{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid hydrate

• ChemBase ID: 132977
• Molecular Formular: C21H38N7O17P3S
• Molecular Mass: 785.549403
• Monoisotopic Mass: 785.12577368
• SMILES: 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@H](C(=O)NCCC(=O)NCCS)O.O
• Canonical SMILES: SCCNC(=O)CCNC(=O)[C@@H](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.O
• InChI: InChI=1S/C21H36N7O16P3S.H2O/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);1H2/t11-,14-,15-,16+,20-;/m1./s1
• InChIKey: TVSAELAFGDOPKI-BLPRJPCASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid hydrate
• IUPAC Traditional name: coenzym A hydrate
• Synonyms: CoA; Coenzyme A hydrate; 辅酶 A 水合物

Database IDs

• CAS Number: 85-61-0(anhydrous)
• MDL Number: MFCD06795839
• Beilstein Number: 77809
• PubChem SID: 162227254; 24892684
• PubChem CID: 71308614

CALCULATED PROPERTIES

• Acid pKa: 0.8207477
• H Acceptors: 16
• H Donor: 10
• LogD (pH = 5.5): -10.367997
• LogD (pH = 7.4): -11.985149
• Log P: -5.765352
• Molar Refractivity: 162.7402 cm^3
• Polarizability: 64.9052 Å^3
• Polar Surface Area: 346.56 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (UV, HPLC)

DETAILS

Sigma Aldrich - C4282

Caution
游离酸不及其钠盐或锂盐稳定；当储存在 -20°C 时在 6 个月内可降解 5%。
Biochem/physiol Actions
Coenzyme A (CoA) is an essential metabolic cofactor synthesized from cysteine, pantothenate, and ATP. CoA plays important roles in many metabolic pathways, including the tricarboxylic acid cycle, and the synthesis and oxidation of fatty acids. One of the main functions of CoA is the carrying and transfer of acyl groups. Acylated deriviates, for example acetyl-CoA, are critical intermediates in many metabolic reactions. CoA levels can be altered during starvation, and in conditions such as cancer, diabetes, and alcoholism.