Record Information
Version1.0
Creation date2011-09-21 00:25:53 UTC
Update date2018-01-23 20:19:42 UTC
Primary IDFDB023184
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-(3,4-Dihydroxyphenyl)lactic acid
Description3-(3,4-Dihydroxyphenyl)lactic acid 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. 3-(3,4-Dihydroxyphenyl)lactic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-(3,4-Dihydroxyphenyl)lactic acid has been detected, but not quantified in, rosemaries. This could make 3-(3,4-dihydroxyphenyl)lactic acid a potential biomarker for the consumption of these foods.
CAS Number23028-17-3
Structure
Thumb
Synonyms
SynonymSource
3-(3,4-Dihydroxyphenyl)lactateChEBI
3,4-Dihydroxyphenyllactic acidKegg
3,4-DihydroxyphenyllactateGenerator
2-Hydroxy-3-(3,4-dihydroxyphenyl)propanoateHMDB
2-Hydroxy-3-(3,4-dihydroxyphenyl)propanoic acidHMDB
a-Hydroxyhydrocaffeic acidHMDB
alpha-HydroxyhydrocaffeateHMDB
alpha-Hydroxyhydrocaffeic acidHMDB
DanshensuHMDB, MeSH
DL-b-(3,4-Dihydroxyphenyl)lactic acidHMDB
DL-beta-(3,4-Dihydroxyphenyl)lactic acidHMDB
(3,4-Dihydroxyphenyl)lactic acidMeSH, HMDB
3,4-Dihydroxyphenyllactic acid, monosodium salt, (R)-isomerMeSH, HMDB
3,4-Dihydroxyphenyllactic acid, (+-)-isomerMeSH, HMDB
3,4-Dihydroxyphenyllactic acid, (R)-isomerMeSH, HMDB
3,4-Dihydroxyphenyllactic acid, monosodium salt, (+-)-isomerMeSH, HMDB
Salvianic acid a sodiumMeSH, HMDB
3,4-Dihydroxyphenyllactic acid, monosodium saltMeSH, HMDB
3-(3,4-Dihydroxyphenyl)lactic acidGenerator
2-Amino-1,7-dihydro-7-methyl-6H-purin-6-oneChEBI
2-Amino-7-methylhypoxanthineChEBI
N(7)-MethylguanineChEBI
2-Amino-1,7-dihydroxy-7-methyl-6H-purine-6-oneHMDB
2-Amino-6-hydroxy-7-methylpurineHMDB
7-Methyl-guanineHMDB
7-Methyl-guanine (8ci)HMDB
N-MethylguanineHMDB
N7-MethylguanineHMDB
7-Methylguanine, 14C-labeledHMDB
N2-MethylguanineHMDB
N7-Me-gHMDB
N(2)-MethylguanineHMDB
3-(3,4-dihydroxyphenyl)lactatehmdb
3-(3,4-dihydroxyphenyl)lactic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility6.7 g/LALOGPS
logP0.77ALOGPS
logP0.58ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.26ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.42 m³·mol⁻¹ChemAxon
Polarizability18.4 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10O5
IUPAC name3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid
InChI IdentifierInChI=1S/C9H10O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8,10-12H,4H2,(H,13,14)
InChI KeyPAFLSMZLRSPALU-UHFFFAOYSA-N
Isomeric SMILESOC(CC1=CC(O)=C(O)C=C1)C(O)=O
Average Molecular Weight198.1727
Monoisotopic Molecular Weight198.05282343
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
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 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
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
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 KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-1900000000-4429ae1d67802f77638bJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-00xr-5039800000-242433a4eaee6ec21e37JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ff1-0900000000-c01f6f341825bf481916JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fl1-0900000000-4ac5f7db2b698bf08063JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01bd-9600000000-384a42503ca93dcc002cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-badce4d6b7899f8089c8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fmi-2900000000-73617118e281cf2316d7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-7900000000-e5db4da27043d9518b0eJSpectraViewer
ChemSpider ID388544
ChEMBL IDNot Available
KEGG Compound IDC01207
Pubchem Compound ID439435
Pubchem Substance IDNot Available
ChEBI ID17807
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03503
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDALPHA-HYDROXYHYDROCAFFEIC-ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite ID971
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).