ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid (CFc000130117)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:59:26 UTC

Chemfont ID

CFc000130117

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₃₆H₃₆O₁₉

Average Molecular Weight

772.665

Monoisotopic Molecular Weight

772.185078939

IUPAC Name

3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(CC1=CC(O)=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C(C1=C(O)C=C(O)C=C1O)C1=C(O)C=C(O)C2=C1OC(C(O)C2)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C36H36O19/c37-13-7-18(41)25(19(42)8-13)26(17(40)4-11-1-2-24(16(39)3-11)53-36-31(50)29(48)30(49)34(55-36)35(51)52)27-20(43)10-15(38)14-9-23(46)32(54-33(14)27)12-5-21(44)28(47)22(45)6-12/h1-3,5-8,10,17,23,26,29-32,34,36-50H,4,9H2,(H,51,52)

InChI Key

MYQCYTZFTWGPBS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Epigallocatechins

Alternative Parents

Substituents

Epigallocatechin
Linear 1,7-diphenylheptane skeleton
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Cinnamylphenol
Linear 1,3-diarylpropanoid
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
1-benzopyran
Chromane
Benzopyran
Benzenetriol
Pyrogallol derivative
Phloroglucinol derivative
Phenoxy compound
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Benzenoid
Monocyclic benzene moiety
Pyran
Oxane
Monosaccharide
Hydroxy acid
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Polyol
Carboxylic acid
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149708)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.9 g/L	ALOGPS
logP	1.68	ALOGPS
logP	1.12	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	348.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	183.07 m³·mol⁻¹	ChemAxon
Polarizability	72.47 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0149708

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid (CFc000130117)

MOL for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000130117 (3,4,5-trihydroxy-6-(2-hydroxy-4-{2-hydroxy-3-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-3-(2,4,6-trihydroxyphenyl)propyl}phenoxy)oxane-2-carboxylic acid)