Bruceolide

HCID 99531CAS 25514-28-7

基本情報

標準SMILES: COC(=O)[C@@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](O)[C@@H]24
InChIKey: YLWQKYSDNGHLAO-PWRINDRCSA-N
分子式: C21H26O10
平均分子量: 438.4 g/mol
単同位体質量: 438.15259703

概要

Bruceolide is a quassinoid isolated from Brucea javanica and Brucea sumatrana and has been shown to exhibit antimalarial activity. It has a role as a metabolite, an antineoplastic agent and an antimalarial. It is a delta-lactone, a methyl ester, a tetrol, an enol, a cyclic ether, an organic heteropentacyclic compound, an enone and a quassinoid.

名称と識別子

優先名称: Bruceolide
IUPAC: methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3,10,15,16-tetrahydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

名称と別名

BRUCEOLIDE25514-28-7NSC 238185methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3,10,15,16-tetrahydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylateCHEBI:65529Methyl (11beta,12alpha,15beta)-13,20-epoxy-3,11,12,15-tetrahydroxy-2,16-dioxopicras-3-en-21-oatePicras-3-en-21-oic acid, 13,20-epoxy-3,11,12,15-tetrahydroxy-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-methyl (11beta,12alpha,15beta)-3,11,12,15-tetrahydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oatePicras-3-en-21-oic acid, 13,20-epoxy-3,11,12,15-tetrahydroxy-2,16-dioxo-, methyl ester,(11beta,12alpha,15beta)-methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3,10,15,16-tetrahydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo(12.5.0.01,6.02,17.08,13)nonadec-9-ene-17-carboxylateRefChem:121733CHEMBL140588

名称をさらに表示

SCHEMBL30692337DTXSID30948401YLWQKYSDNGHLAO-PWRINDRCSA-NQ27133978Methyl 3,11beta,12alpha,15beta-tetrahydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate

データベース識別子

CAS: 25514-28-7
PubChem CID: 99531
DTXSID: DTXSID30948401
ChEMBL: CHEMBL140588
ChEBI: CHEBI:65529
Nikkaji: J20.267C

物性

構造計算による物性

XLogP: -1.1
極性表面積: 160 Å²
水素結合供与体数: 4
水素結合受容体数: 10
回転可能結合数: 2
重原子数: 31
形式電荷: 0
複雑度: 927