Chemical Formula: C6H6O4

Chemical Formula C6H6O4

Found 62 metabolite its formula value is C6H6O4

cis,cis-Muconic acid

(2Z,4Z)-HEXA-2,4-dienedioIC ACID

C6H6O4 (142.0266076)


cis-cis-Muconic acid is a presumptive metabolite of benzene. Muconic acid was first isolated from the urine of rabbits and dogs in 1909 (M. Jaffe, Z Physiol Chem 62:58-67). It was originally thought that if muconic acid was formed by the opening of the benzene ring in vivo then the cis-cis isomer should be the initial (and primary) product. However subsequent studies conducted in the 1950s proved that trans-trans-muconic acid is a true metabolite of benzene in mammals (Parke DV, Williams RT. Biochem J 51:339-348 (1952)). Furthermore, dosing rabbits with phenol or catechol also resulted in the urinary excretion of trans-trans-muconic acid. The oxidative ring opening of benzene first gives rise to cis-cis-muconaldehyde, which then isomerizes to cis-trans- and trans-trans-muconaldehyde; the latter is oxidized in vivo to trans-trans-muconic acid. Isomerization of the trans-trans form may take place in vivo to yield small amounts if the cis-cis and cis-trans form of muconic acid. cis-cis-Muconic acid may also be generated from microbial fermentation of benzoic acid. Certain strains of arthobacter are particularly efficient at this process. cis-cis-Muconic acid can also be found in Pseudomonas and Escherichia coli (https://link.springer.com/article/10.1007/BF00250491) (PMID:26360870). Cis-cis-muconic acid is a presumptive metabolite of benzene. Muconic acid was first isolated from the urine of rabbits and dogs in 1909 ( M. Jaffe, Z Physiol Chem 62:58-67). It was originally thought that if muconic acid were formed by opening of the benzene ring in vivo then the cis-cis isomer should be the initial (and primary) product. However subsequent studies conducted in the 1950s proved that trans-trans-muconic acid is a true metabolite of benzene in mammals (Parke DV, Williams RT. Biochem J 51:339-348 (1952)). Furthermore, dosing rabbits with phenol or catechol also resulted in the urinary excretion of trans-trans-muconic acid. The oxidative ring opening of benzene first gives rise to cis-cis-muconaldehyde, which then isomerizes to cis-trans- and trans-trans-muconaldehyde; the latter is oxidized in vivo to trans-trans-muconic acid. Isomerization of the trans-trans form may take place in vivo to yield small amounts if the cis-cis and cis-trans form of muconic acid. Cis-cis muconic acid may also be generated from microbial fermentation of benzoic acid. Certain strains of arthobacter are particularly efficient at this process. [HMDB] KEIO_ID M105 cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2].

   

Kojic acid

5-((3-Aminopropyl)phosphinooxy)-2-(hydroxymethyl)-4H-pyran-4-one

C6H6O4 (142.0266076)


Kojic acid is a synthetic intermediate for production of food additives. It has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). Synthetic intermed. for prodn. of food additives Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1]. Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].

   

hydroxymuconic semialdehyde

2-hydroxy-6-oxohexa-2,4-dienoic acid

C6H6O4 (142.0266076)


   

3-Oxoadipate enol-lactone

5-oxo-4,5-dihydro-2-furylacetic acid

C6H6O4 (142.0266076)


   

1,2,3,5-Benzenetetrol

1,2,3,5-Tetrahydroxybenzene

C6H6O4 (142.0266076)


   

Muconolactone

4-Carboxymethyl-4-hydroxyisocrotonolactone

C6H6O4 (142.0266076)


   

4-Hydroxymuconic semialdehyde

cis,cis-4-Hydroxymuconic semialdehyde; 4-Hydroxymuconic semialdehyde

C6H6O4 (142.0266076)


   

Sumiki's acid

5-(Hydroxymethyl)-2-furancarboxylic acid

C6H6O4 (142.0266076)


