4-ヒドロキシ-3-メトキシフェニル酢酸
4-ヒドロキシ-3-メトキシフェニル酢酸 · 3-メトキシ-4-ヒドロキシベンゼン酢酸 · 3-メトキシ-4-ヒドロキシフェニル酢酸 · 4-ヒドロキシ-3-メトキシベンゼン-1-酢酸 · 4-ヒドロキシ-3-メトキシベンゼン酢酸 · グアイアシル酢酸 · (4-ヒドロキシ-3-メトキシフェニル)酢酸 · ホモバニリン酸
識別子と物理属性
| CAS No. | 306-08-1 |
|---|---|
| 分子式 | C9H10O4 |
| 平均分子量 | 182.17 g/mol |
| 単同位体質量 | 182.0579088 g/mol |
| SMILES | COc1cc(CC(=O)O)ccc1O |
| InChIKey | QRMZSPFSDQBLIX-UHFFFAOYSA-N |
| PubChem CID | 1738 |
| ChEMBL | CHEMBL1562 |
| ChEBI | CHEBI:545959 |
| EC No. | 206-176-7 |
| DTXSID | DTXSID5059791 |
| 現地名 | 4-ヒドロキシ-3-メトキシフェニル酢酸 |
化学・物理的性質
| XLogP | 0.4 |
|---|---|
| 極性表面積 | 66.8 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 3 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 180 |
| 物質分類 | Biological Agents -> Other Biomolecules |
| LogP（分配係数） | 0.33 |
| 溶解度 | 17 mg/mLDMSO（微量）、メタノール（微量、加温）溶ける |
| 融点 | 138 - 140 °C142-145 °C(lit.) |
| 蒸気圧 | 0.00000823 [mmHg] |
| Physical Description | White solid[Merck Index] White to pale brown crystalline powder[Alfa Aesar MSDS] |
| Collision Cross Section | 134.15 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]140.75 Ų [M-H]- [CCS Type: DTMethod: stepped-field]146.2 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]145.9 Ų [M+Na]+ |
| 沸点 | 235.56°C (rough estimate) |
| 密度 | 1.1634 (rough estimate) |
| 屈折率 | 1.4209 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa（酸解離定数） | 4.39±0.10(Predicted) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白からベージュ |
| Merck | 14,4740 |
| BRN | 2213447 |
| 安定性 | 吸湿性 |
| 主な用途 | 医薬品 |
| 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 |
| SMILES | COc1cc(CC(O)=O)ccc1O |
| LogP（分配係数） | 0.330 |
| CAS データベース | 306-08-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzeneacetic acid, 4-hydroxy-3-methoxy-(306-08-1) |
| EPAの化学物質情報 | Homovanillic acid (306-08-1) |
化学的特性
white to beige crystalline powder
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Benzeneacetic acid, 4-hydroxy-3-methoxy-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin, respiratory tract, and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| F | 10-23 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29189900 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 危険等級 | IRRITANT |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料、ホモバニリン酸の試験研究用。
説明
Homovanillic acid (HVA) is a dopamine metabolite. It is formed via deamination of dopamine by monoamine oxidase (MAO) to produce 3,4-dihydroxyphenylacetic acid (DOPAC; ) followed by DOPAC metabolism by catechol-O-methyltransferase (COMT). HVA undergoes hydrogen peroxide-dependent oxidation in the presence of horseradish peroxidase to form a fluorescent dimer that displays excitation/emission maxima of 312/420 nm, respectively. It has been used to quantify hydrogen peroxide production in macrophages and neutrophils.
使用
Fluorimetric reagent and major catecholamine metaboliteHomovanillic acid is used as a reagent in the determination of oxidative enzymes. It is associated with dopamine levels in the brain. Its presence supports a diagnosis of neuroblastoma and malignant pheochromocytoma.