2.0 2012-10-10 12:19:50 -0600 2015-06-04 16:20:32 -0600 ECMDB23162 M2MDB003552 (3S)-Citryl-CoA (3S)-Citryl-CoA is an (S)-3-hydroxyacyl-CoA having (3S)-citryl as the S-acyl group. It is a substrate for the enzyme citryl-CoA lyase (EC 4.1.3.34), an enzyme that catalyzes the chemical reaction (3S)-citryl-CoA <=> acetyl-CoA + oxaloacetate C27H42N7O22P3S 941.642 941.131646289 2-[2-({2-[(3-{[4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-oxoethyl]-2-hydroxybutanedioic acid (3S)-citryl-coa [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(O)(CC(O)=O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O InChI=1S/C27H42N7O22P3S/c1-26(2,20(40)23(41)30-4-3-14(35)29-5-6-60-16(38)8-27(44,25(42)43)7-15(36)37)10-53-59(50,51)56-58(48,49)52-9-13-19(55-57(45,46)47)18(39)24(54-13)34-12-33-17-21(28)31-11-32-22(17)34/h11-13,18-20,24,39-40,44H,3-10H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,42,43)(H,48,49)(H,50,51)(H2,28,31,32)(H2,45,46,47)/t13-,18-,19-,20?,24-,27?/m1/s1 IHVFHZGGMJDGGZ-CLSGQFMISA-N logp -0.64 ALOGPS logs -2.23 ALOGPS solubility 5.60e+00 g/l ALOGPS logp -3 ChemAxon pka_strongest_acidic 0.82 ChemAxon iupac 2-[2-({2-[(3-{[4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-oxoethyl]-2-hydroxybutanedioic acid ChemAxon average_mass 941.642 ChemAxon mono_mass 941.131646289 ChemAxon smiles [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(O)(CC(O)=O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O ChemAxon formula C27H42N7O22P3S ChemAxon inchi InChI=1S/C27H42N7O22P3S/c1-26(2,20(40)23(41)30-4-3-14(35)29-5-6-60-16(38)8-27(44,25(42)43)7-15(36)37)10-53-59(50,51)56-58(48,49)52-9-13-19(55-57(45,46)47)18(39)24(54-13)34-12-33-17-21(28)31-11-32-22(17)34/h11-13,18-20,24,39-40,44H,3-10H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,42,43)(H,48,49)(H,50,51)(H2,28,31,32)(H2,45,46,47)/t13-,18-,19-,20?,24-,27?/m1/s1 ChemAxon inchikey IHVFHZGGMJDGGZ-CLSGQFMISA-N ChemAxon polar_surface_area 465.44 ChemAxon refractivity 196.23 ChemAxon polarizability 81.66 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 24 ChemAxon donor_count 12 ChemAxon physiological_charge -5 ChemAxon formal_charge 0 ChemAxon Citrate cycle (TCA cycle) ec00020 Two-component system ec02020 Specdb::EiMs 3093 Specdb::NmrOneD 296915 Specdb::NmrOneD 296916 Specdb::NmrOneD 296917 Specdb::NmrOneD 296918 Specdb::NmrOneD 296919 Specdb::NmrOneD 296920 Specdb::NmrOneD 296921 Specdb::NmrOneD 296922 Specdb::NmrOneD 296923 Specdb::NmrOneD 296924 Specdb::NmrOneD 296925 Specdb::NmrOneD 296926 Specdb::NmrOneD 296927 Specdb::NmrOneD 296928 Specdb::NmrOneD 296929 Specdb::NmrOneD 296930 Specdb::NmrOneD 296931 Specdb::NmrOneD 296932 Specdb::NmrOneD 296933 Specdb::NmrOneD 296934 Specdb::MsMs 25529 Specdb::MsMs 25530 Specdb::MsMs 25531 Specdb::MsMs 32087 Specdb::MsMs 32088 Specdb::MsMs 32089 C00566 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Citrate lyase subunit beta P0A9I1 CITE_ECOLI citE http://ecmdb.ca/proteins/P0A9I1.xml Citrate lyase alpha chain P75726 CILA_ECOLI citF http://ecmdb.ca/proteins/P75726.xml Acetyl-CoA + Citric acid > Acetic acid + (3S)-Citryl-CoA (3S)-Citryl-CoA > Acetyl-CoA + Oxalacetic acid Acetyl-CoA + Citric acid <> Acetic acid + (3S)-Citryl-CoA R01323 (3S)-Citryl-CoA <> Acetyl-CoA + Oxalacetic acid R00354