen-1-one

C17H16O5 (300.0998)


Pashanone is a natural product found in Onychium siliculosum, Lindera erythrocarpa, and other organisms with data available.

   

Apiferol

(2S) -3,4-Dihydro-2- (4-hydroxyphenyl) -2H-1-benzopyran-4,5,7-triol

C15H14O5 (274.0841)


A tetrahydroxyflavan in which the four hydroxy substituents are located at positions 4, 4, 5 and 7.

   

Desmethoxysudachitin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6,8-dimethoxy-4H-1-benzopyran-4-one

C17H14O7 (330.0739)


   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.0477)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Luteoforol

(2S) -2- (3,4-Dihydroxyphenyl) -3,4-dihydro-2H-1-benzopyran-4,5,7-triol

C15H14O6 (290.079)


   

Nevadensin

2- (4-Methoxyphenyl) -5,7-dihydroxy-6,8-dimethoxy-4H-1-benzopyran-4-one

C18H16O7 (344.0896)


Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2]. Nevadensin is a naturally occurring selective inhibitor of human carboxylesterase 1 (hCE1) with an IC50 of 2.64 μM. Nevadensin has a variety of pharmacological effects such as anti-mycobacterium tuberculosis activities, antitussive, anti-inflammatory and anti-hypertensive[1][2].

   

luteolinidin

2- (3,4-Dihydroxyphenyl) -5,7-dihydroxy-1-benzopyrylium

C15H11O5 (271.0606)


   

2-Hydroxyanthraquinone

2-Hydroxyanthraquinone

C14H8O3 (224.0473)


CONFIDENCE standard compound; INTERNAL_ID 24 CONFIDENCE standard compound; INTERNAL_ID 8289 CONFIDENCE standard compound; INTERNAL_ID 8144 2-Hydroxyanthraquinone, a natural compound, possesses antitumor and immunosuppressive activity[1]. 2-Hydroxyanthraquinone, a natural compound, possesses antitumor and immunosuppressive activity[1].

   

luteolinidin

luteolinidin

C15H10O5 (270.0528)


   

Apigeninidin

Apigeninidin

C15H10O4 (254.0579)


Annotation level-1

   

1,4-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione

1,4-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione

C15H10O5 (270.0528)


   

Lupenone

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

C30H48O (424.3705)


Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

Plantamajoside

Plantamajoside

C29H36O16 (640.2003)


   

Sericoside

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

C36H58O11 (666.3979)


arjunglucoside I is a natural product found in Rudgea viburnoides, Terminalia bellirica, and other organisms with data available. beta-D-Glucopyranosyl (2alpha,3beta,4beta,19alpha)-2,3,19,23-tetrahydroxyolean-12-en-28-oate is a natural product found in Adinandra nitida, Rubus acuminatus, and other organisms with data available. Sericoside is a triterpenoid with anti-inflammatory activity, can be isolated form Terminalia. Sericoside has a strong lipolytic activity. Sericoside can also reduce skin wrinkles and ameliorating skin texture[1][2][3].

   

CZODYZFOLUNSFR-UHFFFAOYSA-N

1-hydroxy-2-methyl-9,10-dihydroanthracene-9,10-dione

C15H10O3 (238.063)


1-hydroxy-2-methyl-9,10-anthraquinone is a member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by a hydroxy group at position 1 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis. It has a role as a plant metabolite. 1-Hydroxy-2-methylanthraquinone is a natural product found in Prismatomeris tetrandra, Galium spurium, and other organisms with data available. A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by a hydroxy group at position 1 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.

   

2-Methylanthraquinone

InChI=1/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H

C15H10O2 (222.0681)


2-methylanthraquinone is an anthraquinone that is 9,10-anthraquinone in which the hydrogen at position 2 is substituted by a methyl group. It is functionally related to a 9,10-anthraquinone. 2-Methylanthraquinone is a natural product found in Clausena heptaphylla, Ophiorrhiza pumila, and other organisms with data available. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2]. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2].

   

Myrianthic acid

1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O6 (504.3451)


CID 182497 is a natural product found in Campsis grandiflora, Planchonella duclitan, and other organisms with data available.

   

Sucrose

Sucrose

C12H22O11 (342.1162)


D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

stearic acid

stearic acid

C18H36O2 (284.2715)


Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

p-Anisic acid

p-Anisic acid

C8H8O3 (152.0473)


p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1]. p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].

   

coniferaldehyde

coniferaldehyde

C10H10O3 (178.063)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 13

   

Octadecanoic acid

Octadecanoic acid

C18H36O2 (284.2715)


A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.

   

Asahina

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-

C15H12O5 (272.0685)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. (±)-Naringenin is a naturally-occurring flavonoid. (±)-Naringenin displays vasorelaxant effect on endothelium-denuded vessels via the activation of BKCa channels in myocytes[1]. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity. Naringenin is the predominant flavanone in Citrus reticulata Blanco; displays strong anti-inflammatory and antioxidant activities. Naringenin has anti-dengue virus (DENV) activity.

   

Quercilicoside A

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

C36H58O11 (666.3979)


   

Epi-Oleanolic Acid

(4aS,6aS,6bR,8aR,10R,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.3603)


3-Epioleanolic acid is an active component of Verbena officinalis Linn, with anti-inflammatory activity[1]. 3-Epioleanolic acid is an active component of Verbena officinalis Linn, with anti-inflammatory activity[1].

   

(2xi,4xi)-4,4',5,7-Tetrahydroxyflavan

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,5,7-triol

C15H14O5 (274.0841)


   

HENTRIACONTANE

HENTRIACONTANE

C31H64 (436.5008)


   

4-methoxybenzoic acid

4-methoxybenzoic acid

C8H8O3 (152.0473)


   

(3R)-Dunnione, (rel)-

(3R)-Dunnione, (rel)-

C15H14O3 (242.0943)


A natural product found in Streptocarpus dunnii.

   
   
   

Calceolarioside B

Calceolarioside B

C23H26O11 (478.1475)


A natural product found in Lepisorus contortus.

   

6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H34O15 (610.1898)


   

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1r,2r,4as,6as,6br,8ar,9s,10r,11r,12ar,12br,14bs)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1r,2r,4as,6as,6br,8ar,9s,10r,11r,12ar,12br,14bs)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

C36H58O11 (666.3979)


   

2-{[1-(5-ethyl-6-methylheptan-2-yl)-3b,9a-dimethyl-1h,2h,3h,3ah,4h,6h,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylheptan-2-yl)-3b,9a-dimethyl-1h,2h,3h,3ah,4h,6h,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   

(3r)-α-dunnione

(3r)-α-dunnione

C15H14O3 (242.0943)


   

(2s)-7-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2s)-7-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

(2r,3r,4r,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3r,4r,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-formyl-1,10,11-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-formyl-1,10,11-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

C36H56O11 (664.3822)


   

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C32H54O13 (646.3564)


   

(2e)-1-{2,6-dihydroxy-4,5-dimethoxy-3-[(2e)-3-phenylprop-2-enoyl]-1-benzofuran-7-yl}-3-phenylprop-2-en-1-one

(2e)-1-{2,6-dihydroxy-4,5-dimethoxy-3-[(2e)-3-phenylprop-2-enoyl]-1-benzofuran-7-yl}-3-phenylprop-2-en-1-one

C28H22O7 (470.1365)


   

6-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

6-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

C15H14O4 (258.0892)


   

6-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

6-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

(3s)-9-hydroxy-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

(3s)-9-hydroxy-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C16H14O4 (270.0892)


   

(1r,2r,4as,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

(1r,2r,4as,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H46O6 (502.3294)


   

(2r,3r,4s,5r,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5r,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C32H54O12 (630.3615)


   

7-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-5-{[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-5-{[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C24H26O12 (506.1424)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

C30H48O (424.3705)


   

9-hydroxy-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

9-hydroxy-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C16H14O4 (270.0892)


   

6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O6 (304.0947)


   

2,3,3-trimethyl-2h,3ah,9bh-naphtho[1,2-b]furan-4,5-dione

2,3,3-trimethyl-2h,3ah,9bh-naphtho[1,2-b]furan-4,5-dione

C15H16O3 (244.1099)


   

1-hydroxy-2-methoxy-7-methylanthracene-9,10-dione

1-hydroxy-2-methoxy-7-methylanthracene-9,10-dione

C16H12O4 (268.0736)


   

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H44O8 (484.3036)


   

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H34O15 (610.1898)


   

1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-phenylprop-2-en-1-one

1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-phenylprop-2-en-1-one

C19H20O6 (344.126)


   