Sumikis acid is a naturally occurring human metabolite (PMID:949837). Sumikis acid was first identified in the urine of a leukemic patient who was excreting an abnormal amount of its glycine derivative (PMID:5043270). Sumikis acid was found to be excreted by normal subjects after a phenylalanine loading, while heterozygotes for phenylketonuria dont excrete it (instead, they excrete 2-hydroxybenzeneacetic acid) (PMID:4708049). Patients receiving furan-containing sugar solutions i.v. convert 50\\\\% of the 5-hydroxymethyl-2-furfural into Sumikis acid (PMID:4202014). Sumikis acid has been found to be a byproduct of the fungus Aspergillus and probably other species of fungi and yeast as well. Sumikis acid is a naturally occurring human metabolite. (PMID: 949837) Sumikis acid was first identified in the urine of a leukemic patient who was excreting an abnormal amount of its glycine derivative. (PMID: 5043270) 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

2-(dihydroxymethyl)-5-formylfuran

2-(dihydroxymethyl)-5-formylfuran

C6H6O4 (142.0266076)


   

kojic acid

4H-Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)-

C6H6O4 (142.0266076)


A pyranone that is 4H-pyran substituted by a hydroxy group at position 5, a hydroxymethyl group at position 2 and an oxo group at position 4. It has been isolated from the fungus Aspergillus oryzae. D020011 - Protective Agents > D000975 - Antioxidants CONFIDENCE Reference Standard (Level 1) relative retention time with respect to 9-anthracene Carboxylic Acid is 0.107 Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1]. Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].

   

(e,e)-Muconate

1,3-Butadiene-1,4-dicarboxylic acid

C6H6O4 (142.0266076)


trans-trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in human.

   

(+)-Muconolactone

(S)-5-Oxo-2,5-dihydrofuran-2-acetate

C6H6O4 (142.0266076)


   

trans-trans-Muconic acid

trans,trans-Buta-1,3-diene-1,4-dicarboxylic acid

C6H6O4 (142.0266076)


trans,trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in humans exposed to levels as low as 1 ppm. However, muconic acid may also be derived from sorbic acid and its salts. Dietary supplementation with 500 mg sorbic acid significantly increases the urinary trans,trans-muconic acid excretion. Under study conditions, 0.12\\\\% of the sorbic acid dose is excreted in urine as trans,trans-muconic acid thereby indicating that a typical dietary intake of 6-30 mg/day of sorbic acid accounts for 10-50\\\\% of the background of trans,trans-muconic acid excretion in nonsmokers, and for 5-25\\\\% in smokers (PMID: 8021961, 1487326, 9137998, Int Arch Occup Environ Health. 1997;69(4):247-51.). trans,trans-Muconic acid has been found to be a metabolite in Escherichia coli and Pseudomonas putida (PMID: 26360870). cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2]. trans-trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in human.

   

5-Hydroxymaltol

3,5-Dihydroxy-2-methyl-4H-pyran-4-one (hydroxymaltol)

C6H6O4 (142.0266076)


5-Hydroxymaltol is found in cereals and cereal products. 5-Hydroxymaltol is a constituent of flavour of roast barley Hordeum vulgare. Constituent of flavour of roast barley Hordeum vulgare. 5-Hydroxymaltol is found in barley and cereals and cereal products.

   

1,2,3,4-Benzenetetrol

1,2,3,4-Benzenetetrol

C6H6O4 (142.0266076)


   

2,3-Methylenesuccinic acid

dimethylidenebutanedioic acid

C6H6O4 (142.0266076)


2,3-Methylenesuccinic acid belongs to the family of Branched Fatty Acids. These are fatty acids containing a branched chain.

   

Cis,trans-muconate

1,3-Butadiene-1,4-dicarboxylic acid

C6H6O4 (142.0266076)


Cis,trans-muconate is also known as (e,Z)-Muconate or cis,trans-1,3-Butadiene-1,4-dicarboxylate.  Cis,trans-muconate is considered to be soluble (in water) and acidic condition. It can be found in Pseudomonas and Escherichia (https://link.springer.com/article/10.1007/BF00250491).

