3-(3,4-Dihydroxyphenyl)lactic acid (CHEM035537)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:52:01 UTC
Update Date2016-11-09 01:21:19 UTC
Accession NumberCHEM035537
Identification
Common Name3-(3,4-Dihydroxyphenyl)lactic acid
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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
DL-b-(3,4-Dihydroxyphenyl)lactic acidHMDB
DL-beta-(3,4-Dihydroxyphenyl)lactic acidHMDB
(3,4-Dihydroxyphenyl)lactic acidHMDB
3,4-Dihydroxyphenyllactic acid, monosodium salt, (R)-isomerHMDB
3,4-Dihydroxyphenyllactic acid, (+-)-isomerHMDB
3,4-Dihydroxyphenyllactic acid, (R)-isomerHMDB
3,4-Dihydroxyphenyllactic acid, monosodium salt, (+-)-isomerHMDB
Salvianic acid a sodiumHMDB
3,4-Dihydroxyphenyllactic acid, monosodium saltHMDB
2-Hydroxy-3-(3',4'-dihydroxyphenyl)propanoic acidHMDB
Chemical FormulaC9H10O5
Average Molecular Mass198.173 g/mol
Monoisotopic Mass198.053 g/mol
CAS Registry Number23028-17-3
IUPAC Name3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid
Traditional Namedanshensu
SMILESOC(CC1=CC(O)=C(O)C=C1)C(O)=O
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
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-1900000000-4429ae1d67802f77638bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-00xr-5039800000-242433a4eaee6ec21e37Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ff1-0900000000-c01f6f341825bf481916Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fl1-0900000000-4ac5f7db2b698bf08063Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01bd-9600000000-384a42503ca93dcc002cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-badce4d6b7899f8089c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fmi-2900000000-73617118e281cf2316d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-7900000000-e5db4da27043d9518b0eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f7t-0900000000-fbdfc4bd0e0f58825d1dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0mbi-1900000000-af4798a182a90c46f658Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8900000000-65350b26562677521a53Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-006t-6900000000-8abbd608e7bf3e2494e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-6900000000-6bbd4cc7c25691915147Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9500000000-52ad949a19acd21974d2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0003503
FooDB IDFDB023184
Phenol Explorer IDNot Available
KNApSAcK IDC00031720
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID6942
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID388544
ChEBI ID17807
PubChem Compound ID439435
Kegg Compound IDC01207
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Poljanac, Mirela; Vasic-Racki, Durda; Hadolin, Majda; Bauman, Davor. Enzymatic preparation of Danshensu. Slovenski Kemijski Dnevi, Maribor, Slovenia, Sept. 25-26, 2003 (2003), 239-245.
2. Li X, Yu C, Cai Y, Liu G, Jia J, Wang Y: Simultaneous determination of six phenolic constituents of danshen in human serum using liquid chromatography/tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Jun 5;820(1):41-7. Epub 2005 Apr 19.
3. Muskiet FA, Stratingh MC, Stob GJ, Wolthers BG: Simultaneous determination of the four major catecholamine metabolites and estimation of a serotonin metabolite in urine by capillary gas chromatography of their tert-butyldimethylsilyl derivatives. Clin Chem. 1981 Feb;27(2):223-7.
4. Liu Q, Chao RB: [Determination of danshensu in urine and its pharmacokinetics in human]. Yao Xue Xue Bao. 2003 Oct;38(10):771-4.
5. Jiang H, Ha T, Wei D: [A study on the mechanism of the biological roles of danshensu on fibroblast]. Zhonghua Shao Shang Za Zhi. 2001 Feb;17(1):36-8.
6. Hirsimaki H, Kero P, Ekblad H, Scheinin M, Saraste M, Erkkola R: Mode of delivery, plasma catecholamines and Doppler-derived cardiac output in healthy term newborn infants. Biol Neonate. 1992;61(5):285-93.