methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

• ChemBase编号: 109739
• 分子式: C21H24N2O3
• 平均质量: 352.42686
• 单一同位素质量: 352.17869264
• SMILES: COC(=O)C1=CO[C@@H](C)[C@H]2CN3CCc4c([nH]c5c4cccc5)[C@@H]3C[C@H]12
• Canonical SMILES: COC(=O)C1=CO[C@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C
• InChI: InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
• InChIKey: GRTOGORTSDXSFK-XJTZBENFSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate; methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
• IUPAC传统名: substance II; methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
• 别名: AJMALICINE; (19α)-16,17-Didehydro-19-methyl-oxayohimban-16-carboxylic Acid Methyl Ester; (-)-Ajmalicine; Ajmalicin; Circolene; Hydrosarpan; Isoarteril; Lamuran; Ranitol; Raubaserp; Raubasil; Raubasin; Raumalina; Rauvasan; Sarpan; Tensyl; Tetrahydroserpentine; Vincain; Vincaine; Vincein; Vinceine; δ-Yohimbine; NSC 72133; NSC 95087; Raubasine; Raubasine; Delta-Yohimbine; Py-tetrahydroserpentine; Ajmalicine

登记号

• CAS号: 483-04-5
• PubChem SID: 162095386
• PubChem CID: 441975

理论计算性质

• Acid pKa: 16.374712
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 0.4513834
• LogD (pH = 7.4): 2.1309202
• Log P: 2.5527265
• 摩尔折射率: 99.8364 cm^3
• 极化性: 39.949436 Å^3
• 极化表面积: 54.56 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Cryst.

药理学性质

• 生物活性机理: CYP2D6 inhibitor; Vasodilator

产品相关信息

• 生物来源: Alkaloid from Alstonia, Amsonia, Cabucala, Catharanthus, Mitragyna, Rauwolfia, Uncaria and Voacanga spp. (Apocynaceae, Naucleaceae)
• 应用领域: Antidiuretic agent; CNS depressant; Has been used to treat peripheral and cerebral vascular disorders; Vasodilator

详细说明

MP Biomedicals - 05212392

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - R127000

Antihypertensive, anti-ischemic.

参考文献

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