   

5-Hydroxy-3-methoxy-4H-pyran-4-one

5-Hydroxy-3-methoxy-4H-pyran-4-one

C6H6O4 (142.0266076)


   
   

3-hydroxy-5-methoxypyran-4-one

3-hydroxy-5-methoxypyran-4-one

C6H6O4 (142.0266076)


   

1-(Furan-2-yl)-2,2-dihydroxyethan-1-one

1-(Furan-2-yl)-2,2-dihydroxyethan-1-one

C6H6O4 (142.0266076)


   

2-Hydroxy-2-(hydroxymethyl)cyclopent-4-ene-1,3-dione

2-Hydroxy-2-(hydroxymethyl)cyclopent-4-ene-1,3-dione

C6H6O4 (142.0266076)


   
   

5-(Hydroxymethyl)furan-3-carboxylic acid

5-(Hydroxymethyl)furan-3-carboxylic acid

C6H6O4 (142.0266076)


   

2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one

2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one

C6H6O4 (142.0266076)


   

2-hydroxy-6-(hydroxymethyl)-4h-pyran-4-one

2-hydroxy-6-(hydroxymethyl)-4h-pyran-4-one

C6H6O4 (142.0266076)


   

cis,cis-Muconic acid

cis,cis-Muconic acid

C6H6O4 (142.0266076)


The cis,cis-isomer of muconic acid. It is produced during the degradation of chlorobenzene by bacteria like Bacillus. cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2].

   

trans-trans-muconic acid

trans-trans-muconic acid

C6H6O4 (142.0266076)


trans,trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in humans exposed to levels as low as 1 ppm. However, muconic acid is known that may also be derived from sorbic acid and its salts. Dietary supplementation with 500 mg sorbic acid significantly increases the urinary trans,trans-Muconic acid excretion. Under study conditions 0.12\\\% of the sorbic acid dose is excreted in urine as trans, trans muconic acid thereby indicating that a typical dietary intake of 6 - 30 mg/day of sorbic acid accounts for 10 -50\\\% of the background of trans, trans muconic acid excretion in nonsmokers, and for 5 - 25\\\% in smokers. (PMID 8021961, 1487326, 9137998, Int Arch Occup Environ Health. 1997;69(4):247-51.) [HMDB] trans-trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in human.

   

5-Hydroxymethyl-2-furancarboxylic acid

5-Hydroxymethyl-2-furancarboxylic acid

C6H6O4 (142.0266076)


5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

Kojic acid_major

Kojic acid_major

C6H6O4 (142.0266076)


   

5-(hydroxymethyl)- 2-Furancarboxylic acid

5-(hydroxymethyl)- 2-Furancarboxylic acid

C6H6O4 (142.0266076)


   

Hydroxymaltol

3,5-Dihydroxy-2-methyl-4H-pyran-4-one (hydroxymaltol)

C6H6O4 (142.0266076)


   

FA 6:3;O2

(2E,4Z)-4-hydroxy-6-oxohexa-2,4-dienoic acid

C6H6O4 (142.0266076)


cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2].

   

trans-3-methylenecyclopropane-1,2-dicarboxylic acid

trans-3-methylenecyclopropane-1,2-dicarboxylic acid

C6H6O4 (142.0266076)


   

2-Furancarboxylicacid,5-methoxy-(9CI)

2-Furancarboxylicacid,5-methoxy-(9CI)

C6H6O4 (142.0266076)


   

Dimethyl acetylenedicarboxylate

Dimethyl acetylenedicarboxylate

C6H6O4 (142.0266076)


   

pentaacetyl-5-thioglucose

pentaacetyl-5-thioglucose

C6H6O4 (142.0266076)


   

Dimethyl squarate

Dimethyl squarate

C6H6O4 (142.0266076)


   

alpha-hydroxyfuran-2-acetic acid

alpha-hydroxyfuran-2-acetic acid

C6H6O4 (142.0266076)


   

5-methoxy-6-methyl-3,4-Pyridinedicarbonitrile

5-methoxy-6-methyl-3,4-Pyridinedicarbonitrile

C6H6O4 (142.0266076)


   

1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE

1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE

C6H6O4 (142.0266076)


   

