Cas no 75179-85-0 (Coenzyme A, S-(2-oxopropyl)-)

Coenzyme A, S-(2-oxopropyl)- structure
Coenzyme A, S-(2-oxopropyl)- structure
Product Name:Coenzyme A, S-(2-oxopropyl)-
CAS No:75179-85-0
MF:C24H40N7O17P3S
MW:823.597387313843
CID:981568
PubChem ID:194658
Update Time:2025-04-19

Coenzyme A, S-(2-oxopropyl)- Chemical and Physical Properties

Names and Identifiers

    • acetonyl-coenzyme A
    • S-Acetonyl-CoA
    • S-Acetonyl coenzyme A
    • S-(2-Oxopropyl)coenzyme A
    • Coenzyme A, S-(2-oxopropyl)-
    • 75179-85-0
    • S-(2-OXOPROPYL)-COENZYME A
    • S-Acetonyl coa
    • 9-{5-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(2-oxopropyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-3-O-phosphonopentofuranosyl}-9H-purin-6-amine
    • DTXSID50996646
    • S-Acetonyl-coa
    • (3R)-3-HYDROXY-2,2-DIMETHYL-4-OXO-4-{[3-OXO-3-({2-[(2-OXOPROPYL)THIO]ETHYL}AMINO)PROPYL]AMINO}BUTYL DIHYDROGEN
    • [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-[2-(2-oxopropylsulfanyl)ethylamino]propyl]amino]butyl] hydrogen phosphate
    • [(2r,3s,4r,5r)-5-(6-Amino-9h-Purin-9-Yl)-4-Hydroxy-3-(Phosphonooxy)tetrahydrofuran-2-Yl]methyl (3r)-3-Hydroxy-2,2-Dimethyl-4-Oxo-4-{[3-Oxo-3-({2-[(2-Oxopropyl)thio]ethyl}amino)propyl]amino}butyl Dihydrogen Diphosphate
    • Q27465440
    • S-Acetonyl-coenzyme A
    • S-Acetonyl CoA; (Acyl-CoA); [M+H]+;
    • SOP
    • S-Acetonyl coenzyme A
    • Inchi： 1S/C24H40N7O17P3S/c1-13(32)9-52-7-6-26-15(33)4-5-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-8-14-18(47-49(37,38)39)17(34)23(46-14)31-12-30-16-20(25)28-11-29-21(16)31/h11-12,14,17-19,23,34-35H,4-10H2,1-3H3,(H,26,33)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t14-,17-,18-,19+,23-/m1/s1
    • InChI Key： GAMKENBUYYJLCQ-NDZSKPAWSA-N
    • SMILES： S(CC(C)=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

Computed Properties

  • Exact Mass: 823.1417
  • Monoisotopic Mass: 823.141
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 9
  • Hydrogen Bond Acceptor Count: 22
  • Heavy Atom Count: 52
  • Rotatable Bond Count: 21
  • Complexity: 1400
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _5.6
  • Topological Polar Surface Area: 389?2

Experimental Properties

  • Density: 1.86
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.708
  • PSA: 363.63

Coenzyme A, S-(2-oxopropyl)- Production Method

Production Method 1

Reaction Conditions
1.1R:NaOH, S:H2O, S:MeCN, rt; 2 h, 20°C
Reference
Stable analogues of coenzyme-substrate complex of spermidine/spermine-N1-acetyltransferase reaction. Synthesis and interaction with the enzyme
By Keinanen, T. A. et al, Russian Journal of Bioorganic Chemistry, 2014, 40(2), 155-161

Production Method 2

Reaction Conditions
1.1S:H2O, S:EtOH, 0°C; 2 h, 0°C; 0°C → rt; overnight, rt
1.2R:H2O
Reference
Design and application of cofactor analogues as chemical tools to probe lysine acetyltransferase ligands targeting the catalytic domain
By Simon, Roman P. et al, ChemRxiv, 2018, From ChemRxiv, 1-19

Production Method 3

Reaction Conditions
1.1S:H2O, S:EtOH, 0°C, pH 8.5; 2 h, 0°C; 0°C → rt; overnight, rt
1.2R:H2O, rt
Reference
Cofactor Analogues as Active Site Probes in Lysine Acetyltransferases
By Simon, Roman P. et al, Journal of Medicinal Chemistry, 2019, 62(5), 2582-2597

Production Method 4

Reaction Conditions
1.1S:H2O, S:DMF, 0°C; 16 h, 5°C
2.1R:MgCl2, R:Tris buffer, C:1628840-88-9, S:H2O, 30 min, 37°C, pH 8
Reference
A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins
By Leggans, Erick K. et al, Bioorganic & Medicinal Chemistry Letters, 2010, 20(19), 5939-5942

Production Method 5

Reaction Conditions
1.1basify
Reference
Novel CoA-Polyamine Conjugates for Effective Inhibition of Spermine/Spermidine-N1-Acetyltransferase
By Simonian, Alina et al, Nucleosides, 2007, 26(10-12), 1245-1248

Production Method 6

Reaction Conditions
1.1R:Cleland's reagent, R:Li2CO3, S:H2O, S:EtOH, 24 h, rt
Reference
Substrate Binding and Catalytic Mechanism of Human Choline Acetyltransferase
By Kim, Ae-Ri et al, Biochemistry, 2006, 45(49), 14621-14631

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