sodium (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

• ChemBase编号: 154487
• 分子式: C23H35NaO7
• 平均质量: 446.50957
• 单一同位素质量: 446.22804774
• SMILES: CC[C@H](C)C(=O)O[C@H]1C[C@@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)[O-])O)O)O.[Na+]
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1C[C@H](O)C=C2[C@H]1[C@@H](CC[C@H](C[C@H](CC(=O)[O-])O)O)[C@H](C=C2)C)C.[Na+]
• InChI: InChI=1S/C23H36O7.Na/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28;/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28);/q;+1/p-1/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
• InChIKey: VWBQYTRBTXKKOG-IYNICTALSA-M

名称和登记号

名称

• IUPAC标准名: sodium (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC传统名: sodium pravastatin(1-); sodium (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• 别名: (βR, δR,1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-Hexahydro-β, δ,6-trihydroxy-2-methyl-8[(2S)-2-methyl-1-oxobutoxyl]-1-naphthaleneheptanoic acid sodium hydrate; Eptastatin sodium salt hydrate; Pravastatin sodium salt hydrate; (βR,δR,1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-Hexahydro-β,δ,6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-1-naphthaleneheptanoic Acid Sodium Salt; Elisor; Kopostat; Mevalotin; Pravachol; Pravaselect; Pravastatin Sodium; Pravastatin Sodium

登记号

• CAS号: 81131-70-6; 81131-70-6(anhydrous)
• MDL号: MFCD00887601
• PubChem SID: 162248626
• PubChem CID: 16759173

理论计算性质

• Acid pKa: 4.212299
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 0.34003893
• LogD (pH = 7.4): -1.3779589
• Log P: 1.6470916
• 摩尔折射率: 124.435 cm^3
• 极化性: 44.225346 Å^3
• 极化表面积: 127.12 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >10 mg/mL; Methanol; Water
• 外观: White Crystalline Powder; white powder
• 熔点: 149-150°C; 171.2-173 °C

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: QJ7185000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: HMG CoA reductase inhibitor

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Na+
• 生物来源: Isol. from Absidia coerulea
• 应用领域: Antihypercholesterolaemic agent; Increases receptor-mediated catabolism of low density lipoprotein
• Empirical Formula (Hill Notation): C23H35O7Na · xH2O

详细说明

Sigma Aldrich - P4498

Biochem/physiol Actions
Competitive, water-soluble 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor. Inhibits cholesterol synthesis in vivo (Ki ~1 nM).

Toronto Research Chemicals - P702000

A competitive inhibitor of HMG-CoA reductase. Bioactive metabolite of Mevastatin.

参考文献

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