NCBI Taxonomy: 1450294

Melanopsaceae (ncbi_taxid: 1450294)

found 81 associated metabolites at family taxonomy rank level.

Ancestor: Botryosphaeriales

Child Taxonomies: Melanops

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.

   

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).

   

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 .

   

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

   

trans-4-Hydroxymellein

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

C10H10O4 (194.057906)


   

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].

   

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.

   

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.

   

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)


   

Sphaeropsidin A

Sphaeropsidin A

C20H26O5 (346.17801460000004)


A natural product found in Smardaea species and Diplodia cupressi.

   

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.

   

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)


   

(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)


   

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)


   

(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)


   

(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)


   

(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)


   

[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)


   

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-[(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)


   

(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)


   

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-(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)


   

(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)


   

(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)


   

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)


   

(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)


   

(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)


   

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)


   

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)


   

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)


   

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

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

C8H8O4 (168.0422568)


   

(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)


   

(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)


   

(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)


   

(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)


   

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)


   

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)


   

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)


   

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

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

C12H10O5 (234.052821)


   

(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)


   

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

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

C14H14O5 (262.0841194)


   

(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)


   

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)


   

(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)


   

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)


   

(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)


   

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

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

C25H34O7 (446.2304414)


   

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

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

C16H26O3 (266.1881846)


   

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

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

C18H24O5 (320.1623654)


   

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

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

C13H16O5 (252.0997686)


   

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

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

C13H16O6 (268.0946836)


   

7,8-dihydroxy-3-[(2s)-2-hydroxypropyl]-6-methoxyisochromen-1-one

7,8-dihydroxy-3-[(2s)-2-hydroxypropyl]-6-methoxyisochromen-1-one

C13H14O6 (266.0790344)


   

1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

1,2,3,4-tetrahydronaphthalene-1,2,4,5-tetrol

C10H12O4 (196.0735552)


   

7,8-dihydroxy-3-(2-hydroxypropyl)-6-methoxyisochromen-1-one

7,8-dihydroxy-3-(2-hydroxypropyl)-6-methoxyisochromen-1-one

C13H14O6 (266.0790344)


   

[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]acetic acid

[(1s,4ar,5s,8ar)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]acetic acid

C16H26O3 (266.1881846)


   

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

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

C25H34O7 (446.2304414)


   

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

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

C16H22O5 (294.1467162)


   

(3s,4s)-3,4,8-trihydroxy-6-methoxy-7-[(1r)-1-methoxyethyl]-3,4-dihydro-2h-naphthalen-1-one

(3s,4s)-3,4,8-trihydroxy-6-methoxy-7-[(1r)-1-methoxyethyl]-3,4-dihydro-2h-naphthalen-1-one

C14H18O6 (282.11033280000004)


   

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

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

C20H32O5 (352.2249622)


   

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

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

C8H8O4 (168.0422568)


   

(2r,2'r,3s,3'r,3'ar)-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''-cyclohexan]-3''-ene-2'',4',7'-trione

(2r,2'r,3s,3'r,3'ar)-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''-cyclohexan]-3''-ene-2'',4',7'-trione

C21H22N2O6S2 (462.0919232)


   

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

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

C10H10O3 (178.062991)


   

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

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

C22H30O5 (374.209313)


   

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

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

C25H32O7 (444.2147922)


   

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

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

C10H10O5 (210.052821)