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Merck
CN

H0751

Homogentisic acid

crystalline

Synonym(s):

2,5-Dihydroxyphenylacetic acid

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About This Item

Linear Formula:
(HO)2C6H3CH2CO2H
CAS Number:
Molecular Weight:
168.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-192-7
Beilstein/REAXYS Number:
2692860
MDL number:
Form:
crystalline
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form

crystalline

Quality Level

color

off-white to tan

mp

150-152 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)Cc1cc(O)ccc1O

InChI

1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)

InChI key

IGMNYECMUMZDDF-UHFFFAOYSA-N

General description

Homogentisic acid (HGA) is an intermediate formed during the catabolism of phenylalanine and tyrosine. Alkaptonuria, a metabolic disorder, is characterized by high levels of HGA in serum and urine due to the deficiency of the enzyme homogentisic acid oxidase, which is involved in the degradation of HGA.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Homogentisic acid autoxidation and oxygen radical generation: implications for the etiology of alkaptonuric arthritis.
Martin Jr, et al.
Free Radical Biology & Medicine, 3(4), 241-250 (1987)
V S Venkataseshan et al.
Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc, 5(4), 464-471 (1992-07-01)
In alkaptonuric ochronosis, the absence of homogentisic acid oxidase results in the accumulation of homogentisic acid in the body. Associated renal failure is rare and usually occurs in the later stages of the disease. We report a 19-yr-old girl who
Laura Tinti et al.
Rheumatology (Oxford, England), 50(2), 271-277 (2010-10-19)
Alkaptonuria (AKU) is a genetic disorder caused by lack of the enzyme responsible for breaking down homogentisic acid (HGA), an intermediate in tyrosine metabolism. HGA is deposited as a polymer, termed ochronotic pigment, in collagenous tissues. Pigmentation is progressive over



Global Trade Item Number

SKUGTIN
H0751-100MG04061833663448
H0751-500MG04061833663455