trisodium (2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-[({hydroxy[(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propyl phosphonato)oxy]phosphoryl}oxy)methyl]oxolan-3-yl phosphate

• ChemBase编号: 133385
• 分子式: C25H37N7Na3O18P3S
• 平均质量: 917.552973
• 单一同位素质量: 917.08217111
• SMILES: CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)([O-])OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1ncnc2N)O)OP(=O)([O-])[O-])O.[Na+].[Na+].[Na+]
• Canonical SMILES: O=C(NCCSC(=O)CC(=O)C)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.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C25H40N7O18P3S.3Na/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32;;;/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41);;;/q;3*+1/p-3/t14-,18-,19-,20?,24-;;;/m1.../s1
• InChIKey: KJJYKBIEKQJXHM-YRWRHZSKSA-K

名称和登记号

名称

• IUPAC标准名: trisodium (2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-[({hydroxy[(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propyl phosphonato)oxy]phosphoryl}oxy)methyl]oxolan-3-yl phosphate
• IUPAC传统名: trisodium (2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propyl phosphonato)oxyphosphoryl]oxy}methyl)oxolan-3-yl phosphate
• 别名: Acetoacetyl coenzyme A 钠盐 水合物; Acetoacetyl-CoANa3; Acetoacetyl coenzyme A sodium salt hydrate

登记号

• CAS号: 1420-36-6(freeacid)
• PubChem SID: 24890567; 162227662
• PubChem CID: 16218855

理论计算性质

• Acid pKa: 0.8207477
• 质子受体: 18
• 质子供体: 6
• LogD (pH = 5.5): -10.3055315
• LogD (pH = 7.4): -11.922316
• Log P: -5.7028904
• 摩尔折射率: 178.7381 cm^3
• 极化性: 72.16904 Å^3
• 极化表面积: 389.19 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear, colorless to faintly yellow

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ~95% (HPLC); ≥90%
• 杂质: ≤1% ATP (HPLC); ≤6% coenzyme A (HPLC); ≤8% coenzyme A oxidized (HPLC)
• Empirical Formula (Hill Notation): C25H40N7O18P3S · xNa+ · yH2O

详细说明

Sigma Aldrich - A1625

Application
Substrate for acetoacetyl-CoA thiolase EC 2.3.1.9; Role in the biosynthesis of nonactin.
Acetoacetyl coenzyme A (Acetoacetyl-CoA) may be used as a substrate for a number of enzymes including; acetoacetyl-CoA thiolase (EC 2.3.1) which produces acetyl-CoA in reverse condensation reaction and (3-Hydroxy-3-methylglutaryl coenzyme A (CoA) synthase (HMGCS)) which produces 3-hydroxy-3-methylglutaryl (HMG)-CoA in the mevalonate pathway leading to terpenoid biosynthesis. Acetoacetyl-CoA is also a precursor of poly-beta-hydroxybutyrate polymers in microorganisms.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A1625.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 00062

Application
Substrate for acetoacetyl-CoA thiolase EC 2.3.1.9; Role in the biosynthesis of nonactin.
Acetoacetyl coenzyme A (Acetoacetyl-CoA) may be used as a substrate for a number of enzymes including; acetoacetyl-CoA thiolase (EC 2.3.1) which produces acetyl-CoA in reverse condensation reaction and (3-Hydroxy-3-methylglutaryl coenzyme A (CoA) synthase (HMGCS)) which produces 3-hydroxy-3-methylglutaryl (HMG)-CoA in the mevalonate pathway leading to terpenoid biosynthesis. Acetoacetyl-CoA is also a precursor of poly-β-hydroxybutyrate polymers in microorganisms.
Other Notes
Substrate for acetoacetyl-CoA thiolase EC 2.3.1.91; Role in the biosynthesis of nonactin2