16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium

• ChemBase编号: 3737
• 分子式: C20H18NO4+
• 平均质量: 336.36122
• 单一同位素质量: 336.12358306
• SMILES: COc1ccc2cc3c4cc5c(OCO5)cc4CC[n+]3cc2c1OC
• Canonical SMILES: COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1
• InChI: InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
• InChIKey: YBHILYKTIRIUTE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium; 16,17-dimethoxy-5,7-dioxa-13λ^5-azapentacyclo[11.8.0.0^2,^1^0.0^4,^8.0^1^5,^2^0]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium
• IUPAC传统名: berberine
• 别名: BERBERINE, ACETONE ADDUCT; Berberine; umbellatine; 5,6-dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium; Berberine

登记号

• CAS号: 2086-83-1
• PubChem SID: 160967175; 46506051
• PubChem CID: 2353
• CHEBI ID: 16118
• CHEMBL: 12089
• Chemspider ID: 2263
• DrugBank ID: DB04115
• 美国药典/FDA物质标识码: 0I8Y3P32UF
• 维基百科标题: Berberine

理论计算性质

JChem

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): -1.2833123
• LogD (pH = 7.4): -1.2833123
• Log P: -1.2833123
• 摩尔折射率: 93.5233 cm^3
• 极化性: 38.453724 Å^3
• 极化表面积: 40.8 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.18
• LOG S: -6.02
• 溶解度: 3.54e-04 g/l

分子性质

理化性质

• 溶解度: slowly soluble in water
• 外观: Yellow powder; yellow solid
• 熔点: 145°C

详细说明

MP Biomedicals - 05209343

MP Biomedicals Rare Chemical collection

DrugBank - DB04115

• Drug Groups: experimental
• Description: An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. [PubChem]