(2s)-5-hydroxy-6,7-dimethoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5-hydroxy-6,7-dimethoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C17H16O5 (300.0998)


   

3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-en-1-yl)-2h-naphtho[1,2-b]oxepin-7-one

3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-en-1-yl)-2h-naphtho[1,2-b]oxepin-7-one

C20H22O4 (326.1518)


   

(2s)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2s)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O6 (304.0947)


   

2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

(2r,3r,4s,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3r,4s,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

2-[(8-hydroxy-1,4a-dimethyl-5-{3-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]pent-3-en-1-yl}-6-methylidene-hexahydro-2h-naphthalen-1-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2-[(8-hydroxy-1,4a-dimethyl-5-{3-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]pent-3-en-1-yl}-6-methylidene-hexahydro-2h-naphthalen-1-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C32H54O12 (630.3615)


   

1-methoxy-2-methyl-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

1-methoxy-2-methyl-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

C27H30O13 (562.1686)


   

2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O3 (242.0943)


   

2-hydroxy-7-methylanthracene-9,10-dione

2-hydroxy-7-methylanthracene-9,10-dione

C15H10O3 (238.063)


   

7-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

7-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

C15H14O4 (258.0892)


   

1,7-dihydroxy-2-methylanthracene-9,10-dione

1,7-dihydroxy-2-methylanthracene-9,10-dione

C15H10O4 (254.0579)


   

2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

2-hydroxy-6-methylanthracene-9,10-dione

2-hydroxy-6-methylanthracene-9,10-dione

C15H10O3 (238.063)


   

12,13-dihydroxy-10,11-dimethoxy-5-(2-phenylethenyl)-6,8-dioxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaen-3-one

12,13-dihydroxy-10,11-dimethoxy-5-(2-phenylethenyl)-6,8-dioxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaen-3-one

C21H16O7 (380.0896)


   

1-hydroxy-2-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

1-hydroxy-2-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

C26H28O14 (564.1479)


   

7-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

7-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

(2s)-5,8-dihydroxy-6,7-dimethoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,8-dihydroxy-6,7-dimethoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C17H16O6 (316.0947)


   

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-1,4a-dimethyl-5-[(3e)-3-methyl-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}pent-3-en-1-yl]-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C32H54O12 (630.3615)


   

1-hydroxy-2-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C21H20O10 (432.1056)


   

5,8-dihydroxy-6,7-dimethoxy-3-phenylchromen-4-one

5,8-dihydroxy-6,7-dimethoxy-3-phenylchromen-4-one

C17H14O6 (314.079)


   

(2r)-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2r)-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O4 (272.1049)


   

(2s)-6-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2s)-6-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

(2r,3r,4s,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

(2r,3r,4s,5r,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

1,7-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione

1,7-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione

C15H10O5 (270.0528)


   

3β-hydroxy-12-ursen-28-ic acid

3β-hydroxy-12-ursen-28-ic acid

C30H48O3 (456.3603)


   

5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C24H26O12 (506.1424)


   

methyl 9,10-dioxoanthracene-2-carboxylate

methyl 9,10-dioxoanthracene-2-carboxylate

C16H10O4 (266.0579)


   

2-hydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

2-hydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C20H18O9 (402.0951)


   

(2r)-7-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

(2r)-7-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

C15H14O4 (258.0892)


   

1-hydroxy-2-methyl-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

1-hydroxy-2-methyl-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]anthracene-9,10-dione

C26H28O13 (548.153)


   

5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C30H36O16 (652.2003)


   

1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione

1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione

C15H10O6 (286.0477)


   

(3s)-7,9-dimethoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

(3s)-7,9-dimethoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C17H16O4 (284.1049)


   

(1s,3ar,3br,7s,9ar,9bs,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

(1s,3ar,3br,7s,9ar,9bs,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 (414.3861)


   

7-hydroxy-2-(4-hydroxyphenyl)chromen-5-one

7-hydroxy-2-(4-hydroxyphenyl)chromen-5-one

C15H10O4 (254.0579)


   

7,9-dimethoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

7,9-dimethoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C17H16O4 (284.1049)


   

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

C36H56O11 (664.3822)


   

(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H34O15 (610.1898)


   

(2r)-8-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2r)-8-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

{6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

{6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

(1r,2r,4s,5r)-6-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

(1r,2r,4s,5r)-6-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

C12H22O11 (342.1162)


