ChemFOnt: Showing chemical card for Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin (CFc000281443)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:50 UTC

Chemfont ID

CFc000281443

Molecule Identification

Common Name

Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin

Definition

Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids 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''. Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin can be found in blackcurrant, which makes catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Catechin-(4a->8)-gallocatechin-(4a->8)-gallocatechin	Generator
Catechin-(4α->8)-gallocatechin-(4α->8)-gallocatechin	Generator

Chemical Formula

C₄₅H₃₈O₂₀

Average Molecular Weight

898.7712

Monoisotopic Molecular Weight

898.195643656

IUPAC Name

(2R,4R)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-8-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

CAS Registry Number

148802-38-4

SMILES

O[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C(O)=C1)C([C@H]1C(O)[C@H](OC3=C1C(O)=CC(O)=C3[C@H]1[C@H](O)[C@H](OC3=C1C(O)=CC(O)=C3)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C(O)=C1)=C(O)C=C2O

InChI Identifier

InChI=1S/C45H38O20/c46-16-8-21(50)31-30(9-16)63-42(13-1-2-18(47)20(49)3-13)39(61)35(31)33-23(52)12-24(53)34-36(40(62)43(65-45(33)34)15-6-27(56)38(60)28(57)7-15)32-22(51)11-19(48)17-10-29(58)41(64-44(17)32)14-4-25(54)37(59)26(55)5-14/h1-9,11-12,29,35-36,39-43,46-62H,10H2/t29-,35-,36+,39-,40?,41+,42+,43+/m0/s1

InChI Key

RBFUQMMJTXKBOG-WVKVEKBISA-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''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

C-type proanthocyanidin
B-type proanthocyanidin
Proanthocyanidin
Bi- and polyflavonoid skeleton
Epigallocatechin
Catechin
Hydroxyflavonoid
Flavan-3-ol
3'-hydroxyflavonoid
3-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Flavan
1-benzopyran
Benzopyran
Chromane
Benzenetriol
Pyrogallol derivative
Catechol
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Polyol
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301927)

Food

Fruit

Berry

Blackcurrant (FooDB: FOOD00155)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	3.09	ALOGPS
logP	3.83	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.45	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	371.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	222.98 m³·mol⁻¹	ChemAxon
Polarizability	88.31 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301927

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001635

KNApSAcK ID

Not Available

Chemspider ID

59696208

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 Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin (CFc000281443)

MOL for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

3D MOL for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

3D SDF for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

3D-SDF for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

PDB for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

3D PDB for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

SMILES for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

INCHI for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

Structure for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)

3D Structure for CFc000281443 (Catechin-(4alpha->8)-gallocatechin-(4alpha->8)-gallocatechin)