(1S,2S,6R,10S,11R,13S,14R,15R)-14-(acetyloxy)-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 acetate

• ChemBase编号: 134198
• 分子式: C24H32O8
• 平均质量: 448.50608
• 单一同位素质量: 448.20971798
• SMILES: C[C@@H]1[C@H]([C@@]2([C@@H](C2(C)C)[C@H]2[C@]1([C@@H]1C=C(C(=O)[C@]1(CC(=C2)CO)O)C)O)OC(=O)C)OC(=O)C
• Canonical SMILES: OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)C
• InChI: InChI=1S/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3/t12-,16+,17-,18?,20-,22-,23-,24-/m1/s1
• InChIKey: OMHXSAMFEJVCPT-ALSUQTPWSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,6R,10S,11R,13S,14R,15R)-14-(acetyloxy)-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 acetate
• IUPAC传统名: (1S,2S,6R,10S,11R,13S,14R,15R)-14-(acetyloxy)-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 acetate
• 别名: PDA; Phorbol 12,13-diacetate

登记号

• CAS号: 24928-15-2
• MDL号: MFCD00036735
• Beilstein号: 2317312
• PubChem SID: 162228475; 24899011
• PubChem CID: 72293

理论计算性质

• Acid pKa: 12.570371
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 0.10136804
• LogD (pH = 7.4): 0.10136515
• Log P: 0.10136808
• 摩尔折射率: 114.0804 cm^3
• 极化性: 45.10134 Å^3
• 极化表面积: 130.36 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble
• 外观: white powder

安全信息

• RTECS编号: GZ0651000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 26/27/28-36/37/38
• 安全公开号: 26-27-36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H315-H319-H330-H335
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C

详细说明

Sigma Aldrich - P9143

Biochem/physiol Actions
Activates protein kinase C.
Caution
Photosensitive.
General description
Phorbol ester with enhanced hydrophilicity.
Other Notes
Less potent but more water soluble than phorbol 12,13-dibutyrate.
Reconstitution
Although having aqueous solubility, it is recommended that this compound first be dissolved in a water miscible organic solvent before dilution to working concentrations in aqueous media.