Chemical Formula: C9H10O4

Chemical Formula C9H10O4

Found 276 metabolite its formula value is C9H10O4

Homovanillate

Homovanillic Acid

C9H10O4 (182.057906)


CONFIDENCE standard compound; INTERNAL_ID 182 COVID info from PDB, Protein Data Bank KEIO_ID H059 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency. Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency.

   

3-(4-hydroxyphenyl)lactate

2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


Hydroxyphenyllactic acid or 4-hydroxyphenyllactate (the L-form) is a tyrosine metabolite. The level of L-hydroxyphenyllactic acid is elevated in patients with a deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2) (PMID: 4720815). L-hydroxyphenyllactate is present in relatively higher concentrations in the cerebrospinal fluid and urine of patients with phenylketonuria (PKU) and tyrosinemia (PMID: 3126358). However, the D-form of hydroxyphenyllactate is of bacterial origin and is also found in individuals with bacterial overgrowth or unusual gut microflora (PMID: 3126358). Microbial hydroxyphenyllactate is likely derived from phenolic or polyphenolic compounds in the diet. Bifidobacteria and lactobacilli produce considerable amounts of phenyllactic and p-hydroxyphenyllactic acids (PMID: 23061754). It has also been shown that hydroxyphenyllactate decreases ROS (reactive oxygen species) production in both mitochondria and neutrophils and so hydroxyphenyllactate may function as a natural anti-oxidant (PMID: 23061754). Hydroxyphenyllactic acid is a microbial metabolite found in Acinetobacter, Bacteroides, Bifidobacteria, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas and Staphylococcus (PMID: 19961416). Acquisition and generation of the data is financially supported in part by CREST/JST. Hydroxyphenyllactic acid is an antifungal metabolite.

   

3,4-Dihydroxyhydrocinnamic acid

3,4-dihydroxyphenylpropionic acid, potassium salt

C9H10O4 (182.057906)


3,4-Dihydroxyhydrocinnamic acid, also known as dihydrocaffeic acid (DHCA), is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID: 15607645) and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract (PMID: 15693705). Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans (PMID: 16038718). Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure conveys the antioxidant effect in plasma and in erythrocytes (PMID: 11768243). 3,4-Dihydroxyhydrocinnamic acid is a microbial metabolite found in Bifidobacterium, Escherichia, Lactobacillus, and Clostridium (PMID: 28393285). 3,4-Dihydroxyhydrocinnamic acid (or Dihydrocaffeic acid, DHCA) is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID 15607645), and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract. (PMID 15693705) Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans. (PMID 16038718) Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure convey the antioxidant effect in plasma and in erythrocytes. (PMID 11768243) [HMDB]. 3-(3,4-Dihydroxyphenyl)propanoic acid is found in red beetroot, common beet, and olive. KEIO_ID D047 Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1]. Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1].

   

2',6'-Dihydroxy-4'-methoxyacetophenone

Ethanone, 1-(2,6-dihydroxy-4-methoxyphenyl)- (9ci)

C9H10O4 (182.057906)


2,6-Dihydroxy-4-methoxyacetophenone is found in european plum. 2,6-Dihydroxy-4-methoxyacetophenone is isolated from the bark of Prunus domestica (plum Isolated from the bark of Prunus domestica (plum). 2,6-Dihydroxy-4-methoxyacetophenone is found in sweet orange, fruits, and european plum.

   

2,3-Dihydroxyphenylpropanoate

3-(2,3-dihydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

cis-3-(3-Carboxyethenyl)-3,5-cyclohexadiene-1,2-diol

(2E)-3-(cis-5,6-Dihydroxycyclohexa-1,3-dien-1-yl)prop-2-enoate

C9H10O4 (182.057906)


   

3-Methoxy-4-hydroxyphenylglycolaldehyde

2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetaldehyde

C9H10O4 (182.057906)


3-Methoxy-4-hydroxyphenylglycolaldehyde is the monoamine oxidase (MAO) aldehyde metabolite of metanephrine. Metanephrine is an O-methylated metabolite formed by catechol-O-methyltransferase (COMT) from epinephrine. Catecholamines play an important role in platelet activation and aggregation, epinephrine being the most potent one. Catecholamines are substantially increased during stress, exercise or smoking and could result in clinically important platelet activation if their action was not rapidly regulated. The inhibitory effects of methoxy phenolic derivatives on epinephrine-induced platelet aggregation may possibly be attributed to their free radical scavenging properties. There is substantial evidence to conclude that an internal rapid autoregulation of epinephrine-induced platelet aggregation, caused by its metabolic degradation products, takes place in vivo. (PMID: 11958479, 9706478) [HMDB]. 3-Methoxy-4-hydroxyphenylglycolaldehyde is found in many foods, some of which are nutmeg, peach (variety), common oregano, and olive. 3-Methoxy-4-hydroxyphenylglycolaldehyde is the monoamine oxidase (MAO) aldehyde metabolite of metanephrine. Metanephrine is an O-methylated metabolite formed by catechol-O-methyltransferase (COMT) from epinephrine. Catecholamines play an important role in platelet activation and aggregation, epinephrine being the most potent one. Catecholamines are substantially increased during stress, exercise or smoking and could result in clinically important platelet activation if their action was not rapidly regulated. The inhibitory effects of methoxy phenolic derivatives on epinephrine-induced platelet aggregation may possibly be attributed to their free radical scavenging properties. There is substantial evidence to conclude that an internal rapid autoregulation of epinephrine-induced platelet aggregation, caused by its metabolic degradation products, takes place in vivo. (PMID: 11958479, 9706478).

   

3,4-dihydro-4-hydroxyphenylpyruvic acid

(4R)-3,4-dihydro-4-hydroxyphenylpyruvic acid

C9H10O4 (182.057906)


   

3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]pyruvic acid

3-[(1E,4R)-4-Hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate

C9H10O4 (182.057906)


A 3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid having 1E,4R stereochemistry.

   

(R)-3-(4-Hydroxyphenyl)lactate

(2R)-2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

Methyl vanillate

InChI=1/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H

C9H10O4 (182.057906)


Methyl vanillate is a member of the class of compounds known as m-methoxybenzoic acids and derivatives. These compounds are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is considered to be a slightly soluble in water acidic compound. Methyl vanillate can be synthesized from vanillic acid. Vanillic acid is a phenolic acid or chlorogenic acid that is an oxidized form of vanillin. Vanillic acid is also an intermediate in the production of vanillin from ferulic acid. It is found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. Vanillic acid is also found in wine and vinegar. Vanillic acid is a metabolic by-product of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5-nucleotidase activity (PMID:16899266 ). Vanillic acid is also a microbial metabolite found in several bacterial genera including Amycolatopsis, Delftia, and Pseudomonas (PMID:11152072 , 10543794 , 11728709 , 9579070 ). Methyl vanillate has been identified in foods such as cows milk (PMID:4682334) and beer (PMID:20800742). Methyl vanillate is a benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. It is a benzoate ester, a member of phenols and an aromatic ether. It is functionally related to a vanillic acid. Methyl vanillate is a natural product found in Cestrum parqui, Aristolochia elegans, and other organisms with data available. Methyl vanillate is a metabolite found in or produced by Saccharomyces cerevisiae. A benzoate ester that is the methyl ester of vanillic acid. Flavouring compound [Flavornet] Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite.

   

Veratric

3,4-Dimethoxybenzoic Acid; Mebeverine Hydrochloride Imp. D (Pharmeuropa); Veratric Acid; Mebeverine Hydrochloride Impurity D; Mebeverine Impurity D

C9H10O4 (182.057906)


3,4-dimethoxybenzoic acid is a member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3. It has a role as a plant metabolite and an allergen. It derives from a hydride of a benzoic acid. 3,4-Dimethoxybenzoic acid is a natural product found in Hypericum laricifolium, Artemisia sacrorum, and other organisms with data available. A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3]. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3].

   

Syringaldehyde

InChI=1/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H

C9H10O4 (182.057906)


Syringaldehyde is a hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity. It has a role as a hypoglycemic agent and a plant metabolite. It is a hydroxybenzaldehyde and a dimethoxybenzene. Syringaldehyde is a natural product found in Ficus septica, Mikania laevigata, and other organisms with data available. Syringaldehyde is a metabolite found in or produced by Saccharomyces cerevisiae. A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

2,6-Dimethoxybenzoic acid

InChI=1/C9H10O4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5H,1-2H3,(H,10,11

C9H10O4 (182.057906)


2,6-Dimethoxybenzoic acid is a member of benzenes and a carbonyl compound. 2,6-Dimethoxybenzoic acid is a natural product found in Dianthus caryophyllus, Curculigo orchioides, and Molineria capitulata with data available. 2,6-Dimethoxybenzoic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313) 2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives. 2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives.

