(1S,2S,6R,10S,11R,13S,14R,15R)-14-(decanoyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-13-yl decanoate

• ChemBase编号: 133031
• 分子式: C40H64O8
• 平均质量: 672.93136
• 单一同位素质量: 672.46011901
• SMILES: CCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@@H]2[C@@]1(C2(C)C)OC(=O)CCCCCCCCC)O)C
• Canonical SMILES: CCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@@H]3[C@]1(OC(=O)CCCCCCCCC)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO
• InChI: InChI=1S/C40H64O8/c1-7-9-11-13-15-17-19-21-32(42)47-36-28(4)39(46)30(24-29(26-41)25-38(45)31(39)23-27(3)35(38)44)34-37(5,6)40(34,36)48-33(43)22-20-18-16-14-12-10-8-2/h23-24,28,30-31,34,36,41,45-46H,7-22,25-26H2,1-6H3/t28-,30+,31-,34?,36-,38-,39-,40-/m1/s1
• InChIKey: DGOSGFYDFDYMCW-WCCOWUOISA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,6R,10S,11R,13S,14R,15R)-14-(decanoyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^2,^6.0^1^1,^1^3]pentadeca-3,8-dien-13-yl decanoate
• IUPAC传统名: (1S,2S,6R,10S,11R,13S,14R,15R)-14-(decanoyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^2,^6.0^1^1,^1^3]pentadeca-3,8-dien-13-yl decanoate
• 别名: PDD; Phorbol 12,13-dicaprinate; Phorbol 12,13-didecanoate

登记号

• CAS号: 24928-17-4
• MDL号: MFCD00065449
• Beilstein号: 6036113
• PubChem SID: 24899003; 162227308
• PubChem CID: 71308620

理论计算性质

• Acid pKa: 12.570371
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 7.726401
• LogD (pH = 7.4): 7.726398
• Log P: 7.726401
• 摩尔折射率: 187.7482 cm^3
• 极化性: 74.46961 Å^3
• 极化表面积: 130.36 Å^2
• 可自由旋转的化学键: 21
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: soluble; ethanol: soluble; methanol: soluble
• 外观: white solid

安全信息

• RTECS编号: GZ0653000
• 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

详细说明

Sigma Aldrich - P9018

Biochem/physiol Actions
Strong NO promoter; potent activator of protein kinase C; promotes iNOS expression in cultured hepatocytes.
Caution
Photosensitive
General description
More potent than phorbol myristate acetate as an inflammatory agent, but weaker as a tumor promoting agent
Reconstitution
A stock solution cannot be made in aqueous media; dissolve in a water-miscible organic solvent before dilution to working concentrations in aqueous media.