기본 정보
- 표준 SMILES
O=C(O)Cc1ccc(O)c(O)c1- InChIKey
CFFZDZCDUFSOFZ-UHFFFAOYSA-N- 분자식
- C8H8O4
- 평균 분자량
- 168.15 g/mol
- 단동위원소 질량
- 168.04225874
개요
(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.
이름 및 식별자
- 우선 이름
- Dopac
- IUPAC
- 2-(3,4-dihydroxyphenyl)acetic acid
- 영어명
- 3,4-Dihydroxyphenylacetic acid
- 분자식
- C8H8O4
- 분자량
- 168.15
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
102-32-9- PubChem CID
- 547
- DTXSID
DTXSID9074430- ChEMBL
CHEMBL1284- ChEBI
CHEBI:41941- UNII
- KEX5N0R4N5
- EC Number
- 203-024-1
- Nikkaji
- J804D
물성
구조 계산 물성
- XLogP
- 0.5
- 극성 표면적
- 77.8 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 168
실험 및 물리화학적 성질
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]-
물리화학적 성질
- 녹는점
- 127 · 127-130 °C (lit.)
- 끓는 점
- 257.07 °C · 257.07°C (rough estimate)
- 밀도
- 1.3037 · 1.3037 (rough estimate)
- 굴절률
- 1.509 · 1.5090 (estimate)
- 저장 조건
- Inert atmosphere,Room Temperature
- 용해도
- 50 mg/mL, · 물: 용해성50mg/mL, 투명, 거의 무색
- 산도 계수 (pKa)
- 4.42 · 4.42±0.10(Predicted)
- 물리적 상태
- 분말, 결정 또는 덩어리
- 색상
- 흰색에서 황백색까지
- 수용성
- 물과 메탄올에 용해됩니다.
- 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
- NIST
- Acetic acid, (3,4-dihydroxyphenyl)-,(102-32-9)
- EPA
- 3 · 3,4-Dihydroxyphenylacetic acid (102-32-9)
화학적 성질
beige to light brown crystalline powder
안전 및 규제
GHS 분류
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.
유해성 정보
안전 데이터
- wgk
- 3
- rtecs
- AH0590000
- HS 번호
- 29182900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
- F 고인화성물질
- 10-23
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
용도 및 제조
응용 분야
개요3,4-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
용도3,4-Dihydroxyphenylacetic Acid is a metabolite of Dopamine (D533782).
일반 설명3,4-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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