   

Homovanillic acid (HVA)

4-Hydroxy-3-methoxyphenylacetic acid;Vanillacetic acid;2-(4-Hydroxy-3-methoxyphenyl)acetic acid

C9H10O4 (182.057906)


Homovanillic acid (HVA), also known as homovanillate, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. HVA is also classified as a catechol. HVA is a major catecholamine metabolite that is produced by a consecutive action of monoamine oxidase and catechol-O-methyltransferase on dopamine. HVA is typically elevated in patients with catecholamine-secreting tumors (such as neuroblastoma, pheochromocytoma, and other neural crest tumors). HVA levels are also used in monitoring patients who have been treated for these kinds tumors. HVA levels may also be altered in disorders of catecholamine metabolism such as monoamine oxidase-A (MOA) deficiency. MOA deficiency can cause decreased urinary HVA values, while a deficiency of dopamine beta-hydrolase (the enzyme that converts dopamine to norepinephrine) can cause elevated urinary HVA values. Within humans, HVA participates in a number of enzymatic reactions. In particular, HVA and pyrocatechol can be biosynthesized from 3,4-dihydroxybenzeneacetic acid and guaiacol. This reaction is catalyzed by the enzyme known as catechol O-methyltransferase. In addition, HVA can be biosynthesized from homovanillin through the action of the enzyme known aldehyde dehydrogenase. HVA has recently been found in a number of beers and appears to arise from the fermentation process (https://doi.org/10.1006/fstl.1999.0593). HVA is also a metabolite of Bifidobacterium (PMID: 24958563) and the bacterial breakdown of dietary flavonoids. Dietary flavonols commonly found in tomatoes, onions, and tea, can lead to significantly elevated levels of urinary HVA (PMID: 20933512). Likewise, the microbial digestion of hydroxytyrosol (found in olive oil) can also lead to elevated levels of HVA in humans (PMID: 11929304). Homovanillic acid is a monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite. It has a role as a human metabolite and a mouse metabolite. It is a member of guaiacols and a monocarboxylic acid. It is functionally related to a (3,4-dihydroxyphenyl)acetic acid. It is a conjugate acid of a homovanillate. Homovanillic acid is a natural product found in Aloe africana, Ginkgo biloba, and other organisms with data available. Homovanillic Acid is a monocarboxylic acid that is a catecholamine metabolite. Homovanillic acid may be used a marker for metabolic stress, tobacco usage or the presence of a catecholamine secreting tumor, such as neuroblastoma or pheochromocytoma. Homovanillic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A 3-O-methyl ETHER of (3,4-dihydroxyphenyl)acetic acid. See also: Ipomoea aquatica leaf (part of). Homovanillic acid is a major catecholamine metabolite. 3-Methoxy-4-hydroxyphenylacetic acid is found in beer, olive, and avocado. A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite. Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency. Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency.

   

2',4'-Dihydroxy-6'-methoxyacetophenone

2-O-Methylphloroacetophenone; 2,4-Dihydroxy-6-methoxyacetophenone

C9H10O4 (182.057906)


2,4-Dihydroxy-6-methoxyacetophenone is an aromatic ketone. 2,4-Dihydroxy-6-methoxyacetophenone is a natural product found in Artemisia oliveriana, Kniphofia foliosa, and other organisms with data available. 2,4-Dihydroxy-6-methoxyacetophenone is found in herbs and spices. 2,4-Dihydroxy-6-methoxyacetophenone is a constituent of Artemisia sp. Constituent of Artemisia species 2,4-Dihydroxy-6-methoxyacetophenone is found in herbs and spices.

   

3-(2,4-Dihydroxyphenyl)propanoic acid

3-(2,4-Dihydroxyphenyl)propionic acid, >=95.0\\% (HPLC)

C9H10O4 (182.057906)


3-(2,4-Dihydroxyphenyl)propanoic acid belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. 3-(2,4-Dihydroxyphenyl)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). BioTransformer predicts that 3-(2,4-dihydroxyphenyl)propanoic acid is a product of 3-(2,4-dihydroxyphenyl)prop-2-enoic acid metabolism via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction occurring in human gut microbiota and catalyzed by the abkar1 enzyme (PMID: 30612223). 3-(2,4-Dihydroxyphenyl)propanoic acid (DPPacid) is a potent and competitive tyrosinase inhibitor, inhibits L-Tyrosine and DL-DOPA with an IC50 and a Ki of 3.02 μM and 11.5 μM, respectively[1]. 3-(2,4-Dihydroxyphenyl)propanoic acid (DPPacid) is a potent and competitive tyrosinase inhibitor, inhibits L-Tyrosine and DL-DOPA with an IC50 and a Ki of 3.02 μM and 11.5 μM, respectively[1].

   

Isohomovanillic acid

2-(3-hydroxy-4-methoxyphenyl)acetic acid

C9H10O4 (182.057906)


Isohomovanillic acid is a deaminated metabolite of catecholamines formed by the enzyme catechol-O-methyltransferase (COMT; EC 2.1.1.6) which catalyzes the transfer of a methyl group from S-adenosylmethionine to catecholamines, including the neurotransmitters dopamine, epinephrine, and norepinephrine. This O-methylation results in one of the major degradative pathways of the catecholamine transmitters. (OMIM 116790) [HMDB] Isohomovanillic acid is a deaminated metabolite of catecholamines formed by the enzyme catechol-O-methyltransferase (COMT; EC 2.1.1.6) which catalyzes the transfer of a methyl group from S-adenosylmethionine to catecholamines, including the neurotransmitters dopamine, epinephrine, and norepinephrine. This O-methylation results in one of the major degradative pathways of the catecholamine transmitters. (OMIM 116790). Isohomovanillic acid (3-Hydroxy-4-methoxyphenylacetic acid) is extracted from urine at pH 2 by ethyl acetate. Isohomovanillic acid is not found in appreciable values in many normal human urines[1].

   

3,5-Dimethoxybenzoic acid

3,5-Dimethoxybenzoic acid

C9H10O4 (182.057906)


3,5-Dimethoxybenzoic acid, isolated from Melia azedarach L. leaves with antifungal activity, is an intermediate in organic synthesis[1]. 3,5-Dimethoxybenzoic acid, isolated from Melia azedarach L. leaves with antifungal activity, is an intermediate in organic synthesis[1].

   

2-(3,4-dihydroxyphenyl)propanoic acid

2-(3,4-dihydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

3,4-Dimethoxybenzoic acid

veratric acid, sodium salt, (11)C-labeled

C9H10O4 (182.057906)


3,4-dimethoxybenzoic acid, also known as veratric acid or 3,4-dimethylprotocatechuic acid, belongs to P-methoxybenzoic acids and derivatives class of compounds. Those are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. 3,4-dimethoxybenzoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dimethoxybenzoic acid can be synthesized from benzoic acid. 3,4-dimethoxybenzoic acid is also a parent compound for other transformation products, including but not limited to, 3beta-[(O-beta-D-glucopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl)oxy]-17alpha-hydroxy-16beta-[(O-(2-O-3,4-dimethoxybenzoyl-beta-D-xylopyranosyl)-(1->3)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]cholest-5-en-22-one, 3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxy-16beta-[(O-(2-O-3,4-dimethoxybenzoyl-beta-D-xylopyranosyl)-(1->3)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]cholest-5-en-22-one, and 3beta-[(O-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl)oxy]-17alpha-hydroxy-16beta-[(O-(2-O-3,4-dimethoxybenzoyl-beta-D-xylopyranosyl)-(1->3)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]cholest-5-en-22-one. 3,4-dimethoxybenzoic acid can be found in coriander and olive, which makes 3,4-dimethoxybenzoic acid a potential biomarker for the consumption of these food products. 3,4-dimethoxybenzoic acid belongs to the family of M-methoxybenzoic Acids and Derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3]. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3].

   

4-Methoxymandelic acid

4-Methoxymandelic acid

C9H10O4 (182.057906)


   

3,5-Dihydroxyphenylpropionic acid

3-(3,5-Dihydroxyphenyl)-1-propanoic acid

C9H10O4 (182.057906)


3,5-Dihydroxyphenylpropionic acid (3,5-DHPPA) is an alkylresorcinol metabolite. It is a potential urinary biomarker of whole grain intake (PMID: 15282102). BioTransformer predicts that 3,5-DHPPA is a product of 3,5-dihydroxycinnamic acid metabolism via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction occurring in human gut microbiota and catalyzed by the abkar1 enzyme (PMID: 30612223).

   

(±)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid

(±)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


(S)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid is found in herbs and spices. (S)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid is a constituent of the pollen of Crocus sativus (saffron). Constituent of the fruit of Prunus cerasus (cherry). (±)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid is found in fruits.

