基本情報
- 標準SMILES
O=C(O)Cc1ccc(O)c(O)c1- InChIKey
CFFZDZCDUFSOFZ-UHFFFAOYSA-N- 分子式
- C8H8O4
- 平均分子量
- 168.15 g/mol
- 単同位体質量
- 168.04225874
概要
(3,4-dihydroxyphenyl)acetic acid is a dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine. It has a role as a human metabolite. It is a member of catechols and a dihydroxyphenylacetic acid. It is functionally related to a phenylacetic acid. It is a conjugate acid of a (3,4-dihydroxyphenyl)acetate.
名称と識別子
- 優先名称
- Dopac
- IUPAC
- 2-(3,4-dihydroxyphenyl)acetic acid
- 現地名
- 3,4-ジヒドロキシフェニル酢酸
- 英語名
- 3,4-Dihydroxyphenylacetic acid
- 分子式
- C8H8O4
- 分子量
- 168.15
名称と別名
名称をさらに表示
データベース識別子
- CAS
102-32-9- PubChem CID
- 547
- DTXSID
DTXSID9074430- ChEMBL
CHEMBL1284- ChEBI
CHEBI:41941- UNII
- KEX5N0R4N5
- EC Number
- 203-024-1
- Nikkaji
- J804D
物性
構造計算による物性
- XLogP
- 0.5
- 極性表面積
- 77.8 Ų
- 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
実験および物理化学的性質
LogP
0.98
0.98
Physical Description
Off-white powder; [Alfa Aesar MSDS]
Solid
Collision Cross Section
139.9 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
125.7 Ų [M-H2O-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
140.4 Ų [M-2H+Na]-
物理化学的性質
- 融点
- 127 · 127-130 °C (lit.)
- 沸点
- 257.07 °C · 257.07°C (rough estimate)
- 比重(密度)
- 1.3037 · 1.3037 (rough estimate)
- 屈折率
- 1.509 · 1.5090 (estimate)
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- 50 mg/mL、透明、ほぼ無色 · 水:可溶50mg/mL、透明、ほぼ無色
- 酸解離定数(Pka)
- 4.42 · 4.42±0.10(Predicted)
- 外見
- 粉末、結晶または塊
- 色
- ホワイトからオフホワイト
- 水溶解度
- 水およびメタノールに可溶。
- BRN
- 2211017 · 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
- 0.98 · 0.980
- CAS データベース
- 102 · 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 · 3,4-Dihydroxyphenylacetic acid (102-32-9)
化学的性質
化学的特性beige to light brown crystalline powder
安全と法規制
GHS分類
GHS Classification
Warning
H315 (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.
危険有害性情報
安全データ
- F
- 10-23
- wgk
- 3
- rtecs
- AH0590000
- hs_code
- 29182900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
用途と製造
応用分野
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.
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