NCBI Taxonomy: 451869

Botryosphaeriales (ncbi_taxid: 451869)

found 500 associated metabolites at order taxonomy rank level.

Ancestor: Dothideomycetes incertae sedis

Child Taxonomies: Melanopsaceae, Botryosphaeriaceae, Saccharataceae, Phyllostictaceae, Septorioideaceae, Aplosporellaceae, Planistromellaceae, environmental samples, unclassified Botryosphaeriales, Botryosphaeriales incertae sedis

Inosine

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one

C10H12N4O5 (268.08076619999997)


Inosine, also known as hypoxanthosine or inotin, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Inosine is formed when hypoxanthine is attached to a ribose ring a beta-N9-glycosidic bond. Inosine is an intermediate in the degradation of purines and purine nucleosides to uric acid. Inosine is also an intermediate in the purine salvage pathway. Inosine occurs in the anticodon of certain transfer RNA molecules and is essential for proper translation of the genetic code in wobble base pairs. Inosine exists in all living species, ranging from bacteria to plants to humans. Inosine participates in a number of enzymatic reactions. In particular, inosine can be biosynthesized from inosinic acid through its interaction with the enzyme known as cytosolic purine 5-nucleotidase. In addition, inosine can be converted into hypoxanthine and ribose 1-phosphate through its interaction with the enzyme known as purine nucleoside phosphorylase. Altered levels of inosine have also been associated with purine nucleoside phosphorylase deficiency and xanthinuria type I, both of which are inborn errors of metabolism. Animal studies have suggested that inosine has neuroprotective properties. It has been proposed as a potential treatment for spinal cord injury (PMID: 16317421) and for administration after stroke, as inosine appears to induce axonal rewiring (PMID: 12084941). After ingestion, inosine is metabolized into uric acid, which has been found to be a natural antioxidant and peroxynitrite scavenger. As such, inosine may have potential benefits to patients with multiple sclerosis and Parkinson’s disease (PMID: 19425822). Inosine can also be produced by gut bacteria and appears to have a number of beneficial effects. Inosine, has been shown to activate peroxisome proliferator-activated receptor (PPAR)-gamma signaling in human colon epithelial cells. Furthermore, exogenous treatment of inosine has been found to protect against DSS-induced colitis in rodents by improving adenosine 2A receptor (A2AR)/PPAR-gamma-dependent mucosal barrier functions (PMID: 33820558). Microbiome-derived inosine has also been shown to modulate the response to checkpoint inhibitor immunotherapy in cancer models. In particular, decreased gut barrier function induced by immunotherapy increases systemic translocation of bacterially derived inosine and activates antitumor T cells. The effect of inosine is dependent on T cell expression of the adenosine A2A receptor and requires co-stimulation. Inosine appears to have other roles in non-mammalian system. For instance, it has been found to be an important feed stimulant by itself or in combination with certain amino acids in some species of farmed fish. For example, inosine and inosine-5-monophosphate have been reported as specific feeding stimulants for turbot fry, (Scophthalmus maximus) and Japanese amberjack. Inosine is a purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines D-ribonucleoside and a member of inosines. It is functionally related to a hypoxanthine and a ribofuranose. A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed) Inosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Inosine is a natural product found in Fritillaria thunbergii, Cichorium endivia, and other organisms with data available. Inosine is a metabolite found in or produced by Saccharomyces cerevisiae. A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed) G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals Present in meat extracts and sugar beet Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS [Spectral] Inosine (exact mass = 268.08077) and L-Methionine (exact mass = 149.05105) and Adenosine (exact mass = 267.09675) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and L-Tyrosine (exact mass = 181.07389) and Guanosine (exact mass = 283.09167) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and S-Adenosyl-L-homocysteine (exact mass = 384.12159) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Inosine (exact mass = 268.08077) and Guanosine (exact mass = 283.09167) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 110 KEIO_ID I003 Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

4-Hydroxybenzaldehyde

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.

   

Tyrosol

4-hydroxy-Benzeneethanol;4-Hydroxyphenylethanol;beta-(4-Hydroxyphenyl)ethanol

C8H10O2 (138.06807600000002)


Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   

Ergosterol

(1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

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.

   

Jasmonic acid

Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, [1R-[1alpha,2beta(Z)]]-

C12H18O3 (210.1255878)


Jasmonic acid is an oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring. It has a role as a plant metabolite and a member of jasmonates. It is a conjugate acid of a jasmonate(1-). It is an enantiomer of a (+)-jasmonic acid. Jasmonic acid is a natural product found in Ficus superba, Cleyera japonica, and other organisms with data available. Jasmonic acid is found in apple. Esters are present in Jasminum grandiflorum (royal jasmine) and are responsible for its odour. Jasmonic acid is a member of the jasmonate class of plant hormones. It is biosynthesized from linolenic acid by the octadecanoid pathway An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring. Esters are present in Jasminum grandiflorum (royal jasmine) and are responsible for its odour [DFC] D006133 - Growth Substances > D010937 - Plant Growth Regulators

   

Emodin

1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione;3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE

C15H10O5 (270.052821)


Emodin appears as orange needles or powder. (NTP, 1992) Emodin is a trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. It has a role as a tyrosine kinase inhibitor, an antineoplastic agent, a laxative and a plant metabolite. It is functionally related to an emodin anthrone. It is a conjugate acid of an emodin(1-). Emodin has been investigated for the treatment of Polycystic Kidney. Emodin is a natural product found in Rumex dentatus, Rhamnus davurica, and other organisms with data available. Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia) Emodin has been shown to exhibit anti-inflammatory, signalling, antibiotic, muscle building and anti-angiogenic functions (A3049, A7853, A7854, A7855, A7857). Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies. See also: Reynoutria multiflora root (part of); Frangula purshiana Bark (part of). A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D005765 - Gastrointestinal Agents > D002400 - Cathartics Present in Cascara sagrada CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 ORIGINAL_PRECURSOR_SCAN_NO 5094; CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 999; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 [Raw Data] CB029_Emodin_pos_50eV_CB000015.txt [Raw Data] CB029_Emodin_pos_10eV_CB000015.txt [Raw Data] CB029_Emodin_pos_20eV_CB000015.txt [Raw Data] CB029_Emodin_pos_30eV_CB000015.txt [Raw Data] CB029_Emodin_pos_40eV_CB000015.txt [Raw Data] CB029_Emodin_neg_50eV_000008.txt [Raw Data] CB029_Emodin_neg_20eV_000008.txt [Raw Data] CB029_Emodin_neg_40eV_000008.txt [Raw Data] CB029_Emodin_neg_30eV_000008.txt [Raw Data] CB029_Emodin_neg_10eV_000008.txt CONFIDENCE standard compound; ML_ID 38 Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3]. Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3].

   

Indole-3-carboxylic acid

1H-Indole-3-carboxylic acid

C9H7NO2 (161.0476762)


Indole-3-carboxylic acid, also known as 3-carboxyindole or 3-indolecarboxylate, belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Naphthylmethylindoles: Any compound containing a 1H-indol-3-yl-(1-naphthyl)methane structure with substitution at the nitrogen atom of the indole ring by an alkyl, haloalkyl, alkenyl, cycloalkylmethyl, cycloalkylethyl, 1-(N-methyl-2-piperidinyl)methyl, or 2-(4-morpholinyl)ethyl group whether or not further substituted in the indole ring to any extent and whether or not substituted in the naphthyl ring to any extent. One example given is JWH-250. Outside of the human body, indole-3-carboxylic acid has been detected, but not quantified in several different foods, such as brassicas, broccoli, pulses, common beets, and barley. This could make indole-3-carboxylic acid a potential biomarker for the consumption of these foods. Notice the pentyl group substituted onto the nitrogen atom of the indole ring. Note that this definition encompasses only those compounds that have OH groups attached to both the phenyl and the cyclohexyl rings, and so does not include compounds such as O-1871 which lacks the cyclohexyl OH group, or compounds such as JWH-337 or JWH-344 which lack the phenolic OH group. Present in plants, e.g. apple (Pyrus malus), garden pea (Pisum sativum) and brassicas Indole-3-carboxylic acid is a normal urinary indolic tryptophan metabolite and has been found elevated in patients with liver diseases[1][2]. Indole-3-carboxylic acid is a normal urinary indolic tryptophan metabolite and has been found elevated in patients with liver diseases[1][2].

   

12-Hydroxyjasmonic acid

{(1R,2R)-2-[(2Z)-5-hydroxypent-2-en-1-yl]-3-oxocyclopentyl}acetic acid

C12H18O4 (226.1205028)


An oxo carboxylic acid that is jasmonic acid in which one of the hydrogens of the methyl group is replaced by a hydroxy group.

   

Primin

2,5-Cyclohexadiene-1,4-dione, 2-methoxy-6-pentyl-

C12H16O3 (208.1099386)


Primin is a 1,4-benzoquinone having a methoxy substituent at the 2-position and a pentyl substituent at the 6-position. It has a role as a hapten, a metabolite, an antimicrobial agent, an antifeedant and an allergen. Primin is a natural product found in Miconia eriodonta, Cophinforma mamane, and other organisms with data available. See also: Primula veris flower (part of). A 1,4-benzoquinone having a methoxy substituent at the 2-position and a pentyl substituent at the 6-position. Primin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=15121-94-5 (retrieved 2024-06-29) (CAS RN: 15121-94-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

6-Methylsalicylic acid

2-HYDROXY-6-METHYLBENZOIC ACID

C8H8O3 (152.0473418)


A monohydroxybenzoic acid that is salicylic acid in which the hydrogen ortho to the carboxylic acid group is substituted by a methyl group. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

7-Epijasmonic acid

2-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]acetic acid

C12H18O3 (210.1255878)


7-epijasmonic acid, also known as (+)-epijasmonate, is a member of the class of compounds known as jasmonic acids. Jasmonic acids are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Thus, 7-epijasmonic acid is considered to be an octadecanoid lipid molecule. 7-epijasmonic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7-epijasmonic acid can be found in a number of food items such as broad bean, flaxseed, corn, and eggplant, which makes 7-epijasmonic acid a potential biomarker for the consumption of these food products.

   

Ergosterol peroxide

5-[(3E)-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)


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.

   

Botryodiplodin

1-(tetrahydro-5-Hydroxy-4-methyl-3-furanyl)ethanone, 9ci

C7H12O3 (144.0786402)


Botryodiplodin is a mycotoxin produced by Botryodiplodia theobromae, Penicillium carneoluteus and Penicillium roquefortii. It is isolated from P. roquefortii infected corn silage. Mycotoxin production by Botryodiplodia theobromae, Penicillium carneoluteus and Penicillium roquefortii. Isolated from P. roquefortii infected corn silage

   

Castaneiolide

10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

C22H28O8 (420.1784088)


Castaneiolide is a mycotoxin produced by the chestnut black root pathogen Macrophoma castaneicol

   

Ara-HX

2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

C10H12N4O5 (268.08076619999997)


   

Mellein

(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

C10H10O3 (178.062991)


Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .

   

(+)-7-iso-jasmonate

2-[3-oxo-2-(Pent-2-en-1-yl)cyclopentyl]acetic acid

C12H17O3 (209.1177632)


(+)-7-iso-jasmonate is a member of the class of compounds known as jasmonic acids. Jasmonic acids are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety (+)-7-iso-jasmonate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (+)-7-iso-jasmonate can be found in a number of food items such as tarragon, celery leaves, sweet marjoram, and rape, which makes (+)-7-iso-jasmonate a potential biomarker for the consumption of these food products.