   

3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid

3-Hydroxy-3-(3-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid (HPHPA) is an organic acid detected in human urine. It is relatively abundant in adult human urine and it is normally relatively benign. It is thought that the presence of this acid is from nutritional sources (i.e. dietary phenylalanine or polyphenols). However, there has been a considerable degree of ambiguity in the origin and/or significance of this compound (PMID:11978597). Recently, it has been reported that HPHPA is actually an abnormal phenylalanine metabolite arising from bacterial metabolism in the gastrointestinal tract. Specifically, HPHPA appears to arise from the action of the anaerobic bacteria Clostridia sp. (PMID:20423563; PMID:24063620). Elevated levels of HPHPA have been reported in the urine of children with autism as well as in adult patients with schizophrenia. It has been proposed that HPHPA may be a bacterial metabolite of m-tyrosine, a tyrosine analog that causes symptoms of autism in experimental animals. Under certain conditions, HPHPA can act as a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of HPHPA are associated with autism and schizophrenia. The mechanism by which HPHPA exerts its toxic effects is not clear. It may function as a catecholamine analog and disrupt catecholamine signalling, especially in younger individuals. Alternately, HPHPA may function as an amino acid analog to tyrosine and phenylalanine. High plasma concentrations of phenylalanine (and possibly HPHPA) are known to influence the blood-brain barrier transport of large neutral amino acids. This altered transport is believed to interfere with the function of different cerebral enzyme systems in the developing brain. Studies have shown that higher levels of HPHPA are associated with overgrowth of Clostridia in the gut, including Clostridium difficile, Clostridium sporogenes, Clostridium botulinum, Clostridium calortolerans, Clostridium mangenoyi, Clostridium ghoni, Clostridium bifermentans, Clostridium sordelli. (PMID:20423563; PMID:24063620) (3-Hydroxyphenyl)hydracrylate (HPHPA) is an organic acid detected in human urine. It is thought that the presence of this acid is from nutritional sources (i.e. dietary phenylalanine). However, there has been a considerable degree of ambiguity in the origin and/or significance of this compound (PMID:11978597). Recently it has been reported that HPHPA is actually an abnormal phenylalanine metabolite arising from bacterial metabolism in the gastrointestinal tract. Specifically HPHPA appears to arise from the action of the anaerobic bacteria Clostrida species (PMID:20423563). Elevated levels of HPHPA have been reported in the urine of children with autism as well as in adult patients with schizophrenia. It has been proposed that HPHPA may be a bacterial metabolite of m-tyrosine, a tyrosine analog that causes symptoms of autism in experimental animals. [HMDB]

   

3-Hydroxyphenyllactate

2,3-dihydroxy-3-phenylpropanoic acid

C9H10O4 (182.057906)


3-hydroxyphenyllactate is a compound produced by gut (fecal fermentation) of tea or wine

   

Maltol propionate

2-Methyl-4-oxo-4H-pyran-3-yl propanoic acid

C9H10O4 (182.057906)


Maltol propionate is a flavouring agent. Flavouring agent

   

Meta-hydroxyphenylhydracrylic Acid

3-hydroxy-2-(3-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


Meta-hydroxyphenylhydracrylic Acid is considered to be slightly soluble (in water) and acidic

   

2,2-Dihydroxy-3-phenylpropanoic acid

2,2-Dihydroxy-3-phenylpropanoic acid

C9H10O4 (182.057906)


   

Ethyl 3,4-dihydroxybenzoate

3,4-dihydroxybenzoic acid ethyl ester

C9H10O4 (182.057906)


Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4].

   

Syringaldehyde

3,5-Dimethoxy-4-hydroxy-benzaldehyde

C9H10O4 (182.057906)


4-hydroxy-3,5-dimethoxybenzaldehyde, also known as sinapaldehyde or 2,6-dimethoxy-4-formylphenol, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-hydroxy-3,5-dimethoxybenzaldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxy-3,5-dimethoxybenzaldehyde is a mild, sweet, and plastic tasting compound and can be found in a number of food items such as whisky, common grape, garden tomato (variety), and coriander, which makes 4-hydroxy-3,5-dimethoxybenzaldehyde a potential biomarker for the consumption of these food products. 4-hydroxy-3,5-dimethoxybenzaldehyde may be a unique S.cerevisiae (yeast) metabolite. Because it contains many functional groups, it can be classified in many ways - aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in alcohol and polar organic solvents. Its refractive index is 1.53 . Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

3-(3-hydroxyphenyl)-3-hydroxypropionic acid

3-(3-hydroxyphenyl)-3-hydroxypropionic acid

C9H10O4 (182.057906)


A dihydroxy monocarboxylic acid that is 3-hydroxypropanoic acid substituted by a 3-hydroxyphenyl group at position 3.

   

Hydroxyphenyllactic acid

2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


Hydroxyphenyllactic acid is an antifungal metabolite.

   

Ethyl_protocatechuate

InChI=1/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H

C9H10O4 (182.057906)


Ethyl 3,4-dihydroxybenzoate is an ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa. It has a role as an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor, an antibacterial agent, an antioxidant, an apoptosis inducer and a plant metabolite. It is an ethyl ester and a member of catechols. It is functionally related to a 3,4-dihydroxybenzoic acid. Ethyl 3,4-dihydroxybenzoate is a natural product found in Liatris elegans, Xylocarpus granatum, and other organisms with data available. An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4].

   
   

4-Ethyl-3-methylenedihydrofuro[3,4-b]furan-2,6(3H,4H)-dione #

4-Ethyl-3-methylenedihydrofuro[3,4-b]furan-2,6(3H,4H)-dione #

C9H10O4 (182.057906)


   

4-hydroxy-2,3-dimethoxybenzaldehyde

4-hydroxy-2,3-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Jasminanhydride

Jasminanhydride

C9H10O4 (182.057906)


   

Methyl isovanillate

methyl 3-hydroxy-4-methoxy-benzoate;Methyl 3-Hydroxy-4-methoxybenzoate

C9H10O4 (182.057906)


Methyl 3-hydroxy-4-methoxybenzoate is a natural product found in Aristolochia kaempferi, Rhaponticoides africana, and other organisms with data available. Methyl isovanillate is a secondary metabolite isolated from Vitex agnus-castus[1]. Methyl isovanillate is a secondary metabolite isolated from Vitex agnus-castus[1].

   
   

Desacetylcalaminthone

Desacetylcalaminthone

C9H10O4 (182.057906)


   

veratric acid

3,4-Dimethoxybenzoic acid

C9H10O4 (182.057906)


Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3]. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3].

   

HPHPA

3-(3-hydroxyphenyl)-3-hydroxypropionic acid

C9H10O4 (182.057906)


   

ethyl protocatechuate

Ethyl 3,4-dihydroxybenzoate

C9H10O4 (182.057906)


Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4].

   

Methyl orsellinate

Methyl 2,4-dihydroxy-6-methylbenzoate

C9H10O4 (182.057906)


   

2-Hydroxy-3,4-dimethoxybenzaldehyde

2-Hydroxy-3,4-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Ethyl 3,4-dihydroxybenzoate

Ethyl 3,4-dihydroxybenzoate

C9H10O4 (182.057906)


Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4].

   

Syringaldehyde

Syringaldehyde

C9H10O4 (182.057906)


Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 303; CONFIDENCE confident structure Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

Everninic acid

Everninic acid

C9H10O4 (182.057906)


   

2-hydroxy-2-(4-hydroxyphenyl)propanoic acid

2-hydroxy-2-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

2-ethoxy-4,5-dihydroxybenzaldehyde

2-ethoxy-4,5-dihydroxybenzaldehyde

C9H10O4 (182.057906)


   

2-hydroxy-4,5-dimethoxybenzaldehyde

2-hydroxy-4,5-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

1-(2,5-dihydroxy-4-methoxyphenyl)ethanone

1-(2,5-dihydroxy-4-methoxyphenyl)ethanone

C9H10O4 (182.057906)


   

2,3-(methylenedioxy)-4-methoxy-5-methylphenol

2,3-(methylenedioxy)-4-methoxy-5-methylphenol

C9H10O4 (182.057906)


   

2,4-Dimethoxybenzoicacid

2,4-DIMETHOXYBENZOIC ACID

C9H10O4 (182.057906)


   

Flopropione

InChI=1/C9H10O4/c1-2-6(11)9-7(12)3-5(10)4-8(9)13/h3-4,10,12-13H,2H2,1H

C9H10O4 (182.057906)


C78272 - Agent Affecting Nervous System > C29698 - Antispasmodic Agent Flopropione is an organic molecular entity. Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3]. Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3]. Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3].

