(1S,4R,7R,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.0^{1,11}.0^{4,8}]tetradecane-2,6,13-trione

• ChemBase编号: 72929
• 分子式: C15H18O8
• 平均质量: 326.29862
• 单一同位素质量: 326.10016754
• SMILES: O1C(=O)[C@@]23C4([C@H]1OC(=O)[C@@H]4O)[C@@](C[C@@H]2OC(=O)C3)(C(C)(C)C)O
• Canonical SMILES: O=C1O[C@@H]2[C@@]3(C1)C(=O)O[C@H]1C3([C@](C2)(O)C(C)(C)C)[C@@H](O)C(=O)O1
• InChI: InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15?/m0/s1
• InChIKey: MOLPUWBMSBJXER-ISSLQHLCSA-N

名称和登记号

名称

• IUPAC标准名: (1S,4R,7R,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.0^{1,11}.0^{4,8}]tetradecane-2,6,13-trione
• IUPAC传统名: bilobalide
• 别名: Bilobalide

登记号

• CAS号: 33570-04-6
• PubChem SID: 162037849
• PubChem CID: 12308750

理论计算性质

• Acid pKa: 11.97425
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -0.28442824
• LogD (pH = 7.4): -0.28443965
• Log P: -0.5177614
• 摩尔折射率: 69.9879 cm^3
• 极化性: 29.278425 Å^3
• 极化表面积: 119.36 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2276

Research Area: Neurological Disease
Biological Activity:
Bilobalide is a biologically active terpenic trilactone present in Ginkgo biloba. It is a main constituent of the terpenoids found in Ginkgo leaves. It also exists in minor amounts in the roots Bilobalide is important for producing several of the effects of Gingko biloba extracts, and it has neuroprotective effects, as well as inducing the liver enzymes CYP3A1 and 1A2, which may be partially responsible for interactions between gingko and other herbal medicines or pharmaceutical drugs. Bilobalide has recently been found to be an antagonist at the GABAA and GABAA-rho receptors. Of GABAA, it may possibly be selective for the subunits predominantly implicated in cognitive and memory functioning such as α1. [1][2]

参考文献

• http://en.wikipedia.org/wiki/Bilobalide