Chemical Formula: C9H8O4

Chemical Formula C9H8O4

Found 128 metabolite its formula value is C9H8O4

Caffeic acid

(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


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

   

4-Hydroxyphenylpyruvic acid

4-Hydroxy-alpha-oxobenzenepropanoic acid

C9H8O4 (180.0422568)


3-(4-hydroxy-phenyl)pyruvic acid, also known as 4-hydroxy a-oxobenzenepropanoate or 3-(p-hydroxyphenyl)-2-oxopropanoate, belongs to phenylpyruvic acid derivatives class of compounds. Those are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 3-(4-hydroxy-phenyl)pyruvic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 3-(4-hydroxy-phenyl)pyruvic acid can be synthesized from pyruvic acid. 3-(4-hydroxy-phenyl)pyruvic acid can also be synthesized into 4-hydroxyphenylpyruvic acid oxime. 3-(4-hydroxy-phenyl)pyruvic acid can be found in a number of food items such as garden onion (variety), rose hip, sourdough, and horseradish tree, which makes 3-(4-hydroxy-phenyl)pyruvic acid a potential biomarker for the consumption of these food products. 3-(4-hydroxy-phenyl)pyruvic acid can be found primarily in blood and urine, as well as in human prostate tissue. 3-(4-hydroxy-phenyl)pyruvic acid exists in all eukaryotes, ranging from yeast to humans. In humans, 3-(4-hydroxy-phenyl)pyruvic acid is involved in few metabolic pathways, which include disulfiram action pathway, phenylalanine and tyrosine metabolism, and tyrosine metabolism. 3-(4-hydroxy-phenyl)pyruvic acid is also involved in several metabolic disorders, some of which include tyrosinemia type I, phenylketonuria, tyrosinemia, transient, of the newborn, and alkaptonuria. Moreover, 3-(4-hydroxy-phenyl)pyruvic acid is found to be associated with hawkinsinuria and phenylketonuria. 4-Hydroxyphenylpyruvic acid (4-HPPA) is a keto acid that is involved in the tyrosine catabolism pathway. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase (EC 1.1.1.222) and is formed during tyrosine metabolism. The conversion from tyrosine to 4-HPPA is catalyzed by tyrosine aminotransferase. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. The enzyme 4-hydroxyphenylpyruvic acid dioxygenase (HPD) catalyzes the reaction that converts 4-hydroxyphenylpyruvic acid to homogentisic acid. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine. It has been shown that hawkinsinuria, an autosomal dominant disorder characterized by the excretion of hawkinsin, may also be a result of HPD deficiency (PMID: 11073718). Moreover, 4-hydroxyphenylpyruvic acid is also found to be associated in phenylketonuria, which is also an inborn error of metabolism. There are two isomers of HPPA, specifically 4HPPA and 3HPPA, of which 4HPPA is the most common. 4-HPPA has been found to be a microbial metabolite in Escherichia (ECMDB). KEIO_ID H007 4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine. 4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine.

   

Aspirin

2-Acetoxybenzenecarboxylic acid

C9H8O4 (180.0422568)