   
   

Ethyl 2,5-dihydroxybenzoate

Ethyl 2,5-dihydroxybenzoate

C9H10O4 (182.057906)


   

7-methyl-1,3-dihydro-2-benzofuran-4,5,6-triol

7-methyl-1,3-dihydro-2-benzofuran-4,5,6-triol

C9H10O4 (182.057906)


   

SCHEMBL5983372

SCHEMBL5983372

C9H10O4 (182.057906)


   

2-hydroxy-3-phenoxypropanoic acid

2-hydroxy-3-phenoxypropanoic acid

C9H10O4 (182.057906)


   

1-(4,5-Dihydroxy-2-methoxy-phenyl)-aethanon|1-(4,5-dihydroxy-2-methoxy-phenyl)-ethanone

1-(4,5-Dihydroxy-2-methoxy-phenyl)-aethanon|1-(4,5-dihydroxy-2-methoxy-phenyl)-ethanone

C9H10O4 (182.057906)


   

Ethyl 2,4-dihydroxybenzoate

Ethyl 2,4-dihydroxybenzoate

C9H10O4 (182.057906)


   

2-Hydroxyethyl salicylate

2-Hydroxyethyl salicylate

C9H10O4 (182.057906)


D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

SCHEMBL2988486

SCHEMBL2988486

C9H10O4 (182.057906)


   

METHYL 3-HYDROXY-2-METHOXYBENZOATE

METHYL 3-HYDROXY-2-METHOXYBENZOATE

C9H10O4 (182.057906)


   

Methyl 2-(3,4-dihydroxyphenyl)acetate

Methyl 2-(3,4-dihydroxyphenyl)acetate

C9H10O4 (182.057906)


   
   

Methyl 2,6-dihydroxy-4-methylbenzoate

Methyl 2,6-dihydroxy-4-methylbenzoate

C9H10O4 (182.057906)


   

2-hydroxy-3,6-dimethoxybenzaldehyde

2-hydroxy-3,6-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

3,4-Dimethoxy-5-hydroxybenzaldehyde

3,4-Dimethoxy-5-hydroxybenzaldehyde

C9H10O4 (182.057906)


   

1-(3,6-dihydroxy-2-methoxyphenyl)ethanone

1-(3,6-dihydroxy-2-methoxyphenyl)ethanone

C9H10O4 (182.057906)


   

2,6-dimethoxy-3-methyl-1,4-benzoquinone

2,6-dimethoxy-3-methyl-1,4-benzoquinone

C9H10O4 (182.057906)


   

3-methyl Orsellinic Acid

2,4-dihydroxy-3,6-dimethylbenzoic acid

C9H10O4 (182.057906)


   

3-Hydroxy-2,4-dimethoxybenzaldehyde

3-Hydroxy-2,4-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Me ester-4-Ethyl-2-oxo-2H-pyran-6-carboxylic acid , 9CI

Me ester-4-Ethyl-2-oxo-2H-pyran-6-carboxylic acid , 9CI

C9H10O4 (182.057906)


   

2-Ethyl-4,6-dihydroxybenzoic acid

2-Ethyl-4,6-dihydroxybenzoic acid

C9H10O4 (182.057906)


   

Methyl 2-hydroxy-5-methoxybenzoate

Methyl 2-hydroxy-5-methoxybenzoate

C9H10O4 (182.057906)


   

Simple Pyrone 2

Simple Pyrone 2

C9H10O4 (182.057906)


   

5-(2-Oxoethyl)-4-methoxy-6-methyl-2H-pyran-2-one

5-(2-Oxoethyl)-4-methoxy-6-methyl-2H-pyran-2-one

C9H10O4 (182.057906)


   

SCHEMBL2989544

SCHEMBL2989544

C9H10O4 (182.057906)


   

2-Hydroxy-6-methoxy-3,5-dimethyl-1,4-benzoquinone

2-Hydroxy-6-methoxy-3,5-dimethyl-1,4-benzoquinone

C9H10O4 (182.057906)


   

SCHEMBL2986605

SCHEMBL2986605

C9H10O4 (182.057906)


   

1-(2,3,4-trihydroxy-5-methylphenyl)ethanone

1-(2,3,4-trihydroxy-5-methylphenyl)ethanone

C9H10O4 (182.057906)


   

SCHEMBL6194628

SCHEMBL6194628

C9H10O4 (182.057906)


   
   

2-Hydroxyethyl 4-hydroxybenzoate

2-Hydroxyethyl 4-hydroxybenzoate

C9H10O4 (182.057906)


   

4-Hydroxy-2,6-dimethoxybenzaldehyde

4-Hydroxy-2,6-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Shanorellin

Shanorellin

C9H10O4 (182.057906)


A member of the class monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2, 3, 5 and 6 are replaced by hydroxy, methyl, methyl and hydroxymethyl groups, respectively. It is a secondary metabolite synthesized by several fungi of the Ascomycota phylum.

   

Methyl 3-methoxysalicylate

Methyl 3-methoxysalicylate

C9H10O4 (182.057906)


   

2-Hydroxy-6-methoxy-4-methylbenzoic acid

2-Hydroxy-6-methoxy-4-methylbenzoic acid

C9H10O4 (182.057906)


   

2H-Pyran-2-one, 6-acetyl-4-methoxy-3-methyl-

2H-Pyran-2-one, 6-acetyl-4-methoxy-3-methyl-

C9H10O4 (182.057906)


   

Methyl 2-hydroxy-6-methoxybenzoate

Methyl 2-hydroxy-6-methoxybenzoate

C9H10O4 (182.057906)


   

Ethanone, 1-(2,4,6-trihydroxy-3-methylphenyl)-

Ethanone, 1-(2,4,6-trihydroxy-3-methylphenyl)-

C9H10O4 (182.057906)


   

UNII-EFZ25ZL67W

UNII-EFZ25ZL67W

C9H10O4 (182.057906)


   

Ubiquinone Q0

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

C9H10O4 (182.057906)


Coenzyme Q0 (CoQ0) is a potent, oral active ubiquinone compound can be derived from Antrodia cinnamomea. Coenzyme Q0 induces apoptosis and autophagy, suppresses of HER-2/AKT/mTOR signaling to potentiate the apoptosis and autophagy mechanisms. Coenzyme Q0 regulates NFκB/AP-1 activation and enhances Nrf2 stabilization in attenuation of inflammation and redox imbalance. Coenzyme Q0 has anti-angiogenic activity through downregulation of MMP-9/NF-κB and upregulation of HO-1 signaling[1][2][3].

   

Methyl 4-methoxysalicylate

Methyl 4-methoxysalicylate

C9H10O4 (182.057906)


   

methyl 2-(2,5-dihydroxyphenyl)acetate

methyl 2-(2,5-dihydroxyphenyl)acetate

C9H10O4 (182.057906)


   

Ethyl 3,5-dihydroxybenzoate

Ethyl 3,5-dihydroxybenzoate

C9H10O4 (182.057906)


   

1-(2,3-Dihydroxy-4-methoxyphenyl)ethanone

1-(2,3-Dihydroxy-4-methoxyphenyl)ethanone

C9H10O4 (182.057906)


   

2,4-Dihydroxy-3-methoxyacetophenone

2,4-Dihydroxy-3-methoxyacetophenone

C9H10O4 (182.057906)


   

2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone

2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone

C9H10O4 (182.057906)


   

Methyl 4-hydroxy-2-methoxybenzoate

Methyl 4-hydroxy-2-methoxybenzoate

C9H10O4 (182.057906)


   

methyl 3-hydroxy-5-methoxybenzoate

methyl 3-hydroxy-5-methoxybenzoate

C9H10O4 (182.057906)


   

5-Methylorsellinic acid

5-Methylorsellinic acid

C9H10O4 (182.057906)


A dihydroxybenzoic acid that is o-orsellinic acid in which the hydrogen at position 5 is substituted by a methyl group.

   

methylphoracetophenone

methylphoracetophenone

C9H10O4 (182.057906)


   

3,4-Dihydroxyhydrocinnamic acid

InChI=1/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13

C9H10O4 (182.057906)


3,4-Dihydroxyhydrocinnamic acid, also known as dihydrocaffeic acid (DHCA), is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID: 15607645) and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract (PMID: 15693705). Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans (PMID: 16038718). Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure conveys the antioxidant effect in plasma and in erythrocytes (PMID: 11768243). 3,4-Dihydroxyhydrocinnamic acid is a microbial metabolite found in Bifidobacterium, Escherichia, Lactobacillus, and Clostridium (PMID: 28393285). 3,4-Dihydroxyhydrocinnamic acid (or Dihydrocaffeic acid, DHCA) is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID 15607645), and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract. (PMID 15693705) Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans. (PMID 16038718) Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure convey the antioxidant effect in plasma and in erythrocytes. (PMID 11768243) [HMDB]. 3-(3,4-Dihydroxyphenyl)propanoic acid is found in red beetroot, common beet, and olive. 3-(3,4-dihydroxyphenyl)propanoic acid is a monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. Also known as dihydrocaffeic acid, it is a metabolite of caffeic acid and exhibits antioxidant activity. It has a role as an antioxidant and a human xenobiotic metabolite. It is functionally related to a 3-phenylpropionic acid. It is a conjugate acid of a 3-(3,4-dihydroxyphenyl)propanoate. 3-(3,4-Dihydroxyphenyl)propionic acid is a natural product found in Liatris elegans, Polyscias murrayi, and other organisms with data available. Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1]. Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1].

