3-Hydroxymandelic acid

HCID 86957CAS 17119-15-2

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Basic information

Standard SMILES: O=C(O)C(O)c1cccc(O)c1
InChIKey: OLSDAJRAVOVKLG-UHFFFAOYSA-N
Molecular formula: C8H8O4
Average molar mass: 168.15 g/mol
Monoisotopic mass: 168.04225874

Overview

3-hydroxymandelic acid is a 2-hydroxy monocarboxylic acid that is mandelic acid substituted by a hydroxy group at position 3'. It has a role as a human metabolite. It is a member of phenols and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid.

Names & identifiers

Preferred name: 3-Hydroxymandelic acid
IUPAC: 2-hydroxy-2-(3-hydroxyphenyl)acetic acid
English name: 3-HYDROXYMANDELIC ACID
Molecular formula: C8H8O4
Molecular weight: 168.15

Names & synonyms

3-Hydroxymandelic acid17119-15-22-hydroxy-2-(3-hydroxyphenyl)acetic acidalpha,3-Dihydroxybenzeneacetic acidmeta-hydroxymandelic acid537K5QMU5FCHEBI:86553RefChem:911414m-Hydroxymandelic acid3-Hydroxyphenylglycolic acidHydroxy(3-hydroxyphenyl)acetic acidMFCD00042723

Show more names

DL-3-HydroxyMandelic Acid2-Hydroxy-2-(3-hydroxyphenyl)α,3-Dihydroxybenzeneacetic acid3,α-Dihydroxybenzeneacetic acid3-Hydroxymandelic acid >=97.0% (T)Benzeneacetic acid, α,3-dihydroxy-

MHMAdl-Hydroxy(m-hydroxyphenyl)acetic acid3-Hydroxymandelate(ALPHAR)-ALPHA,3-DIHYDROXYBENZENEACETIC ACIDMandelic acid, m-hydroxy-UNII-537K5QMU5FM-hydroxymandelateEINECS 241-182-3

Database identifiers

CAS: 17119-15-2
PubChem CID: 86957
DTXSID: DTXSID70864737
ChEBI: CHEBI:86553
UNII: 537K5QMU5F
EC Number: 241-182-3
Nikkaji: J100.347J

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 77.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 168

Experimental & physicochemical properties

Solubility31 mg/mL

Physical DescriptionSolid

Physicochemical properties

Melting point: 128 · 128-132 °C
Boiling point: 424.3 · 424.3±30.0 °C(Predicted)
Density: 1.48 · 1.480±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Acetonitrile (Slightly), Methanol (Slightly)
form: Solid
pka: 3.36 · 3.36±0.10(Predicted)
color: White
BRN: 2365378 · 2365378
InChI: 1S/C8H8O4/c9-6-3-1-2-5(4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
InChIKey: OLSDAJRAVOVKLG-UHFFFAOYSA-N
SMILES: OC(C(O)=O)c1cccc(O)c1
CAS DataBase Reference: 17119 · 17119-15-2
FDA UNII: 537 K5QMU5F · 537K5QMU5F
EPA Substance Registry System: 3 · Benzeneacetic acid, ?,3-dihydroxy- (17119-15-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsKidney

Cellular LocationsCytoplasm

Applications

Uses3-Hydroxymandelic Acid (cas# 17119-15-2) is a compound useful in organic synthesis.

General Description3-Hydroxymandelic acid is a hydroxy acid derivative. Chiral separation of 3-hydroxymandelic acid has been achieved by ligand-exchange capillary electrochromatography.