methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate

• ChemBase编号: 1051
• 分子式: C35H42N2O9
• 平均质量: 634.71598
• 单一同位素质量: 634.28903093
• SMILES: O([C@@H]1[C@H]([C@@H]2[C@@H](CN3[C@H](C2)c2[nH]c4c(c2CC3)ccc(OC)c4)C[C@H]1OC(=O)C=Cc1cc(OC)c(OC)c(OC)c1)C(=O)OC)C
• Canonical SMILES: COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)C=Cc1cc(OC)c(c(c1)OC)OC
• InChI: InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/t20-,24+,26-,29-,31+,34+/m1/s1
• InChIKey: SZLZWPPUNLXJEA-LAFLMMDJSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate; methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate
• IUPAC传统名: rescinnamine
• 商标名: Anapral; Anaprel; Apolon; Apoterin; Apoterin S; Cartric; Cinamine; Cinatabs; Cinnaloid; Cinnasil; Moderil; Normorescina; Paresinan; Raupyrol; Raurescin; Raurescine; Recitensina; Rescaloid; Rescamin; Rescidan; Rescin; Rescinpal; Rescisan; Rescitens; Resealoid; Resipal; Reskinnamin; Rozex; Scinnamina; Tenamine; Tsuruselpi S; Tuareg
• 别名: Methyl Trimethoxycinnamoylreserpate; Trimethoxycinnamoyl Methyl Reserpate; Recinnamine; Rescinnamin; Reserpinene; Reserpinin; Reserpinine; Rescinnamine; methyl (1''R'',15''S'',17''R'',18''R'',19''S'',20''S'')-6,18-dimethoxy-17-{[(2''E'')-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

登记号

• CAS号: 24815-24-5
• PubChem SID: 46507786; 160964514
• PubChem CID: 32681; 5280954
• CHEBI ID: 28572
• ATC码: C02AA01
• CHEMBL: 1668
• Chemspider ID: 4444446
• DrugBank ID: DB01180
• KEGG ID: D00198
• 美国药典/FDA物质标识码: Q6W1F7DJ2D
• 维基百科标题: Rescinnamine

理论计算性质

JChem

• Acid pKa: 16.290113
• 质子受体: 8
• 质子供体: 1
• LogD (pH = 5.5): 2.2718618
• LogD (pH = 7.4): 3.816317
• Log P: 4.070087
• 摩尔折射率: 171.1642 cm^3
• 极化性: 67.82844 Å^3
• 极化表面积: 117.78 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.48
• LOG S: -5.26
• 溶解度: 3.49e-03 g/l

分子性质

理化性质

• 疏水性(logP): 3.5

药理学性质

• 给药途径: oral
• 法定药品分级: Rx-only

详细说明

DrugBank - DB01180

• Drug Groups: approved
• Description: Rescinnamine is an angiotensin-converting enzyme inhibitor used as an antihypertensive drug. It is an alkaloid obtained from Rauwolfia serpentina and other species of Rauwolfia. [Wikipedia]
• Indication: For the treatment of hypertension.
• Pharmacology: Used to treat hypertension. Rescinnamine inhibits angiotensin-converting enzyme. ACE is a peptidyl dipeptidase that catalyzes the conversion of angiotensin I to the vasoconstrictor substance, angiotensin II. Angiotensin II also stimulates aldosterone secretion by the adrenal cortex and general vasoconstriction, both of which lead to increases vascular resistance. By inhibiting angiotensin II, aldosterone reabsorption is decreased as well as vasoconstriction. This combined effect serves to decrease blood pressure.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia