Dopac

HCID 547CAS 102-32-9

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

3,4-Dihydroxyphenylacetic acid102-32-9Dopac2-(3,4-DIHYDROXYPHENYL)ACETIC ACIDHomoprotocatechuic acidDopacetic acidBenzeneacetic acid, 3,4-dihydroxy-Acetic acid, (3,4-dihydroxyphenyl)-BA 2773KEX5N0R4N5NSC-73191DTXSID9074430
이름 더 보기
N,N-DIMETHYL-P-PHENYLENEDIAMINE SULFATE3,4-DihydroxyphenyLba2773dopaceticacid
HMDB013363,4 Dihydroxyphenylacetic AcidRefChem:486240DTXCID3032676203-024-13,4-Dihydroxybenzeneacetic acidDihydroxyphenylacetic acid(3,4-DIHYDROXYPHENYL)ACETIC ACID

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

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
LogP · 2건

0.98

0.98

Solubility4 mg/mL
Melting Point168 °C
Vapor Pressure0.00000082 [mmHg]

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

화학적 성질

beige to light brown crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 4건

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

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk
3
rtecs
AH0590000
HS 번호
29182900
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

화학 및 산업

약리 정보

Metabolism/Metabolites3,4-dihydroxyphenylacetic acid has known human metabolites that include 3-hydroxyphenylacetic acid, 4-hydroxyphenylacetic acid, and Protocatehuic acid.
Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite PathwaysAlkaptonuria

용도 및 제조

UsesA deaminated metabolite of LEVODOPA. [ChemIDplus]
응용 분야 · 3건

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.

공급사50 곳

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