Aspirin is only found in individuals who have consumed this drug. Aspirin or acetylsalicylic acid (acetosal) is a drug in the family of salicylates, often used as an analgesic (against minor pains and aches), antipyretic (against fever), and anti-inflammatory. It has also an anticoagulant effect and is used in long-term low-doses to prevent heart attacks and cancer. It was isolated from meadowsweet (Filipendula ulmaria, formerly classified as Spiraea ulmaria) by German researchers in 1839. While their extract was somewhat effective, it also caused digestive problems such as irritated stomach and diarrhoea, and even death when consumed in high doses. In 1853, a French chemist named Charles Frederic Gerhardt neutralized salicylic acid by buffering it with sodium (sodium salicylate) and acetyl chloride, creating acetosalicylic anhydride. Gerhardts product worked, but he had no desire to market it and abandoned his discovery. In 1897, researcher Arthur Eichengrun and Felix Hoffmann, a research assistant at Friedrich Bayer & Co. in Germany, derivatized one of the hydroxyl functional groups in salicylic acid with an acetyl group (forming the acetyl ester), which greatly reduced the negative effects. This was the first synthetic drug, not a copy of something that existed in nature, and the start of the pharmaceuticals industry. The name aspirin is composed of a- (from the acetyl group) -spir- (from the plant genus Spiraea) and -in (a common ending for drugs at the time). It has also been stated that the name originated by another means. As referring to AcetylSalicylic and pir in reference to one of the scientists who was able to isolate it in crystalline form, Raffaele Piria. Finally in due to the same reasons as stated above. Salicylic acid (which is a naturally occurring substance found in many plants) can be acetylated using acetic anhydride, yielding aspirin and acetic acid as a byproduct. It is a common experiment performed in organic chemistry labs, and generally tends to produce low yields due to the relative difficulty of its extraction from an aqueous state. The trick to getting the reaction to work is to acidify with phosphoric acid and heat the reagents under reflux with a boiling water bath for between 40 minutes and an hour. Aspirin acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). B - Blood and blood forming organs > B01 - Antithrombotic agents > B01A - Antithrombotic agents > B01AC - Platelet aggregation inhibitors excl. heparin N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BA - Salicylic acid and derivatives D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors Constituent of Glycyrrhiza glabra variety typica (licorice) roots. Acetylsalicylic acid is found in herbs and spices. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates A - Alimentary tract and metabolism > A01 - Stomatological preparations > A01A - Stomatological preparations COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, COVID-19 Disease Map C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor > C287 - Aspirin D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics D006401 - Hematologic Agents > D005343 - Fibrinolytic Agents CONFIDENCE standard compound; EAWAG_UCHEM_ID 3578 D050299 - Fibrin Modulating Agents D002317 - Cardiovascular Agents D004791 - Enzyme Inhibitors D058633 - Antipyretics Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid

C9H8O4 (180.0422568)


(2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid, also known as trans-2,3-dihydroxycinnamate or (2e)-3-(2,3-dihydroxyphenyl)acrylate, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated (2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). (2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid exists in all living organisms, ranging from bacteria to humans. Identified in Anthemis nobilis (Roman chamomile

   

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

(2Z)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is an intermediate in tyrosine metabolism. It is reversibly converted from 4-hydroxyphenylpyruvate via phenylpyruvate tautomerase. 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is typically a terminal product of tyrosine metabolism. [HMDB] 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is an intermediate in tyrosine metabolism. It is reversibly converted from 4-hydroxyphenylpyruvate via phenylpyruvate tautomerase. 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is typically a terminal product of tyrosine metabolism.

   

3-(3-hydroxyphenyl)-2-oxopropanoic acid

3-(3-hydroxyphenyl)-2-oxopropanoic acid

C9H8O4 (180.0422568)


   

Monomethyl phthalate

1,2-Benzenedicarboxylic acid monomethyl ester

C9H8O4 (180.0422568)


Monomethyl phthalate is a metabolite, or breakdown product, of dimethyl phthalate, used in insect repellant, plastic, and as a rocket propellant (http://www.ewg.org/sites/humantoxome/chemicals/chemical.php?chemid=100365). [HMDB] Monomethyl phthalate is a metabolite, or breakdown product, of dimethyl phthalate, used in insect repellant, plastic, and as a rocket propellant. Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1]. Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1].

   

3-(2,4-Dihydroxyphenyl)acrylic acid

3-(2,4-Dihydroxyphenyl)acrylic acid

C9H8O4 (180.0422568)


   

3-Hydroxyphenylpyruvic acid

3-(3-hydroxyphenyl)-2-oxopropanoic acid

C9H8O4 (180.0422568)


3-Hydroxyphenylpyruvic acid is a keto acid intermediate derived from m-Tyrosine. m-Tyrosine has the ability to cross the blood-brain barrier and is decarboxylated to m-tyramine which stimulates dopamine receptors. [HMDB] 3-Hydroxyphenylpyruvic acid is a keto acid intermediate derived from m-Tyrosine. m-Tyrosine has the ability to cross the blood-brain barrier and is decarboxylated to m-tyramine which stimulates dopamine receptors.

   

2-Propenoic acid, 3-(2,5-dihydroxyphenyl)-

2-Propenoic acid, 3-(2,5-dihydroxyphenyl)-

C9H8O4 (180.0422568)


   

3,5-Dihydroxycinnamic acid

(2E)-3-(3,5-Dihydroxyphenyl)-2-propenoic acid

C9H8O4 (180.0422568)


3,5-Dihydroxycinnamic acid (DHA) (CAS: 28374-93-8) is found in fruits. It can be isolated from peach buds. BioTransformer predicts that 3,5-dihydroxycinnamic acid is a product of 3,​4,​5-​trihydroxycinnamic acid metabolism via a -4p-dehydroxylation-of-substituted-benzene reaction occurring in human gut microbiota and catalyzed by a dehydroxylase enzyme (PMID: 30612223). 3,5-Dihydroxycinnamic acid is an alkylresorcinol metabolite. It is a potential urinary biomarker of whole grain intake (PMID: 28444884).