   

Inosine

Inosine

C10H12N4O5 (268.08076619999997)


G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

Mellein

Mellein

C10H10O3 (178.062991)


D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

   
   

5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O4 (156.0422568)


   

cis-4-Hydroxymellein

cis-3S,4S-4-Hydroxymellein

C10H10O4 (194.057906)


   

trans-4-Hydroxymellein

(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one

C10H10O4 (194.057906)


   

2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid

2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid

C11H12O5 (224.06847019999998)


   

4-acetyl-3-methyloxolan-2-one

4-acetyl-3-methyloxolan-2-one

C7H10O3 (142.062991)


   

4-hydroxy-6-propyloxan-2-one

4-hydroxy-6-propyloxan-2-one

C8H14O3 (158.0942894)


   

6-Propyl-5,6-dihydro-2H-pyran-2-one

6-Propyl-5,6-dihydro-2H-pyran-2-one

C8H12O2 (140.0837252)


   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.3290274)


   

3-(Hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

3-(Hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

C7H6O4 (154.0266076)


   

(-)-gynuraone

(-)-gynuraone

C10H10O4 (194.057906)


A chromanone that is 2,3-dihydro-4H-chromen-4-one substituted by hydroxy groups at positions 3 and 5 and a methyl group at position 2 (the 2R,3R stereoisomer). Isolated form the endophytic fungus Microdiplodia species, it exhibits antibacterial activity.

   

2,5-Dihydroxynaphthalene-1,4-dione

2,5-Dihydroxynaphthalene-1,4-dione

C10H6O4 (190.0266076)


   

sphaeropsidin B

sphaeropsidin B

C20H28O5 (348.1936638)


A natural product found in Diplodia cupressi.

   

4-Hydroxy-2-methoxy-6-methylbenzaldehyde

4-Hydroxy-2-methoxy-6-methylbenzaldehyde

C9H10O3 (166.062991)


   

Methylhydroquinone

2-Methylhydroquinone

C7H8O2 (124.05242679999999)


Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1]. Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1].

   

1H-Indole-3-carboxylic acid

1H-Indole-3-carboxylic acid

C9H7NO2 (161.0476762)


IPB_RECORD: 302; CONFIDENCE confident structure CONFIDENCE confident structure; IPB_RECORD: 302

   

Ergosterol

(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

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.

   

Jasmonic acid

3-(Carboxymethyl)-2-(2-pentenyl)cyclopentanone

C12H18O3 (210.1255878)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.911 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.912 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.909 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.910

   

Emodin

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

C15H10O5 (270.052821)


C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D005765 - Gastrointestinal Agents > D002400 - Cathartics CONFIDENCE isolated standard relative retention time with respect to 9-anthracene Carboxylic Acid is 1.288 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.291 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.286 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.293 Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3]. Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction[1]. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects[2]. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice[3].

   

Inosine

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

C10H12N4O5 (268.08076619999997)


G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06B - Chemotherapeutics for topical use > D06BB - Antivirals Formula(Parent): C10H12N4O5; Bottle Name:Inosine; PRIME Parent Name:Inosine; PRIME in-house No.:0256, Purines COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials S - Sensory organs > S01 - Ophthalmologicals 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; UGQMRVRMYYASKQ_STSL_0164_Inosine_2000fmol_180430_S2_LC02_MS02_125; 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 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053 Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3]. Inosine is an endogenous purine nucleoside produced by catabolism of adenosine. Inosine has anti-inflammatory, antinociceptive, immunomodulatory and neuroprotective effects. Inosine is an agonist for adenosine A1 (A1R) and A2A (A2AR) receptors[1][2][3].

   

p-Hydroxybenzaldehyde

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.

   

4-Hydroxybenzaldehyde

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.

   

Dormin

(2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.13615200000004)


D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   

Macrophorin A

1-[(5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O4 (360.2300472)


   

Macrophorin C

5-hydroxy-1-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O5 (376.2249622)


   

Macrophorin B

1-[(5,5,8a-trimethyl-2-methylidene-6-oxo-decahydronaphthalen-1-yl)methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H30O5 (374.209313)


   

(±)-Mellein

(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

C10H10O3 (178.062991)


D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

4-Acetyl-3-methoxy-5-methylbenzoic acid

4-Acetyl-3-methoxy-5-methylbenzoic acid

C11H12O4 (208.0735552)


   

Sphaeropsidin A

Sphaeropsidin A

C20H26O5 (346.17801460000004)


A natural product found in Smardaea species and Diplodia cupressi.

   

(-)-Microdiplodiasolol

(-)-Microdiplodiasolol

C16H16O7 (320.0895986)


A member of the class of xanthones that is 4a,9a-dihydro-1H-xanthene-2,9-dione substituted by hydroxy groups at positions 1, 8 and 9a, a methoxy group at position 4 and methyl groups at positions 4a and 6 (the 1S,4aS,9aS stereoisomer). Isolated from Microdiplodia species, it exhibits antibacterial activity.

   

Tyrosol

InChI=1\C8H10O2\c9-6-5-7-1-3-8(10)4-2-7\h1-4,9-10H,5-6H

C8H10O2 (138.06807600000002)


Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   

7-ethenyl-4b-hydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6,10,10a-hexahydro-2H-phenanthrene-4a-carboxylic acid

7-ethenyl-4b-hydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6,10,10a-hexahydro-2H-phenanthrene-4a-carboxylic acid

C20H28O4 (332.19874880000003)


   

sphaeropsidin C

sphaeropsidin C

C20H28O4 (332.19874880000003)


A natural product found in Smardaea species and Diplodia cupressi.

   

(2R,3S)-4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid

(2R,3S)-4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid

C9H12O4 (184.0735552)


   

Sphaeropsidin D

Sphaeropsidin D

C20H26O6 (362.17292960000003)


A natural product found in Smardaea species and Diplodia cupressi.

   

Microdiplodiasol

Microdiplodiasol

C15H18O7 (310.10524780000003)


A member of the class of xanthones that is 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-one substituted by hydroxy groups at positions 1, 4, 8 and 9a, a hydroxymethyl group at position 6 and a methyl group at position 4a. Isolated from the endophytic fungus Microdiplodia species, it exhibits antibacterial activity.

   

(+)-Microdiplodiasone

(+)-Microdiplodiasone

C14H14O6 (278.0790344)


An organic heterobicyclic compound that is 2,3-dihydro-4H-chromen-4-one substituted by hydroxy groups at positions 5 and 7, a methyl group at position 2 and a 5-oxotetrahydrofuran-2-yl group at position 2. Isolated from the endophytic fungus Microdiplodia species, it exhibits antibacterial activity.

   

Sphaeropsidin F

Sphaeropsidin F

C20H32O4 (336.2300472)


A natural product found in Smardaea species.

   

Sphaeropsidin E

Sphaeropsidin E

C20H32O3 (320.23513219999995)


A natural product found in Smardaea species and Diplodia cupressi.

   

Microdiplactone

Microdiplactone

C11H21NO2 (199.15722060000002)


An oxazinane that is 1,4-oxazepane substituted by propyl groups at positions 3 and 4 and an oxo group at position 7. It is isolated from the endophytic fungus Microdiplodia species.

   

(+)-cucurbic acid

3ALPHA-HYDROXY-2BETA-(2Z-PENTENYL)-CYCLOPENTANE-1BETA-ACETIC ACID

C12H20O3 (212.14123700000002)


   
   

4,7,8-trihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

4,7,8-trihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H10O5 (210.052821)


   

14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecine-1,11,12-trione

14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecine-1,11,12-trione

C17H22O5 (306.1467162)


   

3-hydroxy-5-(hydroxymethyl)-2-{[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione

3-hydroxy-5-(hydroxymethyl)-2-{[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione

C22H30O5 (374.209313)


   

(6r)-6-propyl-5,6-dihydropyran-2-one

(6r)-6-propyl-5,6-dihydropyran-2-one

C8H12O2 (140.0837252)


   

(3r,6r,7s)-13-hydroxy-11-methoxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s)-13-hydroxy-11-methoxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O4 (292.1674504)


   

4,6-dimethoxy-3-[5-methoxy-4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-3h-2-benzofuran-1-one

4,6-dimethoxy-3-[5-methoxy-4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-3h-2-benzofuran-1-one

C19H18O7 (358.10524780000003)


   

(3s)-7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3s)-7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

6-isopropyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

6-isopropyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

C16H22O7 (326.1365462)


   

(1r,4r,7r,8s,12s)-1-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1r,4r,7r,8s,12s)-1-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O4 (290.1518012)


   

(3s,5s)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3s,5s)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(3r)-4,6-dimethoxy-3-{5-methoxy-4-oxo-6-[(1e)-prop-1-en-1-yl]pyran-3-yl}-3h-2-benzofuran-1-one

(3r)-4,6-dimethoxy-3-{5-methoxy-4-oxo-6-[(1e)-prop-1-en-1-yl]pyran-3-yl}-3h-2-benzofuran-1-one

C19H18O7 (358.10524780000003)


   

(1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

(1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

C7H6O4 (154.0266076)


   

7,13,17-trihydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaene-9,15-dione

7,13,17-trihydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaene-9,15-dione

C20H12O6 (348.06338519999997)


   

(1r,5r,6r)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5r,6r)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O4 (156.0422568)


   

(3r,6r,7s,11s,13r)-13-hydroxy-11-methoxy-3-methyl-6-(6-methylhepta-1,5-dien-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11s,13r)-13-hydroxy-11-methoxy-3-methyl-6-(6-methylhepta-1,5-dien-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C22H32O4 (360.2300472)


   

(1e,5r,10s,11s,14s)-4-ethyl-10,14-dihydroxy-5-[(1s)-1-hydroxyethyl]-11-methoxy-12-oxa-4-azatricyclo[9.2.1.0²,⁵]tetradec-1-en-3-one

(1e,5r,10s,11s,14s)-4-ethyl-10,14-dihydroxy-5-[(1s)-1-hydroxyethyl]-11-methoxy-12-oxa-4-azatricyclo[9.2.1.0²,⁵]tetradec-1-en-3-one

C17H27NO6 (341.1838282)


   

(2e)-5-hydroxy-4-methyl-2-(2-oxopropylidene)furan-3-one

(2e)-5-hydroxy-4-methyl-2-(2-oxopropylidene)furan-3-one

C8H8O4 (168.0422568)


   

4,11,13-trihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

4,11,13-trihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O6 (324.1572804)


   

3-({4-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl}methoxy)-3-oxopropanoic acid

3-({4-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl}methoxy)-3-oxopropanoic acid

C25H34O7 (446.2304414)


   

10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0²,⁴.0⁴,⁹.0¹⁴,¹⁷]heptadecane-7,15-dione

10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0²,⁴.0⁴,⁹.0¹⁴,¹⁷]heptadecane-7,15-dione

C16H20O5 (292.13106700000003)


   

4-{[(4-acetyl-3-methyloxolan-2-yl)oxy]methyl}-3,5-dimethyloxolan-2-one

4-{[(4-acetyl-3-methyloxolan-2-yl)oxy]methyl}-3,5-dimethyloxolan-2-one

C14H22O5 (270.1467162)


   

6,7,8-trihydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-5,6,7,8-tetrahydro-4h-naphthalen-2-one

6,7,8-trihydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-5,6,7,8-tetrahydro-4h-naphthalen-2-one

C15H22O4 (266.1518012)


   

3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2-pentyl-2h,4h-pyrano[2,3-c]pyrrol-5-one

3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2-pentyl-2h,4h-pyrano[2,3-c]pyrrol-5-one

C15H23NO5 (297.1576148)


   

(4s,5s)-4,5-dihydroxy-2-methylcyclohex-2-en-1-one

(4s,5s)-4,5-dihydroxy-2-methylcyclohex-2-en-1-one

C7H10O3 (142.062991)


   

2-{[(1r,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

2-{[(1r,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

C22H30O4 (358.214398)


   

(3r,6r,7s,11s,13r)-13-hydroxy-6-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11s,13r)-13-hydroxy-6-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C22H34O5 (378.24061140000003)


   

2-hydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

2-hydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

C17H22O5 (306.1467162)


   

(3s,4r,5r)-2-(6-hydroxy-9h-purin-2-yl)oxane-3,4,5-triol

(3s,4r,5r)-2-(6-hydroxy-9h-purin-2-yl)oxane-3,4,5-triol

C10H12N4O5 (268.08076619999997)


   

(1s,2r,5s,6r)-3-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol

(1s,2r,5s,6r)-3-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol

C7H10O3 (142.062991)


   

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.13615200000004)


   

(7s)-3,7-dimethyl-8-oxo-7-propanoylbicyclo[4.2.0]octa-1(6),2,4-trien-2-yl acetate

(7s)-3,7-dimethyl-8-oxo-7-propanoylbicyclo[4.2.0]octa-1(6),2,4-trien-2-yl acetate

C15H16O4 (260.1048536)


   

(5r)-5-[(2r,5s)-5-[(1s)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

(5r)-5-[(2r,5s)-5-[(1s)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

C10H14O4 (198.0892044)


   

2,5,8,10'-tetrahydroxy-2,3-dihydro-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

2,5,8,10'-tetrahydroxy-2,3-dihydro-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

C20H14O7 (366.0739494)


   

(3r,5r)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,5r)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(4as,6r,8as)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

(4as,6r,8as)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

C10H12O4 (196.0735552)


   

7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

C22H30O4 (358.214398)


   

(3r,5e)-12-hydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-2-benzoxacyclododecin-1-one

(3r,5e)-12-hydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-2-benzoxacyclododecin-1-one

C17H22O4 (290.1518012)


   

(4r,10r)-4-hydroxy-10-methyloxecane-2,6-dione

(4r,10r)-4-hydroxy-10-methyloxecane-2,6-dione

C10H16O4 (200.10485359999998)


   

(1r,5r,6r)-1-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5r,6r)-1-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O4 (360.2300472)


   

4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid

4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid

C9H12O4 (184.0735552)


   

2,7b-dihydro-1ah-2',4'-dioxaspiro[naphtho[1,2-b]oxirene-3,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaene-2,7-diol

2,7b-dihydro-1ah-2',4'-dioxaspiro[naphtho[1,2-b]oxirene-3,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaene-2,7-diol

C20H14O5 (334.0841194)


   
   
   

(5r)-5-[(2r,5s)-5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

(5r)-5-[(2r,5s)-5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

C10H14O4 (198.0892044)


   
   

12-hydroxy-14-methoxy-3-methyl-4,6,7,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,5-dione

12-hydroxy-14-methoxy-3-methyl-4,6,7,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,5-dione

C17H22O5 (306.1467162)


   

[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]acetic acid

[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]acetic acid

C16H26O3 (266.1881846)


   

13-hydroxy-11-methoxy-6-(2-methoxypropan-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-hydroxy-11-methoxy-6-(2-methoxypropan-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C18H28O5 (324.1936638)


   

(1r,4r,7r,8s,12s)-1-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1r,4r,7r,8s,12s)-1-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H24O5 (308.1623654)


   

6-(1-hydroxyethyl)-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

6-(1-hydroxyethyl)-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

C10H12O4 (196.0735552)


   

6,14-dihydroxy-15-(hydroxymethyl)-4,7,12-trimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

6,14-dihydroxy-15-(hydroxymethyl)-4,7,12-trimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

C17H16O6 (316.0946836)


   

(3r,6s)-6,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,6s)-6,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

7a-hydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-2,3,4a,5,6,7,11a,12-octahydro-1h-tetraphene-8,11-dione

7a-hydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-2,3,4a,5,6,7,11a,12-octahydro-1h-tetraphene-8,11-dione

C22H30O4 (358.214398)


   

2-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-6-methoxy-4-methylbenzenecarboximidic acid

2-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-6-methoxy-4-methylbenzenecarboximidic acid

C18H19NO7 (361.1161464)


   

6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

C10H12O4 (196.0735552)


   

methyl (3r,4as,8r,8as)-8-hydroxy-3-methyl-2-oxo-4a,5,8,8a-tetrahydro-3h-1,4-benzodioxine-6-carboxylate

methyl (3r,4as,8r,8as)-8-hydroxy-3-methyl-2-oxo-4a,5,8,8a-tetrahydro-3h-1,4-benzodioxine-6-carboxylate

C11H14O6 (242.0790344)


   

6,7-dihydroxy-1,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one

6,7-dihydroxy-1,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one

C12H16O3 (208.1099386)


   

(4s,5s,6r)-4-chloro-5,6-dihydroxy-3-methoxycyclohex-2-en-1-one

(4s,5s,6r)-4-chloro-5,6-dihydroxy-3-methoxycyclohex-2-en-1-one

C7H9ClO4 (192.0189344)


   

methyl (3s,4ar,8s,8ar)-8-hydroxy-3-methyl-2-oxo-4a,5,8,8a-tetrahydro-3h-1,4-benzodioxine-6-carboxylate

methyl (3s,4ar,8s,8ar)-8-hydroxy-3-methyl-2-oxo-4a,5,8,8a-tetrahydro-3h-1,4-benzodioxine-6-carboxylate

C11H14O6 (242.0790344)


   

2-{[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

2-{[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

C22H30O5 (374.209313)


   

3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]trideca-5,7-diene

3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]trideca-5,7-diene

C14H18O2 (218.1306728)


   

[(1s,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]acetic acid

[(1s,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]acetic acid

C12H16O3 (208.1099386)


   

12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8-hexahydro-2-benzoxacyclododecin-1-one

12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8-hexahydro-2-benzoxacyclododecin-1-one

C17H22O4 (290.1518012)


   

(3s,4s)-3,4,8-trihydroxy-7-(2-hydroxyethyl)-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

(3s,4s)-3,4,8-trihydroxy-7-(2-hydroxyethyl)-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C13H16O6 (268.0946836)


   

3-[(1r,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]propanoic acid

3-[(1r,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]propanoic acid

C13H20O3 (224.14123700000002)


   

5-[(1r,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

5-[(1r,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

C10H14O3 (182.0942894)


   

(1s,2r)-2-ethenyl-2,8,8-trimethyl-1,3,4,5,6,7-hexahydrophenanthrene-1,9,10-triol

(1s,2r)-2-ethenyl-2,8,8-trimethyl-1,3,4,5,6,7-hexahydrophenanthrene-1,9,10-triol

C19H26O3 (302.1881846)


   

(1r,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4as,7r,8s)-7-ethenyl-8,10-dihydroxy-1,1,7-trimethyl-9-oxo-2,3,4,5,6,8-hexahydrophenanthrene-4a-carboxylate

(1r,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4as,7r,8s)-7-ethenyl-8,10-dihydroxy-1,1,7-trimethyl-9-oxo-2,3,4,5,6,8-hexahydrophenanthrene-4a-carboxylate

C27H34O9 (502.2202714)


   

(1r,6r,7r,8ar)-6,7-dihydroxy-1,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one

(1r,6r,7r,8ar)-6,7-dihydroxy-1,8a-dimethyl-1,6,7,8-tetrahydronaphthalen-2-one

C12H16O3 (208.1099386)


   

2-{[(1s,4ar,5s,8as)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

2-{[(1s,4ar,5s,8as)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

C22H30O5 (374.209313)


   

2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylic acid

2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylic acid

C18H14O5 (310.0841194)


   

4,5-dihydroxy-2-methylcyclohex-2-en-1-one

4,5-dihydroxy-2-methylcyclohex-2-en-1-one

C7H10O3 (142.062991)


   

5-hydroxy-4-(hydroxymethyl)-1-{[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-7-oxabicyclo[4.1.0]hept-3-en-2-one

5-hydroxy-4-(hydroxymethyl)-1-{[5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O5 (376.2249622)


   

2-{[4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H42O9 (498.28286820000005)


   

1,5,8,8a-tetrahydroxy-3-(hydroxymethyl)-10a-methyl-5,6,7,8-tetrahydroxanthen-9-one

1,5,8,8a-tetrahydroxy-3-(hydroxymethyl)-10a-methyl-5,6,7,8-tetrahydroxanthen-9-one

C15H18O7 (310.10524780000003)


   

(3s,4e,6e)-8-{[(1r,2s,7r,8ar)-7-hydroxy-1,8a-dimethyl-6-oxo-1,2,7,8-tetrahydronaphthalen-2-yl]oxy}-3-methyl-8-oxoocta-4,6-dienoic acid

(3s,4e,6e)-8-{[(1r,2s,7r,8ar)-7-hydroxy-1,8a-dimethyl-6-oxo-1,2,7,8-tetrahydronaphthalen-2-yl]oxy}-3-methyl-8-oxoocta-4,6-dienoic acid

C21H26O6 (374.17292960000003)


   

(1s,3r,3'r,3'as,5s,6's)-3,3'-dihydroxy-6'-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-5-methoxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-spiro[cyclohexane-1,5'-indene]-2,6-dione

(1s,3r,3'r,3'as,5s,6's)-3,3'-dihydroxy-6'-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-5-methoxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-spiro[cyclohexane-1,5'-indene]-2,6-dione

C22H32O6 (392.2198772)


   

5-[5-(1-hydroxyethyl)-2,5-dihydrofuran-2-yl]oxolan-2-one

5-[5-(1-hydroxyethyl)-2,5-dihydrofuran-2-yl]oxolan-2-one

C10H14O4 (198.0892044)


   

12-hydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-2-benzoxacyclododecin-1-one

12-hydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-2-benzoxacyclododecin-1-one

C17H22O4 (290.1518012)


   

(1s,2r,4bs,7s,8ar)-2-ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

(1s,2r,4bs,7s,8ar)-2-ethenyl-1,7-dihydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

C20H30O3 (318.21948299999997)


   

(4ar,5r,6r,7r,8r)-6,7,8-trihydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-5,6,7,8-tetrahydro-4h-naphthalen-2-one

(4ar,5r,6r,7r,8r)-6,7,8-trihydroxy-4a,5-dimethyl-3-(propan-2-ylidene)-5,6,7,8-tetrahydro-4h-naphthalen-2-one

C15H22O4 (266.1518012)


   

(3r,4s)-4,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,4s)-4,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(1r,3r,5r,6s,7s,8s)-6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaen-11-one

(1r,3r,5r,6s,7s,8s)-6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaen-11-one

C20H14O7 (366.0739494)


   

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxirene-2,6-diol

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxirene-2,6-diol

C15H20O4 (264.13615200000004)


   

(5as,6r,9s,9as)-9-(chloromethyl)-9-hydroxy-6-isopropyl-1-oxo-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid

(5as,6r,9s,9as)-9-(chloromethyl)-9-hydroxy-6-isopropyl-1-oxo-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid

C15H21ClO5 (316.1077446)


   

(4s,5s,6r)-5,6-dihydroxy-3,4-dimethoxycyclohex-2-en-1-one

(4s,5s,6r)-5,6-dihydroxy-3,4-dimethoxycyclohex-2-en-1-one

C8H12O5 (188.06847019999998)


   

(4s,6r)-4-hydroxy-6-propyloxan-2-one

(4s,6r)-4-hydroxy-6-propyloxan-2-one

C8H14O3 (158.0942894)


   

2-[(2r,7s,8r,8ar)-7-{[(2e,4e,6s)-4,6-dimethylocta-2,4-dienoyl]oxy}-2-hydroxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,7s,8r,8ar)-7-{[(2e,4e,6s)-4,6-dimethylocta-2,4-dienoyl]oxy}-2-hydroxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

C25H32O6 (428.2198772)


   

5-{5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl}oxolan-2-one

5-{5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl}oxolan-2-one

C10H14O4 (198.0892044)


   

4-ethyl-11,15-dihydroxy-12-methoxy-5-methyl-13-oxa-4-azatricyclo[10.2.1.0²,⁵]pentadec-1-en-3-one

4-ethyl-11,15-dihydroxy-12-methoxy-5-methyl-13-oxa-4-azatricyclo[10.2.1.0²,⁵]pentadec-1-en-3-one

C17H27NO5 (325.1889132)


   

ethyl 2,4-dihydroxy-6-(8-hydroxynonyl)benzoate

ethyl 2,4-dihydroxy-6-(8-hydroxynonyl)benzoate

C18H28O5 (324.1936638)


   

(3s)-3-[(1s)-1-hydroxyethyl]-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

(3s)-3-[(1s)-1-hydroxyethyl]-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

C9H10N2O3 (194.069139)


   

(4as,12bs)-7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

(4as,12bs)-7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

C22H30O4 (358.214398)


   

(1r,3r,4r,9r,12r)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]trideca-5,7-diene

(1r,3r,4r,9r,12r)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]trideca-5,7-diene

C14H18O2 (218.1306728)


   

2-{3-oxo-2-[(1z)-pent-1-en-1-yl]cyclopentyl}propanoic acid

2-{3-oxo-2-[(1z)-pent-1-en-1-yl]cyclopentyl}propanoic acid

C13H20O3 (224.14123700000002)


