2-[(1R,2R,5R)-5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol

• ChemBase编号: 153677
• 分子式: C24H40O3
• 平均质量: 376.5726
• 单一同位素质量: 376.29774514
• SMILES: CCCCCCC(C)(C)c1ccc(c(c1)O)[C@@H]1C[C@@H](CC[C@H]1CCCO)O
• Canonical SMILES: CCCCCCC(c1ccc(c(c1)O)[C@@H]1C[C@H](O)CC[C@H]1CCCO)(C)C
• InChI: InChI=1S/C24H40O3/c1-4-5-6-7-14-24(2,3)19-11-13-21(23(27)16-19)22-17-20(26)12-10-18(22)9-8-15-25/h11,13,16,18,20,22,25-27H,4-10,12,14-15,17H2,1-3H3/t18-,20-,22-/m1/s1
• InChIKey: YNZFFALZMRAPHQ-SYYKKAFVSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(1R,2R,5R)-5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol
• IUPAC传统名: 2-[(1R,2R,5R)-5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol
• 别名: 5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol; CP-55940; (3S)-3-[3-(1-Carboxy-1-methylethoxy)phenyl]-1-piperidinecarboxylic Acid 1-[[4-(1-Methylethyl)phenyl]methyl] Ester; (S)-3-[3-(1-Carboxy-1-methylethoxy)phenyl]piperidine-1-carboxylic Acid 4-Isopropylbenzyl Ester; CP 868388; CP-868388

登记号

• CAS号: 702681-67-2; 83002-04-4
• MDL号: MFCD00673965
• PubChem SID: 162247816; 24278295
• PubChem CID: 104895

理论计算性质

• 里宾斯基五规则: false
• Acid pKa: 10.465278
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 5.905324
• LogD (pH = 7.4): 5.9049573
• Log P: 5.9053288
• 摩尔折射率: 113.2502 cm^3
• 极化性: 44.443966 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 10

分子性质

理化性质

• 溶解度: DMSO: soluble15 mg/mL; H2O: slightly soluble
• 外观: powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 毒品管制信息: regulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... CNR1(1268), CNR2(1269)rat ... Cnr1(25248)

产品相关信息

• 纯度: >98% (HPLC)
• Empirical Formula (Hill Notation): C24H40O3

详细说明

Sigma Aldrich - C1112

Biochem/physiol Actions
CP-55940 is a selective cannabinoid receptor agonist.

Toronto Research Chemicals - C781400

CP-868388 is a potent PPARα agonist with a Ki of 10.8 nM for therapeutic use as hypolipemics, antidiabetics.

参考文献

• Komoto, T., et al.: Chem. Pharm. Bull., 48, 1978 (2000)
• Anderson, S., et al.: J. Biol. Chem., 279, 52390 (2000)
• Cariello, N., et al.: Toxicol. Sci., 88, 250 (2000)