4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid

• ChemBase编号: 127524
• 分子式: C38H44O8
• 平均质量: 628.75116
• 单一同位素质量: 628.30361837
• SMILES: O=C1C2=C[C@H]3C(=O)[C@@]4(OC([C@@H]([C@]24Oc2c1c(O)c1C=C[C@@](Oc1c2CC=C(C)C)(C)CCC=C(C)C)C3)(C)C)C/C=C(/C(=O)O)\C
• Canonical SMILES: CC(=CCc1c2O[C@]34[C@@]5(C/C=C(/C(=O)O)\C)OC([C@@H]4C[C@H](C5=O)C=C3C(=O)c2c(c2c1O[C@](C)(CCC=C(C)C)C=C2)O)(C)C)C
• InChI: InChI=1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/t23-,27?,36-,37+,38-/m1/s1
• InChIKey: GEZHEQNLKAOMCA-QSNZZALHSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0^2,^1^5.0^2,^1^9.0^4,^1^3.0^6,^1^1]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
• IUPAC传统名: 4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0^2,^1^5.0^2,^1^9.0^4,^1^3.0^6,^1^1]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
• 别名: β-Guttiferin; Gambogic acid

登记号

• CAS号: 2752-65-0
• PubChem SID: 162221843
• PubChem CID: 5281632; 70697925
• CHEMBL: 555017
• Chemspider ID: 8027898
• 维基百科标题: Gambogic_acid

理论计算性质

• Acid pKa: 3.7568264
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): 6.039832
• LogD (pH = 7.4): 4.5002728
• Log P: 7.783757
• 摩尔折射率: 179.1616 cm^3
• 极化性: 67.7759 Å^3
• 极化表面积: 119.36 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Amorphous orange solid
• 密度: 1.29 g/cm^3