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Substance Name: Mandelic acid [USP]
RN: 90-64-2
UNII: NH496X0UJX
InChIKey: IWYDHOAUDWTVEP-UHFFFAOYSA-N

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C8-H8-O3

Molecular Weight

  • 152.1482
 
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Names and Synonyms

Name of Substance

  • alpha-Hydroxybenzeneacetic acid
  • Benzeneacetic acid, alpha-hydroxy-
  • Mandelic acid
  • Mandelic acid [USP]

Synonyms

  • (+-)-2-Hydroxy-2-phenylethanoic acid
  • (+-)-alpha-Hydroxybenzeneacetic acid
  • (+-)-alpha-Hydroxyphenylacetic acid
  • (+-)-Mandelic acid
  • (+/-)-alpha-Hydroxybenzeneacetic acid
  • (RS)-Mandelic acid
  • 2-Hydroy-2-phenylacetic acid
  • 2-Phenyl-2-hydroxyacetic acid
  • 2-Phenylglycolic acid
  • Acido mandelico
  • Acido mandelico [Italian]
  • AI3-06293
  • Almond acid
  • alpha-Hydroxy-alpha-toluic acid
  • alpha-Hydroxybenzeneacetic acid, (+-)-
  • alpha-Hydroxyphenylacetic acid
  • alpha-Toluic acid, alpha-hydroxy-
  • Amygdalic acid
  • DL-Hydroxy(phenyl)acetic acid
  • dl-Mandelic acid
  • EINECS 202-007-6
  • EINECS 210-277-1
  • Glycolic acid, phenyl-
  • Kyselina 2-fenyl-2-hydroxyethanova
  • Kyselina 2-fenyl-2-hydroxyethanova [Czech]
  • Kyselina mandlova
  • Kyselina mandlova [Czech]
  • Mandelic acid
  • NSC 7925
  • p-Mandelic acid
  • Paramandelic acid
  • Phenylacetic acid, alpha-hydroxy-
  • Phenylglycolic acid
  • Phenylhydroxyacetic acid
  • Racemic mandelic acid
  • UNII-NH496X0UJX
  • Uromaline

Systematic Names

  • Benzeneacetic acid, alpha-hydroxy-
  • DL-2-Hydroxy-2-phenylacetic acid
  • Mandelic acid

Registry Numbers

CAS Registry Number

  • 90-64-2

FDA UNII

  • NH496X0UJX

Other Registry Numbers

  • 15769-78-5
  • 611-72-3
  • 71036-61-8

Related Registry Numbers

  • 114-21-6 (mono-hydrochloride salt)
  • 134-95-2 (calcium[2:1] salt)
  • 530-31-4 (mono-ammonium salt)

System Generated Number

  • 0000090642

Structure Descriptors

InChI

1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)

InChIKey

IWYDHOAUDWTVEP-UHFFFAOYSA-N

Smiles

c1([C@@H](C(O)=O)O)ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo oral 2gm/kg (2000mg/kg) GASTROINTESTINAL: GASTRITIS

LIVER: OTHER CHANGES

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 64, Pg. 79, 1940.
rat LD50 intramuscular > 300mg/kg (300mg/kg)   Experimental Medicine and Surgery. Vol. 4, Pg. 223, 1946.
rat LD50 intraperitoneal 4100mg/kg (4100mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.
rat LDLo oral 3gm/kg (3000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 64, Pg. 79, 1940.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 119 deg C   EXP
pKa Dissociation Constant 3.41 (none) 25 EXP
log P (octanol-water) 0.62 (none)   EXP
Water Solubility 1.81E+05 mg/L 25 EXP
Vapor Pressure 1.64E-05 mm Hg 25 EST
Henry's Law Constant 6.90E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.04E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.