   

methylorsellinate

Benzoic acid, 2,4-dihydroxy-6-methyl-, methyl ester

C9H10O4 (182.057906)


Orsellinic acid methyl ester is a hydroxybenzoic acid. It has a role as a metabolite. Methyl 2,4-dihydroxy-6-methylbenzoate is a natural product found in Blasia pusilla, Sparassis crispa, and other organisms with data available. A natural product found in Rhododendron ferrugineum.

   

VCONERRCKOKCHE-UHFFFAOYSA-N

Ethanone, 1-(2,3-dihydroxy-4-methoxyphenyl)-

C9H10O4 (182.057906)


1-(2,3-Dihydroxy-4-methoxyphenyl)ethanone is a natural product found in Paeonia suffruticosa with data available. 2,3-Dihydroxy-4-methoxyacetophenone is a neuroprotective compound from Cynenchum paniculatum. 2,3-Dihydroxy-4-methoxyacetophenone improves cognitive function and may has the potential for the treatment of Alzheimer's disease research[1]. 2,3-Dihydroxy-4-methoxyacetophenone is a neuroprotective compound from Cynenchum paniculatum. 2,3-Dihydroxy-4-methoxyacetophenone improves cognitive function and may has the potential for the treatment of Alzheimer's disease research[1].

   

3,5-DimethoxybenzoicAcid

InChI=1/C9H10O4/c1-12-7-3-6(9(10)11)4-8(5-7)13-2/h3-5H,1-2H3,(H,10,11

C9H10O4 (182.057906)


3,5-dimethoxybenzoic acid is a methoxybenzoic acid that is benzoic acid which is substituted by methoxy groups at positions 3 and 5. It has a role as a plant metabolite. It is a conjugate acid of a 3,5-dimethoxybenzoate. 3,5-Dimethoxybenzoic acid is a natural product found in Melia azedarach and Calophyllum polyanthum with data available. A methoxybenzoic acid that is benzoic acid which is substituted by methoxy groups at positions 3 and 5. 3,5-Dimethoxybenzoic acid, isolated from Melia azedarach L. leaves with antifungal activity, is an intermediate in organic synthesis[1]. 3,5-Dimethoxybenzoic acid, isolated from Melia azedarach L. leaves with antifungal activity, is an intermediate in organic synthesis[1].

   

2,5-Dimethoxybenzoicacid

InChI=1/C9H10O4/c1-12-6-3-4-8(13-2)7(5-6)9(10)11/h3-5H,1-2H3,(H,10,11

C9H10O4 (182.057906)


2,5-Dimethoxybenzoic acid is an intermediate used in the synthesis of the galbulimima alkaloid GB 13[1].

   

Homovanillate

Homovanillic Acid

C9H10O4 (182.057906)


Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency. Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency.

   

dl-4-hydroxyphenyllactic acid

(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid

C9H10O4 (182.057906)


CONFIDENCE standard compound; INTERNAL_ID 294

   

Hydroxyphenyllactic acid

2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


Hydroxyphenyllactic acid is a tyrosine metabolite. It is carcinogenic. The level of hydroxyphenyllactic acid is elevated in patients with deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2). (PMID 4720815) [HMDB] Hydroxyphenyllactic acid is an antifungal metabolite.

   

Homovanillic Acid

Homovanillic Acid

C9H10O4 (182.057906)


Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency. Homovanillic acid is a dopamine metabolite found to be associated with aromatic L-amino acid decarboxylase deficiency, celiac disease, growth hormone deficiency, and sepiapterin reductase deficiency.

   

Hydrocaffeate

3,4-dihydroxyhydrocinnamic acid

C9H10O4 (182.057906)


Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1]. Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1].

   

4-Hydroxyphenyllactic acid

4-Hydroxyphenyllactic acid

C9H10O4 (182.057906)


   

Methyl-4-hydroxy-3-methoxybenzoate

Methyl-4-hydroxy-3-methoxybenzoate

C9H10O4 (182.057906)


   

3-(4-Hydroxyphenyl)lactic acid

3-(4-Hydroxyphenyl)lactic acid

C9H10O4 (182.057906)


A 2-hydroxy carboxylic acid that is lactic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.

   

Methyl-4-hydroxy-3-methoxy-benzoate

Methyl-4-hydroxy-3-methoxy-benzoate

C9H10O4 (182.057906)


   

4-O-Methylphloracetophenone

1-(2,6-DIHYDROXY-4-METHOXYPHENYL)ETHANONE

C9H10O4 (182.057906)


A member of the class of acetophenones that is 2,4,6-trihydroxyacetophenone in which the hydroxy group at position 4 is replaced by a methoxy group.

   

Methyl orsellincarboxylate

Methyl orsellincarboxylate

C9H10O4 (182.057906)


   

Isoevernic acid

Isoevernic acid

C9H10O4 (182.057906)


   

b-Orcinolcarboxylic acid

b-Orcinolcarboxylic acid

C9H10O4 (182.057906)


   

Vanillic acid (not validated)

Vanillic acid (not validated)

C9H10O4 (182.057906)


Annotation level-2

   
   

2,6-Dimethoxybenzoic acid

2,6-dimethoxy-benzoic acid

C9H10O4 (182.057906)


CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6415; ORIGINAL_PRECURSOR_SCAN_NO 6412 CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6444; ORIGINAL_PRECURSOR_SCAN_NO 6442 CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6448; ORIGINAL_PRECURSOR_SCAN_NO 6446 CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6463; ORIGINAL_PRECURSOR_SCAN_NO 6460 CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6470; ORIGINAL_PRECURSOR_SCAN_NO 6466 CONFIDENCE standard compound; INTERNAL_ID 599; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6472; ORIGINAL_PRECURSOR_SCAN_NO 6470 2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives. 2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives.

   

Methyl vanillate

Methyl vanillate

C9H10O4 (182.057906)


   

3-(4-Hydroxyphenyl)lactate

3-(4-Hydroxyphenyl)lactate

C9H10O4 (182.057906)


   

4-Hydroxyphenyllactic acid; LC-tDDA; CE10

4-Hydroxyphenyllactic acid; LC-tDDA; CE10

C9H10O4 (182.057906)


   

4-Hydroxyphenyllactic acid; LC-tDDA; CE20

4-Hydroxyphenyllactic acid; LC-tDDA; CE20

C9H10O4 (182.057906)


   

4-Hydroxyphenyllactic acid; LC-tDDA; CE30

4-Hydroxyphenyllactic acid; LC-tDDA; CE30

C9H10O4 (182.057906)


   

4-Hydroxyphenyllactic acid; LC-tDDA; CE40

4-Hydroxyphenyllactic acid; LC-tDDA; CE40

C9H10O4 (182.057906)


   

Homovanillic acid; LC-tDDA; CE10

Homovanillic acid; LC-tDDA; CE10

C9H10O4 (182.057906)


   

Homovanillic acid; LC-tDDA; CE20

Homovanillic acid; LC-tDDA; CE20

C9H10O4 (182.057906)


   

Homovanillic acid; LC-tDDA; CE30

Homovanillic acid; LC-tDDA; CE30

C9H10O4 (182.057906)


   

Homovanillic acid_major

Homovanillic acid_major

C9H10O4 (182.057906)


   

3-Methylorsellinic Acid_major

3-Methylorsellinic Acid_major

C9H10O4 (182.057906)


   

VERATRIC ACID_major

VERATRIC ACID_major

C9H10O4 (182.057906)


   

Hydroxyphenyllactate

dl-4-hydroxyphenyllactic acid

C9H10O4 (182.057906)


   

3-METHYLORSELLINIC ACID

3-methyl Orsellinic Acid

C9H10O4 (182.057906)


A dihydroxybenzoic acid that is o-orsellinic acid in which the hydrogen at position 3 is substituted by a methyl group.

   

4-Hydroxy-3,5-dimethoxybenzaldehyde

4-Hydroxy-3,5-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

3-Hydroxy-4-methoxyphenylacetic acid

3-Hydroxy-4-methoxyphenylacetic acid

C9H10O4 (182.057906)


Isohomovanillic acid (3-Hydroxy-4-methoxyphenylacetic acid) is extracted from urine at pH 2 by ethyl acetate. Isohomovanillic acid is not found in appreciable values in many normal human urines[1].

   

3-Hydroxyphenyllactate

2,3-dihydroxy-3-phenylpropanoic acid

C9H10O4 (182.057906)


   

2-hydroxy-3-(2-hydroxyphenyl)propanoic acid

(±)-2-Hydroxy-3-(2-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

Maltol Propionate

2-Methyl-3-(1-oxopropoxy)-4H-pyran-4-one

C9H10O4 (182.057906)


   

2,4-Dihydroxy-6-Methoxyacetophenone

2',4'-Dihydroxy-6'-methoxyacetophenone

C9H10O4 (182.057906)


   

2-(2-methoxyphenyl)-2-oxoacetaldehyde

2-(2-methoxyphenyl)-2-oxoacetaldehyde

C9H10O4 (182.057906)


   

Methyl 2,3-dihydroxy-5-methylbenzoate

Methyl 2,3-dihydroxy-5-methylbenzoate

C9H10O4 (182.057906)


   

Methyl (3,4-dihydroxyphenyl)acetate

Methyl (3,4-dihydroxyphenyl)acetate

C9H10O4 (182.057906)


   

4-Methoxymandelic acid

4-Methoxymandelic acid

C9H10O4 (182.057906)


   

Benzoic acid, 3-ethoxy-4-hydroxy-

Benzoic acid, 3-ethoxy-4-hydroxy-

C9H10O4 (182.057906)


   

4,6-Dihydroxy-2-methoxy-3-methyl benzaldehyde

4,6-Dihydroxy-2-methoxy-3-methyl benzaldehyde

C9H10O4 (182.057906)


   

methyl 3,5-dihydroxy-4-methylbenzoate

methyl 3,5-dihydroxy-4-methylbenzoate

C9H10O4 (182.057906)


   

1-(2,4-DIFLUOROPHENYL)ETHYLAMINE

1-(2,4-DIFLUOROPHENYL)ETHYLAMINE

C9H10O4 (182.057906)


   

4-Methoxyphenylglyoxal hydrate

4-Methoxyphenylglyoxal hydrate

C9H10O4 (182.057906)


   

Propanoic acid,2-(4-hydroxyphenoxy)-

Propanoic acid,2-(4-hydroxyphenoxy)-

C9H10O4 (182.057906)


   

(4-Methoxyphenoxy)acetic acid

(4-Methoxyphenoxy)acetic acid

C9H10O4 (182.057906)


   

METHYL 5-HYDROXY-2-METHOXY BENZOATE

METHYL 5-HYDROXY-2-METHOXY BENZOATE

C9H10O4 (182.057906)


   

7-METHOXY-1,3-BENZODIOXIDE-5-METHANOL

7-METHOXY-1,3-BENZODIOXIDE-5-METHANOL

C9H10O4 (182.057906)


   

4-(2-hydroxyethoxy)benzoic acid

4-(2-hydroxyethoxy)benzoic acid

C9H10O4 (182.057906)


   

2-(2-HYDROXY-ETHOXY)-BENZOIC ACID

2-(2-HYDROXY-ETHOXY)-BENZOIC ACID

C9H10O4 (182.057906)


   

2-Hydroxy-4,6-dimethoxybenzaldehyde

2-Hydroxy-4,6-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Benzoic acid,4-ethoxy-2-hydroxy-

Benzoic acid,4-ethoxy-2-hydroxy-

C9H10O4 (182.057906)


   
   

Methyl (3,5-dihydroxyphenyl)acetate

Methyl (3,5-dihydroxyphenyl)acetate

C9H10O4 (182.057906)


   

1-(2,3,4-trihydroxyphenyl)propan-1-one

1-(2,3,4-trihydroxyphenyl)propan-1-one

C9H10O4 (182.057906)


   

cis,endo-5-Norbornene-2,3-dicarboxylic acid

cis,endo-5-Norbornene-2,3-dicarboxylic acid

C9H10O4 (182.057906)


   

3-METHOXYPHENYLGLYOXAL HYDRATE

3-METHOXYPHENYLGLYOXAL HYDRATE

C9H10O4 (182.057906)


   

Methyl isodehydracetate

Methyl isodehydracetate

C9H10O4 (182.057906)


   

sea resorcylate

sea resorcylate

C9H10O4 (182.057906)


   

4-(Hydroxymethyl)phenoxyacetic acid

4-(Hydroxymethyl)phenoxyacetic acid

C9H10O4 (182.057906)


   

5-ETHOXYSALICYLIC ACID

5-ETHOXYSALICYLIC ACID

C9H10O4 (182.057906)


   

Methyl 2-(4-hydroxyphenoxy)acetate

Methyl 2-(4-hydroxyphenoxy)acetate

C9H10O4 (182.057906)


   

Methyl 2,6-dihydroxy-p-toluate

Methyl 2,6-dihydroxy-p-toluate

C9H10O4 (182.057906)


   

(2-HYDROXYMETHYL-PHENOXY)-ACETIC ACID

(2-HYDROXYMETHYL-PHENOXY)-ACETIC ACID

C9H10O4 (182.057906)


   

(+/-)-HYDROBENZOIN

2-Hydroxy-2-(3-methoxyphenyl)acetic acid

C9H10O4 (182.057906)


   

4-ethoxy-2,3-dihydroxybenzaldehyde

4-ethoxy-2,3-dihydroxybenzaldehyde

C9H10O4 (182.057906)


   

6-ethyl-3-methyl-4-oxo-4H-pyran-2-carboxylic acid

6-ethyl-3-methyl-4-oxo-4H-pyran-2-carboxylic acid

C9H10O4 (182.057906)


   

2,3-Dimethoxybenzoic acid

2,3-Dimethoxybenzoic acid

C9H10O4 (182.057906)


   

(R)-2-(4-Hydroxyphenoxy)propanoic acid

(R)-2-(4-Hydroxyphenoxy)propanoic acid

C9H10O4 (182.057906)


   

(2-Methoxyphenoxy)acetic acid

(2-Methoxyphenoxy)acetic acid

C9H10O4 (182.057906)


   

Ethyl 2,6-dihydroxybenzoate

Ethyl 2,6-dihydroxybenzoate

C9H10O4 (182.057906)


   

methoxymethyl salicylate

methoxymethyl salicylate

C9H10O4 (182.057906)


   

Ethyl 3-(2-furyl)-3-oxopropanoate

Ethyl 3-(2-furyl)-3-oxopropanoate

C9H10O4 (182.057906)


   

Ethyl 3-(3-furyl)-3-oxopropanoate

Ethyl 3-(3-furyl)-3-oxopropanoate

C9H10O4 (182.057906)


   

3,4-DIHYDROXY-2-METHOXYACETOPHENONE

3,4-DIHYDROXY-2-METHOXYACETOPHENONE

C9H10O4 (182.057906)


   

5-norbornene-endo-3-exo-dicarboxylic acid

5-norbornene-endo-3-exo-dicarboxylic acid

C9H10O4 (182.057906)


   

2,3-Dihydroxybenzoic acid ethyl ester

2,3-Dihydroxybenzoic acid ethyl ester

C9H10O4 (182.057906)


   

(3-Methoxyphenoxy)acetic acid

(3-Methoxyphenoxy)acetic acid

C9H10O4 (182.057906)


   

VHR DQ BO1 FO1

VHR DQ BO1 FO1

C9H10O4 (182.057906)


   

(2-Methoxyphenyl)glycolic acid

(2-Methoxyphenyl)glycolic acid

C9H10O4 (182.057906)


   

2-Hydroxy-4-methoxy-6-methylbenzoic acid

2-Hydroxy-4-methoxy-6-methylbenzoic acid

C9H10O4 (182.057906)


   

4-Hydroxy-2-methoxy-6-methylbenzoic acid

4-Hydroxy-2-methoxy-6-methylbenzoic acid

C9H10O4 (182.057906)


   

4,6-Dihydroxy-2,3-dimethylbenzoic acid

4,6-Dihydroxy-2,3-dimethylbenzoic acid

C9H10O4 (182.057906)


   

3-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

3-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

2,5-Cyclohexadiene-1,4-dione, 2-hydroxy-6-methoxy-3,5-dimethyl-

2,5-Cyclohexadiene-1,4-dione, 2-hydroxy-6-methoxy-3,5-dimethyl-

C9H10O4 (182.057906)


   

Homovanillic acid-d5

Homovanillic acid-d5

C9H10O4 (182.057906)


   

AIDS-048775

Ethanone, 1-(2,6-dihydroxy-4-methoxyphenyl)- (9ci)

C9H10O4 (182.057906)


   

HYKOP

InChI=1\C9H10O4\c10-7-3-1-6(5-8(7)11)2-4-9(12)13\h1,3,5,10-11H,2,4H2,(H,12,13

C9H10O4 (182.057906)


Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1]. Dihydrocaffeic acid is a microbial metabolite of flavonoids, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1].

