Epicatechin-(4beta->6)-epicatechin-(4beta->6)-epicatechin 3,3',3''-trigallate (CHEM031167)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 02:26:30 UTC
Update Date2016-11-09 01:19:13 UTC
Accession NumberCHEM031167
Identification
Common NameEpicatechin-(4beta->6)-epicatechin-(4beta->6)-epicatechin 3,3',3''-trigallate
ClassSmall Molecule
DescriptionEpicatechin 3-O-gallate-(4beta->6)-epicatechin 3-O-gallate-(4beta->6)-epicatechin 3-O-gallate is found in green vegetables. Epicatechin 3-O-gallate-(4beta->6)-epicatechin 3-O-gallate-(4beta->6)-epicatechin 3-O-gallate is isolated from Rheum sp.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Epicatechin 3-O-gallate-(4b->6)-epicatechin 3-O-gallate-(4b->6)-epicatechin 3-O-gallateGenerator
Epicatechin 3-O-gallate-(4β->6)-epicatechin 3-O-gallate-(4β->6)-epicatechin 3-O-gallateGenerator
Epicatechin 3-O-gallic acid-(4b->6)-epicatechin 3-O-gallic acid-(4b->6)-epicatechin 3-O-gallic acidGenerator
Epicatechin 3-O-gallic acid-(4beta->6)-epicatechin 3-O-gallic acid-(4beta->6)-epicatechin 3-O-gallic acidGenerator
Epicatechin 3-O-gallic acid-(4β->6)-epicatechin 3-O-gallic acid-(4β->6)-epicatechin 3-O-gallic acidGenerator
Epicatechin 3-O-gallate(4b->6)-epicatechin 3-O-gallate(4b->6)-epicatechin 3-O-gallateHMDB
[3-O-Galloylepicatechin-(4beta->6)]2-epicatechin-3-O-gallateHMDB
2-(3,4-Dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-6-yl]-5-hydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-7-yl 3,4,5-trihydroxybenzoic acidGenerator
Epicatechin-(4b->6)-epicatechin-(4b->6)-epicatechin 3,3',3''-trigallateGenerator
Epicatechin-(4b->6)-epicatechin-(4b->6)-epicatechin 3,3',3''-trigallic acidGenerator
Epicatechin-(4beta->6)-epicatechin-(4beta->6)-epicatechin 3,3',3''-trigallic acidGenerator
Epicatechin-(4β->6)-epicatechin-(4β->6)-epicatechin 3,3',3''-trigallateGenerator
Epicatechin-(4β->6)-epicatechin-(4β->6)-epicatechin 3,3',3''-trigallic acidGenerator
Chemical FormulaC66H50O30
Average Molecular Mass1323.085 g/mol
Monoisotopic Mass1322.239 g/mol
CAS Registry Number106548-98-5
IUPAC Name2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-6-yl]-5-hydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-7-yl 3,4,5-trihydroxybenzoate
Traditional Name2-(3,4-dihydroxyphenyl)-6-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-6-yl]-5-hydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-7-yl 3,4,5-trihydroxybenzoate
SMILESOC1C(OC2=CC(O)=CC(O)=C2C1C1=C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C2OC(C(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(C3=C(O)C4=C(OC(C(C4)OC(=O)C4=CC(O)=C(O)C(O)=C4)C4=CC(O)=C(O)C=C4)C=C3O)C2=C1O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1
InChI IdentifierInChI=1S/C66H50O30/c67-27-16-35(74)48-44(17-27)92-61(22-2-5-30(69)33(72)8-22)59(87)52(48)50-46(94-64(88)24-10-37(76)55(83)38(77)11-24)20-45-51(58(50)86)53(63(62(93-45)23-3-6-31(70)34(73)9-23)96-66(90)26-14-41(80)57(85)42(81)15-26)49-36(75)19-43-28(54(49)82)18-47(60(91-43)21-1-4-29(68)32(71)7-21)95-65(89)25-12-39(78)56(84)40(79)13-25/h1-17,19-20,47,52-53,59-63,67-87H,18H2
InChI KeySDNQRIGBMVBKOM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassBiflavonoids and polyflavonoids
Direct ParentBiflavonoids and polyflavonoids
Alternative Parents
Substituents
  • B-type proanthocyanidin
  • Bi- and polyflavonoid skeleton
  • Proanthocyanidin
  • Catechin gallate
  • Catechin
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavan-3-ol
  • Hydroxyflavonoid
  • Flavan
  • Galloyl ester
  • Gallic acid or derivatives
  • P-hydroxybenzoic acid ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid alkyl ester
  • Benzopyran
  • Benzoate ester
  • Chromane
  • 1-benzopyran
  • Tricarboxylic acid or derivatives
  • Benzenetriol
  • Benzoic acid or derivatives
  • Pyrogallol derivative
  • Benzoyl
  • Catechol
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Secondary alcohol
  • Ether
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 Solubility0.38 g/LALOGPS
logP4.61ALOGPS
logP8.66ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)7.62ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count27ChemAxon
Hydrogen Donor Count21ChemAxon
Polar Surface Area531.42 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity326.31 m³·mol⁻¹ChemAxon
Polarizability125.9 ųChemAxon
Number of Rings12ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-5903000001-b36e15a6ea5238addb2eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f8a-6720002093-f1fa2fafdb9c2bb39180Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uea-7900006177-f4fe58732e0516597914Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1819000000-b40ae8656659b0270241Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-0922100000-bc689b30ba3bf556c998Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002r-0940000100-48b3475bc622f93fb36eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0fk9-0829000000-9315bce272e61fe58b37Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0973000000-d0a83d43265423cb84a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-3590000010-dd7d3d40b2f8c0c123a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0r00-2967000022-155a980fc51269c7c839Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0v4j-3964000030-b9976eb1df1246bbabd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-2962000020-4af62bce49564153c378Spectrum
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 IDHMDB0037663
FooDB IDFDB016786
Phenol Explorer IDNot Available
KNApSAcK IDC00009220
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID35014450
ChEBI IDNot Available
PubChem Compound ID131752218
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.