(1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

• ChemBase编号: 179895
• 分子式: C20H28O6
• 平均质量: 364.43272
• 单一同位素质量: 364.18858862
• SMILES: [C@@]123[C@]4([C@H]([C@H]5[C@@]([C@@H]2CC[C@@H](C(=C)C1=O)[C@H]3O)(CO4)[C@H](CCC5(C)C)O)O)O
• Canonical SMILES: C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@]1(O)OC[C@@]23[C@@H](O)CCC([C@H]2[C@@H]1O)(C)C
• InChI: InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10?,11-,12-,13+,15+,16-,18+,19-,20+/m0/s1
• InChIKey: SDHTXBWLVGWJFT-OVFJCENLSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-7-one
• IUPAC传统名: (1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-7-one
• 别名: Rubescensin; Rubescensin A; Oridonin

登记号

• CAS号: 28957-04-2
• PubChem SID: 164235805
• PubChem CID: 5321010

理论计算性质

• Acid pKa: 10.51331
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 0.540604
• LogD (pH = 7.4): 0.5402741
• Log P: 0.54060817
• 摩尔折射率: 91.8773 cm^3
• 极化性: 37.001152 Å^3
• 极化表面积: 107.22 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Insect growth inhibitor

产品相关信息

• 生物来源: Constit. of Isodon trichocarpus, Isodon japonicus and Rabdosia spp.
• 应用领域: Also shows antineoplastic activity against Ehrlich ascites carcinoma.; Shows activity against gram-positive bacteria and against Sarcina lutea

参考文献

• Fuji, K. et al., Chem. Pharm. Bull., 1989, 37, 1472