U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H6O4
Molecular Weight 142.1094
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of MUCONIC ACID

SMILES

OC(=O)\C=C\C=C\C(O)=O

InChI

InChIKey=TXXHDPDFNKHHGW-ZPUQHVIOSA-N
InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+

HIDE SMILES / InChI
Molecular Formula C6H6O4
Molecular Weight 142.1094
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Approval Year

2013
589
PubMed

PubMed

TitleDatePubMed
In silico studies with human DNA topoisomerase-II alpha to unravel the mechanism of in vitro genotoxicity of benzene and its metabolites.
2009-02-10
Using urinary biomarkers to elucidate dose-related patterns of human benzene metabolism.
2006-04
DNA damage in lymphocytes of benzene exposed workers correlates with trans,trans-muconic acids and breath benzene levels.
2005-04-04
Rapid determination of six urinary benzene metabolites in occupationally exposed and unexposed subjects.
2004-04-15
The urine trans, trans muconic acid biomarker and platelet count in a sample of subjects with benzene exposure.
2004-01
Urban benzene exposure and oxidative DNA damage: influence of genetic polymorphisms in metabolism genes.
2003-06-20
Human urinary carcinogen metabolites: biomarkers for investigating tobacco and cancer.
2002-06
Biomarkers of dose and susceptibility in cyclists exposed to monoaromatic hydrocarbons.
1999-09-05
Genetic polymorphisms influence variability in benzene metabolism in humans.
1999-08
Determination of sorbic acid in urine by gas chromatography-mass spectrometry.
1999-06-25
Urinary excretion of phenol, catechol, hydroquinone, and muconic acid by workers occupationally exposed to benzene.
1998-10
Biological monitoring of vehicle mechanics and other workers exposed to low concentrations of benzene.
1997
Cytotoxicity and DNA strand breaks induced by benzene and its metabolites in Chinese hamster ovary cells.
1996-05-01
Effect of dimethyl sulfoxide on the genotoxicity and metabolism of benzene in vivo.
1989-03
Patents

Patents

04031136
3
04480034
3
04608338
3
04968612
3
05726282
3
06458980
3
08367858
4
08367859
6
08415496
3
08426639
6
JP2000154249A
3
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:34:27 GMT 2025
Edited
by admin
on Mon Mar 31 19:34:27 GMT 2025
Record UNII
3KD92ZL2KH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-16627
Preferred Name English
MUCONIC ACID
MI  
Systematic Name English
1,3-BUTADIENE-1,4-DICARBOXYLIC ACID
Systematic Name English
MUCONIC ACID (E,E)-
Common Name English
TRANS,TRANS-2,4-HEXADIENEDIOIC ACID
Systematic Name English
2,4-HEXADIENEDIOIC ACID
Systematic Name English
MUCONIC ACID (E,E)-FORM [MI]
Common Name English
TRANS,TRANS-MUCONIC ACID
Systematic Name English
MUCONIC ACID [MI]
Common Name English
NSC-66486
Code English
2,4-HEXADIENEDIOIC ACID, (2E,4E)-
Common Name English
2,4-HEXADIENEDIOIC ACID, TRANS,TRANS
Common Name English
Code System Code Type Description
CAS
3588-17-8
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
CHEBI
38407
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
CHEBI
27035
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
222-724-8
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-017-7
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
ALTERNATIVE
WIKIPEDIA
MUCONIC ACID
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID9052848
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
NSC
16627
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
MESH
C005939
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
FDA UNII
3KD92ZL2KH
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
CHEBI
27036
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
DAILYMED
3KD92ZL2KH
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
CAS
505-70-4
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
ALTERNATIVE
NCI_THESAURUS
C173419
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
MERCK INDEX
m7655
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY Merck Index
PUBCHEM
5356793
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
NSC
66486
Created by admin on Mon Mar 31 19:34:27 GMT 2025 , Edited by admin on Mon Mar 31 19:34:27 GMT 2025
PRIMARY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966