ChemFOnt: Showing chemical card for 6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone (CFc000281484)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:55 UTC

Chemfont ID

CFc000281484

Molecule Identification

Common Name

6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone

Definition

6-c-beta-d-glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 6-c-beta-d-glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone can be found in barley, which makes 6-c-beta-d-glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-C-b-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone	Generator
6-C-Β-D-glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone	Generator

Chemical Formula

C₂₁H₂₀O₁₂

Average Molecular Weight

464.3763

Monoisotopic Molecular Weight

464.095476104

IUPAC Name

5,7-dihydroxy-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(2,4,5-trihydroxyphenyl)-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(2,4,5-trihydroxyphenyl)chromen-4-one

CAS Registry Number

271601-13-9

SMILES

OC[C@H]1OC([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2OC(=CC(=O)C2=C1O)C1=CC(O)=C(O)C=C1O

InChI Identifier

InChI=1S/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2/t14-,17-,19+,20-,21?/m1/s1

InChI Key

VGWBNVOKYXNHPW-JWFOYSBNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid C-glycosides

Alternative Parents

Substituents

Flavonoid c-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
C-glycosyl compound
Chromone
Benzopyran
1-benzopyran
Hydroxyquinol derivative
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Monosaccharide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301968)

Food

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.34 g/L	ALOGPS
logP	0.27	ALOGPS
logP	-0.66	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	217.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.99 m³·mol⁻¹	ChemAxon
Polarizability	44.16 Å³	ChemAxon
Number of Rings	4	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

HMDB0301968

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001694

KNApSAcK ID

Not Available

Chemspider ID

59696228

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 6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone (CFc000281484)

MOL for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

3D MOL for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

3D SDF for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

3D-SDF for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

PDB for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

3D PDB for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

SMILES for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

INCHI for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

Structure for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)

3D Structure for CFc000281484 (6-C-beta-D-Glucopyranosyl-5,7,2',4',5'-pentahydroxyflavone)