2-(2,5-dihydroxyphenyl)acetic acid

• ChemBase编号: 5950
• 分子式: C8H8O4
• 平均质量: 168.14672
• 单一同位素质量: 168.04225874
• SMILES: C(=O)(Cc1cc(O)ccc1O)O
• Canonical SMILES: OC(=O)Cc1cc(O)ccc1O
• InChI: InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
• InChIKey: IGMNYECMUMZDDF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(2,5-dihydroxyphenyl)acetic acid
• IUPAC传统名: homogentisic acid
• 别名: 2,5-二羟基苯乙酸; 尿黑酸; Homogentisic acid; 2,5-DIHYDROXYPHENYLACETIC ACID (LACTONE); 2,5-Dihydroxyphenylacetic acid; HOMOGENTISIC ACID FREE ACID; Homogentisic acid; 2,5-Dihydroxyphenylacetic acid; 2-(3,6-DIHYDROXYPHENYL)ACETIC ACID; Melanic acid; Homogentisic acid; 2,5-Dihydroxybenzeneacetic Acid; 2,5-Dihydroxy-α-toluic Acid; Alcapton; Homogentisinic Acid; NSC 88940

登记号

• CAS号: 451-13-8
• EC号: 207-192-7
• MDL号: MFCD00004324
• Beilstein号: 2692860
• PubChem SID: 99444798; 24878091; 24895411; 160969375
• PubChem CID: 780
• CHEBI ID: 44747
• Chemspider ID: 759
• DrugBank ID: DB08327
• KEGG ID: C00544
• 医学主题词(MeSH): Homogentisic+acid
• 维基百科标题: Homogentisic_acid

理论计算性质

JChem

• Acid pKa: 3.5738041
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.91679174
• LogD (pH = 7.4): -2.351075
• Log P: 1.0038635
• 摩尔折射率: 41.3274 cm^3
• 极化性: 15.806307 Å^3
• 极化表面积: 77.76 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: 0.81
• LOG S: -1.32
• 溶解度: 8.10e+00 g/l

分子性质

理化性质

• 溶解度: Methanol
• 外观: off-white to tan crystalline; White Solid
• 熔点: 150 - 152°C; 150-152 °C(lit.); 150-152°C; 150-152°C

安全信息

• 保存条件: 2-8°C; Refrigerator
• RTECS编号: AH0589000
• 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: 26-36; 26-37-60
• TSCA收录: 是
• 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; P261-P305+P351+P338-P302+P352-P321-P405-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99.0% (GC); 97%
• 级别: purum
• 线性分子式: (HO)2C6H3CH2CO2H

详细说明

MP Biomedicals - 02101980

Free Acid
Off-white to tan crystals

MP Biomedicals - 05202023

MP Biomedicals Rare Chemical collection

DrugBank - DB08327

Drug information: experimental

Toronto Research Chemicals - H593400

An intermediate in the metabolism of tyrosine and phenylalanine. Occurs in plants and in the urine of alkaptonurics.

Sigma Aldrich - H0751

包装
100, 500 mg in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H0751.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

参考文献

• Knox, W.E., et al.: Biochem. J., 49, 686 (1951)
• LaDu, B.N., et al.: J. Biol. Chem., 217, 777 (1955)