ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic acids HOMOGENTISIC ACID

HOMOGENTISIC ACID

HOMOGENTISIC ACID Basic information
Product Name:HOMOGENTISIC ACID
Synonyms:(2,5-dihydroxyphenyl)-aceticaci;2,5-dihydroxy-benzeneaceticaci;2,5-dihydroxybenzeneaceticacid;2-(2,5-dihydroxyphenyl)acetate;alcapton;Homogentisic acid 2,5-Dihydroxyphenylacetic acid;homogentisic acid free acid;Benzeneacetic acid,2,5-dihydroxy-
CAS:451-13-8
MF:C8H8O4
MW:168.15
EINECS:207-192-7
Product Categories:Aromatic Phenylacetic Acids and Derivatives;Aromatics;Intermediates
Mol File:451-13-8.mol
HOMOGENTISIC ACID Structure
HOMOGENTISIC ACID Chemical Properties
Melting point 150-152 °C (lit.)
Boiling point 257.07°C (rough estimate)
density 1.3037 (rough estimate)
refractive index 1.5090 (estimate)
storage temp. 2-8°C
solubility Soluble in methanol.
pka4.4(at 25℃)
form crystalline
color off-white to tan
Water Solubility very faint turbidity
Merck 14,4737
BRN 2692860
LogP0.860
CAS DataBase Reference451-13-8(CAS DataBase Reference)
EPA Substance Registry SystemBenzeneacetic acid, 2,5-dihydroxy- (451-13-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS AH0589000
TSCA Yes
HS Code 29182900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
HOMOGENTISIC ACID Usage And Synthesis
Chemical Propertiesoff-white to tan crystals or crystalline powder
UsesAn intermediate in the metabolism of tyrosine and phenylalanine. Occurs in plants and in the urine of alkaptonurics.
UsesHomogentisic acid may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Urine matrices using reversed-phase liquid chromatography tandem mass spectrometry (LC-MS/MS).
  • Strawberry tree honey samples using reversed phase-high performance liquid chromatography (RP-HPLC) and ion chromatography (IC).

It may also be used as an internal standard for the determination of ascorbic acid (AA) and uric acid (UA) in human plasma samples using high-pressure liquid chromatography–electrochemical detection (HPLC–ECD).
DefinitionChEBI: Homogentisic acid is a dihydroxyphenylacetic acid having the two hydroxy substituents at the 2- and 5-positions. It has a role as a human metabolite and a plant metabolite. It is a dihydroxyphenylacetic acid and a member of hydroquinones. It is functionally related to a phenylacetic acid. It is a conjugate acid of a homogentisate.
General DescriptionHomogentisic 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.
Purification MethodsCrystallise homogentisic acid from EtOH/CHCl3 or H2O (solubility is 85% at 25o). [Beilstein 10 IV 1506.]
HOMOGENTISIC ACID Preparation Products And Raw materials
Preparation Products3-Hydroxyphenylacetic acid-->fumarylacetoacetate
2-AMINO-2-(2,4,5-TRIMETHOXYPHENYL)ACETIC ACID HYDROCHLORIDE HOMOGENTISIC ACID, [RING-3H] RARECHEM AL BO 1491 AKOS BBS-00006097 2,5-DIHYDROXY-1,4-BENZENEDIACETIC ACID SALOR-INT L162922-1EA RARECHEM AL BO 1490 2,5-DIBENZYLOXYPHENYLACETIC ACID HOMOGENTISIC ACID (R)-AMINO-(2,5-DIMETHOXY-PHENYL)-ACETIC ACID (R)-AMINO-(2,4,5-TRIMETHOXY-PHENYL)-ACETIC ACID (2,5-Dimethoxyphenyl)acetic acid (R)-(2,5-DIMETHOXY-PHENYL)-[(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)]-ACETIC ACID AKOS BBS-00006098 RARECHEM AL BO 1475 AURORA KA-4815 RARECHEM AL BO 2028 (S)-AMINO-(2,4,5-TRIMETHOXY-PHENYL)-ACETIC ACID
Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.