(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-ol hydrochloride

• ChemBase编号: 178739
• 分子式: C27H46ClNO2
• 平均质量: 452.11264
• 单一同位素质量: 451.3217074
• SMILES: C1[C@@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H]1[C@H](C2)O[C@@]2([C@H]1C)NC[C@H](CC2)C)C)C)O.Cl
• Canonical SMILES: C[C@H]1CC[C@]2(NC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C.Cl
• InChI: InChI=1S/C27H45NO2.ClH/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4;/h16-24,28-29H,5-15H2,1-4H3;1H/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-;/m0./s1
• InChIKey: SXXHVPYRDFJKPG-VXJLCZPPSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosane-6,2'-piperidine]-16-ol hydrochloride
• IUPAC传统名: tomatidine hydrochloride
• 别名: (3β,5α,22β,25S)-Spirosolan-3-ol Hydrochloride; Tomatidin Hydrochloride, >85%

登记号

• CAS号: 6192-62-7
• PubChem SID: 164234649
• PubChem CID: 60196284

理论计算性质

• Acid pKa: 18.296396
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.8373392
• LogD (pH = 7.4): 2.9038544
• Log P: 5.015457
• 摩尔折射率: 121.0968 cm^3
• 极化性: 48.931477 Å^3
• 极化表面积: 41.49 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: Off-White Solid
• 熔点: 281-284°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - T538500

A steriodal alkaloid structurally similar to Cyclopamine but does not inhibit hedgehog pathway. May be used as a negative control for Cyclopamine and KAAD-Cyclopamine.

参考文献

• Watkins, D.N., et al.: Nature, 422, 313 (2003)