Record Information
Version1.0
Creation date2010-04-08 22:04:26 UTC
Update date2017-04-03 05:00:48 UTC
Primary IDFDB000097
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nameent-Catechin 3-gallate
DescriptionA polyphenol compound found in foods of plant origin [PhenolExplorer; Access personnal copy]
CAS Number120-80-9
Structure
Thumb
Synonyms
SynonymSource
(-)-Catechin 3-O-gallatedb_source
ent-Catechin 3-gallatemanual
Predicted Properties
PropertyValueSource
Water Solubility0.0443 mg/mLALOGPS
logP2.55ALOGPS
logP3.38ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.03ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area177.14 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity109.76 m3·mol-1ChemAxon
Polarizability42.26 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC22H18O10
IUPAC name(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
InChI IdentifierInChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1
InChI KeyInChIKey=LSHVYAFMTMFKBA-CTNGQTDRSA-N
Isomeric SMILESOC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C=C2)C(O)=C1
Average Molecular Weight442.3723
Monoisotopic Molecular Weight442.089996796
Classification
DescriptionThis compound belongs to the class of chemical entities known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.
KingdomChemical entities
Super ClassOrganic compounds
ClassPhenylpropanoids and polyketides
Sub ClassFlavonoids
Direct ParentCatechin gallates
Alternative Parents
Substituents
  • Catechin gallate
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Galloyl ester
  • Gallic acid or derivatives
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Benzoate ester
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Benzoic acid or derivatives
  • Pyrogallol derivative
  • Catechol
  • Benzoyl
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
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 Key
GC-MSGC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, NegativeNot Available
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014r-0960000000-25a100df8f984afcaad7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-00kr-0691100000-efd4723359f93df332b6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0006-0010900000-d409ed603e168c2615bcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-00or-0920000000-1c97743a98715d6b2789View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
ChemSpider ID4925466
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6419835
Pubchem Substance IDNot Available
ChEBI ID23053
Phenol-Explorer ID146
DrugBank IDNot Available
HMDB IDHMDB29255
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference