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Homogentisic acid

Homogentisic acid structure

CAS No:
451-13-8
Formula:
C8H8O4
Chemical Name:
Homogentisic acid
Synonyms:
Benzeneacetic acid,2,5-dihydroxy-;Acetic acid,(2,5-dihydroxyphenyl)-;2,5-Dihydroxybenzeneacetic acid;Alcapton;2,5-Dihydroxyphenylacetic acid;2,5-Dihydroxy-α-toluic acid;Homogentisic acid;Homogentisinic acid;NSC 88940;2-(2,5-Dihydroxyphenyl)acetic acid
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

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

Solid

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 derives from a phenylacetic acid. It is a conjugate acid of a homogentisate.|Dihydroxyphenylacetic acid with hydroxyls at the 2 and 5 positions of the phenyl ring.

Homogentisic acid Basic Attributes

Molecular Weight：

168.147

Exact Mass：

168.15

EC Number：

207-192-7

UNII：

NP8UE6VF08

NSC Number：

88940

DSSTox ID：

DTXSID1060005

HScode：

2918290000

Characteristics

PSA：

77.76000

XLogP3：

-0.07

Appearance：

Solid

Density：

1.5±0.1 g/cm3

Melting Point：

153 °C

Boiling Point：

439.3±30.0 °C at 760 mmHg

Flash Point：

233.6±21.1 °C

Refractive Index：

1.643

Water Solubility：

very faint turbidity

Collision Cross Section：

135.9 Å² [M+H-H2O]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|132.4 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|132.7 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

S26-S36

RTECS Number：

AH0589000

Marks：

Xi: Irritant;

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

Drug Information

MeSH Entry Terms：

Acid, Homogentisic

Homogentisic acid Use and Manufacturing

Uses

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

Manufacturing Info：

Benzeneacetic acid, 2,5-dihydroxy-: ACTIVE

Computed Properties

Molecular Weight:168.15
XLogP3:0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:168.04225873
Monoisotopic Mass:168.04225873
Topological Polar Surface Area:77.8
Heavy Atom Count:12
Complexity:168
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes