trilithium(1+) ion 3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl ({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

• ChemBase ID: 132491
• Molecular Formular: C21H33Li3N7O16P3S
• Molecular Mass: 785.333303
• Monoisotopic Mass: 785.13974755
• SMILES: [Li+].[Li+].[Li+].CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1ncnc2N)O)OP(=O)(O)[O-])C(C(=O)NCCC(=O)NCCS)O
• Canonical SMILES: SCCNC(=O)CCNC(=O)C(C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)[O-])O)n1cnc2c1ncnc2N)[O-])[O-])(C)C)O.[Li+].[Li+].[Li+]
• InChI: InChI=1S/C21H36N7O16P3S.3Li/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28;;;/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35);;;/q;3*+1/p-3/t11-,14-,15-,16?,20-;;;/m1.../s1
• InChIKey: QSCBPHBAFBVXRK-HJKJOZROSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trilithium(1+) ion 3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl ({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
• IUPAC Traditional name: trilithium(1+) ion 3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl {[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxyphosphonate
• Synonyms: CoA Li3; Coenzyme A trilithium salt; 辅酶 A 三锂盐

Database IDs

• CAS Number: 18439-24-2
• EC Number: 242-317-9
• MDL Number: MFCD00075848
• PubChem SID: 162226768; 24892557
• PubChem CID: 16219106

CALCULATED PROPERTIES

• Acid pKa: 0.8207477
• H Acceptors: 16
• H Donor: 7
• LogD (pH = 5.5): -10.367997
• LogD (pH = 7.4): -11.985149
• Log P: -5.765352
• Molar Refractivity: 159.3751 cm^3
• Polarizability: 64.550964 Å^3
• Polar Surface Area: 355.05 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~95% (HPLC); ≥93%
• Empirical Formula (Hill Notation): C21H33Li3N7O16P3S

DETAILS

Sigma Aldrich - C3019

Other Notes
For more more technical information and a complete list of Coenzyme A deriviatives visit the Acyl Transfer Reagents Resource.
Application
Coenzyme A (CoA, CoASH, HSCoA) is a coenzyme that facilitates enzymatic acyl-group transfer reactions and supports the synthesis and oxidation of fatty acids. CoA is involved in the mechanisms of a wide variety of enzymes.

Sigma Aldrich - 27594

Other Notes
Review: Immobilized coenzymes and derivatives1
For more more technical information and a complete list of Coenzyme A deriviatives visit the Acyl Transfer Reagents Resource.