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1926-57-4

(name: Lactyl-CoA)
1926-57-4
Product name:Lactyl-CoA
CAS No:1926-57-4
MF:C24H40N7O18P3S
MW:839.596787452698
CID:145621

Introduction

Lactoyl COA is a coenzyme, which is widely used in the field of biodegradability and biocompatibility

Names and Identifiers

  • Coenzyme A,S-(2-hydroxypropanoate)
  • [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[(3R)-3-hydroxy-3-[2-[2-(2-hydroxypropanoylsulfanyl)ethylcarbamoyl]ethylcarbamoyl]-2,2-dimethyl-propoxy]phosphoryl]oxy-phosphoryl]ox
  • S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethy
  • lactoyl-coenzyme A
  • Lactyl-CoA
  • S-{(9R)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 2-hydroxypropanethioate (non-preferred name)
  • lactoyl-CoA
  • [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[(3R)-3-hydroxy-3-[2-[2-(2-hydroxypropanoylsulfanyl)ethylcarbamoyl]ethylcarbamoyl]-2,2-dimethyl-propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid
  • {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-{[2-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
  • Coenzyme A, lactoyl-
  • 2-hydroxypropionyl CoA
  • 2-hydroxypropanoyl CoA
  • S-(2-hydroxypropanoate
  • alpha-hydroxypropionyl CoA
  • alpha-hydroxypropanoyl CoA
  • S-(2-hydroxypropanoic acid
  • 2-hydroxypropanoyl coenzym
  • 2-hydroxypropanoyl coenzyme A
  • S-(2-hydroxypropanoate)coenzyme A
  • [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[(3R)-3-hydroxy-3-[2-[2-(2-hydro
  • Coenzyme A, S-(2-hydroxypropanoate)
  • https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:15529
  • S-(2-hydroxypropanoyl)coenzyme A
  • α-hydroxypropanoyl CoA
  • α-hydroxypropanoyl coenzyme A
  • α-hydroxypropionyl CoA
  • α-hydroxypropionyl coenzyme A
  • β-Hydroxypropionyl coenzyme A
  • Lactyl-CoA
  • Lactoyl-CoA
  • Lactoyl coenzyme A
  • Coenzyme A, S-lactate (7CI,8CI)
  • Lactoyl-CoA
  • S-(2-(3-((2R)-4-(((((((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) 2-hydroxypropanethioate
  • CS-0179849
  • Lactoyl-coenzyme A
  • 9-{5-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-3-O-phosphonopentofuranosyl}-9H-purin-6-amine
  • SCHEMBL871694
  • LMFA07050339
  • alpha-hydroxypropanoyl coenzyme A
  • C24H40N7O18P3S
  • 1926-57-4
  • S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 2-hydroxypropanethioate
  • C00827
  • S-(2-Hydroxypropionyl)coenzyme A
  • alpha-hydroxypropionyl coenzyme A
  • 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
  • DTXSID30940920
  • HY-141540
  • Lactyl-coa
  • C24-H40-N7-O18-P3-S
  • CHEBI:15529
  • 9-{5-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-3-O-phosphonopentofuranosyl}-9H-purin-6-amine
  • SCHEMBL871694
  • LMFA07050339
  • alpha-hydroxypropanoyl coenzyme A
  • C24H40N7O18P3S
  • 1926-57-4
  • S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 2-hydroxypropanethioate
  • Lactoyl-CoA
  • C00827
  • S-(2-Hydroxypropionyl)coenzyme A
  • S-(2-(3-((2R)-4-(((((((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) 2-hydroxypropanethioate
  • alpha-hydroxypropionyl coenzyme A
  • CS-0179849
  • 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
  • Lactoyl-coenzyme A
  • DTXSID30940920
  • 9-{5-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-3-O-phosphonopentofuranosyl}-9H-purin-6-amine
  • HY-141540
  • SCHEMBL871694
  • Lactyl-coa
  • LMFA07050339
  • C24-H40-N7-O18-P3-S
  • alpha-hydroxypropanoyl coenzyme A
  • CHEBI:15529
  • C24H40N7O18P3S
  • 1926-57-4
  • S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 2-hydroxypropanethioate
  • C00827
  • S-(2-Hydroxypropionyl)coenzyme A
  • alpha-hydroxypropionyl coenzyme A
  • 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(2-hydroxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
  • DTXSID30940920
  • HY-141540
  • Lactyl-coa
  • C24-H40-N7-O18-P3-S
  • CHEBI:15529
  • Lactoyl coenzyme A
  • InChIKey:VIWKEBOLLIEAIL-FBMOWMAESA-N
  • Inchi:1S/C24H40N7O18P3S/c1-12(32)23(37)53-7-6-26-14(33)4-5-27-21(36)18(35)24(2,3)9-46-52(43,44)49-51(41,42)45-8-13-17(48-50(38,39)40)16(34)22(47-13)31-11-30-15-19(25)28-10-29-20(15)31/h10-13,16-18,22,32,34-35H,4-9H2,1-3H3,(H,26,33)(H,27,36)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t12?,13-,16-,17-,18+,22-/m1/s1
  • SMILES:S(C(C(C)O)=O)CCNC(CCNC([C@@H](C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC=NC2=3)O1)O)OP(O)(O)=O)O)=O)=O

Chemical and Physical Properties

Computed Properties

  • Exact Mass: 839.13633962g/mol
  • Hydrogen Bond Donor Count: 10
  • Hydrogen Bond Acceptor Count: 23
  • Rotatable Bond Count: 21
  • Monoisotopic Mass: 839.13633962g/mol
  • Heavy Atom Count: 53
  • Complexity: 1430
  • Isotope Atom Count: 0
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Covalently-Bonded Unit Count: 1
  • XLogP3: -5.9
  • Topological Polar Surface Area: 409

Synthetic Circuit

Synthetic Circuit 1
Reaction Conditions
1.1R:DCC, S:THF, 22°C; overnight, 22°C
2.1R:HCO3-, S:H2O, S:MeOH, 3 h, 22°C, pH 8
2.2R:F3CCO2H, neutralized
Reference
Quantification of lactoyl-CoA (lactyl-CoA) by liquid chromatography mass spectrometry in mammalian cells and tissues
By Varner, Erika L. et al, Open Biology, 2020, 10(9), 200187

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