1.02011-09-21 00:22:38 UTC2015-07-21 06:57:27 UTCFDB022974trans-trans-Muconic acidtrans,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](2E,4E)-2,4-Hexadienedioate(2E,4E)-2,4-Hexadienedioic acid(E,E)-2,4-Hexadienedioate(E,E)-2,4-Hexadienedioic acid(E,E)-Muconate(E,E)-Muconic acid1,3-Butadiene-1,4-dicarboxylate1,3-Butadiene-1,4-dicarboxylic acidHexa-2,4-dienedioateHexa-2,4-dienedioic acidMuconic acidtrans-trans-Muconatetrans,trans-1,3-Butadiene-1,4-dicarboxylatetrans,trans-1,3-Butadiene-1,4-dicarboxylic acidtrans,trans-2,4-Hexadienedioatetrans,trans-2,4-Hexadienedioic acidtrans,trans-Buta-1,3-diene-1,4-dicarboxylatetrans,trans-Buta-1,3-diene-1,4-dicarboxylic acidtrans,trans-Muconatetrans,trans-Muconic acidC6H6O4142.1094142.02660868(2E,4E)-hexa-2,4-dienedioic acidtrans, trans-muconic acid3588-17-8OC(=O)\C=C\C=C\C(O)=OInChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+TXXHDPDFNKHHGW-ZPUQHVIOSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.Medium-chain fatty acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acids and conjugatesAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acidsDicarboxylic acids and derivativesHydrocarbon derivativesOrganic oxidesUnsaturated fatty acidsAliphatic acyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeDicarboxylic acid or derivativesHydrocarbon derivativeMedium-chain fatty acidOrganic oxideOrganic oxygen compoundOrganooxygen compoundUnsaturated fatty acidDicarboxylic acidsmuconic acidSolidlogp0.67logs-1.61solubility3.48e+00 g/llogp0.49pka_strongest_acidic3.87iupac(2E,4E)-hexa-2,4-dienedioic acidaverage_mass142.1094mono_mass142.02660868smilesOC(=O)\C=C\C=C\C(O)=OformulaC6H6O4inchiInChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+inchikeyTXXHDPDFNKHHGW-ZPUQHVIOSA-Npolar_surface_area74.6refractivity34.93polarizability12.65rotatable_bond_count3acceptor_count4donor_count2physiological_charge-2formal_charge0Specdb::MsIr1748Specdb::MsIr1749Specdb::MsIr1750Specdb::CMs1292Specdb::CMs12305Specdb::CMs31411Specdb::CMs31918Specdb::CMs38381Specdb::CMs130828Specdb::CMs138562Specdb::NmrOneD122358Specdb::NmrOneD122359Specdb::NmrOneD122360Specdb::NmrOneD122361Specdb::NmrOneD122362Specdb::NmrOneD122363Specdb::NmrOneD122364Specdb::NmrOneD122365Specdb::NmrOneD122366Specdb::NmrOneD122367Specdb::NmrOneD122368Specdb::NmrOneD122369Specdb::NmrOneD122370Specdb::NmrOneD122371Specdb::NmrOneD122372Specdb::NmrOneD122373Specdb::NmrOneD122374Specdb::NmrOneD122375Specdb::NmrOneD122376Specdb::NmrOneD122377Specdb::MsMs82320Specdb::MsMs82321Specdb::MsMs82322Specdb::MsMs143646Specdb::MsMs143647Specdb::MsMs143648Specdb::MsMs2764740Specdb::MsMs2764741Specdb::MsMs2764742Specdb::MsMs2943658Specdb::MsMs2943659Specdb::MsMs2943660HMDB0234927036#<Reference:0x0000555673fd6208>#<Reference:0x0000555673fd6050>#<Reference:0x0000555673fd5e98>#<Reference:0x0000555673fd5ce0>#<Reference:0x0000555673fd59c0>#<Reference:0x0000555673fd5718>#<Reference:0x0000555673fd5560>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823