{[(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编号: 132977
• 分子式: C21H38N7O17P3S
• 平均质量: 785.549403
• 单一同位素质量: 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

名称和登记号

名称

• IUPAC标准名: {[(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传统名: coenzym A hydrate
• 别名: 辅酶 A 水合物; CoA; Coenzyme A hydrate

登记号

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

理论计算性质

• Acid pKa: 0.8207477
• 质子受体: 16
• 质子供体: 10
• LogD (pH = 5.5): -10.367997
• LogD (pH = 7.4): -11.985149
• Log P: -5.765352
• 摩尔折射率: 162.7402 cm^3
• 极化性: 64.9052 Å^3
• 极化表面积: 346.56 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥85% (UV, HPLC)

详细说明

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.