1.0 2011-09-21 01:45:00 UTC 2015-10-09 22:33:28 UTC FDB028791 (R)-2-Benzylsuccinate (R)-2-Benzylsuccinate is an aromatic compounds that is an intermediate in Benzoate degradation via CoA ligation. Biodegradation of aromatic compounds is a common process in anoxic environments. The many natural and synthetic aromatic compounds found in the environment are usually degraded by anaerobic microorganisms into only few central intermediates, prior to ring cleavage. Benzoyl-CoA is the most important of these intermediates since a large number of compounds, including chloro-, nitro-, and aminobenzoates, aromatic hydrocarbons, and phenolic compounds, are initially converted to benzoyl-CoA prior to ring reduction and cleavage. (R)-2-Benzylsuccinate can be generated from toluene via the enzyme benzylsuccinate synthase (EC 4.1.99.11). It is then converted to Benzylsuccinyl-CoA via the enzyme benzylsuccinate CoA-transferase BbsE subunit (EC 2.8.3.15). [HMDB] (2R)-2-benzylsuccinic acid (R)-2-Benzylsuccinic acid L-benzylsuccinate L-benzylsuccinic acid C11H12O4 208.2106 208.073558872 (2S)-2-benzylbutanedioic acid l-benzylsuccinic acid 884-33-3 OC(=O)C[C@H](CC1=CC=CC=C1)C(O)=O InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m0/s1 GTOFKXZQQDSVFH-VIFPVBQESA-N belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Phenylpropanoic acids Organic compounds Phenylpropanoids and polyketides Phenylpropanoic acids Aromatic homomonocyclic compounds Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides 3-phenylpropanoic-acid Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Solid logp 1.43 ALOGPS logs -2.15 ALOGPS solubility 1.47e+00 g/l ALOGPS logp 1.72 ChemAxon pka_strongest_acidic 4.25 ChemAxon iupac (2S)-2-benzylbutanedioic acid ChemAxon average_mass 208.2106 ChemAxon mono_mass 208.073558872 ChemAxon smiles OC(=O)C[C@H](CC1=CC=CC=C1)C(O)=O ChemAxon formula C11H12O4 ChemAxon inchi InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m0/s1 ChemAxon inchikey GTOFKXZQQDSVFH-VIFPVBQESA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 52.81 ChemAxon polarizability 20.52 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 2059 Specdb::MsIr 2628 Specdb::MsIr 2629 Specdb::MsIr 2630 Specdb::NmrTwoD 1992 Specdb::CMs 22791 Specdb::CMs 39820 Specdb::CMs 166427 Specdb::MsMs 2505 Specdb::MsMs 2506 Specdb::MsMs 2507 Specdb::MsMs 316585 Specdb::MsMs 316586 Specdb::MsMs 316587 Specdb::MsMs 362896 Specdb::MsMs 362897 Specdb::MsMs 362898 Specdb::MsMs 2794478 Specdb::MsMs 2794479 Specdb::MsMs 2794480 Specdb::MsMs 2884256 Specdb::MsMs 2884257 Specdb::MsMs 2884258 HMDB12127 41241 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