Record Information
Version1.0
Creation date2010-04-08 22:14:05 UTC
Update date2015-10-09 22:30:52 UTC
Primary IDFDB019021
Secondary Accession Numbers
  • FDB017136
Chemical Information
FooDB Name2-Hydroxyphloretic acid
DescriptionHydroxyphenyllactic acid is a tyrosine metabolite. It is carcinogenic. The level of hydroxyphenyllactic acid is elevated in patients with deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2). (PMID 4720815) [HMDB]
CAS Number306-23-0
Structure
Thumb
Synonyms
SynonymSource
2-Hydroxy-3-(4-hydroxyphenyl)propanoateChEBI
2-Hydroxy-3-(p-hydroxyphenyl)propionic acidChEBI
4-Hydroxyphenyllactic acidChEBI
beta-(4-Hydroxyphenyl)lactic acidChEBI
beta-(p-Hydroxyphenyl)lactic acidChEBI
DL-p-Hydroxyphenyllactic acidChEBI
p-Hydroxyphenyl lactic acidChEBI
4-HydroxyphenyllactateKegg
p-HydroxyphenyllactateKegg
2-Hydroxy-3-(4-hydroxyphenyl)propanoic acidGenerator
2-Hydroxy-3-(p-hydroxyphenyl)propionateGenerator
b-(4-Hydroxyphenyl)lactateGenerator
b-(4-Hydroxyphenyl)lactic acidGenerator
beta-(4-Hydroxyphenyl)lactateGenerator
Β-(4-hydroxyphenyl)lactateGenerator
Β-(4-hydroxyphenyl)lactic acidGenerator
b-(p-Hydroxyphenyl)lactateGenerator
b-(p-Hydroxyphenyl)lactic acidGenerator
beta-(p-Hydroxyphenyl)lactateGenerator
Β-(p-hydroxyphenyl)lactateGenerator
Β-(p-hydroxyphenyl)lactic acidGenerator
DL-p-HydroxyphenyllactateGenerator
p-Hydroxyphenyl lactateGenerator
p-Hydroxyphenyllactic acidGenerator
HydroxyphenyllactateGenerator
3-(4-Hydroxyphenyl)lactateHMDB
(RS)-3-(4-Hydroxyphenyl)lactateHMDB
(RS)-3-(4-Hydroxyphenyl)lactic acidHMDB
3-(4-Hydroxyphenyl)-DL-lactateHMDB
3-(4-Hydroxyphenyl)-DL-lactic acidHMDB
3-(p-Hydroxyphenyl)-lactateHMDB
3-(p-Hydroxyphenyl)-lactic acidHMDB
a,4-DihydroxybenzenepropanoateHMDB
a,4-Dihydroxybenzenepropanoic acidHMDB
b-(p-Hydroxyphenyl)-DL-lactateHMDB
b-(p-Hydroxyphenyl)-DL-lactic acidHMDB
beta-(p-Hydroxyphenyl)-DL-lactateHMDB
beta-(p-Hydroxyphenyl)-DL-lactic acidHMDB
DL-3-(4-Hydroxyphenyl)lactateHMDB
DL-3-(4-Hydroxyphenyl)lactic acidHMDB
HPLAHMDB
4-Hydroxyphenyllactic acid, (DL)-isomerHMDB
Para-hydroxyphenyllactic acidHMDB
3-(4-Hydroxyphenyl)lactic acidHMDB
(RS)-3-(4-hydroxyphenyl)lactateHMDB
(RS)-3-(4-hydroxyphenyl)lactic acidHMDB
2-Hydroxy-3-(P-hydroxyphenyl)propionateGenerator
2-Hydroxy-3-(P-hydroxyphenyl)propionic acidChEBI
2-Hydroxyphloretic acidmanual
3-(4-Hydroxyphenyl)lactic acid, 8CIdb_source
3-(P-Hydroxyphenyl)-lactateHMDB
3-(P-Hydroxyphenyl)-lactic acidHMDB
a,4-Dihydroxybenzenepropanoic acid, 9CIdb_source
b-(P-Hydroxyphenyl)-DL-lactateHMDB
b-(P-Hydroxyphenyl)-DL-lactic acidHMDB
b-(P-Hydroxyphenyl)lactateGenerator
b-(P-Hydroxyphenyl)lactic acidGenerator
beta-(P-Hydroxyphenyl)-DL-lactateHMDB
beta-(P-Hydroxyphenyl)-DL-lactic acidHMDB
beta-(P-Hydroxyphenyl)lactateGenerator
beta-(P-Hydroxyphenyl)lactic acidChEBI
DL-P-HydroxyphenyllactateGenerator
DL-P-Hydroxyphenyllactic acidChEBI
P-Hydroxyphenyl lactateGenerator
P-Hydroxyphenyl lactic acidChEBI
β-(4-hydroxyphenyl)lactateGenerator
β-(4-hydroxyphenyl)lactic acidGenerator
β-(P-hydroxyphenyl)lactateGenerator
β-(P-hydroxyphenyl)lactic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility4.79 g/LALOGPS
logP0.87ALOGPS
logP0.88ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.58ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.44 m³·mol⁻¹ChemAxon
Polarizability17.51 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10O4
IUPAC name2-hydroxy-3-(4-hydroxyphenyl)propanoic acid
InChI IdentifierInChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)
InChI KeyJVGVDSSUAVXRDY-UHFFFAOYSA-N
Isomeric SMILESOC(CC1=CC=C(O)C=C1)C(O)=O
Average Molecular Weight182.1733
Monoisotopic Molecular Weight182.057908808
Classification
Description belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alpha-hydroxy acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Hydroxy acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 59.34%; H 5.53%; O 35.13%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-004i-1911000000-424dc0a114976e4a6052View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-004i-1911000000-424dc0a114976e4a6052View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-004i-0900000000-b7f0ddb24f5c187d4540View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-3900000000-aece5a68ba54ab74c5eeView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-003r-5496000000-fbb65d0c963e70625e95View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00li-2900000000-ea59f9dcf58b55bec6caView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-054n-9300000000-5b39aa5183630ccd7f4dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0k92-9200000000-c698fdbe1eefac6e9eabView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-01qi-0900000000-640a5a477752571a1443View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-03di-0900000000-45b5f23bae1a9641fb0bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-01qi-0900000000-640a5a477752571a1443View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-03ei-0900000000-d89828d3625adabd215bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05o9-0900000000-a343595d5c411e940c25View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ap0-0900000000-1f777ab6b9486c181355View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9800000000-db82c9bf8afdb32af6deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2900000000-3e1a7023e9214816e8a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-2900000000-c05e995d8c57a180bae7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05mx-9800000000-729b43ad9499a14c2d01View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID9010
ChEMBL IDCHEMBL1162489
KEGG Compound IDC03672
Pubchem Compound ID9378
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID577
DrugBank IDNot Available
HMDB IDHMDB00755
CRC / DFC (Dictionary of Food Compounds) IDLNP81-X:LNP81-X
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID2392410
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference