4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid

• ChemBase编号: 2903
• 分子式: C14H6N2O8
• 平均质量: 330.20604
• 单一同位素质量: 330.01241516
• SMILES: OC(=O)c1cc(C(=O)O)c2c(n1)C(=O)C(=O)c1cc([nH]c21)C(=O)O
• Canonical SMILES: OC(=O)c1cc(nc2c1c1[nH]c(cc1C(=O)C2=O)C(=O)O)C(=O)O
• InChI: InChI=1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)
• InChIKey: MMXZSJMASHPLLR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
• IUPAC传统名: pyrroloquinoline quinone
• 别名: 4,5-Dioxo-4,5-dihydro-1H-pyrrolo-[2,3-f]quinoline-2,7,9-tricarboxylic acid; Pyrroloquinoline Quinone; Methoxatin, Pyrroloquinoline, PQQ; 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid; 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid

登记号

• CAS号: 72909-34-3
• MDL号: MFCD00043125
• PubChem SID: 46505152; 160966350
• PubChem CID: 1024
• CHEBI ID: 18315
• Chemspider ID: 997
• KEGG ID: C00113
• 医学主题词(MeSH): PQQ+Cofactor
• 维基百科标题: Pyrroloquinoline_quinone

理论计算性质

JChem

• Acid pKa: 3.0483792
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -5.4917927
• LogD (pH = 7.4): -9.677663
• Log P: 0.36536938
• 摩尔折射率: 74.5325 cm^3
• 极化性: 28.462883 Å^3
• 极化表面积: 174.72 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.46
• LOG S: -3.53
• 溶解度: 9.66e-02 g/l

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Orange-Red Solid
• 闪点: 569.8 °C
• 密度: 1.963 g/cm^3

安全信息

• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: 95+%; 97%; min 97%

详细说明

DrugBank - DB03205

• Drug Groups: experimental
• Description: A pyrrolo-quinoline having two adjacent keto-groups at the 4 and 5 positions and three acidic carboxyl groups. It is a coenzyme of some DEHYDROGENASES. [PubChem]

Toronto Research Chemicals - D449125

A cofactor of microbial quinoprotein enzyme, and imidazopyrroline. A redox/cofactor found in a a class of enzymes called quinoproteins.