ChemFOnt: Showing chemical card for cyanidin 5-O-beta-D-glucoside (CFc000283821)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:27 UTC

Chemfont ID

CFc000283821

Molecule Identification

Common Name

cyanidin 5-O-beta-D-glucoside

Definition

Cyanidin 5-o-beta-d-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin 5-o-beta-d-glucoside can be found in a number of food items such as broad bean, rambutan, nopal, and garden onion, which makes cyanidin 5-o-beta-d-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cyanidin 5-O-b-D-glucoside	Generator
Cyanidin 5-O-β-D-glucoside	Generator

Chemical Formula

C₂₁H₁₉O₁₁

Average Molecular Weight

447.373

Monoisotopic Molecular Weight

447.093285012

IUPAC Name

2-hydroxy-4-(3-hydroxy-7-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7H-chromen-2-yl)benzen-1-olate

Traditional Name

2-hydroxy-4-(3-hydroxy-7-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)benzenolate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=CC(=O)C=C3OC(=C(O)C=C23)C2=CC(O)=C([O-])C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-5-9(23)4-14-10(15)6-13(26)20(30-14)8-1-2-11(24)12(25)3-8/h1-6,16-19,21-22,24-29H,7H2/p-1/t16-,17-,18+,19-,21-/m1/s1

InChI Key

GMRSKDNJSHIDNL-GQUPQBGVSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-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 O-glycosides

Alternative Parents

Substituents

Flavonoid-5-o-glycoside
Flavonoid o-glycoside
3'-hydroxyflavonoid
3-hydroxyflavonoid
Hydroxyflavonoid
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Phenoxide
Benzenoid
Monocyclic benzene moiety
Monosaccharide
Oxane
Vinylogous ester
Heteroaromatic compound
Secondary alcohol
Cyclic ketone
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.18 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	-1.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	189.2 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.83 m³·mol⁻¹	ChemAxon
Polarizability	42.62 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

HMDB0304305

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030757

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

25203612

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for cyanidin 5-O-beta-D-glucoside (CFc000283821)

MOL for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

3D MOL for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

3D SDF for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

3D-SDF for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

PDB for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

3D PDB for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

SMILES for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

INCHI for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

Structure for CFc000283821 (cyanidin 5-O-beta-D-glucoside)

3D Structure for CFc000283821 (cyanidin 5-O-beta-D-glucoside)