| Identification | More | [Name]
DOPAC | [CAS]
102-32-9 | [Synonyms]
3,4-DIHYDROXYPHENYLACETIC ACID
4-CARBOXYMETHYLCATECHOL
4-CARBOXYMETHYLPYROCATECHOL
CATECHOL-4-ACETIC ACID
DOPAC
HOMOPROTOCATECHUIC ACID
N,N-DIMETHYL-P-PHENYLENEDIAMINE SULFATE
PYROCATECHOL-4-ACETIC ACID
(3,4-dihydroxyphenyl)-aceticaci
3,4-Dihydroxybenzeneacetic acid
3,4-dihydroxy-benzeneaceticaci
3,4-dihydroxybenzeneaceticacid
Ba 2773
ba2773
Benzeneacetic acid, 3,4-dihydroxy-
Dihydroxyphenylacetic acid
dihydroxyphenylaceticacid
Dopacetic acid
dopaceticacid
3,4-Dihydroxyphenylacetic acid, 98+% | [EINECS(EC#)]
203-024-1 | [Molecular Formula]
C8H8O4 | [MDL Number]
MFCD00004338 | [Molecular Weight]
168.15 | [MOL File]
102-32-9.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to light brown crystalline powder | [Melting point ]
127-130 °C (lit.) | [Boiling point ]
257.07°C (rough estimate) | [density ]
1.3037 (rough estimate) | [refractive index ]
1.5090 (estimate) | [storage temp. ]
−20°C | [solubility ]
water: soluble50mg/mL, clear, almost colorless | [form ]
Powder, Crystals or Lumps | [pka]
4.42±0.10(Predicted) | [color ]
White to off-white | [Water Solubility ]
Soluble in water and methanol. | [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]
0.980 | [CAS DataBase Reference]
102-32-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetic acid, (3,4-dihydroxyphenyl)-,(102-32-9) | [EPA Substance Registry System]
102-32-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
AH0590000
| [F ]
10-23 | [HS Code ]
29182900 |
| Hazard Information | Back Directory | [Description]
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 | [Chemical Properties]
beige to light brown crystalline powder | [Uses]
3,4-Dihydroxyphenylacetic Acid is a metabolite of Dopamine (D533782). | [Definition]
ChEBI: (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 dihydroxyphenylacetic acid and a member of catechols. It is functionally related to a phenylacetic acid. It is a conjugate acid of a (3,4-dihydroxyphenyl)acetate. | [General Description]
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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