   

cis-Caffeic acid

(2Z)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid

C9H8O4 (180.0422568)


Caffeic acid, also known as caffeate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Caffeic acid exists in all living species, ranging from bacteria to humans. It is the precursor to ferulic acid, coniferyl alcohol, and sinapyl alcohol, all of which are significant building blocks in lignin. Outside of the human body, caffeic acid has been detected, but not quantified in fats and oils and nuts. Caffeic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Caffeic acid has a variety of potential pharmacological effects in in vitro studies and in animal models, and the inhibitory effect of caffeic acid on cancer cell proliferation by an oxidative mechanism in the human HT-1080 fibrosarcoma cell line has recently been established. It occurs at high levels in black chokeberry (141 mg per 100 g) and in fairly high level in lingonberry (6 mg per 100 g). D020011 - Protective Agents > D000975 - Antioxidants Found in olive oil, peanuts and other plant sources Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

5-Acetylsalicylic

5-Acetylsalicylic acid, AldrichCPR

C9H8O4 (180.0422568)


5-Acetylsalicylic acid is an aromatic ketone.

   

cis-2,4-Dihydroxycinnamic acid

cis-2,4-Dihydroxycinnamic acid

C9H8O4 (180.0422568)


   

Cordytropolone

Cordytropolone

C9H8O4 (180.0422568)


   

m-Hydroxyphenylpyruvic acid

m-Hydroxyphenylpyruvic acid

C9H8O4 (180.0422568)


   

4-hydroxyphenyl pyruvate

4-hydroxyphenyl pyruvic acid

C9H8O4 (180.0422568)


4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine. 4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine.

   

5,7-dihydroxy-4-methylphthalide

5,7-Dihydroxy-4-methyl-2-benzofuran-1(3H)-one

C9H8O4 (180.0422568)


A member of the class of 2-benzofurans that is 1,3-dihydro-2-benzofuran substituted by oxo, methyl, hydroxy and hydroxy groups at positions 1,4,5, and 7, respectively. It is a natural product found in several genera of fungi including Eurotium repens.

   

1,4-Benzodioxan-5-carboxylic acid

1,4-Benzodioxan-5-carboxylic acid

C9H8O4 (180.0422568)


   
   

Homophthalic acid

Homophthalic acid

C9H8O4 (180.0422568)


   

5-hydroxy-7-methoxyphthalide

5-hydroxy-7-methoxyphthalide

C9H8O4 (180.0422568)


   

4-(Methoxycarbonyl)benzoic acid

4-(Methoxycarbonyl)benzoic acid

C9H8O4 (180.0422568)


   

8-Methylen-3,4-dihydro-2H,8H-furo[3,4-b]oxepin-5,6-dion|8-methylene-3,4-dihydro-2H,8H-furo[3,4-b]oxepin-5,6-dione|8-methylene-3,4-dihydro-2H,8H-furo[3,4-b]oxepine-5,6-dione

8-Methylen-3,4-dihydro-2H,8H-furo[3,4-b]oxepin-5,6-dion|8-methylene-3,4-dihydro-2H,8H-furo[3,4-b]oxepin-5,6-dione|8-methylene-3,4-dihydro-2H,8H-furo[3,4-b]oxepine-5,6-dione

C9H8O4 (180.0422568)


   

3-(4-hydroxyphenyl)-3-oxopropanoic acid

3-(4-hydroxyphenyl)-3-oxopropanoic acid

C9H8O4 (180.0422568)


   

6-Methoxy-1,3-benzodioxole-5-carbaldehyde

6-Methoxy-1,3-benzodioxole-5-carbaldehyde

C9H8O4 (180.0422568)


   

4-Hydroxy-5-methoxyisophthalaldehyde

4-Hydroxy-5-methoxyisophthalaldehyde

C9H8O4 (180.0422568)


   

4-ACETOXYBENZOIC ACID

4-ACETOXYBENZOIC ACID

C9H8O4 (180.0422568)


   

