3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-[(3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid hydrochloride

• ChemBase编号: 154785
• 分子式: C33H35ClN4O6
• 平均质量: 619.1072
• 单一同位素质量: 618.22451254
• SMILES: Cc1c(c([nH]c1/C=C\1/C(=C(C(=O)N1)C)C=C)/C=C\1/C(=C(C(=N1)/C=C\1/C(=C(C(=O)N1)C=C)C)C)CCC(=O)O)CCC(=O)O.Cl
• Canonical SMILES: C=CC1=C(C)/C(=C/C2=N/C(=C\c3[nH]c(c(c3CCC(=O)O)C)/C=C/3\NC(=O)C(=C3C=C)C)/C(=C2C)CCC(=O)O)/NC1=O.Cl
• InChI: InChI=1S/C33H34N4O6.ClH/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26;/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41);1H
• InChIKey: KTRFJVRKVQROKS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-[(3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid hydrochloride
• IUPAC传统名: biliverdin hydrochloride
• 别名: Biliverdin hydrochloride

登记号

• PubChem SID: 162248923
• PubChem CID: 71311981

理论计算性质

• Acid pKa: 3.8685813
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -0.33365437
• LogD (pH = 7.4): -3.3118656
• Log P: 0.5727987
• 摩尔折射率: 169.3551 cm^3
• 极化性: 61.570114 Å^3
• 极化表面积: 160.95 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (TLC)
• Empirical Formula (Hill Notation): C33H34N4O6 · HCl

详细说明

Sigma Aldrich - 30891

Biochem/physiol Actions
Biliverdin is a linear tetrapyrrolic intermediate of heme degradation (heme catabolism) to bilirubin 1,2,3,4,5. The bile of amphibia and birds contains only biliverdine, no bilirubin. Biliverdin also shows antioxidant activities.6