   

AI3-28796

InChI=1\C9H10O4\c1-12-7-3-6(5-10)4-8(13-2)9(7)11\h3-5,11H,1-2H

C9H10O4 (182.057906)


Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

AIDS-018090

InChI=1\C9H10O4\c1-12-6-4-3-5-7(13-2)8(6)9(10)11\h3-5H,1-2H3,(H,10,11

C9H10O4 (182.057906)


2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives. 2,6-Dimethoxybenzoic acid is a member of organic compounds known as o-methoxybenzoic acids and derivatives.

   

AIDS-108197

InChI=1\C9H10O4\c1-2-13-9(12)6-3-4-7(10)8(11)5-6\h3-5,10-11H,2H2,1H

C9H10O4 (182.057906)


Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4]. Ethyl 3,4-dihydroxybenzoate (Ethyl protocatechuate), an antioxidant, is a prolyl-hydroxylase inhibitor found in the testa of peanut seeds. Ethyl 3,4-dihydroxybenzoate protects myocardium by activating NO synthase and generating mitochondrial ROS. Ethyl 3,4-dihydroxybenzoate induces cell autophagy and apoptosis in ESCC cells. Ethyl 3,4-dihydroxybenzoate is a collagen synthesis inhibitor and has a bone protecting-effect[1][2][3][4].

   

Argobyl

3-08-00-03413 (Beilstein Handbook Reference)

C9H10O4 (182.057906)


C78272 - Agent Affecting Nervous System > C29698 - Antispasmodic Agent Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3]. Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3]. Flopropione is a 5-HT receptor antagonist and also a catechol-o-methyltransferase (COMT) inhibitor[1][2]. Flopropione also as an antispasmodic agent[3].

   

93-07-2

InChI=1\C9H10O4\c1-12-7-4-3-6(9(10)11)5-8(7)13-2\h3-5H,1-2H3,(H,10,11

C9H10O4 (182.057906)


Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3]. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3].

   

DA-0613

3-Hydroxy-4-methoxy-benzoic Acid Methyl Ester

C9H10O4 (182.057906)


Methyl isovanillate is a secondary metabolite isolated from Vitex agnus-castus[1]. Methyl isovanillate is a secondary metabolite isolated from Vitex agnus-castus[1].

   

Coenzyme Q0

InChI=1\C9H10O4\c1-5-4-6(10)8(12-2)9(13-3)7(5)11\h4H,1-3H

C9H10O4 (182.057906)


Coenzyme Q0 (CoQ0) is a potent, oral active ubiquinone compound can be derived from Antrodia cinnamomea. Coenzyme Q0 induces apoptosis and autophagy, suppresses of HER-2/AKT/mTOR signaling to potentiate the apoptosis and autophagy mechanisms. Coenzyme Q0 regulates NFκB/AP-1 activation and enhances Nrf2 stabilization in attenuation of inflammation and redox imbalance. Coenzyme Q0 has anti-angiogenic activity through downregulation of MMP-9/NF-κB and upregulation of HO-1 signaling[1][2][3].

   

4-Acetyl-3,5-dihydroxy-6-methylcyclohexa-2,4-dien-1-one

4-Acetyl-3,5-dihydroxy-6-methylcyclohexa-2,4-dien-1-one

C9H10O4 (182.057906)


   

(2R)-2-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetaldehyde

(2R)-2-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetaldehyde

C9H10O4 (182.057906)


   

(E)-3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dienyl]acrylic acid

(E)-3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dienyl]acrylic acid

C9H10O4 (182.057906)


   

(2R,6Z)-2-hydroxy-6-(hydroxymethylidene)-2,5-dimethylcyclohex-4-ene-1,3-dione

(2R,6Z)-2-hydroxy-6-(hydroxymethylidene)-2,5-dimethylcyclohex-4-ene-1,3-dione

C9H10O4 (182.057906)


   

(E)-3-[(5S,6R)-5,6-dihydroxycyclohexa-1,3-dienyl]acrylic acid

(E)-3-[(5S,6R)-5,6-dihydroxycyclohexa-1,3-dienyl]acrylic acid

C9H10O4 (182.057906)


   

3-(4-Hydroxycyclohex-2-en-1-ylidene)pyruvic acid

3-(4-Hydroxycyclohex-2-en-1-ylidene)pyruvic acid

C9H10O4 (182.057906)


   

3-[(1Z,4R)-4-hydroxycyclohex-2-en-1-ylidene]pyruvic acid

3-[(1Z,4R)-4-hydroxycyclohex-2-en-1-ylidene]pyruvic acid

C9H10O4 (182.057906)


A 3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid having 1Z,4R stereochemistry.

   

2,3,6,Trihydroxy-4-methylacetophenone

2,3,6,Trihydroxy-4-methylacetophenone

C9H10O4 (182.057906)


   

(R)-3-(4-HYDROXYPHENYL)LACTIC ACID

(2R)-2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

3-Methoxy-4-hydroxyphenylglycolaldehyde

3-Methoxy-4-hydroxyphenylglycolaldehyde

C9H10O4 (182.057906)


A member of the class of glycolaldehydes that is 3,4-dihydroxymandelaldehyde in which the hydroxy group at position 4 is replaced by a methoxy group.

   

3-(2,3-dihydroxyphenyl)propanoic acid

3-(2,3-dihydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


A monocarboxylic acid that is propionic acid carrying a 2,3-dihydroxyphenyl substituent at C-3; a microbial metabolite of quinoline.

   

(4R)-3,4-dihydro-4-hydroxyphenylpyruvic acid

(4R)-3,4-dihydro-4-hydroxyphenylpyruvic acid

C9H10O4 (182.057906)


   

Ubiquinone-0

Ubiquinone-0

C9H10O4 (182.057906)


A derivative of benzoquinone carrying a 5-methyl substituent; and methoxy substituents at positions 2 and 3. The core structure of the ubiquinone group of compounds.

   

Isohomovanillic acid

3-Hydroxy-4-methoxyphenylacetic acid

C9H10O4 (182.057906)


A member of the class of phenylacetic acids that is the 4-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. Isohomovanillic acid (3-Hydroxy-4-methoxyphenylacetic acid) is extracted from urine at pH 2 by ethyl acetate. Isohomovanillic acid is not found in appreciable values in many normal human urines[1].

   

2,3-dihydroxy-3-phenylpropanoic acid

2,3-dihydroxy-3-phenylpropanoic acid

C9H10O4 (182.057906)


   

3-(3,5-dihydroxyphenyl)propanoic acid

3-(3,5-dihydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

Meta-hydroxyphenylhydracrylic Acid

Meta-hydroxyphenylhydracrylic Acid

C9H10O4 (182.057906)


A hydroxy monocarboxylic acid that is propionic acid substituted by a hydroxy group at position 3 and a 3-hydroxyphenyl group at position 2. It is a metabolite of flavonoids and has been identified as one of the major phenolic acids in human urine.

   

3-(3,4-Dihydroxyphenyl)propanoic acid

3-(3,4-Dihydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


A monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. Also known as dihydrocaffeic acid, it is a metabolite of caffeic acid and exhibits antioxidant activity.

   

3,5-Dihydroxyphenylpropanoate

3,5-Dihydroxyphenylpropanoate

C9H10O4 (182.057906)


   

3-Hydroxy-3-(4-hydroxyphenyl)propanoate

3-Hydroxy-3-(4-hydroxyphenyl)propanoate

C9H10O4 (182.057906)


   

Methoxyhydroxyphenylglycolaldehyde

Methoxyhydroxyphenylglycolaldehyde

C9H10O4 (182.057906)


   

Dihydroxyhydrocinnamic acid

Dihydroxyhydrocinnamic acid

C9H10O4 (182.057906)


   

Dihydroxyphenylpropionic acid

Dihydroxyphenylpropionic acid

C9H10O4 (182.057906)


   

Hydroxyphenyl-hydroxypropanoic acid

Hydroxyphenyl-hydroxypropanoic acid

C9H10O4 (182.057906)


   

Dimethoxybenzoic acid

Dimethoxybenzoic acid

C9H10O4 (182.057906)


   

Methyl 2-(2,4-dihydroxyphenyl)acetate

Methyl 2-(2,4-dihydroxyphenyl)acetate

C9H10O4 (182.057906)


Methyl 2-(2,4-dihydroxyphenyl)acetate, a phenolic ester, is isolated from Nigella damascena seeds with selective phytotoxic effects[1]. Methyl 2-(2,4-dihydroxyphenyl)acetate, a phenolic ester, is isolated from Nigella damascena seeds with selective phytotoxic effects[1].