2-Formyl-3-methoxybenzoic acid

2-Formyl-3-methoxybenzoic acid

C9H8O4 (180.0422568)


   

3-(2-hydroxyphenyl)-2-oxopropanoic acid

3-(2-hydroxyphenyl)-2-oxopropanoic acid

C9H8O4 (180.0422568)


   

1(3H)-Isobenzofuranone, 7-hydroxy-5-methoxy-

1(3H)-Isobenzofuranone, 7-hydroxy-5-methoxy-

C9H8O4 (180.0422568)


   

Dehydrocarolic acid|dihydrocarolic acid

Dehydrocarolic acid|dihydrocarolic acid

C9H8O4 (180.0422568)


   

2-(4-methoxyphenyl)-2-oxoacetic acid

2-(4-methoxyphenyl)-2-oxoacetic acid

C9H8O4 (180.0422568)


   

3-(2,6-dihydroxyphenyl)prop-2-enoic acid

3-(2,6-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


   

4,6-dihydroxy-5-methylphthalide

4,6-dihydroxy-5-methylphthalide

C9H8O4 (180.0422568)


   

2,2,6-trihydroxychromene

2,2,6-trihydroxychromene

C9H8O4 (180.0422568)


   

(S)-3,7-dihydroxychroman-4-one

(S)-3,7-dihydroxychroman-4-one

C9H8O4 (180.0422568)


A natural product found in Caesalpinia sappan.

   

methyl 2-(4-hydroxyphenyl)-2-oxoacetate

methyl 2-(4-hydroxyphenyl)-2-oxoacetate

C9H8O4 (180.0422568)


   

6,7-Dihydroxy-3,4-dihydro-2H-1-benzopyran-2-one

6,7-Dihydroxy-3,4-dihydro-2H-1-benzopyran-2-one

C9H8O4 (180.0422568)


   

5,7-Dihydroxy-6-methylphthalide

5,7-Dihydroxy-6-methylphthalide

C9H8O4 (180.0422568)


   

methyl 2-formyl-6-hydroxybenzoate

methyl 2-formyl-6-hydroxybenzoate

C9H8O4 (180.0422568)


   

2-formyl-6-methoxybenzoic acid

2-formyl-6-methoxybenzoic acid

C9H8O4 (180.0422568)


   

Benzeneacetic acid, 2-hydroxy-alpha-oxo-, methyl ester

Benzeneacetic acid, 2-hydroxy-alpha-oxo-, methyl ester

C9H8O4 (180.0422568)


   

6-Hydroxy-7-methoxyphthalide

6-Hydroxy-7-methoxyphthalide

C9H8O4 (180.0422568)


   

Methyl piperonylate

Methyl 1,3-benzodioxole-5-carboxylate

C9H8O4 (180.0422568)


   

6-methoxy-1,3-benzodioxole-4-carbaldehyde

6-methoxy-1,3-benzodioxole-4-carbaldehyde

C9H8O4 (180.0422568)


   

methyl 2-formyl-3-hydroxybenzoate

methyl 2-formyl-3-hydroxybenzoate

C9H8O4 (180.0422568)


   

7-Hydroxy-6-methoxyphthalide

7-Hydroxy-6-methoxyphthalide

C9H8O4 (180.0422568)


   

3-Acetoxybenzoic acid

3-Acetoxybenzoic acid

C9H8O4 (180.0422568)


   

2-formyl-3-hydroxybenzyl formate

2-formyl-3-hydroxybenzyl formate

C9H8O4 (180.0422568)


   

Caffeate

(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


D020011 - Protective Agents > D000975 - Antioxidants KEIO_ID C107 Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

Caffeic Acid

3,4-dihydroxy cinnamic acid

C9H8O4 (180.0422568)


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

   

4-Hydroxyphenylpyruvic acid

4-Hydroxyphenylpyruvic acid

C9H8O4 (180.0422568)


A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. 4-Hydroxyphenylpyruvic acid (4-HPPA) is a keto acid. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase [EC 1.1.1.222] and is formed during tyrosine metabolism (KEGG). There are two isomers of HPPA, specifically 4HPPA and 3HPPA, of which 4HPPA is the most common. The enzyme 4-hydroxyphenylpyruvic acid dioxygenase (HPD) catalyzes the reaction of 4-hydroxyphenylpyruvic acid to homogentisic acid in the tyrosine catabolism pathway. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine. It has been shown that hawkinsinuria, an autosomal dominant disorder characterized by the excretion of hawkinsin, may also be a result of HPD deficiency (PMID: 11073718). [HMDB] 4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine. 4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine.