   

3-methoxy-6-methylpyridine-2,4-diol

3-methoxy-6-methylpyridine-2,4-diol

C7H9NO3 (155.0582404)


   

[3-hydroxy-2-(pent-2-en-1-yl)cyclopentyl]acetic acid

[3-hydroxy-2-(pent-2-en-1-yl)cyclopentyl]acetic acid

C12H20O3 (212.14123700000002)


   

(1r,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4ar,4br,7r)-7-ethenyl-4b,10-dihydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6-tetrahydro-2h-phenanthrene-4a-carboxylate

(1r,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4ar,4br,7r)-7-ethenyl-4b,10-dihydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6-tetrahydro-2h-phenanthrene-4a-carboxylate

C27H34O9 (502.2202714)


   

(1s,4r,7r,8s,12r)-12-hydroxy-7-(2-methoxypropan-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-12-hydroxy-7-(2-methoxypropan-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C18H26O5 (322.1780146)


   

5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-8,15-dione

5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-8,15-dione

C20H26O6 (362.17292960000003)


   

7-hydroxy-1,8a-dimethyl-1h-naphthalene-2,6-dione

7-hydroxy-1,8a-dimethyl-1h-naphthalene-2,6-dione

C12H12O3 (204.0786402)


   

7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(3s)-12-hydroxy-14-methoxy-3-methyl-4,6,7,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,5-dione

(3s)-12-hydroxy-14-methoxy-3-methyl-4,6,7,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,5-dione

C17H22O5 (306.1467162)


   

(3s,5r)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3s,5r)-5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(1r,3r,5s,7r,8s)-8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

(1r,3r,5s,7r,8s)-8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

C20H12O7 (364.05830019999996)


   

1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate

1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate

C16H16O7 (320.0895986)


   

(1r,1'r,9's,12'r,13'r)-13'-hydroxy-18'-methyl-2',15'-dioxa-10',11'-dithia-16',18'-diazaspiro[cyclohexane-1,14'-pentacyclo[10.5.2.0¹,⁹.0³,⁸.0¹²,¹⁶]nonadecane]-3,3',5',7'-tetraene-2,17',19'-trione

(1r,1'r,9's,12'r,13'r)-13'-hydroxy-18'-methyl-2',15'-dioxa-10',11'-dithia-16',18'-diazaspiro[cyclohexane-1,14'-pentacyclo[10.5.2.0¹,⁹.0³,⁸.0¹²,¹⁶]nonadecane]-3,3',5',7'-tetraene-2,17',19'-trione

C19H16N2O6S2 (432.0449756)


   

4,6,8-trihydroxy-3-methoxynaphthalene-1,2-dione

4,6,8-trihydroxy-3-methoxynaphthalene-1,2-dione

C11H8O6 (236.0320868)


   

(1as,6r,7r,7ar,7br)-6-hydroxy-1a-[2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

(1as,6r,7r,7ar,7br)-6-hydroxy-1a-[2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

C15H20O5 (280.13106700000003)


   

(1s,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4as,7r,8s)-7-ethenyl-8,10-dihydroxy-1,1,7-trimethyl-9-oxo-2,3,4,5,6,8-hexahydrophenanthrene-4a-carboxylate

(1s,5s,6r)-5,6-dihydroxy-4-methoxy-2-oxocyclohex-3-en-1-yl (4as,7r,8s)-7-ethenyl-8,10-dihydroxy-1,1,7-trimethyl-9-oxo-2,3,4,5,6,8-hexahydrophenanthrene-4a-carboxylate

C27H34O9 (502.2202714)


   

(3s,4s)-7-ethyl-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

(3s,4s)-7-ethyl-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C13H16O5 (252.0997686)


   

(4as,7as,12bs)-7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

(4as,7as,12bs)-7a,11-dihydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6,7,12-octahydrotetraphen-8-one

C22H30O4 (358.214398)


   

2-ethenyl-2,4b,8,8-tetramethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthrene-1,4,10-triol

2-ethenyl-2,4b,8,8-tetramethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthrene-1,4,10-triol

C20H32O3 (320.23513219999995)


   

2-[(2r,7s,8r,8ar)-2-hydroxy-8,8a-dimethyl-7-{[(2e,4e,6s)-6-methylocta-2,4-dienoyl]oxy}-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,7s,8r,8ar)-2-hydroxy-8,8a-dimethyl-7-{[(2e,4e,6s)-6-methylocta-2,4-dienoyl]oxy}-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

C24H30O6 (414.204228)


   

6-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-yl acetate

6-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-yl acetate

C17H22O5 (306.1467162)


   

methyl 2-[3,5-dihydroxy-2-(1-methoxyoctyl)phenyl]acetate

methyl 2-[3,5-dihydroxy-2-(1-methoxyoctyl)phenyl]acetate

C18H28O5 (324.1936638)


   

5,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

5,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H10O4 (194.057906)


   

(1r,5r,6r)-1-{[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5r,6r)-1-{[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O5 (376.2249622)


   

6,14-dihydroxy-15-(hydroxymethyl)-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

6,14-dihydroxy-15-(hydroxymethyl)-4,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

C16H14O6 (302.0790344)


   

(3as,4r,5s,7ar)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

(3as,4r,5s,7ar)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

C8H10O5 (186.052821)


   

8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

C20H12O7 (364.05830019999996)


   

2-[(1s,3ar,4z,7as)-1-hydroxy-1,6,6-trimethyl-hexahydroinden-4-ylidene]propanoic acid

2-[(1s,3ar,4z,7as)-1-hydroxy-1,6,6-trimethyl-hexahydroinden-4-ylidene]propanoic acid

C15H24O3 (252.1725354)


   

(1e,5r,9s,10s,13s)-4-ethyl-9,13-dihydroxy-10-methoxy-5-methyl-11-oxa-4-azatricyclo[8.2.1.0²,⁵]tridec-1-en-3-one

(1e,5r,9s,10s,13s)-4-ethyl-9,13-dihydroxy-10-methoxy-5-methyl-11-oxa-4-azatricyclo[8.2.1.0²,⁵]tridec-1-en-3-one

C15H23NO5 (297.1576148)


   

(1r,3r,3'r,3'as,5s)-1,3'-dihydroxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

(1r,3r,3'r,3'as,5s)-1,3'-dihydroxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

C17H22O5 (306.1467162)


   

(4s,10r)-4-hydroxy-10-methyloxecan-2-one

(4s,10r)-4-hydroxy-10-methyloxecan-2-one

C10H18O3 (186.1255878)


   

6,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

6,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O5 (306.1467162)


   

[(1s,2s)-4-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetic acid

[(1s,2s)-4-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetic acid

C12H18O3 (210.1255878)


   

3-{2-[(2r,4as,5r,8as)-2,4a-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxo-hexahydro-1h-naphthalen-2-yl]ethyl}-4-hydroxy-5,6-dimethylpyran-2-one

3-{2-[(2r,4as,5r,8as)-2,4a-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxo-hexahydro-1h-naphthalen-2-yl]ethyl}-4-hydroxy-5,6-dimethylpyran-2-one

C27H40O4 (428.29264400000005)


   

6,7-dihydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6,8-dihydro-1h-naphthalen-2-one

6,7-dihydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6,8-dihydro-1h-naphthalen-2-one

C15H20O4 (264.13615200000004)


   

12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O4 (292.1674504)


   

(1as,2s,6r,7r,7ar,7br)-6-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-yl acetate

(1as,2s,6r,7r,7ar,7br)-6-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-yl acetate

C17H22O5 (306.1467162)


   

12-hydroxy-14-methoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,7-dione

12-hydroxy-14-methoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,7-dione

C17H22O5 (306.1467162)


   

(4as,4br,7r,10as)-7-ethenyl-4b-hydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6,10,10a-hexahydro-2h-phenanthrene-4a-carboxylic acid

(4as,4br,7r,10as)-7-ethenyl-4b-hydroxy-1,1,7-trimethyl-9-oxo-3,4,5,6,10,10a-hexahydro-2h-phenanthrene-4a-carboxylic acid

C20H28O4 (332.19874880000003)


   
   

(2s,3s)-2-methyl-3-octylbutanedioic acid

(2s,3s)-2-methyl-3-octylbutanedioic acid

C13H24O4 (244.16745039999998)


   

(1s)-1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate

(1s)-1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate

C16H16O7 (320.0895986)


   

(3s,4s)-4-acetyl-3-methyloxolan-2-one

(3s,4s)-4-acetyl-3-methyloxolan-2-one

C7H10O3 (142.062991)


   

(1s,4ar,5s,8ar)-5-(4-carboxy-3-hydroxy-3-methylbutyl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-(4-carboxy-3-hydroxy-3-methylbutyl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H32O5 (352.2249622)


   

5-{5-[(1s)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl}oxolan-2-one

5-{5-[(1s)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl}oxolan-2-one

C10H14O4 (198.0892044)


   

(1s,4r,7r,8s,12r)-7-[(2z)-5-chloro-6-methylhepta-2,6-dien-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-7-[(2z)-5-chloro-6-methylhepta-2,6-dien-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C22H29ClO4 (392.17542640000005)


   

(4s,4ar,6s,7r)-7-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

(4s,4ar,6s,7r)-7-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O2 (234.1619712)


   

(3s)-3-(1-hydroxyethyl)-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

(3s)-3-(1-hydroxyethyl)-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

C9H10N2O3 (194.069139)


   

(3s,4r,5r)-4-({[(2r,3s,4r,5r)-4-(hydroxymethyl)-3,5-dimethyloxolan-2-yl]oxy}methyl)-3,5-dimethyloxolan-2-one

(3s,4r,5r)-4-({[(2r,3s,4r,5r)-4-(hydroxymethyl)-3,5-dimethyloxolan-2-yl]oxy}methyl)-3,5-dimethyloxolan-2-one

C14H24O5 (272.1623654)


   

7-(1,2-dihydroxypropan-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

7-(1,2-dihydroxypropan-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H24O6 (324.1572804)


   

9-chloro-6,10-dihydroxy-20-methoxy-2,12,21-trioxahexacyclo[9.9.1.1¹,¹³.1³,⁷.0¹¹,²³.0¹⁷,²²]tricosa-3,5,7(23),13(22),14,16-hexaene-8,18-dione

9-chloro-6,10-dihydroxy-20-methoxy-2,12,21-trioxahexacyclo[9.9.1.1¹,¹³.1³,⁷.0¹¹,²³.0¹⁷,²²]tricosa-3,5,7(23),13(22),14,16-hexaene-8,18-dione

C21H15ClO8 (430.045542)


   

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

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)


   

(1r,2r,3s,8as)-3,7-dihydroxy-1,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl acetate

(1r,2r,3s,8as)-3,7-dihydroxy-1,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl acetate

C14H18O5 (266.1154178)


   

(2r,4s,4bs,8as,10r)-2-ethenyl-2,4b,8,8-tetramethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthrene-4,10-diol

(2r,4s,4bs,8as,10r)-2-ethenyl-2,4b,8,8-tetramethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthrene-4,10-diol

C20H32O2 (304.24021719999996)


   

(2's,5's)-5'-(1-hydroxyethyl)-2',5'-dihydro-2h-[2,2'-bifuran]-5-one

(2's,5's)-5'-(1-hydroxyethyl)-2',5'-dihydro-2h-[2,2'-bifuran]-5-one

C10H12O4 (196.0735552)


   

4-(hydroxymethyl)-3,5-dimethyloxolan-2-one

4-(hydroxymethyl)-3,5-dimethyloxolan-2-one

C7H12O3 (144.0786402)


   

4-hydroxy-6-methyl-2-(2-methylbutanoyl)-1-oxa-5-azaspiro[2.5]octa-4,6-dien-8-one

4-hydroxy-6-methyl-2-(2-methylbutanoyl)-1-oxa-5-azaspiro[2.5]octa-4,6-dien-8-one

C12H15NO4 (237.100103)


   

(4as,7ar,11as,12bs)-7a-hydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-2,3,4a,5,6,7,11a,12-octahydro-1h-tetraphene-8,11-dione

