ChemFOnt: Showing chemical card for cyanidin-3-O-beta-D-glucoside (CFc000283823)

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

CFc000283823

Molecule Identification

Common Name

cyanidin-3-O-beta-D-glucoside

Definition

Cyanidin-3-o-beta-d-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin-3-o-beta-d-glucoside can be found in a number of food items such as celeriac, squashberry, chinese broccoli, and peanut, which makes cyanidin-3-o-beta-d-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cyanidin-3-O-b-D-glucoside	Generator
Cyanidin-3-O-β-D-glucoside	Generator

Chemical Formula

C₂₁H₂₀O₁₁

Average Molecular Weight

448.38

Monoisotopic Molecular Weight

448.100561464

IUPAC Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium-5-olate

Traditional Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium-5-olate

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC3=C([O-])C=C(O)C=C3[O+]=C2C2=CC=C(O)C(O)=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)

InChI Key

RKWHWFONKJEUEF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an anthocyanin 3'-<i>O</i>-β-D glucoside (CPD1F-766 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.58 g/L	ALOGPS
logP	1.17	ALOGPS
logP	0.39	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	196.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	126.81 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304307

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030759

KNApSAcK ID

Not Available

Chemspider ID

24785346

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chrysanthemin

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 cyanidin-3-O-beta-D-glucoside (CFc000283823)

MOL for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

3D MOL for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

3D SDF for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

3D-SDF for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

PDB for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

3D PDB for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

SMILES for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

INCHI for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

Structure for CFc000283823 (cyanidin-3-O-beta-D-glucoside)

3D Structure for CFc000283823 (cyanidin-3-O-beta-D-glucoside)