ChemicalBook--->CAS DataBase List--->306-08-1

306-08-1

306-08-1 Structure

306-08-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Sulfuric acid-->Palladium-->Glyoxylic acid-->Guaiacol-->2-Methoxy-4-[(methylamino)methyl]phenol-->Benzeneacetic acid, α,4-dihydroxy-3-methoxy-, (αS)--->4-BENZYLOXY-3-METHOXYPHENYLACETIC ACID-->[4-(cyanomethyl)-2-methoxy-phenyl] acetate-->ETHYL HOMOVANILLATE-->2-bromo-1-(4-hydroxy-3-methoxyphenyl)ethanone
[Preparation Products]

BUTYLFORMAMIDE-->RESINIFERATOXIN-->4-Hydroxy-3-methoxybenzonitrile-->Benzeneacetic acid, 3,4-dihydroxy-5-methoxy-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Methoxy-4-hydroxyphenyl acetic acid(306-08-1).msds
Hazard InformationBack Directory
[Description]

Homovanillic acid (HVA) is a dopamine metabolite. 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. 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
Spectrum DetailBack Directory
[Spectrum Detail]

Homovanillic acid(306-08-1)MS
Homovanillic acid(306-08-1)1HNMR
Homovanillic acid(306-08-1)13CNMR
Homovanillic acid(306-08-1)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Homovanillic acid, 98%(306-08-1)
[Alfa Aesar]

Homovanillic acid, 98+%(306-08-1)
[Sigma Aldrich]

306-08-1(sigmaaldrich)
[TCI AMERICA]

4-Hydroxy-3-methoxyphenylacetic Acid,>98.0%(T)(306-08-1)
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