HOMOGENTISIC ACID

Names

[ CAS No. ]:
451-13-8

[ Name ]:
HOMOGENTISIC ACID

[Synonym ]:
(2,5-Dihydroxyphenyl)acetic acid
Benzeneacetic acid, 2,5-dihydroxy-
Melanic acid
Homogentisic acid
2,5-Dihydroxyphenylacetic acid
(2,5-dihydroxyphenyl)-Acetic acid
EINECS 207-192-7
Homogenentisic acid
2-(2,5-dihydroxyphenyl)acetic acid
2,5-Dihydroxy-a-toluic Acid
2,5-dihydroxy-benzeneacetic acid
MFCD00004324

Biological Activity

[Description]:

Homogentisic acid is a specific metabolite in urine and serum, which is used for diagnosis of alkaptonuria.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Öztekin N, et al. Determination of homogentisic acid in urine for diagnosis of alcaptonuria: Capillary electrophoretic method optimization using experimental design. Biomed Chromatogr. 2018 Jul;32(7):e4216.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
439.3±30.0 °C at 760 mmHg

[ Melting Point ]:
150-152 °C(lit.)

[ Molecular Formula ]:
C₈H₈O₄

[ Molecular Weight ]:
168.147

[ Flash Point ]:
233.6±21.1 °C

[ Exact Mass ]:
168.042252

[ PSA ]:
77.76000

[ LogP ]:
-0.07

[ Appearance of Characters ]:
crystalline | off-white to tan

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.643

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AH0589000

CHEMICAL NAME :: Acetic acid, (2,5-dihydroxyphenyl)-

CAS REGISTRY NUMBER :: 451-13-8

BEILSTEIN REFERENCE NO. :: 2692860

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C8-H8-O4

MOLECULAR WEIGHT :: 168.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 50 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 238,235,1990

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AH0589000

[ HS Code ]:
2918290000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

Articles

Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease.

J. Chromatogr. A. 562(1-2) , 125-38, (1991)

Eighty-five clinical urine samples and nineteen urine samples previously found by other laboratories to suggest genetic metabolic defects were prepared for trimethylsilylation by treatment with urease...

Mass spectrometric behavior of phenolic acids standards and their analysis in the plant samples with LC/ESI/MS system.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 967 , 21-7, (2014)

Liquid chromatography coupled to mass spectrometry (MS) with electrospray ionization (ESI) is one of analytical techniques to obtain accurate results of low molecular weight aromatic compounds in biol...

The homogentisate and homoprotocatechuate central pathways are involved in 3- and 4-hydroxyphenylacetate degradation by Burkholderia xenovorans LB400.

PLoS ONE 6 , e17583, (2011)

Genome characterization of the model PCB-degrading bacterium Burkholderia xenovorans LB400 revealed the presence of eleven central pathways for aromatic compounds degradation, among them, the homogent...