Voacangine

HCID 73255CAS 510-22-5

基本情報

標準SMILES: CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C(=O)OC)(C2)[C@H]13
InChIKey: MMAYTCMMKJYIAM-RUGRQLENSA-N
分子式: C22H28N2O3
平均分子量: 368.5 g/mol
単同位体質量: 368.20999276

概要

(-)-voacangine is a monoterpenoid indole alkaloid with formula C22H28N2O3, isolated from several plant species. It has a role as an antineoplastic agent, an angiogenesis inhibitor and a plant metabolite. It is a methyl ester, an organic heteropentacyclic compound, an alkaloid ester, a tertiary amino compound and a monoterpenoid indole alkaloid. It is a conjugate base of a (-)-voacangine(1+).

名称と識別子

優先名称: Voacangine
IUPAC: methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

名称と別名

Voacangine(-)-VoacangineCarbomethoxyibogaine510-22-512-Methoxyibogamine-18-carboxylic acid methyl ester9SY76D3YUKCHEBI:141966methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylateIbogamine-18-carboxylic acid, 12-methoxy-, methyl estermethyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo(13.3.1.02,10.04,9.013,18)nonadeca-2(10),4(9),5,7-tetraene-1-carboxylateRefChem:194597methyl (1S,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo(13.3.1.02,10.04,9.013,18)nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

名称をさらに表示

methyl 17-ethyl-7-methoxy-3,13-diazapentacyclo(13.3.1.02,10.04,9.013,18)nonadeca-2(10),4(9),5,7-tetraene-1-carboxylateCHEMBL182120methyl (6xi)-12-methoxy-2alpha-ibogamine-18-carboxylatemethyl ethyl(methoxy)[?]carboxylateDTXSID50965276MMAYTCMMKJYIAM-RUGRQLENSA-NMethyl 12-methoxyibogamine-18-carboxylateUNII-9SY76D3YUK

データベース識別子

CAS: 510-22-5
PubChem CID: 73255
DTXSID: DTXSID50965276
ChEMBL: CHEMBL182120
ChEBI: CHEBI:141966
EC Number: 687-877-9

物性

構造計算による物性

XLogP: 3.5
極性表面積: 54.6 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 4
重原子数: 27
形式電荷: 0
複雑度: 598

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)