| Identification | More | [Name]
Homovanillic acid | [CAS]
306-08-1 | [Synonyms]
3-METHOXY-4-HYDROXYPHENYL ACETIC ACID
4-HYDROXY-3-METHOXYPHENYLACETIC ACID
HOMOVANILLIC ACID
HOMOVANIUIC ACID
HVA
RARECHEM AL BO 0135
4-Hydroxy-3-methoxybenzeneacetic acid
4-hydroxy-3-methoxy-benzeneaceticaci
4-hydroxy-3-methoxy-Benzeneaceticacid
Acetic acid, (4-hydroxy-3-methoxyphenyl)-
Homovanilic acid
Homovanillinic acid
Vanilacetic acid
Vanillacetic Acid
Homovanillic acid 4-Hydroxy-3-methoxyphenylacetic acid
4-HYDROXY-3-METHOXYPHENYLACETIC
HOMORANILLIC ACID
HomovanillicAcid98%
Benzeneacetic acid, 4-hydroxy-3-methoxy-
2-(4-hydroxy-3-methoxy-phenyl)acetic acid | [EINECS(EC#)]
206-176-7 | [Molecular Formula]
C9H10O4 | [MDL Number]
MFCD00004350 | [Molecular Weight]
182.17 | [MOL File]
306-08-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to beige crystalline powder | [Melting point ]
142-145 °C(lit.) | [Boiling point ]
235.56°C (rough estimate) | [density ]
1.1634 (rough estimate) | [refractive index ]
1.4209 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Crystalline Powder | [pka]
4.39±0.10(Predicted) | [color ]
White to beige | [Water Solubility ]
soluble | [Merck ]
14,4740 | [BRN ]
2213447 | [Stability:]
Hygroscopic | [Major Application]
pharmaceutical | [InChI]
1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12) | [InChIKey]
QRMZSPFSDQBLIX-UHFFFAOYSA-N | [SMILES]
COc1cc(CC(O)=O)ccc1O | [LogP]
0.330 | [CAS DataBase Reference]
306-08-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzeneacetic acid, 4-hydroxy-3-methoxy-(306-08-1) | [EPA Substance Registry System]
306-08-1(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
| [F ]
10-23 | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29189900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
Homovanillic acid (HVA) is a dopamine metabolite.1 It is formed via deamination of dopamine by monoamine oxidase (MAO) to produce 3,4-dihydroxyphenylacetic acid (DOPAC; Item No. 24912) followed by DOPAC metabolism by catechol-O-methyltransferase (COMT). HVA undergoes hydrogen peroxide-dependent oxidation in the presence of horseradish peroxidase to form a fluorescent dimer that displays excitation/emission maxima of 312/420 nm, respectively.2 It has been used to quantify hydrogen peroxide production in macrophages and neutrophils. | [Chemical Properties]
white to beige crystalline powder | [Uses]
A neuroendocrine tumor marker. Dihydroxyphenylacetic Acid (DOPAC) metabolite. | [Uses]
Fluorimetric reagent and major catecholamine metaboliteHomovanillic acid is used as a reagent in the determination of oxidative enzymes. It is associated with dopamine levels in the brain. Its presence supports a diagnosis of neuroblastoma and malignant pheochromocytoma. | [Definition]
ChEBI: A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite. | [Biological Activity]
Fluorimetric reagent and major catecholamine metabolite. Used for fluorimetric determination of oxidative enzymes including glucose oxidase. | [storage]
+4°C | [References]
[1] MIKKO K?ENM?KI. Quantitative role of COMT in dopamine clearance in the prefrontal cortex of freely moving mice[J]. Journal of Neurochemistry, 2010, 114 6: 1745-1755. DOI: 10.1111/j.1471-4159.2010.06889.x
[2] WALTER RUCH Marco B Philip H Cooper. Assay of H2O2 production by macrophages and neutrophils with homovanillic acid and horse-radish peroxidase[J]. Journal of immunological methods, 1983, 63 3: Pages 347-357. DOI: 10.1016/s0022-1759(83)80008-8 |
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