trans,trans-Muconic Acid

Names

[ Name ]:
trans,trans-Muconic Acid

[Synonym ]:
(E,E)-muconic acid
muconic acid
2,4-HEXADIENEDIOIC ACID, (E,E)-
trans,trans muconic acid
MFCD00002702
Hexa-2t,4t-diendisaeure
EINECS 222-724-8
2,4-Hexadienedioic acid, (2E,4E)-
(E,E)-2,4-hexadienedioic acid
2,4-hexadienedioic acid
trans,trans-Muconic acid
MUCONIC ACID,TRANS,TRANS
Trans-Muconic Acid
(2E,4E)-hexa-2,4-dienedioic acid
2,4-HEXADIENE-1,6-DIOIC ACID
t,t-Muconic acid
(E,E)-2,4-Hexadienedioate
hexa-2t,4t-dienedioic acid
hexa-2,4-dienedioic acid
(2E,4E)-2,4-Hexadienedioic acid
trans,trans-2,4-Hexadienedioic Acid

Biological Activity

[Description]:

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

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[References]

[1]. Bartczak A, ET AL. Evaluation of assays for the identification and quantitation of muconic acid, a benzene metabolite in human urine. J Toxicol Environ Health. 1994 Jul;42(3):245-58.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
345.4±15.0 °C at 760 mmHg

[ Melting Point ]:
290 °C (dec.)(lit.)

[ Molecular Formula ]:
C₆H₆O₄

[ Molecular Weight ]:
142.109

[ Flash Point ]:
176.9±16.9 °C

[ Exact Mass ]:
142.026611

[ PSA ]:
74.60000

[ LogP ]:
-0.21

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.549

[ Storage condition ]:
Refrigerator

[ Water Solubility ]:
insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MM2235070

CHEMICAL NAME :: 2,4-Hexadienedioic acid, (E,E)-

CAS REGISTRY NUMBER :: 3588-17-8

LAST UPDATED :: 199410

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C6-H6-O4

MOLECULAR WEIGHT :: 142.12

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 10 mg/L

REFERENCE :: EVHPAZ EHP, Environmental Health Perspectives. (U.S. Government Printing Office, Supt of Documents, Washington, DC 20402) No.1- 1972- Volume(issue)/page/year: 81,77,1989

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
MM2235070

[ HS Code ]:
2917190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2917190090

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Influence of genetic polymorphism on t,t-MA/S-PMA ratio in 301 benzene exposed subjects.

Toxicol. Lett. 231(2) , 205-12, (2014)

This study investigated the effect of polymorphic genes GSTT1, GSTM1, GSTA1, EHPX1, NQO1, CYP2E1, CYP1A and MPO on the urinary concentrations and ratio (R) of the benzene metabolites trans,trans-mucon...

Quantitative analysis of catechol and 4-methylcatechol in human urine.

Food Chem. Toxicol. 20(5) , 587-90, (1982)

A method was developed for the quantitative analysis of catechol and 4-methylcatechol in human urine. [U-14C]Catechol was used as in internal standard. Urine was treated with beta-glucuronidase and su...

Almond consumption reduces oxidative DNA damage and lipid peroxidation in male smokers.

J. Nutr. 137(12) , 2717-22, (2007)

Smoking increases the risk of several chronic diseases associated with elevated oxidative stress status. Almonds are a good source of antioxidant nutrients and may diminish smoking-related biomarkers ...