Homovanillic acid

Homovanillic acid Basic information
Product Name:Homovanillic acid
Synonyms: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
CAS:306-08-1
MF:C9H10O4
MW:182.17
EINECS:206-176-7
Product Categories:chemical reagent;pharmaceutical intermediate;Multisubstituted Benzene;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Pharmaceutical Intermediates;Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:306-08-1.mol
Homovanillic acid Structure
Homovanillic acid Chemical Properties
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. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly, Heated)
pka4.39±0.10(Predicted)
form Crystalline Powder
color White to beige
Water Solubility soluble
Merck 14,4740
BRN 2213447
Stability:Hygroscopic
LogP0.330
CAS DataBase Reference306-08-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetic acid, 4-hydroxy-3-methoxy-(306-08-1)
EPA Substance Registry SystemHomovanillic acid (306-08-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
10-23
TSCA T
HazardClass IRRITANT
HS Code 29189900
MSDS Information
ProviderLanguage
3-Methoxy-4-hydroxyphenyl acetic acid English
ACROS English
SigmaAldrich English
ALFA English
Homovanillic acid Usage And Synthesis
DescriptionHomovanillic acid (HVA) is a dopamine metabolite. It is formed via deamination of dopamine by monoamine oxidase (MAO) to produce 3,4-dihydroxyphenylacetic acid (DOPAC; ) 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. It has been used to quantify hydrogen peroxide production in macrophages and neutrophils.
Chemical Propertieswhite to beige crystalline powder
UsesA neuroendocrine tumor marker. Dihydroxyphenylacetic Acid (DOPAC) metabolite.
UsesFluorimetric 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.
DefinitionChEBI: A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite.
Biological ActivityFluorimetric reagent and major catecholamine metabolite. Used for fluorimetric determination of oxidative enzymes including glucose oxidase.
storage+4°C
Hydroxyphenyl Testosterone phenylacetate Oxalic acid dihydrate Ethyl 2-(Chlorosulfonyl)acetate Vanillic acid Acetic anhydride Ascoric Acid DL-Mandelic acid Methoxy 2-Hydroxyphenylacetic acid Stearic acid Folic acid 4-Methoxyphenylacetic acid 4-Hydroxyphenylacetic acid N,N'-1,3-Phenylene bismaleimide CHLOROPHOSPHONAZO III Phenylacetic acid Citric acid

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