   

3-hydroxy-7-methoxy-3H-2-benzofuran-1-one

NCGC00381343-01!3-hydroxy-7-methoxy-3H-2-benzofuran-1-one

C9H8O4 (180.0422568)


   

aspirin

Acetylsaliycilic acid

C9H8O4 (180.0422568)


B - Blood and blood forming organs > B01 - Antithrombotic agents > B01A - Antithrombotic agents > B01AC - Platelet aggregation inhibitors excl. heparin N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BA - Salicylic acid and derivatives D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates A - Alimentary tract and metabolism > A01 - Stomatological preparations > A01A - Stomatological preparations COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, COVID-19 Disease Map C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor > C287 - Aspirin D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics D006401 - Hematologic Agents > D005343 - Fibrinolytic Agents D050299 - Fibrin Modulating Agents D002317 - Cardiovascular Agents D004791 - Enzyme Inhibitors D058633 - Antipyretics Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 112

   

O-Acetylsalicylic acid

O-Acetylsalicylic acid

C9H8O4 (180.0422568)


   

trans-caffeic acid

trans-caffeic acid

C9H8O4 (180.0422568)


Annotation level-1

   

cis-caffeic acid

cis-caffeic acid

C9H8O4 (180.0422568)


D020011 - Protective Agents > D000975 - Antioxidants The cis-isomer of caffeic acid.

   

Monomethyl phthalate

2-(Methoxycarbonyl)benzoic acid

C9H8O4 (180.0422568)


CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3340; ORIGINAL_PRECURSOR_SCAN_NO 3338 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3339; ORIGINAL_PRECURSOR_SCAN_NO 3338 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3341; ORIGINAL_PRECURSOR_SCAN_NO 3339 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3330; ORIGINAL_PRECURSOR_SCAN_NO 3328 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3443; ORIGINAL_PRECURSOR_SCAN_NO 3442 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3367; ORIGINAL_PRECURSOR_SCAN_NO 3365 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9985; ORIGINAL_PRECURSOR_SCAN_NO 9984 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10013; ORIGINAL_PRECURSOR_SCAN_NO 10012 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10036; ORIGINAL_PRECURSOR_SCAN_NO 10033 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9427; ORIGINAL_PRECURSOR_SCAN_NO 9424 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10033; ORIGINAL_PRECURSOR_SCAN_NO 10030 CONFIDENCE standard compound; INTERNAL_ID 437; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10076; ORIGINAL_PRECURSOR_SCAN_NO 10074 Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1]. Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1].

   

Caffeic acid; LC-tDDA; CE10

Caffeic acid; LC-tDDA; CE10

C9H8O4 (180.0422568)


   

Caffeic acid; LC-tDDA; CE20

Caffeic acid; LC-tDDA; CE20

C9H8O4 (180.0422568)


   

Caffeic acid; LC-tDDA; CE30

Caffeic acid; LC-tDDA; CE30

C9H8O4 (180.0422568)


   

Caffeic acid; LC-tDDA; CE40

Caffeic acid; LC-tDDA; CE40

C9H8O4 (180.0422568)


   

3-(4-Hydroxyphenyl)pyruvic acid

3-(4-Hydroxyphenyl)pyruvic acid

C9H8O4 (180.0422568)


   

Caffeic Acid_major

Caffeic Acid_major

C9H8O4 (180.0422568)


   

Phenylmalonic acid

Phenylmalonic acid

C9H8O4 (180.0422568)


   

Methyl phthalate

Monomethyl 1,2-benzenedicarboxylate

C9H8O4 (180.0422568)


Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1]. Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1].