(4as,7ar,11as,12bs)-7a-hydroxy-9-(hydroxymethyl)-4,4,12b-trimethyl-2,3,4a,5,6,7,11a,12-octahydro-1h-tetraphene-8,11-dione

C22H30O4 (358.214398)


   

2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylic acid

2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylic acid

C14H14O5 (262.0841194)


   

7-ethyl-4,8-dihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

7-ethyl-4,8-dihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C13H16O4 (236.10485359999998)


   

10-methyl-7,8,9,10-tetrahydro-3h-oxecine-2,4-dione

10-methyl-7,8,9,10-tetrahydro-3h-oxecine-2,4-dione

C10H14O3 (182.0942894)


   

(1e,5r,11s,12s,15s)-4-ethyl-11,15-dihydroxy-12-methoxy-5-methyl-13-oxa-4-azatricyclo[10.2.1.0²,⁵]pentadec-1-en-3-one

(1e,5r,11s,12s,15s)-4-ethyl-11,15-dihydroxy-12-methoxy-5-methyl-13-oxa-4-azatricyclo[10.2.1.0²,⁵]pentadec-1-en-3-one

C17H27NO5 (325.1889132)


   

(13r,15r)-7,13,15,17-tetrahydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaen-9-one

(13r,15r)-7,13,15,17-tetrahydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaen-9-one

C20H14O6 (350.0790344)


   

8-[(7-hydroxy-1,8a-dimethyl-6-oxo-1,2,7,8-tetrahydronaphthalen-2-yl)oxy]-3-methyl-8-oxoocta-4,6-dienoic acid

8-[(7-hydroxy-1,8a-dimethyl-6-oxo-1,2,7,8-tetrahydronaphthalen-2-yl)oxy]-3-methyl-8-oxoocta-4,6-dienoic acid

C21H26O6 (374.17292960000003)


   

(2s,3r,4s)-3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2-pentyl-2h,4h-pyrano[2,3-c]pyrrol-5-one

(2s,3r,4s)-3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2-pentyl-2h,4h-pyrano[2,3-c]pyrrol-5-one

C15H23NO5 (297.1576148)


   

1,3'-dihydroxy-3'-methyl-7'-methylidene-hexahydro-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

1,3'-dihydroxy-3'-methyl-7'-methylidene-hexahydro-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

C17H22O5 (306.1467162)


   

[5-(hydroxymethyl)-4-methoxy-6-(3-methoxy-3-oxoprop-1-en-1-yl)-2-oxopyran-3-yl]methyl 3-methylbut-2-enoate

[5-(hydroxymethyl)-4-methoxy-6-(3-methoxy-3-oxoprop-1-en-1-yl)-2-oxopyran-3-yl]methyl 3-methylbut-2-enoate

C17H20O8 (352.115812)


   

(3s,6r)-5-hydroxy-3-(1h-indol-3-ylmethyl)-1,6-dimethyl-3,6-bis(methylsulfanyl)pyrazin-2-one

(3s,6r)-5-hydroxy-3-(1h-indol-3-ylmethyl)-1,6-dimethyl-3,6-bis(methylsulfanyl)pyrazin-2-one

C17H21N3O2S2 (363.1075126)


   

5-(hydroxymethyl)-2-isopropoxyphenol

5-(hydroxymethyl)-2-isopropoxyphenol

C10H14O3 (182.0942894)


   

n-[(1s,2r)-3-{[(1s,2s,3r,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

n-[(1s,2r)-3-{[(1s,2s,3r,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

C47H51NO14 (853.3309386)


   

(4s,5r,6s)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

(4s,5r,6s)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

C7H9ClO4 (192.0189344)


   

(1s,2r)-2,5,8,10'-tetrahydroxy-2,3-dihydro-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

(1s,2r)-2,5,8,10'-tetrahydroxy-2,3-dihydro-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

C20H14O7 (366.0739494)


   

6,7,8-trihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

6,7,8-trihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O4 (266.1518012)


   

5-(3-hydroxy-3-methylbut-1-en-1-yl)-6-isopropyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

5-(3-hydroxy-3-methylbut-1-en-1-yl)-6-isopropyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

C21H30O8 (410.194058)


   

4-[2-(4-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]butanoic acid

4-[2-(4-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]butanoic acid

C14H22O4 (254.1518012)


   

3-(1-hydroxyethyl)-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

3-(1-hydroxyethyl)-2h,3h-pyrrolo[1,2-a]pyrazine-1,4-dione

C9H10N2O3 (194.069139)


   

(3r)-5,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r)-5,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C10H10O4 (194.057906)


   

(1r,8as)-7-hydroxy-1,8a-dimethyl-1h-naphthalene-2,6-dione

(1r,8as)-7-hydroxy-1,8a-dimethyl-1h-naphthalene-2,6-dione

C12H12O3 (204.0786402)


   

5,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

5,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

3-{[(1r,2r,6r)-6-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-(hydroxymethyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]oxy}-3-oxopropanoic acid

3-{[(1r,2r,6r)-6-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-(hydroxymethyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]oxy}-3-oxopropanoic acid

C25H34O7 (446.2304414)


   

(3s,4r,5r)-4-(hydroxymethyl)-3,5-dimethyloxolan-2-one

(3s,4r,5r)-4-(hydroxymethyl)-3,5-dimethyloxolan-2-one

C7H12O3 (144.0786402)


   

5-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-6-isopropyl-2-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

5-[(1e)-3-hydroxy-3-methylbut-1-en-1-yl]-6-isopropyl-2-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

C21H30O8 (410.194058)


   

(2s,3r,4s)-2-heptyl-3,4-dihydroxy-3-(hydroxymethyl)-6-methoxy-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

(2s,3r,4s)-2-heptyl-3,4-dihydroxy-3-(hydroxymethyl)-6-methoxy-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

C17H27NO6 (341.1838282)


   

4-hydroxy-10-methyloxecane-2,6-dione

4-hydroxy-10-methyloxecane-2,6-dione

C10H16O4 (200.10485359999998)


   

4-({[4-(hydroxymethyl)-3,5-dimethyloxolan-2-yl]oxy}methyl)-3,5-dimethyloxolan-2-one

4-({[4-(hydroxymethyl)-3,5-dimethyloxolan-2-yl]oxy}methyl)-3,5-dimethyloxolan-2-one

C14H24O5 (272.1623654)


   

3,7-dimethyl-8-oxo-7-propanoylbicyclo[4.2.0]octa-1(6),2,4-trien-2-yl acetate

3,7-dimethyl-8-oxo-7-propanoylbicyclo[4.2.0]octa-1(6),2,4-trien-2-yl acetate

C15H16O4 (260.1048536)


   

6,7-dihydroxy-1,8a-dimethyl-2,6,7,8-tetrahydro-1h-naphthalen-2-yl 6-(hydroxymethyl)octa-2,4-dienoate

6,7-dihydroxy-1,8a-dimethyl-2,6,7,8-tetrahydro-1h-naphthalen-2-yl 6-(hydroxymethyl)octa-2,4-dienoate

C21H30O5 (362.209313)


   

7-(3-chloroprop-1-en-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

7-(3-chloroprop-1-en-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H21ClO4 (324.11282960000005)


   

butyl 2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

butyl 2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

C22H22O5 (366.1467162)


   

5-hydroxy-2,7-dimethoxy-6-(1-methoxyethyl)naphthalene-1,4-dione

5-hydroxy-2,7-dimethoxy-6-(1-methoxyethyl)naphthalene-1,4-dione

C15H16O6 (292.0946836)


   

(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

(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)


   

7-hydroxy-15-methyl-2,11-dioxatricyclo[8.5.0.0³,⁸]pentadeca-3,5,7-triene-9,12-dione

7-hydroxy-15-methyl-2,11-dioxatricyclo[8.5.0.0³,⁸]pentadeca-3,5,7-triene-9,12-dione

C14H14O5 (262.0841194)


   

(1s,3s,6r,7s,9s,10r)-6,7-dihydroxy-9,13-dimethyl-4,8-dioxapentacyclo[7.6.1.1³,⁶.0¹,⁷.0¹⁰,¹⁴]heptadec-13-en-2-one

(1s,3s,6r,7s,9s,10r)-6,7-dihydroxy-9,13-dimethyl-4,8-dioxapentacyclo[7.6.1.1³,⁶.0¹,⁷.0¹⁰,¹⁴]heptadec-13-en-2-one

C17H22O5 (306.1467162)


   

4-ethyl-9,13-dihydroxy-10-methoxy-5-methyl-11-oxa-4-azatricyclo[8.2.1.0²,⁵]tridec-1-en-3-one

4-ethyl-9,13-dihydroxy-10-methoxy-5-methyl-11-oxa-4-azatricyclo[8.2.1.0²,⁵]tridec-1-en-3-one

C15H23NO5 (297.1576148)


   

1-[(3s,4r)-5-hydroxy-4-methyloxolan-3-yl]ethanone

1-[(3s,4r)-5-hydroxy-4-methyloxolan-3-yl]ethanone

C7H12O3 (144.0786402)


   

(5s,7r)-5-hydroxy-2-(2-hydroxy-6-methylhept-5-en-2-yl)-7-methoxy-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

(5s,7r)-5-hydroxy-2-(2-hydroxy-6-methylhept-5-en-2-yl)-7-methoxy-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C17H26O5 (310.1780146)


   

1-[(3s,4r,5s)-5-hydroxy-4-methyloxolan-3-yl]ethanone

1-[(3s,4r,5s)-5-hydroxy-4-methyloxolan-3-yl]ethanone

C7H12O3 (144.0786402)


   

5-hydroxy-3-(1h-indol-3-ylmethyl)-1,6-dimethyl-3,6-bis(methylsulfanyl)pyrazin-2-one

5-hydroxy-3-(1h-indol-3-ylmethyl)-1,6-dimethyl-3,6-bis(methylsulfanyl)pyrazin-2-one

C17H21N3O2S2 (363.1075126)


   

5-[(1s,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

5-[(1s,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

C10H14O3 (182.0942894)


   
   

5-hydroxy-1,6-dimethyl-3,6-bis(methylsulfanyl)-3h-pyrazin-2-one

5-hydroxy-1,6-dimethyl-3,6-bis(methylsulfanyl)-3h-pyrazin-2-one

C8H14N2O2S2 (234.0496664)


   

(3r,6r,7s,11r,13s)-11-hydroxy-6-(2-hydroxypropan-2-yl)-13-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11r,13s)-11-hydroxy-6-(2-hydroxypropan-2-yl)-13-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H26O5 (310.1780146)


   

1-methyl-12-(methylsulfanyl)-3,13,15-triazatetracyclo[10.2.2.0²,¹⁰.0⁴,⁹]hexadeca-2(10),4,6,8,13,15-hexaene-14,16-diol

1-methyl-12-(methylsulfanyl)-3,13,15-triazatetracyclo[10.2.2.0²,¹⁰.0⁴,⁹]hexadeca-2(10),4,6,8,13,15-hexaene-14,16-diol

C15H15N3O2S (301.088493)


   

(1r,3r,5r,6s,7s,8s)-6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-11-one

(1r,3r,5r,6s,7s,8s)-6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-11-one

C20H16O7 (368.0895986)


   

(1r,6r,7r,8ar)-6,7-dihydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6,8-dihydro-1h-naphthalen-2-one

(1r,6r,7r,8ar)-6,7-dihydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6,8-dihydro-1h-naphthalen-2-one

C15H20O4 (264.13615200000004)


   

5-hydroxy-3-methoxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

5-hydroxy-3-methoxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C8H10O4 (170.057906)


   

(3r,6r,7s,11s,13s)-11,13-dihydroxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11s,13s)-11,13-dihydroxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C16H22O4 (278.1518012)


   

(3r,4ar,5s,7r,8s)-7,8-dihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

(3r,4ar,5s,7r,8s)-7,8-dihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O3 (250.1568862)


   

(4s,5s)-4,5-dihydroxy-3-methylcyclohex-2-en-1-one

(4s,5s)-4,5-dihydroxy-3-methylcyclohex-2-en-1-one

C7H10O3 (142.062991)


   

(1s,9s,10s,11s,20r)-9-chloro-6,10-dihydroxy-20-methoxy-2,12,21-trioxahexacyclo[9.9.1.1¹,¹³.1³,⁷.0¹¹,²³.0¹⁷,²²]tricosa-3,5,7(23),13(22),14,16-hexaene-8,18-dione

