Back to Compounds

p-Hydroxymandelic acid (PC000955)

Record Information
Version1.0
Creation date2015-10-09 22:33:36 UTC
Update date2017-01-19 02:36:42 UTC
FoodComEx IDPC000955
FoodDB RecordFDB022267
Chemical Information
Namep-Hydroxymandelic acid
DescriptionAn acidic metabolite of p-octopamine and p-synephrine (p-phenylephrine). It is also a naturally occurring metabolite of tyramine. A specific enantiomer of p-hydroxymandelic aicd ((R)-(-)-p-hydroxymandelic -- also called pisolithin B) has been shown to exhibit antifungal properties. [HMDB]
CAS Number1198-84-1
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(+/-)-alpha,4-dihydroxy-Benzeneacetatehmdb
(+/-)-alpha,4-dihydroxy-Benzeneacetic acidhmdb
(R)-4-Hydroxymandelatehmdb
(RS)-p-Hydroxymandelatehmdb
(RS)-p-Hydroxymandelic acidhmdb
(S)-4-Hydroxymandelatehmdb
2-(4-Hydroxyphenyl)-2-hydroxyacetatehmdb
2-(4-Hydroxyphenyl)-2-hydroxyacetic acidhmdb
3-Dimethylallyl-4-hydroxymandelatehmdb
3-Dimethylallyl-4-hydroxymandelic acidhmdb
4-Hydroxy-DL-mandelatehmdb
4-Hydroxy-DL-mandelic acidhmdb
4-Hydroxymandelatehmdb
4-Hydroxymandelic acidhmdb
4-Hydroxyphenylglycolatehmdb
4-Hydroxyphenylglycolic acidhmdb
alpha,4-dihydroxy-Benzeneacetatehmdb
alpha,4-dihydroxy-Benzeneacetic acidhmdb
alpha,4-Dihydroxybenzeneacetatehmdb
alpha,4-Dihydroxybenzeneacetic acidhmdb
D-4-hydroxymandelatehmdb
D-p-hydroxymandelatehmdb
delta-4-hydroxymandelatehmdb
delta-p-hydroxymandelatehmdb
DL-4-Hydroxymandelatehmdb
DL-4-Hydroxymandelic acidhmdb
DL-p-Hydroxymandelatehmdb
DL-p-Hydroxymandelic acidhmdb
DL-p-Hydroxyphenylglycolatehmdb
DL-p-Hydroxyphenylglycolic acidhmdb
Hydroxy(4-hydroxyphenyl)acetatehmdb
Hydroxy(4-hydroxyphenyl)acetic acidhmdb
L-4-hydroxymandelatehmdb
L-p-hydroxymandelatehmdb
p-hydroxy-Mandelatehmdb
p-hydroxy-Mandelic acidhmdb
p-Hydroxymandelatehmdb
p-Hydroxymandelic acidhmdb
p-Hydroxyphenylglycolatehmdb
p-Hydroxyphenylglycolic acidhmdb
Chemical FormulaC8H8O4
IUPAC name2-hydroxy-2-(4-hydroxyphenyl)acetic acid
InChI IdentifierInChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
InChI KeyYHXHKYRQLYQUIH-UHFFFAOYSA-N
Isomeric SMILESOC(C(O)=O)C1=CC=C(O)C=C1
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alpha-hydroxy acid
  • Monocyclic benzene moiety
  • Hydroxy acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organooxygen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • 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 4 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 8064AF
MetaSci HMDB0000822
Sigma-Aldrich HMDB0000822
Toronto Research Chemicals H944360