(1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione

• ChemBase编号: 126153
• 分子式: C15H18O8
• 平均质量: 326.29862
• 单一同位素质量: 326.10016754
• SMILES: CC(C)(C)[C@@]1(C[C@H]2[C@@]3([C@@]41[C@H](C(=O)O[C@H]4OC3=O)O)CC(=O)O2)O
• Canonical SMILES: O=C1O[C@@H]2[C@@]3(C1)C(=O)O[C@H]1[C@]3([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-YDGSQGCISA-N

名称和登记号

名称

• IUPAC标准名: (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.0^1,^1^1.0^4,^8]tetradecane-2,6,13-trione
• IUPAC传统名: bilobalide
• 别名: (-)-Bilobalide from Ginkgo biloba leaves; Bilobalide

登记号

• CAS号: 33570-04-6
• MDL号: MFCD00238547
• PubChem SID: 162220494; 24892116
• PubChem CID: 73581
• CHEMBL: 133266
• Chemspider ID: 21106418
• IUPHAR配体索引: 2366
• 维基百科标题: Bilobalide

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

• 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

药理学性质

• 给药途径: oral
• 法定药品分级: legal

产品相关信息

• 纯度: ≥93% (HPLC)

详细说明

Sigma Aldrich - B9031

Biochem/physiol Actions
Bioactive terpenoid found in Ginkgo biloba.
Bilobalide, a biologically active terpenic trilactone (terpinoid), derived from geranylgeranyl pyrophosphate (GGPP) is an inducer of cytochrome P450 enzymes CYP3A1 and CYP1A2. Bilobalide, a GABAA, GABAA-rho, 5-hydroxytryptamine type 3 (5-HT(3)) receptor antagonist, may be used to study the function of these receptors in brain processes such as cognition and memory. Bilobalide may also be used to study the function of platelet-activating factor receptors in cardiomyocytes.
Protocols & Applications
Ginkgo (Ginkgo biloba) Plant Profile: bioactives, mechanism of action, references