2.0 2012-05-31 14:09:49 -0600 2015-06-03 15:54:55 -0600 ECMDB06870 M2MDB000698 3-Hydroxyisovaleryl-CoA 3-Hydroxyisovaleryl-CoA is an end product of leucine degradation. It is converted from 3-methylbut-2-enoyl-CoA by the enzyme enoyl-CoA hydratase. 3-Hydroxy-3-methylbutanoyl-CoA 3-Hydroxy-3-methylbutanoyl-Coenzyme A 3-Hydroxy-3-methylbutyryl-CoA 3-Hydroxy-3-methylbutyryl-Coenzyme A 3-Hydroxyisovaleryl coenzyme A C26H44N7O18P3S 867.65 867.167637865 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-3-methylbutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-3-methylbutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid CC(C)(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N InChI=1S/C26H44N7O18P3S/c1-25(2,20(37)23(38)29-6-5-15(34)28-7-8-55-16(35)9-26(3,4)39)11-48-54(45,46)51-53(43,44)47-10-14-19(50-52(40,41)42)18(36)24(49-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37,39H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20?,24-/m1/s1 PEVZKILCBDEOBT-XBTRWLRFSA-N Solid Cytoplasm Periplasm logp -0.43 ALOGPS logs -2.31 ALOGPS solubility 4.22e+00 g/l ALOGPS logp -6.9 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.95 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-3-methylbutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 867.65 ChemAxon mono_mass 867.167637865 ChemAxon smiles CC(C)(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N ChemAxon formula C26H44N7O18P3S ChemAxon inchi InChI=1S/C26H44N7O18P3S/c1-25(2,20(37)23(38)29-6-5-15(34)28-7-8-55-16(35)9-26(3,4)39)11-48-54(45,46)51-53(43,44)47-10-14-19(50-52(40,41)42)18(36)24(49-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37,39H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20?,24-/m1/s1 ChemAxon inchikey PEVZKILCBDEOBT-XBTRWLRFSA-N ChemAxon polar_surface_area 383.86 ChemAxon refractivity 187.67 ChemAxon polarizability 78.09 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 18 ChemAxon donor_count 10 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Valine, leucine and isoleucine degradation ec00280 Specdb::EiMs 4303 Specdb::NmrOneD 150540 Specdb::NmrOneD 150541 Specdb::NmrOneD 150542 Specdb::NmrOneD 150543 Specdb::NmrOneD 150544 Specdb::NmrOneD 150545 Specdb::NmrOneD 150546 Specdb::NmrOneD 150547 Specdb::NmrOneD 150548 Specdb::NmrOneD 150549 Specdb::NmrOneD 150550 Specdb::NmrOneD 150551 Specdb::NmrOneD 150552 Specdb::NmrOneD 150553 Specdb::NmrOneD 150554 Specdb::NmrOneD 150555 Specdb::NmrOneD 150556 Specdb::NmrOneD 150557 Specdb::NmrOneD 150558 Specdb::NmrOneD 150559 Specdb::MsMs 24851 Specdb::MsMs 24852 Specdb::MsMs 24853 Specdb::MsMs 31409 Specdb::MsMs 31410 Specdb::MsMs 31411 Specdb::MsMs 2283706 Specdb::MsMs 2283707 Specdb::MsMs 2283708 Specdb::MsMs 3085891 Specdb::MsMs 3085892 Specdb::MsMs 3085893 HMDB06870 8272 10128175 C05998 28291 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml Probable enoyl-CoA hydratase paaF P76082 PAAF_ECOLI paaF http://ecmdb.ca/proteins/P76082.xml Fatty acid oxidation complex subunit alpha_ P77399 FADJ_ECOLI fadJ http://ecmdb.ca/proteins/P77399.xml Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml 3-Hydroxyisovaleryl-CoA <> 3-Methylcrotonyl-CoA + Water R04137