2.0 2012-08-15 08:51:29 -0600 2015-06-03 17:21:59 -0600 ECMDB21642 M2MDB002036 (S)-3-Hydroxybutanoyl-CoA (S)-3-hydroxybutanoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (3S)-3-hydroxybutanoyl-CoA (S)-3-Hydroxybutanoyl-CoA (S)-3-hydroxybutyroyl-CoA (S)-3-hydroxybutyryl-coa 3'-Phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3'-Phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphoric acid} 3'-Phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxybutanoyl]sulphanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate} 3'-Phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxybutanoyl]sulphanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphoric acid} 3-HYDROXYBUTANOYL-COENZYME A L(+)-3-Hydroxybutyroyl-CoA L(+)-b-Hydroxybutyroyl-CoA L(+)-beta-Hydroxybutyroyl-CoA L(+)-β-Hydroxybutyroyl-CoA L-3-Hydroxybutanoyl-CoA C25H42N7O18P3S 853.623 853.151987801 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid (S)-3-hydroxybutanoyl-coa [H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(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/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20-,24+/m0/s1 QHHKKMYHDBRONY-VKBDFPRVSA-N Cytoplasm logp -0.49 ALOGPS logs -2.14 ALOGPS solubility 6.13e+00 g/l ALOGPS logp -6 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 4.01 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 853.623 ChemAxon mono_mass 853.151987801 ChemAxon smiles [H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(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 C25H42N7O18P3S ChemAxon inchi InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20-,24+/m0/s1 ChemAxon inchikey QHHKKMYHDBRONY-VKBDFPRVSA-N ChemAxon polar_surface_area 383.86 ChemAxon refractivity 183.03 ChemAxon polarizability 77.21 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 18 ChemAxon donor_count 10 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 3182 Specdb::NmrOneD 274138 Specdb::NmrOneD 274139 Specdb::NmrOneD 274140 Specdb::NmrOneD 274141 Specdb::NmrOneD 274142 Specdb::NmrOneD 274143 Specdb::NmrOneD 274144 Specdb::NmrOneD 274145 Specdb::NmrOneD 274146 Specdb::NmrOneD 274147 Specdb::NmrOneD 274148 Specdb::NmrOneD 274149 Specdb::NmrOneD 274150 Specdb::NmrOneD 274151 Specdb::NmrOneD 274152 Specdb::NmrOneD 274153 Specdb::NmrOneD 274154 Specdb::NmrOneD 274155 Specdb::NmrOneD 274156 Specdb::NmrOneD 274157 Specdb::MsMs 26306 Specdb::MsMs 26307 Specdb::MsMs 26308 Specdb::MsMs 32864 Specdb::MsMs 32865 Specdb::MsMs 32866 Specdb::MsMs 3607741 Specdb::MsMs 3607742 Specdb::MsMs 3607743 Specdb::MsMs 3607744 Specdb::MsMs 3607745 Specdb::MsMs 3607746 439419 388532 C01144 15453 3HC 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 Probable 3-hydroxybutyryl-CoA dehydrogenase P76083 PAAH_ECOLI paaH http://ecmdb.ca/proteins/P76083.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 (S)-3-Hydroxybutanoyl-CoA + NAD <> Acetoacetyl-CoA + NADH + Hydrogen ion R01975 (S)-3-Hydroxybutanoyl-CoA + NADP + 3-Hydroxybutyryl-CoA <> Acetoacetyl-CoA + NADPH + Hydrogen ion R01976 (S)-3-Hydroxybutanoyl-CoA <> Crotonoyl-CoA + Water R03026 (S)-3-Hydroxybutanoyl-CoA <> 3-Hydroxybutyryl-CoA R03276