   

(2r,3r,4s,5s,6r)-2-{[(1r,3ar,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-3b,9a-dimethyl-1h,2h,3h,3ah,4h,6h,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,3ar,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-3b,9a-dimethyl-1h,2h,3h,3ah,4h,6h,7h,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   
   

2,5-dihydroxy-3-methoxy-6-(3-phenylprop-2-enoyl)cyclohexa-2,5-diene-1,4-dione

2,5-dihydroxy-3-methoxy-6-(3-phenylprop-2-enoyl)cyclohexa-2,5-diene-1,4-dione

C16H12O6 (300.0634)


   

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

(2e)-1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-phenylprop-2-en-1-one

(2e)-1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-phenylprop-2-en-1-one

C19H20O6 (344.126)


   

1-hydroxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

C26H28O13 (548.153)


   

7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O4 (272.1049)


   

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1s,4ar,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1s,4ar,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

C36H56O11 (664.3822)


   

3,3-dimethyl-2-methylidenenaphtho[1,2-b]furan-4,5-dione

3,3-dimethyl-2-methylidenenaphtho[1,2-b]furan-4,5-dione

C15H12O3 (240.0786)


   

(2s)-2,3-dihydroxypropyl 1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

(2s)-2,3-dihydroxypropyl 1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

C19H16O9 (388.0794)


   

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1r,2r,4as,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1r,2r,4as,6as,6br,8ar,9r,10r,11r,12ar,12br,14bs)-9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

C36H56O11 (664.3822)


   

(2s)-6-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

(2s)-6-hydroxy-2,3,3-trimethyl-2h-naphtho[1,2-b]furan-4,5-dione

C15H14O4 (258.0892)


   

(2r)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2r)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O6 (304.0947)


   

3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carboxylic acid

3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carboxylic acid

C16H10O6 (298.0477)


   

methyl 3'-hydroxy-1,1',4,4'-tetraoxo-[2,2'-binaphthalene]-3-carboxylate

methyl 3'-hydroxy-1,1',4,4'-tetraoxo-[2,2'-binaphthalene]-3-carboxylate

C22H12O7 (388.0583)


   

(2r)-6-hydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2r)-6-hydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O5 (288.0998)


   

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

(2r,3s,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

{6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

{6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

6-hydroxy-3-[(2e)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-4,5-dimethoxy-7-(3-phenylprop-2-enoyl)-1-benzofuran-2-one

6-hydroxy-3-[(2e)-1-hydroxy-3-phenylprop-2-en-1-ylidene]-4,5-dimethoxy-7-(3-phenylprop-2-enoyl)-1-benzofuran-2-one

C28H22O7 (470.1365)


   

2-{[8-hydroxy-1,4a-dimethyl-5-(3-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-3-en-1-yl)-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[8-hydroxy-1,4a-dimethyl-5-(3-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-3-en-1-yl)-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C32H54O13 (646.3564)


   

2-{[8-hydroxy-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[8-hydroxy-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H44O8 (484.3036)


   

2-hydroxy-3-(2-methyl-3-oxobutan-2-yl)naphthalene-1,4-dione

2-hydroxy-3-(2-methyl-3-oxobutan-2-yl)naphthalene-1,4-dione

C15H14O4 (258.0892)


   

1-methoxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-methoxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

C27H30O13 (562.1686)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

2,3-dihydroxypropyl 1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

2,3-dihydroxypropyl 1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate

C19H16O9 (388.0794)


   

(2r)-7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2r)-7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O5 (274.0841)


   

(3r,11bs)-3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-en-1-yl)-2h-naphtho[1,2-b]oxepin-7-one

(3r,11bs)-3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-en-1-yl)-2h-naphtho[1,2-b]oxepin-7-one

C20H22O4 (326.1518)


   

(10r)-1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9h,10h-cyclohepta[b]chromene-8,11-dione

(10r)-1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9h,10h-cyclohepta[b]chromene-8,11-dione

C24H22O9 (454.1264)


   

(2e)-1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

(2e)-1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C19H20O7 (360.1209)


   

1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9h,10h-cyclohepta[b]chromene-8,11-dione

1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9h,10h-cyclohepta[b]chromene-8,11-dione

C24H22O9 (454.1264)


   

(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3r,4s,5s,6r)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

2-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

2-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C20H18O9 (402.0951)


   

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H34O15 (610.1898)


