2-(4-hydroxy-3-methoxyphenyl)acetic acid

• ChemBase编号: 6688
• 分子式: C9H10O4
• 平均质量: 182.1733
• 单一同位素质量: 182.0579088
• SMILES: c1c(c(cc(c1)CC(=O)O)OC)O
• Canonical SMILES: COc1cc(ccc1O)CC(=O)O
• InChI: InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
• InChIKey: QRMZSPFSDQBLIX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(4-hydroxy-3-methoxyphenyl)acetic acid
• IUPAC传统名: homovanillic acid
• 别名: 高香草酸; 4-Hydroxy-3-methoxyphenylacetic acid; HVA; HOMOVANILLIC ACID; 4-Hydroxy-3-methoxyphenylacetic acid; 4-Hydroxy-3-(methoxy)benzeneacetic Acid; 4-Hydroxy-3-(methoxy)phenylacetic Acid; 3-(Methoxy)-4-hydroxyphenylacetic Acid; NSC 16682; Vanilacetic Acid; Homovanillic acid; Homovanillic acid

登记号

• CAS号: 306-08-1
• EC号: 206-176-7
• MDL号: MFCD00004350
• Beilstein号: 2213447
• 默克索引号: 144740
• PubChem SID: 160969995; 24277895
• PubChem CID: 1738
• CHEBI ID: 545959
• CHEMBL: 1562
• Chemspider ID: 1675
• KEGG ID: C05582
• 医学主题词(MeSH): Homovanillic+acid
• 维基百科标题: Homovanillic_acid

理论计算性质

• Acid pKa: 3.744857
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.60572475
• LogD (pH = 7.4): -2.1383011
• Log P: 1.1497575
• 摩尔折射率: 45.8097 cm^3
• 极化性: 17.699709 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White Solid
• 熔点: 140-145°C; 141-142°C; 142-143 °C; 142-145 °C(lit.); 142-145°C; 143-145?C

安全信息

• 保存条件: -20°C, Desiccate, Protect from light; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: IRRITANT; Irritant
• 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
• TSCA收录: true; 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-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99.0% (HPLC); 97%; 98+%
• 杂质: ≤0.3% vanillic acid
• 线性分子式: HOC6H3(OCH3)CH2CO2H

详细说明

MP Biomedicals - 02101984

Used in determination of enzymes (e.g. glucose oxidase). Also a metabolite of epinephrine and arterenol.

Sigma Aldrich - H1252

Biochem/physiol Actions
Metabolite of dihydroxyphenylacetic acid (DOPAC) by catechol O-methyltransferase; reagent for the fluorimetric determination of glucose oxidase and other oxidative enzymes
包装
1 g in poly bottle
100, 250 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. H1252.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 53620

Other Notes
Metabolite of adrenalin and arterenol; reagent for the fluorometric determination of glucose oxidase, peroxidase and xanthine oxidase1; Determination of amino acids2

Toronto Research Chemicals - H669500

A neuroendocrine tumor marker. Dihydroxyphenylacetic Acid (DOPAC) metabolite.

参考文献

• Yamamoto, K., et al.: J. Clin. Oncol., 16, 1265 (1998)
• Meijer, W., et al.: Clin. Chem., 46, 1588 (1998)
• Ilias, I., et al.: Horm. Metab. Res., 37, 717 (1998)
• Boyle, J., et al.: J. Clin. Endocrinol. Metab., 92, 4602 (1998)
• Reagent for the determination of enzymes: Anal. Chem., 40, 190 (1968), and amino acids: Anal. Biochem., 26, 1 (1968).