4-{[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-5-yl]oxy}-4-oxobutanoic acid

• ChemBase编号: 103280
• 分子式: C24H36O9
• 平均质量: 468.53724
• 单一同位素质量: 468.23593273
• SMILES: [C@]12([C@@]3([C@@H]([C@@H]([C@@H]([C@]1(O[C@](CC2=O)(C=C)C)C)OC(=O)CCC(=O)O)O)C(CC[C@@H]3O)(C)C)C)O
• Canonical SMILES: C=C[C@@]1(C)CC(=O)[C@]2([C@@](O1)(C)[C@@H](OC(=O)CCC(=O)O)[C@H]([C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C)O)O
• InChI: InChI=1S/C24H36O9/c1-7-21(4)12-14(26)24(31)22(5)13(25)10-11-20(2,3)18(22)17(30)19(23(24,6)33-21)32-16(29)9-8-15(27)28/h7,13,17-19,25,30-31H,1,8-12H2,2-6H3,(H,27,28)/t13-,17-,18-,19-,21-,22-,23+,24-/m0/s1
• InChIKey: GAXOOYZVVOXRCK-OMGLFDDGSA-N

名称和登记号

名称

• IUPAC标准名: 4-{[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-5-yl]oxy}-4-oxobutanoic acid
• IUPAC传统名: 4-{[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-hexahydro-2H-naphtho[2,1-b]pyran-5-yl]oxy}-4-oxobutanoic acid
• 别名: 7β-O-Hemisuccinyl-1α,6β,9α-trihydroxy-8,13-epoxy-labd-14-en-11-one; 7-Deacetylforskolin 7-hemisuccinate; 7-Deacetylforskolin 7-hemisuccinate; 7β-O-Hemisuccinyl-1α,6β,9α-trihydroxy-8,13-epoxy-labd-14-en-11-one; FORSKOLIN, 7-O-HEMISUCCINYL-7-DEACETYL

登记号

• CAS号: 83797-56-2
• MDL号: MFCD00036869
• PubChem SID: 162090657; 24893882
• PubChem CID: 16219250

理论计算性质

• Acid pKa: 3.586854
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.7270588
• LogD (pH = 7.4): -2.1666331
• Log P: 1.1809783
• 摩尔折射率: 115.3614 cm^3
• 极化性: 46.55697 Å^3
• 极化表面积: 150.59 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: 0°C
• 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

MP Biomedicals - 02151174

Soluble forskolin derivative useful for preparation of probes.

Sigma Aldrich - D4546

Application
Water-soluble derivative of forskolin which may be coupled to agarose for the purification of adenylate cyclase

参考文献

• T.P. Feuffer and H. Metzger, FEBS Letters, 146: 369 (1982).
• N.J. Souza, A.N. Dohadwalla and J. Reden, Med. Res. Reviews, 3: 201 (1983).