Showing Compound 4',4''-Dimethylepigallocatechin 3-gallate (FDB029827)

Record Information

Version

1.0

Creation date

2012-01-13 17:26:01 UTC

Update date

2015-07-21 07:01:20 UTC

Primary ID

FDB029827

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4',4''-Dimethylepigallocatechin 3-gallate

Description

4'-Methyl-(-)-epigallocatechin 3-(4-methyl-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. Based on a literature review very few articles have been published on 4'-Methyl-(-)-epigallocatechin 3-(4-methyl-gallate).

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(2R,3R)-2-(3,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,5-dihydroxy-4-methoxybenzoic acid	Generator
4',4"-dimethyl-(-)-epigallocatechin 3-gallate	HMDB
4',4"-O-dimethylepigallocatechin 3-O-gallate	HMDB
4',4''-Di-O-methyl-egcg	MeSH, HMDB
4',4''-Di-O-methyl-epigallocatechin-3-gallate	MeSH, HMDB
4',4''-Dimethyl-(-)-epigallocatechin 3-gallate	manual
4',4''-Dimethylepigallocatechin 3-gallate	manual
4',4''-Dimethylepigallocatechin 3-gallic acid	Generator
4',4''-O-Dimethylepigallocatechin 3-O-gallate	db_source
4'-Methyl-(-)-epigallocatechin 3-(4-methyl-gallate)	manual

Showing 1 to 10 of 11 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.37	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.71 m³·mol⁻¹	ChemAxon
Polarizability	47.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C24H22O11

IUPAC name

(2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,5-dihydroxy-4-methoxybenzoate

InChI Identifier

InChI=1S/C24H22O11/c1-32-22-15(27)3-10(4-16(22)28)21-20(9-13-14(26)7-12(25)8-19(13)34-21)35-24(31)11-5-17(29)23(33-2)18(30)6-11/h3-8,20-21,25-30H,9H2,1-2H3/t20-,21-/m1/s1

InChI Key

HFWSXNDMKGHKRD-NHCUHLMSSA-N

Isomeric SMILES

COC1=C(O)C=C(C=C1O)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1OC(=O)C1=CC(O)=C(OC)C(O)=C1

Average Molecular Weight

486.4249

Monoisotopic Molecular Weight

486.116211546

Classification

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
Epigallocatechin
4p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Gallic acid or derivatives
M-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Benzoate ester
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Benzoic acid or derivatives
Resorcinol
Methoxybenzene
Phenol ether
Anisole
Phenoxy compound
Benzoyl
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Biofluid and excreta:

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4',4''-Dimethylepigallocatechin 3-gallate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-0913100000-b1ee5a87a91ce8cf97d5	Spectrum
Predicted GC-MS	4',4''-Dimethylepigallocatechin 3-gallate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-2374019000-4b330e0d39bafe4e054b	Spectrum
Predicted GC-MS	4',4''-Dimethylepigallocatechin 3-gallate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0901400000-2708af26a40a70e19585	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-0900000000-9ad719d5a35bf4859ee4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-2900000000-3598cfcef946b0dff5d6	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0201900000-23d594b45a82584ace7a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00m1-0605900000-f363764df8038df2d150	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00o0-0901100000-037cf374b5b3228645e9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0301900000-aebeed444611ca2c198a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f80-0811900000-96c5ddcd09aec1f4a693	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-029i-2903200000-1b6346a9d488d9b214b9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-0105900000-256204dbc537960c40ee	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-0905800000-2a2f7075eb023d400c7d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uy0-1927300000-e7f9d0e83108d0404989	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

23583136

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41668

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

772

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

No data available in table

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Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 4',4''-Dimethylepigallocatechin 3-gallate (FDB029827)

Structure for FDB029827 (4',4''-Dimethylepigallocatechin 3-gallate)