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:
Product Name
Homogentisic acid, crystalline
InChI key
IGMNYECMUMZDDF-UHFFFAOYSA-N
InChI
1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
SMILES string
OC(=O)Cc1cc(O)ccc1O
form
crystalline
color
off-white to tan
mp
150-152 °C (lit.)
storage temp.
2-8°C
Quality Level
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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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Yaping Wang et al.
BMC microbiology, 17(1), 122-122 (2017-05-27)
Combining experimental and computational screening methods has been of keen interest in drug discovery. In the present study, we developed an efficient screening method that has been used to screen 2100 small-molecule compounds for alanine racemase Alr-2 inhibitors. We identified
Chanika Phornphutkul et al.
The New England journal of medicine, 347(26), 2111-2121 (2002-12-27)
Alkaptonuria, caused by mutations in the HGO gene and a deficiency of homogentisate 1,2-dioxygenase, results in an accumulation of homogentisic acid (HGA), ochronosis, and destruction of connective tissue. There is no effective therapy for this disorder, although nitisinone inhibits the
A M Taylor et al.
Arthritis and rheumatism, 63(12), 3887-3896 (2011-12-01)
Alkaptonuria is a genetic disorder of tyrosine metabolism, resulting in elevated circulating concentrations of homogentisic acid. Homogentisic acid is deposited as a polymer, termed ochronotic pigment, in collagenous tissues, especially cartilages of weight-bearing joints, leading to a severe osteoarthropathy. We
Pediatric Dermatology E-Book, 507-507 (2011)
C Bory et al.
Clinica chimica acta; international journal of clinical chemistry, 189(1), 7-11 (1990-07-01)
The clinical and biochemical features of five cases of alcaptonuria were reported. The concentration of homogentisic acid was determined in urine and also in plasma using a rapid, sensitive and specific HPLC method. In all five cases, the concentrations of
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