   

3,5-Dihydroxycinnamic acid

(2Z)-3-(3,5-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


   

5-Formyl-2-methoxybenzoic Acid

5-Formyl-2-methoxybenzoic Acid

C9H8O4 (180.0422568)


   

Acetyl benzoyl peroxide

Acetyl benzoyl peroxide

C9H8O4 (180.0422568)


   

2,4-dihydroxycinnamic acid

2,4-dihydroxycinnamic acid

C9H8O4 (180.0422568)


   

6-METHOXY-BENZO[1,3]DIOXOLE-5-CARBALDEHYDE

6-METHOXY-BENZO[1,3]DIOXOLE-5-CARBALDEHYDE

C9H8O4 (180.0422568)


   

1,3-Benzodioxole-5-acetic acid

1,3-Benzodioxol-5-ylacetic acid

C9H8O4 (180.0422568)


   

2,5-Dihydroxycinnamic acid

2,5-Dihydroxycinnamic acid

C9H8O4 (180.0422568)


   

4-Formylphenoxyacetic acid

4-Formylphenoxyacetic acid

C9H8O4 (180.0422568)


   

Mono-methyl isophthalate

Mono-methyl isophthalate

C9H8O4 (180.0422568)


   

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

C9H8O4 (180.0422568)


   

3-Formyl-5-methoxybenzoic acid

3-Formyl-5-methoxybenzoic acid

C9H8O4 (180.0422568)


   

5,7-dihydroxy-3,4-dihydrochromen-2-one

5,7-dihydroxy-3,4-dihydrochromen-2-one

C9H8O4 (180.0422568)


   

5-METHYLISOPHTHALIC ACID

5-METHYLISOPHTHALIC ACID

C9H8O4 (180.0422568)


   

1,4-Benzodioxan-2-carboxylic acid

1,4-Benzodioxan-2-carboxylic acid

C9H8O4 (180.0422568)


   

UNII:T9Z56HV1B0

UNII:T9Z56HV1B0

C9H8O4 (180.0422568)


   

(S)-1,4-Benzodioxane-2-carboxylic acid

(S)-1,4-Benzodioxane-2-carboxylic acid

C9H8O4 (180.0422568)


   

4-(PHENOXYMETHYL)BENZENECARBOXYLICACID

4-(PHENOXYMETHYL)BENZENECARBOXYLICACID

C9H8O4 (180.0422568)


   

Methyl benzo[d][1,3]dioxole-4-carboxylate

Methyl benzo[d][1,3]dioxole-4-carboxylate

C9H8O4 (180.0422568)


   

myristicin aldehyde

myristicin aldehyde

C9H8O4 (180.0422568)


   

4-Methyl-4,5,6,7-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

4-Methyl-4,5,6,7-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

C9H8O4 (180.0422568)


   

4-OXO-4,5,6,7-TETRAHYDROBENZOFURAN-3-CARBOXYLIC ACID

4-Oxo-4,5,6,7-tetrahydro-1-benzofuran-3-carboxylic acid

C9H8O4 (180.0422568)


   

Methyl 4-formyl-3-hydroxybenzoate

Methyl 4-formyl-3-hydroxybenzoate

C9H8O4 (180.0422568)


   

Methyl 3-formyl-4-hydroxybenzoate

Methyl 3-formyl-4-hydroxybenzoate

C9H8O4 (180.0422568)


   

4-Methylphthalic acid

4-Methylphthalic acid

C9H8O4 (180.0422568)


   

3-Formyl-4-methoxybenzoic acid

3-Formyl-4-methoxybenzoic acid

C9H8O4 (180.0422568)


   

3-(Carboxymethyl)benzoic acid

3-(Carboxymethyl)benzoic acid

C9H8O4 (180.0422568)


   

2-Acetoxybenzoic acid

2-Acetoxybenzoic acid

C9H8O4 (180.0422568)


   
   

3-FORMYLPHENOXYACETIC ACID

3-FORMYLPHENOXYACETIC ACID

C9H8O4 (180.0422568)


   

mono-methyl_terephthalate

mono-methyl_terephthalate

C9H8O4 (180.0422568)


   

MONOPHENYL MALONATE

MONOPHENYL MALONATE

C9H8O4 (180.0422568)


   

4-Carboxyphenylacetic acid

4-Carboxyphenylacetic acid

C9H8O4 (180.0422568)


   

2-acetyloxybenzoic acid

2-acetyloxybenzoic acid

C9H8O4 (180.0422568)


   

methyl 1,3-benzodioxole-2-carboxylate

methyl 1,3-benzodioxole-2-carboxylate

C9H8O4 (180.0422568)


   

2-Formylphenoxyacetic acid

2-Formylphenoxyacetic acid

C9H8O4 (180.0422568)


   

Bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylicacid

Bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylicacid

C9H8O4 (180.0422568)


   

(4-formyl-3-hydroxyphenyl) acetate

(4-formyl-3-hydroxyphenyl) acetate

C9H8O4 (180.0422568)


