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Record Information
Version2.0
Created at2022-04-28 01:59:56 UTC
Updated at2022-04-28 01:59:56 UTC
NP-MRD IDNP0056127
Secondary Accession NumbersNone
Natural Product Identification
Common NameEpigallocatechin 5,3',5'-trimethyl ether 3-O-gallate
DescriptionEpigallocatechin 5,3',5'-trimethyl ether 3-o-gallate belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. Epigallocatechin 5,3',5'-trimethyl ether 3-O-gallate is found in Sedum crassularia and Sedum sediforme . Based on a literature review very few articles have been published on Epigallocatechin 5,3',5'-trimethyl ether 3-o-gallate.
Structure
Thumb
Synonyms
ValueSource
Epigallocatechin 5,3',5'-trimethyl ether 3-O-gallic acidGenerator
Chemical FormulaC25H24O11
Average Mass500.4560 Da
Monoisotopic Mass500.13186 Da
IUPAC Name(2R,3R)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
Traditional Name(2R,3R)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
CAS Registry NumberNot Available
SMILES
COC1=CC(=CC(OC)=C1O)[C@H]1OC2=CC(O)=CC(OC)=C2C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1
InChI Identifier
InChI=1S/C25H24O11/c1-32-17-8-13(26)9-18-14(17)10-21(36-25(31)12-4-15(27)22(29)16(28)5-12)24(35-18)11-6-19(33-2)23(30)20(7-11)34-3/h4-9,21,24,26-30H,10H2,1-3H3/t21-,24-/m1/s1
InChI KeySMSODIBAMOCYJH-ZJSXRUAMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Sedum crassulariaLOTUS Database
Sedum sediformePlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentCatechin gallates
Alternative Parents
Substituents
  • Catechin gallate
  • Epigallocatechin
  • 3p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 4'-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Galloyl ester
  • Gallic acid or derivatives
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Methoxyphenol
  • Benzoate ester
  • 1-benzopyran
  • Dimethoxybenzene
  • Benzopyran
  • M-dimethoxybenzene
  • Chromane
  • Pyrogallol derivative
  • Benzoic acid or derivatives
  • Benzenetriol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Benzoyl
  • Phenol ether
  • Alkyl aryl ether
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Ether
  • Polyol
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3ALOGPS
logP3.51ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)8.06ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area164.37 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity125.19 m³·mol⁻¹ChemAxon
Polarizability49.4 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00008893
Chemspider ID24842578
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44257124
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References