prop-2-en-1-yl (3S,6S)-6-{[(2E,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-{[(prop-2-en-1-yloxy)carbonyl]oxy}hept-2-enoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase编号: 159694
• 分子式: C38H54O13
• 平均质量: 718.82756
• 单一同位素质量: 718.35644179
• SMILES: C1([C@@H](OC([C@H](C1O)O)C(=O)OCC=C)OC(=O)/C=C/C[C@@H](CC[C@@H]1[C@H]2[C@H](C[C@H](C=C2C=C[C@@H]1C)C)OC(=O)C(CC)(C)C)OC(=O)OCC=C)O
• Canonical SMILES: C=CCOC(=O)O[C@H](CC[C@H]1[C@@H](C)C=CC2=C[C@@H](C[C@@H]([C@H]12)OC(=O)C(CC)(C)C)C)C/C=C/C(=O)O[C@@H]1OC(C(=O)OCC=C)[C@H](C(C1O)O)O
• InChI: InChI=1S/C38H54O13/c1-8-18-46-34(43)33-31(41)30(40)32(42)35(51-33)50-28(39)13-11-12-25(48-37(45)47-19-9-2)16-17-26-23(5)14-15-24-20-22(4)21-27(29(24)26)49-36(44)38(6,7)10-3/h8-9,11,13-15,20,22-23,25-27,29-33,35,40-42H,1-2,10,12,16-19,21H2,3-7H3/b13-11+/t22-,23-,25-,26-,27-,29-,30?,31-,32?,33?,35+/m0/s1
• InChIKey: HENYZQSHYRABDK-UBIDPDISSA-N

名称和登记号

名称

• IUPAC标准名: prop-2-en-1-yl (3S,6S)-6-{[(2E,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-{[(prop-2-en-1-yloxy)carbonyl]oxy}hept-2-enoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC传统名: prop-2-en-1-yl (3S,6S)-6-{[(2E,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-{[(prop-2-en-1-yloxy)carbonyl]oxy}hept-2-enoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• 别名: 5-Allyloxycarbonyl-2,3-dehydro Simvastatin-β-D-glucuronide Allyl Ester

登记号

• PubChem SID: 162253829
• PubChem CID: 71313096

理论计算性质

• Acid pKa: 12.161604
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): 6.0495086
• LogD (pH = 7.4): 6.049501
• Log P: 6.0495086
• 摩尔折射率: 186.9652 cm^3
• 极化性: 73.74375 Å^3
• 极化表面积: 184.35 Å^2
• 可自由旋转的化学键: 21
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Methanol
• 外观: Light Yellow Solid

详细说明

Toronto Research Chemicals - A561475

An impurity produced during the commercial synthesis of Simvastatin metabolites.