Sumikis acid

InChI=1\C6H6O4\c7-3-4-1-2-5(10-4)6(8)9\h1-2,7H,3H2,(H,8,9

C6H6O4 (142.0266076)


5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

(S)-5-oxo-2,5-dihydro-2-furylacetic acid

(S)-5-oxo-2,5-dihydro-2-furylacetic acid

C6H6O4 (142.0266076)


   

(2Z,5Z)-6-hydroxy-4-oxohexa-2,5-dienoic acid

(2Z,5Z)-6-hydroxy-4-oxohexa-2,5-dienoic acid

C6H6O4 (142.0266076)


   

(2E,5Z)-6-hydroxy-4-oxohexa-2,5-dienoic acid

(2E,5Z)-6-hydroxy-4-oxohexa-2,5-dienoic acid

C6H6O4 (142.0266076)


   

(R)-5-oxo-2,5-dihydro-2-furylacetic acid

(R)-5-oxo-2,5-dihydro-2-furylacetic acid

C6H6O4 (142.0266076)


   

1,2,3,5-Tetrahydroxybenzene

1,2,3,5-Tetrahydroxybenzene

C6H6O4 (142.0266076)


   

5-oxo-4,5-dihydro-2-furylacetic acid

5-oxo-4,5-dihydro-2-furylacetic acid

C6H6O4 (142.0266076)


The 4,5-dihydro- derivative of 5-oxo-2-furylacetic acid.

   

cis,trans-Muconic acid

cis,trans-Muconic acid

C6H6O4 (142.0266076)


   

(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoic acid

(2Z,4E)-4-hydroxy-6-oxohexa-2,4-dienoic acid

C6H6O4 (142.0266076)


   

trans,trans-Muconic Acid

trans,trans-Muconic Acid

C6H6O4 (142.0266076)


The trans,trans-isomer of muconic acid. It is metabolite of benzene in humans and serves as a biomarker of occupational exposure to benzene. trans-trans-Muconic acid is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in human.

   

5-Hydroxymaltol

5-Hydroxymaltol

C6H6O4 (142.0266076)


   

2,3-Methylenesuccinic acid

2,3-Methylenesuccinic acid

C6H6O4 (142.0266076)


   

1,2,3,4-Benzenetetrol

1,2,3,4-Benzenetetrol

C6H6O4 (142.0266076)


   

(2E,4Z)-4-hydroxy-6-oxohexa-2,4-dienoic acid

(2E,4Z)-4-hydroxy-6-oxohexa-2,4-dienoic acid

C6H6O4 (142.0266076)


   

5-Hydroxymethyl-2-furoic acid

5-Hydroxymethyl-2-furoic acid

C6H6O4 (142.0266076)


A member of the class of furoic acids that is 2-furoic acid substituted at position 5 by a hydroxymethyl group. 5-(Hydroxymethyl)-2-furancarboxylic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=6338-41-6 (retrieved 2024-07-16) (CAS RN: 6338-41-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally. 5-Hydroxymethyl-2-furancarboxylic acid is the main metabolite of 5-hydroxymethyl-2-furfural (HMF) in the body and eliminated renally.

   

Muconic acid

Muconic acid

C6H6O4 (142.0266076)


A hexadienedioic acid with unsaturation at positions 2 and 4.

   

2-hydroxy-3-oxo-6h-pyran-2-carbaldehyde

2-hydroxy-3-oxo-6h-pyran-2-carbaldehyde

C6H6O4 (142.0266076)


   

benzene-1,2,3,4-tetrol

benzene-1,2,3,4-tetrol

C6H6O4 (142.0266076)


   

5-hydroxy-4-(hydroxymethyl)pyran-2-one

5-hydroxy-4-(hydroxymethyl)pyran-2-one

C6H6O4 (142.0266076)


   

3-hydroxy-2-(hydroxymethyl)pyran-4-one

3-hydroxy-2-(hydroxymethyl)pyran-4-one

C6H6O4 (142.0266076)


   

5-hydroxy-3-methylfuran-2-carboxylic acid

5-hydroxy-3-methylfuran-2-carboxylic acid

C6H6O4 (142.0266076)