(1s,9s,10s,11s,20r)-9-chloro-6,10-dihydroxy-20-methoxy-2,12,21-trioxahexacyclo[9.9.1.1¹,¹³.1³,⁷.0¹¹,²³.0¹⁷,²²]tricosa-3,5,7(23),13(22),14,16-hexaene-8,18-dione

C21H15ClO8 (430.045542)


   

(1r,2r,5s,7r,9s,10r,13s,14s)-2-hydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

(1r,2r,5s,7r,9s,10r,13s,14s)-2-hydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

C17H22O5 (306.1467162)


   

[4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]acetic acid

[4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]acetic acid

C12H16O3 (208.1099386)


   

5'-(1-hydroxyethyl)-2',5'-dihydro-2h-[2,2'-bifuran]-5-one

5'-(1-hydroxyethyl)-2',5'-dihydro-2h-[2,2'-bifuran]-5-one

C10H12O4 (196.0735552)


   

ethyl 2,4-dihydroxy-6-(8-oxononyl)benzoate

ethyl 2,4-dihydroxy-6-(8-oxononyl)benzoate

C18H26O5 (322.1780146)


   

(2s,3r)-4-hydroxy-6-methyl-2-[(2r)-2-methylbutanoyl]-1-oxa-5-azaspiro[2.5]octa-4,6-dien-8-one

(2s,3r)-4-hydroxy-6-methyl-2-[(2r)-2-methylbutanoyl]-1-oxa-5-azaspiro[2.5]octa-4,6-dien-8-one

C12H15NO4 (237.100103)


   

4-hydroxy-3-methyl-5-(2-oxopropylidene)furan-2-one

4-hydroxy-3-methyl-5-(2-oxopropylidene)furan-2-one

C8H8O4 (168.0422568)


   

ethyl 2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetate

ethyl 2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetate

C14H22O3 (238.1568862)


   

7,13,15,17-tetrahydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaen-9-one

7,13,15,17-tetrahydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaen-9-one

C20H14O6 (350.0790344)


   

5-ethyl-4-methoxy-6-methylpyran-2-one

5-ethyl-4-methoxy-6-methylpyran-2-one

C9H12O3 (168.0786402)


   

(1r,12s)-1-methyl-12-(methylsulfanyl)-3,13,15-triazatetracyclo[10.2.2.0²,¹⁰.0⁴,⁹]hexadeca-2(10),4,6,8,13,15-hexaene-14,16-diol

(1r,12s)-1-methyl-12-(methylsulfanyl)-3,13,15-triazatetracyclo[10.2.2.0²,¹⁰.0⁴,⁹]hexadeca-2(10),4,6,8,13,15-hexaene-14,16-diol

C15H15N3O2S (301.088493)


   

5-ethenyl-2,8,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-en-15-one

5-ethenyl-2,8,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-en-15-one

C20H28O5 (348.1936638)


   

[2-(4-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

[2-(4-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

C12H18O4 (226.1205028)


   

(3r,6r)-5-hydroxy-1,6-dimethyl-3,6-bis(methylsulfanyl)-3h-pyrazin-2-one

(3r,6r)-5-hydroxy-1,6-dimethyl-3,6-bis(methylsulfanyl)-3h-pyrazin-2-one

C8H14N2O2S2 (234.0496664)


   

(1s,7r,8r,9s,12s,16r)-7,8-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadec-2-ene-4,11-dione

(1s,7r,8r,9s,12s,16r)-7,8-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadec-2-ene-4,11-dione

C16H20O6 (308.125982)


   

(1s,2s,4s)-1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

(1s,2s,4s)-1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

C10H12O4 (196.0735552)


   

(3r)-12-hydroxy-14-methoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,7-dione

(3r)-12-hydroxy-14-methoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclododecine-1,7-dione

C17H22O5 (306.1467162)


   

(3r,4r)-7-ethyl-4,8-dihydroxy-3,6-dimethoxy-3,4-dihydro-2h-naphthalen-1-one

(3r,4r)-7-ethyl-4,8-dihydroxy-3,6-dimethoxy-3,4-dihydro-2h-naphthalen-1-one

C14H18O5 (266.1154178)


   

4-hydroxy-10-methyloxecan-2-one

4-hydroxy-10-methyloxecan-2-one

C10H18O3 (186.1255878)


   

4-methyl-5-oxo-2-pentyloxolane-3-carboxylic acid

4-methyl-5-oxo-2-pentyloxolane-3-carboxylic acid

C11H18O4 (214.1205028)


   

5,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

5,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O5 (306.1467162)


   

6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

C17H14O6 (314.0790344)


   

(4ar,6s,8as)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

(4ar,6s,8as)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

C10H12O4 (196.0735552)


   

(3s,7r)-7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3s,7r)-7,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

4-hydroxy-10-methyl-3,4,7,8,9,10-hexahydrooxecin-2-one

4-hydroxy-10-methyl-3,4,7,8,9,10-hexahydrooxecin-2-one

C10H16O3 (184.1099386)


   

2,10-dihydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

2,10-dihydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

C17H22O6 (322.1416312)


   

(7s,10ar)-7-ethenyl-1,1,7-trimethyl-3,4,5,6,10,10a-hexahydro-2h-phenanthren-9-one

(7s,10ar)-7-ethenyl-1,1,7-trimethyl-3,4,5,6,10,10a-hexahydro-2h-phenanthren-9-one

C19H26O (270.1983546)


   

(3r)-12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r)-12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O4 (292.1674504)


   

[2-(1-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

[2-(1-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

C12H18O4 (226.1205028)


   

2-heptyl-3,4-dihydroxy-6-methoxy-7-methylidene-5-oxo-2h,4h-pyrano[2,3-c]pyrrole-3-carbaldehyde

2-heptyl-3,4-dihydroxy-6-methoxy-7-methylidene-5-oxo-2h,4h-pyrano[2,3-c]pyrrole-3-carbaldehyde

C17H25NO6 (339.168179)


   

(1as,2s,6s,7r,7ar,7br)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxirene-2,6-diol

(1as,2s,6s,7r,7ar,7br)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2h,6h,7h,7bh-naphtho[1,2-b]oxirene-2,6-diol

C15H20O4 (264.13615200000004)


   

1-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

1-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O4 (290.1518012)


   

(1s,2r,4r,9r,10s,14s,17r)-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0²,⁴.0⁴,⁹.0¹⁴,¹⁷]heptadecane-7,15-dione

(1s,2r,4r,9r,10s,14s,17r)-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0²,⁴.0⁴,⁹.0¹⁴,¹⁷]heptadecane-7,15-dione

C16H20O5 (292.13106700000003)


   

4-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]butanoic acid

4-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]butanoic acid

C14H22O3 (238.1568862)


   

(13r)-7,13,17-trihydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaene-9,15-dione

(13r)-7,13,17-trihydroxy-12-oxapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1,3,5,7,10,16,18,20-octaene-9,15-dione

C20H12O6 (348.06338519999997)


   

4-hydroxy-4-(3-hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-one

4-hydroxy-4-(3-hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-one

C13H20O3 (224.14123700000002)


   

5-(2-hydroxyethyl)-4-methoxy-6-methylpyran-2-one

5-(2-hydroxyethyl)-4-methoxy-6-methylpyran-2-one

C9H12O4 (184.0735552)


   

14-hydroxy-16-methoxy-3-methyl-4,5,6,7,8,9,10,12-octahydro-3h-2-benzoxacyclotetradecine-1,11-dione

14-hydroxy-16-methoxy-3-methyl-4,5,6,7,8,9,10,12-octahydro-3h-2-benzoxacyclotetradecine-1,11-dione

C19H26O5 (334.1780146)


   

(1s,5r,6s)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O4 (156.0422568)


   

2-{7-[(4,6-dimethylocta-2,4-dienoyl)oxy]-2-hydroxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl}prop-2-enoic acid

2-{7-[(4,6-dimethylocta-2,4-dienoyl)oxy]-2-hydroxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl}prop-2-enoic acid

C25H32O6 (428.2198772)


   

(1r,2r,5r,8s,10s)-5-ethenyl-2-hydroxy-5,11,11-trimethyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-3,15-dione

(1r,2r,5r,8s,10s)-5-ethenyl-2-hydroxy-5,11,11-trimethyl-16-oxatetracyclo[6.6.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-3,15-dione

C20H26O4 (330.18309960000005)


   

[2-(5-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

[2-(5-hydroxypent-2-en-1-yl)-3-oxocyclopentyl]acetic acid

C12H18O4 (226.1205028)


   

2-(2-hydroxy-7-{[6-(hydroxymethyl)octa-2,4-dienoyl]oxy}-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl)prop-2-enoic acid

2-(2-hydroxy-7-{[6-(hydroxymethyl)octa-2,4-dienoyl]oxy}-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl)prop-2-enoic acid

C24H30O7 (430.199143)


   

(1r,5s,6r)-5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5s,6r)-5-hydroxy-3-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O3 (140.0473418)


   

(3r,6s)-6,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,6s)-6,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(4s,6s)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

(4s,6s)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

C7H9ClO4 (192.0189344)


   

3-hydroxy-n-(1-hydroxy-4-methylpentan-2-yl)-5-oxohexanimidic acid

3-hydroxy-n-(1-hydroxy-4-methylpentan-2-yl)-5-oxohexanimidic acid

C12H23NO4 (245.16269979999998)


   

(4ar,6s,8ar)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

(4ar,6s,8ar)-6-[(1s)-1-hydroxyethyl]-4ah,6h,8ah-pyrano[3,2-b]pyran-2-one

C10H12O4 (196.0735552)


   

3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1h,5ah,7h,8h,9h,9bh-naphtho[2,1-b]furan-6-carboxylic acid

3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1h,5ah,7h,8h,9h,9bh-naphtho[2,1-b]furan-6-carboxylic acid

C16H22O5 (294.1467162)


   

4,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

4,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

12-hydroxy-7-(2-methoxypropan-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

12-hydroxy-7-(2-methoxypropan-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C18H26O5 (322.1780146)


   

{5-[(2,4-dimethyl-5-oxooxolan-3-yl)methoxy]-2,4-dimethyloxolan-3-yl}methyl 2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetate

{5-[(2,4-dimethyl-5-oxooxolan-3-yl)methoxy]-2,4-dimethyloxolan-3-yl}methyl 2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetate

C26H40O7 (464.277389)


   

5,7-dihydroxy-2-methyl-2-(5-oxooxolan-2-yl)-3h-1-benzopyran-4-one

5,7-dihydroxy-2-methyl-2-(5-oxooxolan-2-yl)-3h-1-benzopyran-4-one

C14H14O6 (278.0790344)


   

3-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]propanoic acid

3-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]propanoic acid

C13H20O3 (224.14123700000002)


   

ethyl 2,4-dihydroxy-6-[(8s)-8-hydroxynonyl]benzoate

ethyl 2,4-dihydroxy-6-[(8s)-8-hydroxynonyl]benzoate

C18H28O5 (324.1936638)


   

(2s,3r,4s)-2-heptyl-3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

(2s,3r,4s)-2-heptyl-3,4-dihydroxy-6-methoxy-3-methyl-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

C17H27NO5 (325.1889132)


   

4,5-dihydroxy-3-methylcyclohex-2-en-1-one

4,5-dihydroxy-3-methylcyclohex-2-en-1-one

C7H10O3 (142.062991)


   

1-(5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-7-(tetradecyloxy)-tetradecahydro-1h-cyclopenta[a]phenanthrene

1-(5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-7-(tetradecyloxy)-tetradecahydro-1h-cyclopenta[a]phenanthrene

C42H78O (598.6052338)


   

4-ethyl-10,14-dihydroxy-5-(1-hydroxyethyl)-11-methoxy-12-oxa-4-azatricyclo[9.2.1.0²,⁵]tetradec-1-en-3-one

4-ethyl-10,14-dihydroxy-5-(1-hydroxyethyl)-11-methoxy-12-oxa-4-azatricyclo[9.2.1.0²,⁵]tetradec-1-en-3-one

C17H27NO6 (341.1838282)


