methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-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: 960
• 分子式: C32H38N2O8
• 平均质量: 578.65272
• 单一同位素质量: 578.26281619
• SMILES: O([C@@H]1[C@H]([C@@H]2[C@@H](CN3[C@H](C2)c2[nH]c4c(c2CC3)cccc4)C[C@H]1OC(=O)c1cc(OC)c(OC)c(OC)c1)C(=O)OC)C
• Canonical SMILES: COC(=O)[C@@H]1[C@@H](OC)[C@@H](C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
• InChI: InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1
• InChIKey: CVBMAZKKCSYWQR-WCGOZPBSSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-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)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-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: methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate; desmethoxyreserpine
• 商标名: Aescin; Canescin; Canescine; Enduronyl; Harmonyl; Raunorine; Raunormin; Raunormine; Recanescin; Recanescine; Reserpidine; Tranquinil; beta-Escin
• 别名: Deserpidina [INN-Spanish]; Deserpidinum [INN-Latin]; Deserpidin; Desepridine; Deresperine; Deserpine; Desmethoxyreserpine; Deserpidine

登记号

• CAS号: 131-01-1
• PubChem SID: 46505311; 160964423
• PubChem CID: 8550
• CHEBI ID: 27478
• ATC码: C02AA05
• CHEMBL: 1200515
• Chemspider ID: 8232
• DrugBank ID: DB01089
• KEGG ID: D08194
• 美国药典/FDA物质标识码: 9016E3VB47
• 维基百科标题: Deserpidine

理论计算性质

JChem

• Acid pKa: 16.37495
• 质子受体: 7
• 质子供体: 1
• LogD (pH = 5.5): 1.771058
• LogD (pH = 7.4): 3.3759513
• Log P: 3.6891673
• 摩尔折射率: 154.9553 cm^3
• 极化性: 61.769245 Å^3
• 极化表面积: 108.55 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.25
• LOG S: -4.72
• 溶解度: 1.11e-02 g/l

分子性质

理化性质

• 疏水性(logP): 3.3

详细说明

DrugBank - DB01089

• Drug Groups: approved
• Description: Deserpidine is an ester alkaloid drug isolated from Rauwolfia canescens (family Apocynaceae) with antipsychotic and antihypertensive properties that has been used for the control of high blood pressure and for the relief of psychotic behavior.
• Indication: For the treatment of hypertension.
• Pharmacology: Deserpidine, an alkaloid of Rauwolfia canescens, is used as an antihypertensive. Rauwolfia alkaloids work by controlling nerve impulses along certain nerve pathways. As a result, they act on the heart and blood vessels to lower blood pressure.
• Toxicity: Symptoms of overdose include dizziness or drowsiness (severe), flushing of skin, pinpoint pupils of eyes and slowed pulse.
• Affected Organisms: Humans and other mammals