2.02012-05-31 13:53:30 -06002015-06-03 15:54:09 -0600ECMDB01493M2MDB0004013-Methylcrotonyl-CoA3-Methylcrotonyl-CoA is an essential metabolite for leucine metabolism.β-methylcrotonoyl-CoA3-Methylbut-2-enoyl-CoA3-Methylbut-2-enoyl-Coenzyme A3-Methylcrotonoyl-CoA3-Methylcrotonoyl-Coenzyme A3-Methylcrotonyl-CoA3-Methylcrotonyl-Coenzyme Ab-Methylcrotonoyl-CoAb-Methylcrotonoyl-coenzyme Ab-Methylcrotonyl-CoAB-Methylcrotonyl-CoA (HMDB01493B-Methylcrotonyl-Coenzyme AB-Methylcrotonyl-Coenzyme A (HMDB01493Beta-Methylcrotonoyl-CoABeta-Methylcrotonoyl-Coenzyme ABeta-Methylcrotonyl-CoABeta-Methylcrotonyl-CoA (HMDB01493Beta-Methylcrotonyl-Coenzyme ABeta-Methylcrotonyl-Coenzyme A (HMDB01493Dimethylacryloyl-CoADimethylacryloyl-Coenzyme Aβ-Methylcrotonoyl-CoAβ-Methylcrotonoyl-coenzyme Aβ-Methylcrotonyl-CoAβ-Methylcrotonyl-CoA (HMDB01493β-Methylcrotonyl-coenzyme Aβ-Methylcrotonyl-coenzyme A (HMDB01493C26H42N7O17P3S849.635849.157073179{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-methylbut-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)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-2,2-dimethyl-3-{[2-({2-[(3-methylbut-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid793193-48-3CC(C)=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=C2NInChI=1S/C26H42N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1BXIPALATIYNHJN-TVCSPYKZSA-NSolidCytoplasmPeriplasmlogp-0.13logs-2.19solubility5.51e+00 g/llogp-4.3pka_strongest_acidic0.82pka_strongest_basic4.01iupac{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-methylbut-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidaverage_mass849.635mono_mass849.157073179smilesCC(C)=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=C2NformulaC26H42N7O17P3SinchiInChI=1S/C26H42N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1inchikeyBXIPALATIYNHJN-TVCSPYKZSA-Npolar_surface_area363.63refractivity186.81polarizability75.87rotatable_bond_count21acceptor_count17donor_count9physiological_charge-4formal_charge0Valine, leucine and isoleucine degradationec00280Geraniol degradationec00281Specdb::EiMs2696Specdb::NmrOneD328192Specdb::NmrOneD328193Specdb::NmrOneD328194Specdb::NmrOneD328195Specdb::NmrOneD328196Specdb::NmrOneD328197Specdb::NmrOneD328198Specdb::NmrOneD328199Specdb::NmrOneD328200Specdb::NmrOneD328201Specdb::NmrOneD328202Specdb::NmrOneD328203Specdb::NmrOneD328204Specdb::NmrOneD328205Specdb::NmrOneD328206Specdb::NmrOneD328207Specdb::NmrOneD328208Specdb::NmrOneD328209Specdb::NmrOneD328210Specdb::NmrOneD328211Specdb::MsMs25223Specdb::MsMs25224Specdb::MsMs25225Specdb::MsMs31781Specdb::MsMs31782Specdb::MsMs31783HMDB01493439869388909C03069154863-METHYL-CROTONYL-COAKeseler, I. 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"Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948.18331064Wysocki SJ, Hahnel R: 3-Methylcrotonylglycine excretion in 3-hydroxy-3-methylglutaric aciduria. Clin Chim Acta. 1978 May 16;86(1):101-8.6575303-ketoacyl-CoA thiolaseP21151FADA_ECOLIfadAhttp://ecmdb.ca/proteins/P21151.xmlFatty acid oxidation complex subunit alphaP21177FADB_ECOLIfadBhttp://ecmdb.ca/proteins/P21177.xmlProbable enoyl-CoA hydratase paaFP76082PAAF_ECOLIpaaFhttp://ecmdb.ca/proteins/P76082.xml3-ketoacyl-CoA thiolase_P76503FADI_ECOLIfadIhttp://ecmdb.ca/proteins/P76503.xmlFatty acid oxidation complex subunit alpha_P77399FADJ_ECOLIfadJhttp://ecmdb.ca/proteins/P77399.xmlFatty acid oxidation complex subunit alphaP21177FADB_ECOLIfadBhttp://ecmdb.ca/proteins/P21177.xml3-Hydroxyisovaleryl-CoA <> 3-Methylcrotonyl-CoA + WaterR041375-Methyl-3-oxo-4-hexenoyl-CoA + Coenzyme A <> 3-Methylcrotonyl-CoA + Acetyl-CoAR08095Isovaleryl-CoA + ETF-Oxidized 3-Methylcrotonyl-CoA + ETF-ReducedRXN0-2301Coenzyme A + 5-Methyl-3-oxo-4-hexenoyl-CoA > Acetyl-CoA + 3-Methylcrotonyl-CoAPW_R002507