1.0 2016-09-30 22:44:58 UTC 2020-05-21 16:28:46 UTC BMDB0001375 BMDB01375 3-Hydroxy-3-methylglutaryl-CoA (3S)-3-Hydroxy-3-methylglutaryl-coenzyme A (S)-3-Hydroxy-3-methylglutaryl-CoA (S)-3-Hydroxy-3-methylglutaryl-coenzyme A HMG-CoA HMG-coenzyme A Hydroxymethylglutaroyl coenzyme A Hydroxymethylglutaryl-CoA (3S)-3-Hydroxy-3-methylglutaryl-CoA (S)-3-Hydroxy-3-methylglutaryl coenzyme A 3-Hydroxy-3-methylglutaryl CoA 3-Hydroxy-3-methylglutaryl coenzyme A Hydroxymethylglutaryl CoA Hydroxymethylglutaryl coenzyme A beta-Hydroxy-beta-methylglutaryl CoA beta-Hydroxy-beta-methylglutaryl-CoA beta-Hydroxy-beta-methylglutaryl-coenzyme A Β-hydroxy-β-methylglutaryl CoA Β-hydroxy-β-methylglutaryl-CoA Β-hydroxy-β-methylglutaryl-coenzyme A 3-Hydroxy-3-methylglutaryl-CoA C27H44N7O20P3S 911.659 911.157467109 (3S)-5-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid HMG-CoA 26926-09-0 C[C@](O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](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/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27+/m1/s1 CABVTRNMFUVUDM-VRHQGPGLSA-N belongs to the class of organic compounds known as (s)-3-hydroxy-3-alkylglutaryl coas. These are 3-hydroxy-3-alkylglutaryl-CoAs where the 3-hydroxy-3-alkylglutaryl component has (S)-configuration. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters (S)-3-hydroxy-3-alkylglutaryl CoAs (R)-3-hydroxyacyl CoAs (S)-3-hydroxyacyl CoAs 2,3,4-saturated fatty acyl CoAs 6-aminopurines Amino acids Aminopyrimidines and derivatives Azacyclic compounds Beta amino acids and derivatives Carbonyl compounds Carbothioic S-esters Carboxylic acids Coenzyme A and derivatives Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharide phosphates N-acyl amines N-substituted imidazoles Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Secondary alcohols Secondary carboxylic acid amides Sulfenyl compounds Tertiary alcohols Tetrahydrofurans Thioesters 6-aminopurine Alcohol Alkyl phosphate Amine Amino acid Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Beta amino acid or derivatives Carbonyl group Carbothioic s-ester Carboxamide group Carboxylic acid Carboxylic acid derivative Coenzyme a or derivatives Fatty amide Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate N-acyl-amine N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside diphosphate Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Secondary carboxylic acid amide Sulfenyl compound Tertiary alcohol Tetrahydrofuran Thiocarboxylic acid ester Thiocarboxylic acid or derivatives Aromatic heteropolycyclic compounds 3-hydroxy fatty acyl-CoA 3-hydroxy-3-methylglutaryl-CoA Solid logp -0.53 ALOGPS logs -2.35 ALOGPS logp -6.4 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 3.81 ChemAxon iupac (3S)-5-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid ChemAxon average_mass 911.659 ChemAxon mono_mass 911.157467109 ChemAxon smiles C[C@](O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](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 C27H44N7O20P3S ChemAxon inchi InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27+/m1/s1 ChemAxon inchikey CABVTRNMFUVUDM-VRHQGPGLSA-N ChemAxon polar_surface_area 421.16 ChemAxon refractivity 193.7 ChemAxon polarizability 82.37 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 20 ChemAxon donor_count 11 ChemAxon physiological_charge -5 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Butyrate Metabolism SMP0087185 Ketone Body Metabolism SMP0087202 Steroid Biosynthesis SMP0087233 Valine, Leucine, and Isoleucine Degradation SMP0087234 Specdb::MsMs 177978 Specdb::MsMs 177979 Specdb::MsMs 177980 Specdb::MsMs 180291 Specdb::MsMs 180292 Specdb::MsMs 180293 Specdb::MsMs 2369927 Specdb::MsMs 2369928 Specdb::MsMs 2369929 Specdb::MsMs 2569199 Specdb::MsMs 2569200 Specdb::MsMs 2569201 Specdb::NmrOneD 87952 Specdb::NmrOneD 87953 Specdb::NmrOneD 87954 Specdb::NmrOneD 87955 Specdb::NmrOneD 87956 Specdb::NmrOneD 87957 Specdb::NmrOneD 87958 Specdb::NmrOneD 87959 Specdb::NmrOneD 87960 Specdb::NmrOneD 87961 Specdb::NmrOneD 87962 Specdb::NmrOneD 87963 Specdb::NmrOneD 87964 Specdb::NmrOneD 87965 Specdb::NmrOneD 87966 Specdb::NmrOneD 87967 Specdb::NmrOneD 87968 Specdb::NmrOneD 87969 Specdb::NmrOneD 87970 Specdb::NmrOneD 87971 Adrenal Gland Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00356 FDB030158 392859 445127 15467 3-HYDROXY-3-METHYL-GLUTARYL-COA C00007270 Williamson I P; Rodwell V W Isolation and purification of 3-hydroxy-3-methylglutaryl-coenzyme A by ion-exchange chromatography. Journal of lipid research (1981), 22(1), 184-7. BMDBP00359 Hydroxymethylglutaryl-CoA synthase, mitochondrial Q2KIE6 HMGCS2 Enzyme BMDBP01139 Hydroxymethylglutaryl-CoA lyase, mitochondrial Q29448 HMGCL Enzyme BMDBP02249 3-hydroxy-3-methylglutaryl-coenzyme A reductase A7Z064 HMGCR Enzyme BMDBP02923 Enoyl-CoA hydratase domain-containing protein 2, mitochondrial Q2TBT3 ECHDC2 Enzyme