   

4,5,7-trihydroxy-2-methyl-9,10-dioxoanthracen-1-yl benzoate

4,5,7-trihydroxy-2-methyl-9,10-dioxoanthracen-1-yl benzoate

C22H14O7 (390.0739)


   

(1r,2r,4as,6as,6br,8ar,9s,10r,11r,12ar,12br,14bs)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

(1r,2r,4as,6as,6br,8ar,9s,10r,11r,12ar,12br,14bs)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H48O6 (504.3451)


   

2-methoxy-7-methylanthracene-9,10-dione

2-methoxy-7-methylanthracene-9,10-dione

C16H12O3 (252.0786)


   

7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O5 (274.0841)


   

(3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C29H36O15 (624.2054)


   

6-hydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

6-hydroxy-7-methoxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C16H16O5 (288.0998)


   

(2r,3r,4r,5r,6r)-4-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxyoxan-3-yl 3-(3,4-dihydroxyphenyl)propanoate

(2r,3r,4r,5r,6r)-4-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxyoxan-3-yl 3-(3,4-dihydroxyphenyl)propanoate

C33H44O19 (744.2477)


   

1-hydroxy-2-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione

C26H28O14 (564.1479)


   

(2s)-7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2s)-7,8-dihydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O5 (274.0841)


   

(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3r,4s,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3r,4s,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C29H36O15 (624.2054)


   

(1s,2r,4s,5s)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

(1s,2r,4s,5s)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

C12H22O11 (342.1162)


   

2-{[8-hydroxy-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-methyloxane-3,4,5-triol

2-{[8-hydroxy-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-methyloxane-3,4,5-triol

C26H44O7 (468.3087)


   

(1r,2r,4as,6as,6br,8ar,10r,12ar,12br,14bs)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

(1r,2r,4as,6as,6br,8ar,10r,12ar,12br,14bs)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H48O4 (472.3552)


   

7-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-5-{[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-({[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

7-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-5-{[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-({[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C30H36O17 (668.1952)


   

1-hydroxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C21H20O9 (416.1107)


   

1-hydroxy-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C21H20O9 (416.1107)


   

1,2-dihydroxy-6-methylanthracene-9,10-dione

1,2-dihydroxy-6-methylanthracene-9,10-dione

C15H10O4 (254.0579)


   

12,13-dihydroxy-10,11-dimethoxy-5-[(1e)-2-phenylethenyl]-6,8-dioxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaen-3-one

12,13-dihydroxy-10,11-dimethoxy-5-[(1e)-2-phenylethenyl]-6,8-dioxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaen-3-one

C21H16O7 (380.0896)


   

9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

9-formyl-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H46O6 (502.3294)


   

7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C16H14O3 (254.0943)


   

(2s,4r)-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4,5,7-triol

(2s,4r)-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4,5,7-triol

C15H14O5 (274.0841)


   

(3r)-7-hydroxy-α-dunnione

(3r)-7-hydroxy-α-dunnione

C15H14O4 (258.0892)


   

2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

[(2r,3s,4s,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

[(2r,3s,4s,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2e)-3-(3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

C29H36O16 (640.2003)


   

1,7-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

1,7-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0685)


   

(2s)-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

(2s)-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O3 (242.0943)


   

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H26O11 (478.1475)


   

(2r,3r,4r,5r,6s)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-methyloxane-3,4,5-triol

(2r,3r,4r,5r,6s)-2-{[(1r,4ar,5s,8s,8ar)-8-hydroxy-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-methyloxane-3,4,5-triol

C26H44O7 (468.3087)


   

1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C19H20O7 (360.1209)


   

8-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

8-hydroxy-2,3,3-trimethyl-2h-naphtho[2,3-b]furan-4,9-dione

C15H14O4 (258.0892)


   

1-hydroxy-2-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

1-hydroxy-2-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

C21H20O10 (432.1056)


   

(2r,3ar,9bs)-2,3,3-trimethyl-2h,3ah,9bh-naphtho[1,2-b]furan-4,5-dione

(2r,3ar,9bs)-2,3,3-trimethyl-2h,3ah,9bh-naphtho[1,2-b]furan-4,5-dione

C15H16O3 (244.1099)


   

(3s)-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

(3s)-7-methoxy-3-methyl-3h-naphtho[1,2-b]oxepin-2-one

C16H14O3 (254.0943)