   

Methyl 5-formyl-2-hydroxybenzoate

Methyl 5-formyl-2-hydroxybenzoate

C9H8O4 (180.0422568)


   

2-(1,3-benzodioxol-4-yl)acetic acid

2-(1,3-benzodioxol-4-yl)acetic acid

C9H8O4 (180.0422568)


   

4,7-Dihydroxy-2-methyl-5-oxocyclohepta-1,3,6-triene-1-carbaldehyde

4,7-Dihydroxy-2-methyl-5-oxocyclohepta-1,3,6-triene-1-carbaldehyde

C9H8O4 (180.0422568)


   

Caffeic acid-13C9

Caffeic acid-13C9

C9H8O4 (180.0422568)


   

(Z)-3-(3,5-Dihydroxyphenyl)acrylic acid

(Z)-3-(3,5-Dihydroxyphenyl)acrylic acid

C9H8O4 (180.0422568)


   

3-(4-Hydroxyphenyl)oxirane-2-carboxylic acid

3-(4-Hydroxyphenyl)oxirane-2-carboxylic acid

C9H8O4 (180.0422568)


   

1(3H)-Isobenzofuranone, 3-hydroxy-7-methoxy-

1(3H)-Isobenzofuranone, 3-hydroxy-7-methoxy-

C9H8O4 (180.0422568)


   

AI3-63211

InChI=1\C9H8O4\c10-7-3-1-6(5-8(7)11)2-4-9(12)13\h1-5,10-11H,(H,12,13)\b4-2

C9H8O4 (180.0422568)


D020011 - Protective Agents > D000975 - Antioxidants Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

FR-0410

InChI=1\C9H8O4\c1-13-9(12)7-5-3-2-4-6(7)8(10)11\h2-5H,1H3,(H,10,11

C9H8O4 (180.0422568)


Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1]. Monomethyl phthalate is a phthalate metabolite. Monomethyl phthalate acts as a urinary biomarker of phthalates exposure and can be used as a standard for the determination of thyroid cancer and benign nodule[1].

   

cis-Umbellic acid

cis-Umbellic acid

C9H8O4 (180.0422568)


   

Hydroxyphenylpyruvic acid

Hydroxyphenylpyruvic acid

C9H8O4 (180.0422568)


   

(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid

(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid

C9H8O4 (180.0422568)


   

3-(3-Hydroxyphenyl)oxirane-2-carboxylic acid

3-(3-Hydroxyphenyl)oxirane-2-carboxylic acid

C9H8O4 (180.0422568)


   

3-(2-Hydroxyphenyl)oxirane-2-carboxylic acid

3-(2-Hydroxyphenyl)oxirane-2-carboxylic acid

C9H8O4 (180.0422568)


   

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

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

C9H8O4 (180.0422568)


   

2,3-dihydroxycinnamic acid

(2E)-3-(2,3-Dihydroxyphenyl)prop-2-enoate

C9H8O4 (180.0422568)


   

3-Hydroxyphenylpyruvic acid

3-Hydroxyphenylpyruvic acid

C9H8O4 (180.0422568)


A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3-hydroxyphenyl group.

   

2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid

2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


A 2-hydroxy monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by a hydroxy group and a hydrogen at position 3 is substituted by a 4-hydroxyphenyl group.

   

Acetylsalicylic acid

Acetylsalicylic acid

C9H8O4 (180.0422568)


Benzoic acid carrying an acetoxy group at the 2-position. A non-steroidal anti-inflammatory drug with moA cyclooxygenase inhibitor activity.

   

2,3-dihydroxy-trans-cinnamic acid

2,3-dihydroxy-trans-cinnamic acid

C9H8O4 (180.0422568)


   

Dihydroxy-trans-cinnamate

Dihydroxy-trans-cinnamate

C9H8O4 (180.0422568)


   

4,5-dihydroxy-7-methyl-3h-2-benzofuran-1-one

4,5-dihydroxy-7-methyl-3h-2-benzofuran-1-one

C9H8O4 (180.0422568)


   

5,7-dihydroxy-4-methyl-3h-2-benzofuran-1-one

5,7-dihydroxy-4-methyl-3h-2-benzofuran-1-one

C9H8O4 (180.0422568)


   

4-acetyl-3-hydroxybenzoic acid

4-acetyl-3-hydroxybenzoic acid

C9H8O4 (180.0422568)