   

2-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-2,5-diene-1,4-dione

2-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-2,5-diene-1,4-dione

C9H10O4 (182.057906)


   

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C9H10O4 (182.057906)


   

7-methoxy-6-methyl-2h-1,3-benzodioxol-4-ol

7-methoxy-6-methyl-2h-1,3-benzodioxol-4-ol

C9H10O4 (182.057906)


   

5-methoxy-7-methyl-2h-1,3-benzodioxol-4-ol

5-methoxy-7-methyl-2h-1,3-benzodioxol-4-ol

C9H10O4 (182.057906)


   

(3ar,4s,6ar)-4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

(3ar,4s,6ar)-4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

C9H10O4 (182.057906)


   

(2s)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid

(2s)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

6-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,4-dione

6-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,4-dione

C9H10O4 (182.057906)


   

4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

C9H10O4 (182.057906)


   

2-hydroxy-1-(4-hydroxy-3-methoxyphenyl)ethanone

2-hydroxy-1-(4-hydroxy-3-methoxyphenyl)ethanone

C9H10O4 (182.057906)


   

1-(4,5-dihydroxy-2-methoxyphenyl)ethanone

1-(4,5-dihydroxy-2-methoxyphenyl)ethanone

C9H10O4 (182.057906)


   

2-(2,6-dioxooxan-4-yl)but-2-enal

2-(2,6-dioxooxan-4-yl)but-2-enal

C9H10O4 (182.057906)


   

2-(4-methoxyphenoxy)acetic acid

NA

C9H10O4 (182.057906)


{"Ingredient_id": "HBIN004431","Ingredient_name": "2-(4-methoxyphenoxy)acetic acid","Alias": "NA","Ingredient_formula": "C9H10O4","Ingredient_Smile": "COC1=CC=C(C=C1)OCC(=O)O","Ingredient_weight": "182.17 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "40647","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "74649","DrugBank_id": "NA"}

   

2,5-dihydroxyphenyl acetic acid methyl ester

NA

C9H10O4 (182.057906)


{"Ingredient_id": "HBIN004637","Ingredient_name": "2,5-dihydroxyphenyl acetic acid methyl ester","Alias": "NA","Ingredient_formula": "C9H10O4","Ingredient_Smile": "COC(=O)C(C1=CC(=CC=C1)O)O","Ingredient_weight": "182.17 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41098","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "19019488","DrugBank_id": "NA"}

   

(2,6-dihydroxyphenyl)acetic acid,8ci; me ester

NA

C9H10O4 (182.057906)


{"Ingredient_id": "HBIN004887","Ingredient_name": "(2,6-dihydroxyphenyl)acetic acid,8ci; me ester","Alias": "NA","Ingredient_formula": "C9H10O4","Ingredient_Smile": "NA","Ingredient_weight": "182.17","OB_score": "NA","CAS_id": "98831-62-0","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "9803","PubChem_id": "NA","DrugBank_id": "NA"}

   

(2s)-(o-hydroxyphenyl)lactate

NA

C9H10O4 (182.057906)


{"Ingredient_id": "HBIN006818","Ingredient_name": "(2s)-(o-hydroxyphenyl)lactate","Alias": "NA","Ingredient_formula": "C9H10O4","Ingredient_Smile": "C1=CC(=CC=C1CC(C(=O)O)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10625","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

3-ethoxy-4-hydroxybenzoic acid

NA

C9H10O4 (182.057906)


{"Ingredient_id": "HBIN008512","Ingredient_name": "3-ethoxy-4-hydroxybenzoic acid","Alias": "NA","Ingredient_formula": "C9H10O4","Ingredient_Smile": "CCOC1=C(C=CC(=C1)C(=O)O)O","Ingredient_weight": "182.17 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "33762","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "95085","DrugBank_id": "NA"}

   

(2e)-3-(4,4-dihydroxycyclohexa-1,5-dien-1-yl)prop-2-enoic acid

(2e)-3-(4,4-dihydroxycyclohexa-1,5-dien-1-yl)prop-2-enoic acid

C9H10O4 (182.057906)


   

methyl (2e)-3-[(1r)-1-hydroxy-4-oxocyclopent-2-en-1-yl]prop-2-enoate

methyl (2e)-3-[(1r)-1-hydroxy-4-oxocyclopent-2-en-1-yl]prop-2-enoate

C9H10O4 (182.057906)


   

(1r)-1-(3,5-dihydroxyphenyl)-1-hydroxypropan-2-one

(1r)-1-(3,5-dihydroxyphenyl)-1-hydroxypropan-2-one

C9H10O4 (182.057906)


   

methyl 3-(1-hydroxy-4-oxocyclopent-2-en-1-yl)prop-2-enoate

methyl 3-(1-hydroxy-4-oxocyclopent-2-en-1-yl)prop-2-enoate

C9H10O4 (182.057906)


   

(2r)-2,3-dihydroxy-1-(4-hydroxyphenyl)propan-1-one

(2r)-2,3-dihydroxy-1-(4-hydroxyphenyl)propan-1-one

C9H10O4 (182.057906)


   

6-acetyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid

6-acetyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid

C9H10O4 (182.057906)


   

dl-o-hydroxyphenyllactic acid

dl-o-hydroxyphenyllactic acid

C9H10O4 (182.057906)


   

2-hydroxy-6-methoxy-3,5-dimethylcyclohexa-2,5-diene-1,4-dione

2-hydroxy-6-methoxy-3,5-dimethylcyclohexa-2,5-diene-1,4-dione

C9H10O4 (182.057906)


   

2-hydroxy-3-methoxy-5,6-dimethylcyclohexa-2,5-diene-1,4-dione

2-hydroxy-3-methoxy-5,6-dimethylcyclohexa-2,5-diene-1,4-dione

C9H10O4 (182.057906)


   

5-methoxy-1,3-dihydro-2-benzofuran-4,7-diol

5-methoxy-1,3-dihydro-2-benzofuran-4,7-diol

C9H10O4 (182.057906)


   

6-acetyl-4-methoxy-3-methylpyran-2-one

6-acetyl-4-methoxy-3-methylpyran-2-one

C9H10O4 (182.057906)


   

(2e)-2-(2,6-dioxooxan-4-yl)but-2-enal

(2e)-2-(2,6-dioxooxan-4-yl)but-2-enal

C9H10O4 (182.057906)


   

(2s)-1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one

(2s)-1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one

C9H10O4 (182.057906)


   

3-ethoxy-2-hydroxybenzoic acid

3-ethoxy-2-hydroxybenzoic acid

C9H10O4 (182.057906)


   

4-methoxy-7-methyl-2h-1,3-benzodioxol-5-ol

4-methoxy-7-methyl-2h-1,3-benzodioxol-5-ol

C9H10O4 (182.057906)


   

methylenomycin a

methylenomycin a

C9H10O4 (182.057906)


   

(2e)-3-(4,5-dihydroxycyclohexa-2,4-dien-1-yl)prop-2-enoic acid

(2e)-3-(4,5-dihydroxycyclohexa-2,4-dien-1-yl)prop-2-enoic acid

C9H10O4 (182.057906)


   

1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one

1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one

C9H10O4 (182.057906)


   

(2s)-2-hydroxy-3-(2-hydroxyphenyl)propanoic acid

(2s)-2-hydroxy-3-(2-hydroxyphenyl)propanoic acid

C9H10O4 (182.057906)


   

(1r,2s,5r)-1,5-dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid

(1r,2s,5r)-1,5-dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid

C9H10O4 (182.057906)


   

1-(3,5-dihydroxyphenyl)-1-hydroxypropan-2-one

1-(3,5-dihydroxyphenyl)-1-hydroxypropan-2-one

C9H10O4 (182.057906)


   

4-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-3,5-diene-1,2-dione

4-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-3,5-diene-1,2-dione

C9H10O4 (182.057906)


   

methyl 2-hydroxy-4-methoxybenzoate

methyl 2-hydroxy-4-methoxybenzoate

C9H10O4 (182.057906)


   

(3ar,4r,6ar)-4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

(3ar,4r,6ar)-4-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,6-dione

C9H10O4 (182.057906)


   

4-methoxy-5-methyl-6-(oxiran-2-yl)pyran-2-one

4-methoxy-5-methyl-6-(oxiran-2-yl)pyran-2-one

C9H10O4 (182.057906)


   

(5s,6s)-3,5-dihydroxy-6-methyl-6,7-dihydro-5h-1-benzofuran-4-one

(5s,6s)-3,5-dihydroxy-6-methyl-6,7-dihydro-5h-1-benzofuran-4-one

C9H10O4 (182.057906)


   

(3as,6r,6ar)-6-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,4-dione

(3as,6r,6ar)-6-ethyl-3-methylidene-dihydro-3ah-furo[2,3-c]furan-2,4-dione

C9H10O4 (182.057906)