Record Information
Version1.0
Creation date2015-10-09 22:27:17 UTC
Update date2017-01-19 02:36:09 UTC
FoodComEx IDPC000010
FoodDB RecordFDB022191
Chemical Information
NameMandelic acid
DescriptionIt is an isomer of cresotinic acid (2-hydroxy-3-methylbenzoic acid) and oxymethylbenzoic acid (2-methoxybenzoic acid). Derivatives of mandelic acid are formed as a result of metabolism of adrenaline and noradrenaline by monoamine oxidase and catechol-o-methyl transferase. It is also present in certain skin care products, is an intermediate molecule in the production of other biochemicals, may be used as an analytical reagent and is a precursor in the manufacture of dyes. Mandelic acid is an aromatic alpha hydroxy acid with the molecular formula C8H8O3. It is a white crystalline solid that is soluble in water and most common organic solvents. [HMDB]
CAS Number90-64-2
Structure
Thumb
Synonyms
SynonymSource
(RS)-Mandelatehmdb
(RS)-Mandelic acidhmdb
(S)-2-Hydroxy-2-phenylacetateGenerator
(S)-2-Hydroxy-2-phenylacetic acidChEBI
(S)-a-HydroxybenzeneacetateGenerator
(S)-a-Hydroxybenzeneacetic acidGenerator
(S)-alpha-HydroxybenzeneacetateGenerator
(S)-alpha-Hydroxybenzeneacetic acidChEBI
(S)-MandelateGenerator
(S)-Mandelic acidChEBI
(S)-MandelsaeureChEBI
(S)-α-hydroxybenzeneacetateGenerator
(S)-α-hydroxybenzeneacetic acidGenerator
2-Hydroxy-2-phenylacetatehmdb
2-Hydroxy-2-phenylacetic acidhmdb
2-Hydroxy-2-phenylethanoatehmdb
2-Hydroxy-2-phenylethanoic acidhmdb
2-Phenyl-2-hydroxyacetatehmdb
2-Phenyl-2-hydroxyacetic acidhmdb
2-Phenylglycolatehmdb
2-Phenylglycolic acidhmdb
a-Hydroxy-a-toluatehmdb
a-Hydroxy-a-toluic acidhmdb
a-Hydroxybenzeneacetatehmdb
a-Hydroxybenzeneacetic acidhmdb
a-Hydroxyphenylacetatehmdb
a-Hydroxyphenylacetic acidhmdb
Almond acidhmdb
alpha-Hydroxy-alpha-toluatehmdb
alpha-Hydroxy-alpha-toluic acidhmdb
alpha-Hydroxybenzeneacetatehmdb
alpha-Hydroxybenzeneacetic acidhmdb
alpha-Hydroxyphenylacetatehmdb
alpha-Hydroxyphenylacetic acidhmdb
Amygdalatehmdb
Amygdalic acidhmdb
DL-Amygdalatehmdb
DL-Amygdalic acidhmdb
DL-Hydroxy(phenyl)acetatehmdb
DL-Hydroxy(phenyl)acetic acidhmdb
DL-Mandelatehmdb
DL-Mandelic acidhmdb
L-MandelateGenerator
L-Mandelic acidChEBI
Mandelatehmdb
Mandelic acidhmdb
Paramandelatehmdb
Paramandelic acidhmdb
Phenylglycolatehmdb
Phenylglycolic acidhmdb
Phenylhydroxyacetatehmdb
Phenylhydroxyacetic acidhmdb
Uromalinehmdb
Chemical FormulaC8H8O3
IUPAC name(2S)-2-hydroxy-2-phenylacetic acid
InChI IdentifierInChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1
InChI KeyIWYDHOAUDWTVEP-ZETCQYMHSA-N
Isomeric SMILESO[C@H](C(O)=O)C1=CC=CC=C1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Hydroxy acid
  • Monocyclic benzene moiety
  • Alpha-hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 8 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci D216
AKSci J92714
MetaSci HMDB0000703
Toronto Research Chemicals M162525