   

2-[(1s,4r,7r,8s,12r)-12-hydroxy-4-methyl-11-oxo-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-7-yl]prop-2-en-1-yl acetate

2-[(1s,4r,7r,8s,12r)-12-hydroxy-4-methyl-11-oxo-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-7-yl]prop-2-en-1-yl acetate

C19H24O6 (348.1572804)


   

6-hydroxy-1a-[2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

6-hydroxy-1a-[2-(hydroxymethyl)oxiran-2-yl]-7,7a-dimethyl-4h,5h,6h,7h,7bh-naphtho[1,2-b]oxiren-2-one

C15H20O5 (280.13106700000003)


   

13-hydroxy-11-methoxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-hydroxy-11-methoxy-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O4 (292.1674504)


   

6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-11-one

6,8-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-11-one

C20H16O7 (368.0895986)


   

1-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

1-hydroxy-7-(2-hydroxypropan-2-yl)-4-methyl-3,13-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H24O5 (308.1623654)


   

(3r,6r,7s,11s,13s)-13-hydroxy-11-methoxy-6-(2-methoxypropan-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11s,13s)-13-hydroxy-11-methoxy-6-(2-methoxypropan-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C18H28O5 (324.1936638)


   

(1r,2r,5r,9s,10s)-5-ethenyl-2-hydroxy-5,11,11-trimethyl-8,15-dioxo-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-en-9-yl 4-bromobenzoate

(1r,2r,5r,9s,10s)-5-ethenyl-2-hydroxy-5,11,11-trimethyl-8,15-dioxo-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-en-9-yl 4-bromobenzoate

C27H29BrO6 (528.1147394)


   

3,7-dihydroxy-1,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl acetate

3,7-dihydroxy-1,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl acetate

C14H18O5 (266.1154178)


   

(1s,4r,7r,8s,12r)-7-[(2z)-5,6-dihydroxy-6-methylhept-2-en-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-7-[(2z)-5,6-dihydroxy-6-methylhept-2-en-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C22H32O6 (392.2198772)


   

(3s,4s,6r,7s,11r,13s)-4,11,13-trihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3s,4s,6r,7s,11r,13s)-4,11,13-trihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O6 (324.1572804)


   

(1s,4r,8s,12r)-12-hydroxy-4-methyl-7-(propan-2-ylidene)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,8s,12r)-12-hydroxy-4-methyl-7-(propan-2-ylidene)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O4 (290.1518012)


   

(1s,4r,5s)-5,7-dihydroxy-4-(1h-indol-3-yl)-1,8-dimethyl-2,3-dithia-6,8-diazabicyclo[3.2.2]non-6-en-9-one

(1s,4r,5s)-5,7-dihydroxy-4-(1h-indol-3-yl)-1,8-dimethyl-2,3-dithia-6,8-diazabicyclo[3.2.2]non-6-en-9-one

C15H15N3O3S2 (349.05548)


   

2-hydroxy-3-methyl-10-propyl-7,13-dioxatetracyclo[7.5.2.0¹,¹¹.0⁵,⁹]hexadecane-6,8,12,14-tetrone

2-hydroxy-3-methyl-10-propyl-7,13-dioxatetracyclo[7.5.2.0¹,¹¹.0⁵,⁹]hexadecane-6,8,12,14-tetrone

C18H22O7 (350.1365462)


   

4-[(1s,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]butanoic acid

4-[(1s,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]butanoic acid

C14H22O3 (238.1568862)


   

6,14-dihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

6,14-dihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

C16H12O6 (300.06338519999997)


   

7-(5-chloro-6-methylhepta-2,6-dien-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

7-(5-chloro-6-methylhepta-2,6-dien-2-yl)-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C22H29ClO4 (392.17542640000005)


   

3-{[(4r)-4-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl]methoxy}-3-oxopropanoic acid

3-{[(4r)-4-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl]methoxy}-3-oxopropanoic acid

C25H34O7 (446.2304414)


   

2-(2-hydroxyethyl)-3-methoxybenzaldehyde

2-(2-hydroxyethyl)-3-methoxybenzaldehyde

C10H12O3 (180.0786402)


   

3,5-dihydroxy-3-(2-oxopropyl)-2h-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

3,5-dihydroxy-3-(2-oxopropyl)-2h-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

C23H18O6 (390.1103328)


   

6-(1,3-dihydroxypropan-2-ylidene)-5-hydroxy-4,4a-dimethyl-4,5-dihydro-3h-naphthalen-2-one

6-(1,3-dihydroxypropan-2-ylidene)-5-hydroxy-4,4a-dimethyl-4,5-dihydro-3h-naphthalen-2-one

C15H20O4 (264.13615200000004)


   

methyl (2s)-2-benzyl-4-hydroxy-5-oxo-3-phenylfuran-2-carboxylate

methyl (2s)-2-benzyl-4-hydroxy-5-oxo-3-phenylfuran-2-carboxylate

C19H16O5 (324.0997686)


   

3-(5-hydroxy-6-methoxy-2-methyl-4-pentyl-2,3-dihydro-1-benzofuran-3-yl)prop-2-enoic acid

3-(5-hydroxy-6-methoxy-2-methyl-4-pentyl-2,3-dihydro-1-benzofuran-3-yl)prop-2-enoic acid

C18H24O5 (320.1623654)


   

(3s,4ar,5r,6r,7r,8r)-6,7,8-trihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

(3s,4ar,5r,6r,7r,8r)-6,7,8-trihydroxy-4a,5-dimethyl-3-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O4 (266.1518012)


   

(3r,5s,8s)-8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

(3r,5s,8s)-8-hydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9,9',11'-hexaene-6,11-dione

C20H12O7 (364.05830019999996)


   

(4s,5r,6r)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

(4s,5r,6r)-6-chloro-4,5-dihydroxy-3-methoxycyclohex-2-en-1-one

C7H9ClO4 (192.0189344)


   

3-({6-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-3-(hydroxymethyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl}oxy)-3-oxopropanoic acid

3-({6-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-3-(hydroxymethyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl}oxy)-3-oxopropanoic acid

C25H34O7 (446.2304414)


   

8,11-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-6-one

8,11-dihydroxy-2',4,4',12-tetraoxaspiro[tetracyclo[5.4.1.0¹,⁷.0³,⁵]dodecane-2,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-6-one

C20H16O7 (368.0895986)


   

6,7-dihydroxy-2-methoxy-5-methylnaphthalene-1,4-dione

6,7-dihydroxy-2-methoxy-5-methylnaphthalene-1,4-dione

C12H10O5 (234.052821)


   

12-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

12-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O5 (306.1467162)


   

(1r,5r,6r)-1-{[(1s,4ar,5r,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5r,6r)-1-{[(1s,4ar,5r,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O5 (376.2249622)


   

(2s,2's,3s,3's,3'as)-3'-hydroxy-5'-methyl-3,3'a-bis(methylsulfanyl)-3h,3'h-dispiro[1-benzofuran-2,6'-[1,2]oxazolo[2,3-a]pyrazine-2',1''-cyclohexane]-2'',4',7'-trione

(2s,2's,3s,3's,3'as)-3'-hydroxy-5'-methyl-3,3'a-bis(methylsulfanyl)-3h,3'h-dispiro[1-benzofuran-2,6'-[1,2]oxazolo[2,3-a]pyrazine-2',1''-cyclohexane]-2'',4',7'-trione

C21H24N2O6S2 (464.1075724)


   

(2e)-3-(7a-hydroxy-5-isopropyl-3-oxo-hexahydro-2-benzofuran-4-yl)-2-(hydroxymethyl)prop-2-enoic acid

(2e)-3-(7a-hydroxy-5-isopropyl-3-oxo-hexahydro-2-benzofuran-4-yl)-2-(hydroxymethyl)prop-2-enoic acid

C15H22O6 (298.1416312)


   

6-ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione

6-ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione

C14H14O5 (262.0841194)


   

2-{2-hydroxy-8,8a-dimethyl-7-[(6-methylocta-2,4-dienoyl)oxy]-3-oxo-7,8-dihydro-1h-naphthalen-2-yl}prop-2-enoic acid

2-{2-hydroxy-8,8a-dimethyl-7-[(6-methylocta-2,4-dienoyl)oxy]-3-oxo-7,8-dihydro-1h-naphthalen-2-yl}prop-2-enoic acid

C24H30O6 (414.204228)


   

(5s)-5-[(1s,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

(5s)-5-[(1s,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

C10H14O3 (182.0942894)


   

4-methyl-5-oxo-2-propyl-2h-furan-3-carboxylic acid

4-methyl-5-oxo-2-propyl-2h-furan-3-carboxylic acid

C9H12O4 (184.0735552)


   

(3r,6r,7s,11r,13s)-11,13-dihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6r,7s,11r,13s)-11,13-dihydroxy-11-(hydroxymethyl)-3-methyl-6-(prop-1-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O5 (308.1623654)


   

(1r,3r,5s)-1-hydroxy-3'-methyl-4'-(3-oxobutyl)-6-oxaspiro[bicyclo[3.2.1]octane-3,1'-cyclohexan]-3'-ene-2,4,5'-trione

(1r,3r,5s)-1-hydroxy-3'-methyl-4'-(3-oxobutyl)-6-oxaspiro[bicyclo[3.2.1]octane-3,1'-cyclohexan]-3'-ene-2,4,5'-trione

C17H20O6 (320.125982)


   

2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

2-hydroxyethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

C16H18O6 (306.11033280000004)


   

(3r,7s,11s,13s)-13-hydroxy-11-methoxy-3-methyl-6-(propan-2-ylidene)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,7s,11s,13s)-13-hydroxy-11-methoxy-3-methyl-6-(propan-2-ylidene)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C17H24O4 (292.1674504)


   

4,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

4,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

4-[(2-amino-3-hydroxyphenyl)methylidene]-5-(hydroxymethylidene)-3-methylideneheptan-2-one

4-[(2-amino-3-hydroxyphenyl)methylidene]-5-(hydroxymethylidene)-3-methylideneheptan-2-one

C16H19NO3 (273.13648639999997)


   

(3r,9e)-12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8-hexahydro-2-benzoxacyclododecin-1-one

(3r,9e)-12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8-hexahydro-2-benzoxacyclododecin-1-one

C17H22O4 (290.1518012)


   

n-(3-{[4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)benzenecarboximidic acid

n-(3-{[4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)benzenecarboximidic acid

C47H51NO14 (853.3309386)


   

(4r)-7-ethyl-4,8-dihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

(4r)-7-ethyl-4,8-dihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C13H16O4 (236.10485359999998)


   

2-[(2r,7s,8r,8ar)-2-hydroxy-7-{[(2e,4e,6s)-6-(hydroxymethyl)octa-2,4-dienoyl]oxy}-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,7s,8r,8ar)-2-hydroxy-7-{[(2e,4e,6s)-6-(hydroxymethyl)octa-2,4-dienoyl]oxy}-8,8a-dimethyl-3-oxo-7,8-dihydro-1h-naphthalen-2-yl]prop-2-enoic acid

C24H30O7 (430.199143)


   

7,8-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadec-2-ene-4,11-dione

7,8-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadec-2-ene-4,11-dione

C16H20O6 (308.125982)


   

methyl (2e)-3-[3,5-bis(hydroxymethyl)-4-methoxy-6-oxopyran-2-yl]prop-2-enoate

methyl (2e)-3-[3,5-bis(hydroxymethyl)-4-methoxy-6-oxopyran-2-yl]prop-2-enoate

C12H14O7 (270.0739494)


   

(1s,4r,7r,8s,12r)-7-[(2r)-1,2-dihydroxypropan-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-7-[(2r)-1,2-dihydroxypropan-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H24O6 (324.1572804)


   

(1r,2r,5s,7r,9r,10s,13s,14s)-2,10-dihydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

(1r,2r,5s,7r,9r,10s,13s,14s)-2,10-dihydroxy-10,14-dimethyl-4,15,16-trioxahexacyclo[7.6.1.1²,⁵.1⁷,¹⁴.0¹,⁷.0⁹,¹³]octadecan-6-one

C17H22O6 (322.1416312)


   

ethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

ethyl (2s,5z)-2-isopropyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

C16H18O5 (290.1154178)


