(1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-(3,3-dimethylbut-1-en-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-11-ol

• ChemBase编号: 165721
• 分子式: C29H39NO3
• 平均质量: 449.62486
• 单一同位素质量: 449.29299411
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]45[C@@]3([C@H]([C@]([C@H](C4)C(=C)C(C)(C)C)(CC5)OC)O2)CCN1CC1CC1)O
• Canonical SMILES: CO[C@]12CC[C@]3(C[C@@H]1C(=C)C(C)(C)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3N(CC1)CC1CC1)ccc2O
• InChI: InChI=1S/C29H39NO3/c1-17(26(2,3)4)20-15-27-10-11-29(20,32-5)25-28(27)12-13-30(16-18-6-7-18)22(27)14-19-8-9-21(31)24(33-25)23(19)28/h8-9,18,20,22,25,31H,1,6-7,10-16H2,2-5H3/t20-,22-,25-,27-,28+,29-/m1/s1
• InChIKey: LONIMXCUBDTSNU-MHZLKSCOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-(3,3-dimethylbut-1-en-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-11-ol
• IUPAC传统名: (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-(3,3-dimethylbut-1-en-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-11-ol
• 别名: (5α,7α)-17-(Cyclopropylmethyl)-7-(2,2-dimethyl-1-methylenepropyl)-4,5-epoxy-18,19-dihydro-6-methoxy-6,14-ethenomorphinan-3-ol; Buprenorphine Impurity F; 7-Dehydroxy Buprenorphine(Buprenorphine Impurity F)

登记号

• CAS号: 97203-04-8
• PubChem SID: 162259854
• PubChem CID: 71315359

理论计算性质

• Acid pKa: 9.73147
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.4165331
• LogD (pH = 7.4): 2.2920032
• Log P: 4.3039484
• 摩尔折射率: 130.0335 cm^3
• 极化性: 51.415314 Å^3
• 极化表面积: 41.93 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D230635

An impurity of Buprenorphine (B689570).

参考文献

• Garrett, E. et al.: J. Pharmac. Sci., 74, 515 (1985)