(1R,2S,6R,10S,11R,13S,15R)-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: 177076
• 分子式: C22H30O6
• 平均质量: 390.47
• 单一同位素质量: 390.20423868
• SMILES: [C@@H]12[C@](CC(=C[C@@H]3[C@@]1([C@@H](C[C@@]1([C@H]3C1(C)C)OC(=O)C)C)O)CO)(C(=O)C(=C2)C)O
• Canonical SMILES: OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)C[C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C
• InChI: InChI=1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3/t12-,15+,16-,17?,20-,21+,22-/m1/s1
• InChIKey: BOJKFRKNLSCGHY-KUHYLXMHSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2S,6R,10S,11R,13S,15R)-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: prostratin
• 别名: (1aR,1bS,4aR,7aS,7bR,8R,9aS)-9a-(Acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one; 12-Deoxyphorbol 13-acetate; 13-O-Acetylphorbol; NSC 623310; Stillingia Factor S7; Prostratin

登记号

• CAS号: 60857-08-1
• PubChem SID: 164232986
• PubChem CID: 454217

理论计算性质

• Acid pKa: 12.574634
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 0.6935895
• LogD (pH = 7.4): 0.69358665
• Log P: 0.69358957
• 摩尔折射率: 103.6662 cm^3
• 极化性: 40.592663 Å^3
• 极化表面积: 104.06 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - P838800

It is a protein kinase C activator found in the bark of the mamala tree of Samoa, Homalanthus nutans (Euphorbiaceae). Research indicated that prostratin has potential to be useful in the treatment of HIV as it flushes viral reservoirs in latently infecte

参考文献

• Reuben, et al.: Clin. Cancer Res., 6, 1671 (2000)
• Korin, Y., et al.: J. Virol., 76, 8118 (2000)
• Wei, X., et al.: Nature, 422, 307 (2000)
• Kutsch, O., et al.: Antimicrob. Agents Chemother., 48, 1652 (2000)