3-{5-hydroxy-8-[(3E)-4-[8'-hydroxy-6'-(1-hydroxy-3-{9-methyl-1-oxaspiro[5.5]undecan-8-yl}butyl)-7'-methylidene-hexahydro-3'H-spiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-10-methyl-1,4,7-trioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropane-1,2-diol

• ChemBase编号: 131422
• 分子式: C44H70O12
• 平均质量: 791.0194
• 单一同位素质量: 790.48672768
• SMILES: CC1CCC2(CCCCO2)CC1C(C)CC(C1C(=C)C(C2C(O1)CCC1(O2)CCC(O1)/C=C/C(C)C1CC(=CC2(O1)C(OCC(O2)CC(C)(CO)O)O)C)O)O
• Canonical SMILES: OCC(CC1COC(C2(O1)C=C(C)CC(O2)C(/C=C/C1CCC2(O1)CCC1C(O2)C(O)C(=C)C(O1)C(CC(C1CC2(CCCCO2)CCC1C)C)O)C)O)(O)C
• InChI: InChI=1S/C44H70O12/c1-26-19-36(55-44(21-26)40(48)50-24-32(54-44)22-41(6,49)25-45)28(3)9-10-31-12-16-43(53-31)17-13-35-39(56-43)37(47)30(5)38(52-35)34(46)20-29(4)33-23-42(15-11-27(33)2)14-7-8-18-51-42/h9-10,21,27-29,31-40,45-49H,5,7-8,11-20,22-25H2,1-4,6H3/b10-9+
• InChIKey: UYJJHCRMSRYIAM-MDZDMXLPSA-N

名称和登记号

名称

• IUPAC标准名: 3-{5-hydroxy-8-[(3E)-4-[8'-hydroxy-6'-(1-hydroxy-3-{9-methyl-1-oxaspiro[5.5]undecan-8-yl}butyl)-7'-methylidene-hexahydro-3'H-spiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-10-methyl-1,4,7-trioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropane-1,2-diol
• IUPAC传统名: 3-{5-hydroxy-8-[(3E)-4-[8'-hydroxy-6'-(1-hydroxy-3-{9-methyl-1-oxaspiro[5.5]undecan-8-yl}butyl)-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-10-methyl-1,4,7-trioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropane-1,2-diol
• 别名: Okadaol

登记号

• CAS号: 131959-12-1
• MDL号: MFCD00214215
• PubChem SID: 24897959; 162225700
• PubChem CID: 6161510

理论计算性质

• Acid pKa: 10.433317
• 质子受体: 12
• 质子供体: 5
• LogD (pH = 5.5): 4.7575397
• LogD (pH = 7.4): 4.757143
• Log P: 4.757545
• 摩尔折射率: 210.4521 cm^3
• 极化性: 83.95349 Å^3
• 极化表面积: 165.76 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H332
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

详细说明

Sigma Aldrich - O2257

Other Notes
Analogue of okadaic acid (carboxyl group reduced to an alcohol). Protein phosphatase inhibitory activity is approx. 40% that of okadaic acid.