HOMOGENTISIC ACID

Synonym(s):2,5-Dihydroxyphenylacetic acid

CAS NO.：451-13-8
Empirical Formula: C8H8O4
Molecular Weight: 168.15
MDL number: MFCD00004324
EINECS: 207-192-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-05 12:01:54

What is HOMOGENTISIC ACID?

Chemical properties

off-white to tan crystals or crystalline powder

The Uses of HOMOGENTISIC ACID

Homogentisic 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).

The Uses of HOMOGENTISIC ACID

An intermediate in the metabolism of tyrosine and phenylalanine. Occurs in plants and in the urine of alkaptonurics.

What are the applications of Application

Homogentisic Acid is an intermediate in the metabolism of tyrosine and phenylalanine

Definition

ChEBI: 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 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.

Purification Methods

Crystallise homogentisic acid from EtOH/CHCl3 or H2O (solubility is 85% at 25o). [Beilstein 10 IV 1506.]

Properties of HOMOGENTISIC ACID

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.
form	crystalline
pka	4.4(at 25℃)
color	off-white to tan
Water Solubility	very faint turbidity
Merck	14,4737
BRN	2692860
CAS DataBase Reference	451-13-8(CAS DataBase Reference)
EPA Substance Registry System	Benzeneacetic acid, 2,5-dihydroxy- (451-13-8)

Safety information for HOMOGENTISIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.