   

(5as,9s,9as)-6-isopropyl-1-oxo-3,5a,6,7,8,9a-hexahydrospiro[2-benzoxepine-9,2'-oxirane]-4-carboxylic acid

(5as,9s,9as)-6-isopropyl-1-oxo-3,5a,6,7,8,9a-hexahydrospiro[2-benzoxepine-9,2'-oxirane]-4-carboxylic acid

C15H20O5 (280.13106700000003)


   

5-(1-hydroxyhexa-2,4-dien-1-yl)oxolan-2-one

5-(1-hydroxyhexa-2,4-dien-1-yl)oxolan-2-one

C10H14O3 (182.0942894)


   

(4e,8e,12e,16e)-3,7,11,15-tetrahydroxy-18-(hydroxymethyl)-2,4,6,10,14,16,20-heptamethyldocosa-4,8,12,16-tetraenoic acid

(4e,8e,12e,16e)-3,7,11,15-tetrahydroxy-18-(hydroxymethyl)-2,4,6,10,14,16,20-heptamethyldocosa-4,8,12,16-tetraenoic acid

C30H52O7 (524.3712842)


   

(5s)-3-hydroxy-4,5-diphenyl-5h-furan-2-one

(5s)-3-hydroxy-4,5-diphenyl-5h-furan-2-one

C16H12O3 (252.0786402)


   

(4s,5s,6r)-4-chloro-3-ethoxy-5,6-dihydroxycyclohex-2-en-1-one

(4s,5s,6r)-4-chloro-3-ethoxy-5,6-dihydroxycyclohex-2-en-1-one

C8H11ClO4 (206.0345836)


   

(1s,4r,7r,8s,12r)-12-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-12-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O5 (306.1467162)


   

(1r,3s,3'r,3'as,5s)-1,3'-dihydroxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

(1r,3s,3'r,3'as,5s)-1,3'-dihydroxy-3',7'-dimethyl-2',3'a,4',6'-tetrahydro-1'h-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

C17H22O5 (306.1467162)


   

6,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

6,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

ethyl 2-[(1r,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetate

ethyl 2-[(1r,2s)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetate

C14H22O3 (238.1568862)


   

3,5-dihydroxy-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

3,5-dihydroxy-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one

C20H12O5 (332.0684702)


   

(3r,4r)-4,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,4r)-4,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

(4z,5e)-4-[(2-amino-3-hydroxyphenyl)methylidene]-5-(hydroxymethylidene)-3-methylideneheptan-2-one

(4z,5e)-4-[(2-amino-3-hydroxyphenyl)methylidene]-5-(hydroxymethylidene)-3-methylideneheptan-2-one

C16H19NO3 (273.13648639999997)


   

3-[5-hydroxy-4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-4,6-dimethoxy-3h-2-benzofuran-1-one

3-[5-hydroxy-4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-4,6-dimethoxy-3h-2-benzofuran-1-one

C18H16O7 (344.0895986)


   

(1r,3r,3'r,3'as,5s,7'ar)-1,3'-dihydroxy-3'-methyl-7'-methylidene-hexahydro-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

(1r,3r,3'r,3'as,5s,7'ar)-1,3'-dihydroxy-3'-methyl-7'-methylidene-hexahydro-6-oxaspiro[bicyclo[3.2.1]octane-3,5'-indene]-2,4-dione

C17H22O5 (306.1467162)


   

(1r,2s,4s)-1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

(1r,2s,4s)-1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

C10H12O4 (196.0735552)


   

(1s,4ar,5s,8ar)-5-(2-hydroxyethyl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-(2-hydroxyethyl)-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C16H26O3 (266.1881846)


   

6,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

6,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

5-ethenyl-2,9-dihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-8,15-dione

5-ethenyl-2,9-dihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-ene-8,15-dione

C20H26O5 (346.17801460000004)


   

(2r)-4-methyl-5-oxo-2-propyl-2h-furan-3-carboxylic acid

(2r)-4-methyl-5-oxo-2-propyl-2h-furan-3-carboxylic acid

C9H12O4 (184.0735552)


   

(1r,2s,6r,7r,8ar)-6,7-dihydroxy-1,8a-dimethyl-2,6,7,8-tetrahydro-1h-naphthalen-2-yl (2e,4e,6s)-6-(hydroxymethyl)octa-2,4-dienoate

(1r,2s,6r,7r,8ar)-6,7-dihydroxy-1,8a-dimethyl-2,6,7,8-tetrahydro-1h-naphthalen-2-yl (2e,4e,6s)-6-(hydroxymethyl)octa-2,4-dienoate

C21H30O5 (362.209313)


   

(1s,4s,5s,7r,8s,12r)-5,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4s,5s,7r,8s,12r)-5,12-dihydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O5 (306.1467162)


   

(1s,4r,7r,8s,12r)-7-[(2s)-1,2-dihydroxypropan-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-7-[(2s)-1,2-dihydroxypropan-2-yl]-12-hydroxy-4-methyl-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H24O6 (324.1572804)


   

5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

5,12-dihydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C17H24O5 (308.1623654)


   

(4s,5e,10r)-4-hydroxy-10-methyl-3,4,7,8,9,10-hexahydrooxecin-2-one

(4s,5e,10r)-4-hydroxy-10-methyl-3,4,7,8,9,10-hexahydrooxecin-2-one

C10H16O3 (184.1099386)


   

2-heptyl-3,4-dihydroxy-3-(hydroxymethyl)-6-methoxy-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

2-heptyl-3,4-dihydroxy-3-(hydroxymethyl)-6-methoxy-7-methylidene-2h,4h-pyrano[2,3-c]pyrrol-5-one

C17H27NO6 (341.1838282)


   

(2r,4s)-2-amino-4-hydroxyhex-5-ynoic acid

(2r,4s)-2-amino-4-hydroxyhex-5-ynoic acid

C6H9NO3 (143.0582404)


   

(1s,4r,7r,8s,12r)-12-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

(1s,4r,7r,8s,12r)-12-hydroxy-4-methyl-7-(prop-1-en-2-yl)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O4 (290.1518012)


   

2-{[(1s,4ar,8as)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

2-{[(1s,4ar,8as)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

C22H28O5 (372.1936638)


   

(1s,5r,8r,9s,13r)-8,13-dihydroxy-4,4,8-trimethyl-3,15-dioxatetracyclo[11.2.1.0²,¹¹.0⁵,⁹]hexadec-2(11)-en-12-one

(1s,5r,8r,9s,13r)-8,13-dihydroxy-4,4,8-trimethyl-3,15-dioxatetracyclo[11.2.1.0²,¹¹.0⁵,⁹]hexadec-2(11)-en-12-one

C17H24O5 (308.1623654)


   

6-hydroxy-4-methoxy-3-[4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-3h-2-benzofuran-1-one

6-hydroxy-4-methoxy-3-[4-oxo-6-(prop-1-en-1-yl)pyran-3-yl]-3h-2-benzofuran-1-one

C17H14O6 (314.0790344)


   

6-isopropyl-2-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

6-isopropyl-2-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohepta-2,4,6-trien-1-one

C16H22O7 (326.1365462)


   

(5s)-5-[(2s,5r)-5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

(5s)-5-[(2s,5r)-5-[(1r)-1-hydroxyethyl]-2,5-dihydrofuran-2-yl]oxolan-2-one

C10H14O4 (198.0892044)


   

3-hydroxy-n-(1-hydroxy-3-methylpentan-2-yl)-5-oxohexanimidic acid

3-hydroxy-n-(1-hydroxy-3-methylpentan-2-yl)-5-oxohexanimidic acid

C12H23NO4 (245.16269979999998)


   

12-hydroxy-4-methyl-7-(propan-2-ylidene)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

12-hydroxy-4-methyl-7-(propan-2-ylidene)-3,14-dioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadec-2(10)-en-11-one

C17H22O4 (290.1518012)


   

2-{[(1r,4ar,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

2-{[(1r,4ar,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-3-hydroxy-5-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione

C22H30O4 (358.214398)


   

(2s,3r,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14r)-4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14r)-4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H42O9 (498.28286820000005)


   

4,5-dihydroxy-6-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

4,5-dihydroxy-6-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

C8H10O5 (186.052821)


   

(1s,2r,4bs,8as)-2-ethenyl-1-hydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

(1s,2r,4bs,8as)-2-ethenyl-1-hydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

C20H30O2 (302.224568)


   

(1r,3as,3br,7s,9as,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-(tetradecyloxy)-tetradecahydro-1h-cyclopenta[a]phenanthrene

(1r,3as,3br,7s,9as,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-(tetradecyloxy)-tetradecahydro-1h-cyclopenta[a]phenanthrene

C42H78O (598.6052338)


   

[(2r,3r,4s)-2,4-dimethyl-5-oxooxolan-3-yl]methyl 2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetate

[(2r,3r,4s)-2,4-dimethyl-5-oxooxolan-3-yl]methyl 2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]acetate

C19H28O5 (336.1936638)


   

(1r,5r,8r,9s,13s)-1,8-dihydroxy-4,4,8-trimethyl-3,14-dioxatetracyclo[11.2.1.0²,¹¹.0⁵,⁹]hexadec-2(11)-en-12-one

(1r,5r,8r,9s,13s)-1,8-dihydroxy-4,4,8-trimethyl-3,14-dioxatetracyclo[11.2.1.0²,¹¹.0⁵,⁹]hexadec-2(11)-en-12-one

C17H24O5 (308.1623654)


   

(1s,2r,4r,5s,7r,10r,11s,13r,15r)-2,10,15-trihydroxy-10-methyl-6-methylidene-4-(2-methylprop-1-en-1-yl)-3,17-dioxapentacyclo[13.2.1.0²,¹³.0⁵,¹³.0⁷,¹¹]octadecan-14-one

(1s,2r,4r,5s,7r,10r,11s,13r,15r)-2,10,15-trihydroxy-10-methyl-6-methylidene-4-(2-methylprop-1-en-1-yl)-3,17-dioxapentacyclo[13.2.1.0²,¹³.0⁵,¹³.0⁷,¹¹]octadecan-14-one

C22H30O6 (390.204228)


   

(5r)-5-[(1r,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

(5r)-5-[(1r,2z,4e)-1-hydroxyhexa-2,4-dien-1-yl]oxolan-2-one

C10H14O3 (182.0942894)


   

(5e,10r)-10-methyl-7,8,9,10-tetrahydro-3h-oxecine-2,4-dione

(5e,10r)-10-methyl-7,8,9,10-tetrahydro-3h-oxecine-2,4-dione

C10H14O3 (182.0942894)


   

(4as,12bs)-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

(4as,12bs)-9-(hydroxymethyl)-4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

C22H26O3 (338.1881846)


   

(3r,5r)-5,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

(3r,5r)-5,12,14-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

C16H22O5 (294.1467162)


   

4-[(1s,2r)-2-[(2z,4r)-4-hydroxypent-2-en-1-yl]-3-oxocyclopentyl]butanoic acid

4-[(1s,2r)-2-[(2z,4r)-4-hydroxypent-2-en-1-yl]-3-oxocyclopentyl]butanoic acid

C14H22O4 (254.1518012)


   

6-hydroxy-4-methoxy-3-{4-oxo-6-[(1e)-prop-1-en-1-yl]pyran-3-yl}-3h-2-benzofuran-1-one

6-hydroxy-4-methoxy-3-{4-oxo-6-[(1e)-prop-1-en-1-yl]pyran-3-yl}-3h-2-benzofuran-1-one

C17H14O6 (314.0790344)


   

5,7-dihydroxy-4-(1h-indol-3-yl)-1,8-dimethyl-2,3-dithia-6,8-diazabicyclo[3.2.2]non-6-en-9-one

5,7-dihydroxy-4-(1h-indol-3-yl)-1,8-dimethyl-2,3-dithia-6,8-diazabicyclo[3.2.2]non-6-en-9-one

C15H15N3O3S2 (349.05548)


   

4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

C8H10O5 (186.052821)


   

(3ar,4s,5r,7as)-4,5-dihydroxy-6-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

(3ar,4s,5r,7as)-4,5-dihydroxy-6-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one

C8H10O5 (186.052821)