3,4-ジヒドロキシフェニル酢酸
3,4-ジヒドロキシフェニル酢酸 · カテコール-p-酢酸 · (3,4-ジヒドロキシフェニル)酢酸 · ドーパ酢酸 · ジヒドロキシフェニル酢酸 · 4-カルボキシメチルカテコール · 2-(3,4-ジヒドロキシフェニル)酢酸 · 4-カルボキシメチルピロカテコール
識別子と物理属性
| CAS No. | 102-32-9 |
|---|---|
| 分子式 | C8H8O4 |
| 平均分子量 | 168.15 g/mol |
| 単同位体質量 | 168.04225874 g/mol |
| SMILES | O=C(O)Cc1ccc(O)c(O)c1 |
| InChIKey | CFFZDZCDUFSOFZ-UHFFFAOYSA-N |
| PubChem CID | 547 |
| ChEMBL | CHEMBL1284 |
| ChEBI | CHEBI:41941 |
| EC No. | 203-024-1 |
| DTXSID | DTXSID9074430 |
| 現地名 | 3,4-ジヒドロキシフェニル酢酸 |
化学・物理的性質
| XLogP | 0.5 |
|---|---|
| 極性表面積 | 77.8 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 2 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 168 |
| 物質分類 | Other Classes -> Organic Acids |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| LogP（分配係数） | 0.98 |
| 溶解度 | 4 mg/mL水：可溶50mg/mL、透明、ほぼ無色水およびメタノールに可溶。 |
| 融点 | 168 °C127-130 °C (lit.) |
| 蒸気圧 | 0.00000082 [mmHg] |
| Physical Description | Off-white powder[Alfa Aesar MSDS]Solid |
| Dissociation Constants | 4.25 (at 30 °C) |
| Collision Cross Section | 139.9 Ų [M+Na-2H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]125.7 Ų [M-H2O-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]140.4 Ų [M-2H+Na]- |
| 沸点 | 257.07°C (rough estimate) |
| 密度 | 1.3037 (rough estimate) |
| 屈折率 | 1.5090 (estimate) |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| pKa（酸解離定数） | 4.42±0.10(Predicted) |
| 外観・状態 | 粉末、結晶または塊 |
| 色 | ホワイトからオフホワイト |
| BRN | 2211017 |
| InChI | InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) |
| InChIKey | CFFZDZCDUFSOFZ-UHFFFAOYSA-N |
| SMILES | C1(CC(O)=O)=CC=C(O)C(O)=C1 |
| LogP（分配係数） | 0.980 |
| CAS データベース | 102-32-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Acetic acid, (3,4-dihydroxyphenyl)-,(102-32-9) |
| EPAの化学物質情報 | 3,4-Dihydroxyphenylacetic acid (102-32-9) |
化学的特性
beige to light brown 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 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 有害性の概要 | A skin 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 |
| RTECS 番号 | AH0590000 |
| 税関コード | 29182900 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 危険等級 | Eye Irrit. 2Skin Irrit. 2 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料、DOPACの検出定量。
説明
3,4-Dihydroxyphenylacetic acid (DOPAC) is a metabolite of the neurotransmitter dopamine. Dopamine can be metabolized into one of three substances. One such substance is DOPAC. Another is 3-methoxytyramine (3-MT). Both of these substances are degraded to form homovanillic acid (HVA). Both degradations involve the enzymes monoamine oxidase (MAO) and catechol-O-methyl transferase (COMT), albeit in reverse order: MAO catalyzes dopamine to DOPAC, and COMT catalyzes DOPAC to HVA; whereas COMT catalyzes dopamine to 3-MT and MAO catalyzes 3-MT to HVA. The third metabolic end-product of dopamine is norepinephrine (noradrenaline).DOPAC can be oxidized by hydrogen peroxide, leading to the formation of toxic metabolites which destroy dopamine storage vesicles in the substantia nigra. This may contribute to the failure of levodopa treatment of Parkinson's disease. A MAO-B inhibitor such as selegiline or rasagiline can prevent this from happening.wikipedia
使用
3,4-Dihydroxyphenylacetic Acid is a metabolite of Dopamine (D533782).
一般的な説明
3,4-dihydroxyphenylacetic acid (DOPAC) is a normal constituent of rat brain tissue. A mass fragmentographic method for determination of DOPAC in rat brain tissue has been described. It is major metabolite of dopamine (DA). The voltammetric reduction of DOPAC has been studied at a glassy carbon electrode modified with single-wall carbon nanotubes (SWNTs). Semi-automatic fluorometric assay technique for DOPAC has been reported.