ChemFOnt: Showing chemical card for Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside (CFc000281192)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:20 UTC

Chemfont ID

CFc000281192

Molecule Identification

Common Name

Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside

Definition

Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside 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''. Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside can be found in chocolate and cocoa powder, which makes epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Epicatechin-(2a->7,4a->8)-epicatechin 3-galactoside	Generator
Epicatechin-(2α->7,4α->8)-epicatechin 3-galactoside	Generator

Chemical Formula

C₃₆H₃₄O₁₅

Average Molecular Weight

706.6462

Monoisotopic Molecular Weight

706.189770418

IUPAC Name

(2R,3R,4S,5R,6R)-2-{[(1R,5S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-17,19-dihydroxy-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

490-46-0

SMILES

OC[C@H]1O[C@H](O[C@@H]2[C@@H]3C4=C(O[C@]2(OC2=C3C3=C(CC[C@H](O3)C3=CC(O)=C(O)C=C3)C=C2)C2=CC(O)=C(O)C=C2)C=C(O)C=C4O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C36H34O15/c37-13-26-30(44)31(45)32(46)35(48-26)49-34-29-27-22(43)11-17(38)12-25(27)51-36(34,16-4-6-19(40)21(42)10-16)50-24-8-3-14-2-7-23(47-33(14)28(24)29)15-1-5-18(39)20(41)9-15/h1,3-6,8-12,23,26,29-32,34-35,37-46H,2,7,13H2/t23-,26+,29+,30-,31-,32+,34+,35+,36+/m0/s1

InChI Key

MVLCXMXCRQYNIC-TWULTLMFSA-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

Bi- and polyflavonoid skeleton
Catechin
Pyranoflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Pyranochromene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Phenol
Ketal
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monosaccharide
Oxane
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301676)

Food

Cocoa and cocoa product

Cocoa product

Chocolate (FooDB: FOOD00687)
Cocoa powder (FooDB: FOOD00685)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	2.41	ALOGPS
logP	3.2	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.71	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	248.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	173.27 m³·mol⁻¹	ChemAxon
Polarizability	68.61 Å³	ChemAxon
Number of Rings	8	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000126

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 Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside (CFc000281192)

MOL for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D MOL for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D SDF for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D-SDF for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

PDB for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D PDB for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

SMILES for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

INCHI for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

Structure for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D Structure for CFc000281192 (Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)