1.0 2011-09-21 00:22:38 UTC 2015-07-21 06:57:27 UTC FDB022974 trans-trans-Muconic acid 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] (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 acid 1,3-Butadiene-1,4-dicarboxylate 1,3-Butadiene-1,4-dicarboxylic acid Hexa-2,4-dienedioate Hexa-2,4-dienedioic acid Muconic acid trans-trans-Muconate trans,trans-1,3-Butadiene-1,4-dicarboxylate trans,trans-1,3-Butadiene-1,4-dicarboxylic acid trans,trans-2,4-Hexadienedioate trans,trans-2,4-Hexadienedioic acid trans,trans-Buta-1,3-diene-1,4-dicarboxylate trans,trans-Buta-1,3-diene-1,4-dicarboxylic acid trans,trans-Muconate trans,trans-Muconic acid C6H6O4 142.1094 142.02660868 (2E,4E)-hexa-2,4-dienedioic acid trans, trans-muconic acid 3588-17-8 OC(=O)\C=C\C=C\C(O)=O 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+ 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 acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Unsaturated fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Medium-chain fatty acid Organic oxide Organic oxygen compound Organooxygen compound Unsaturated fatty acid Dicarboxylic acids muconic acid Solid logp 0.67 ALOGPS logs -1.61 ALOGPS solubility 3.48e+00 g/l ALOGPS logp 0.49 ChemAxon pka_strongest_acidic 3.87 ChemAxon iupac (2E,4E)-hexa-2,4-dienedioic acid ChemAxon average_mass 142.1094 ChemAxon mono_mass 142.02660868 ChemAxon smiles OC(=O)\C=C\C=C\C(O)=O ChemAxon formula C6H6O4 ChemAxon inchi 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+ ChemAxon inchikey TXXHDPDFNKHHGW-ZPUQHVIOSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 34.93 ChemAxon polarizability 12.65 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1748 Specdb::MsIr 1749 Specdb::MsIr 1750 Specdb::CMs 1292 Specdb::CMs 12305 Specdb::CMs 31411 Specdb::CMs 31918 Specdb::CMs 38381 Specdb::CMs 130828 Specdb::CMs 138562 Specdb::NmrOneD 122358 Specdb::NmrOneD 122359 Specdb::NmrOneD 122360 Specdb::NmrOneD 122361 Specdb::NmrOneD 122362 Specdb::NmrOneD 122363 Specdb::NmrOneD 122364 Specdb::NmrOneD 122365 Specdb::NmrOneD 122366 Specdb::NmrOneD 122367 Specdb::NmrOneD 122368 Specdb::NmrOneD 122369 Specdb::NmrOneD 122370 Specdb::NmrOneD 122371 Specdb::NmrOneD 122372 Specdb::NmrOneD 122373 Specdb::NmrOneD 122374 Specdb::NmrOneD 122375 Specdb::NmrOneD 122376 Specdb::NmrOneD 122377 Specdb::MsMs 82320 Specdb::MsMs 82321 Specdb::MsMs 82322 Specdb::MsMs 143646 Specdb::MsMs 143647 Specdb::MsMs 143648 Specdb::MsMs 2764740 Specdb::MsMs 2764741 Specdb::MsMs 2764742 Specdb::MsMs 2943658 Specdb::MsMs 2943659 Specdb::MsMs 2943660 HMDB02349 27036 #<Reference:0x00005612732f2110> #<Reference:0x00005612732f1e90> #<Reference:0x00005612732f1c38> #<Reference:0x00005612732f19b8> #<Reference:0x00005612732f1670> #<Reference:0x00005612732f1378> #<Reference:0x00005612732f11c0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823