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55520

Sigma-Aldrich

3-Hydroxymandelic acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C8H8O4
CAS Number:
Molecular Weight:
168.15
Beilstein:
2365378
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (T)

mp

128-132 °C

functional group

carboxylic acid
hydroxyl

SMILES string

OC(C(O)=O)c1cccc(O)c1

InChI

1S/C8H8O4/c9-6-3-1-2-5(4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)

InChI key

OLSDAJRAVOVKLG-UHFFFAOYSA-N

General description

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J M Midgley et al.
Biomedical mass spectrometry, 6(11), 485-490 (1979-11-01)
o-Hydroxymandelic acid and m-hydroxymandelic acid have been identified in human urine by gas chromatography mass spectrometry selected ion monitoring. After solvent extraction the urinary acids were converted to their O-trifluoroacetoxy methyl ester derivatives which were identified by comparison of the
K E Ibrahim et al.
The Journal of pharmacy and pharmacology, 35(3), 144-147 (1983-03-01)
The metabolism of R-(-)-m-synephrine (administered orally and by inhalation in man and intraperitoneally in rats) was studied quantitatively by a gas chromatography-mass spectrometry-selected ion monitoring (g.c.-m.s.-s.i.m.) method using deuterated internal standards. When m-synephrine hydrochloride was administered orally to humans in
M W Couch et al.
Clinica chimica acta; international journal of clinical chemistry, 158(1), 109-114 (1986-07-15)
The urinary concentrations of o-hydroxymandelic acid, m-hydroxymandelic acid, p-hydroxymandelic acid, homovanillic acid and vanillylmandelic acid were determined in 57 healthy children and 9 patients with neuroblastoma. The concentrations of o-hydroxymandelic acid and p-hydroxymandelic were not significantly different for both groups
Increased excretion of m-Hydroxyphenylglycol and m-Hydroxymandelic acid in neuroblastoma.
C M Williams et al.
Biochemical medicine, 28(3), 305-309 (1982-12-01)
K Gumbhir et al.
Journal of pharmaceutical and biomedical analysis, 12(7), 943-949 (1994-07-01)
An LC method for the analysis of m-hydroxymandelic acid (MHMA) and m-hydroxyphenylglycol (MHPG) and their conjugates in human plasma was developed and validated. The method for the quantitation involved extraction of acidified plasma (subject to hydrolysis with beta-glucuronidase for 120

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