ChemFOnt: Showing chemical card for Cyanidin 3-O-(6''-acetyl-arabinoside) (CFc000010484)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:56 UTC

Chemfont ID

CFc000010484

Molecule Identification

Common Name

Cyanidin 3-O-(6''-acetyl-arabinoside)

Definition

Cyanidin 3-O-(6''-acetyl-arabinoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 )

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₂H₂₁O₁₁

Average Molecular Weight

461.3955

Monoisotopic Molecular Weight

461.108386514

IUPAC Name

3-{[(2R,3S,4S,5R)-5-[(acetyloxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium

Traditional Name

3-{[(2R,3S,4S,5R)-5-[(acetyloxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium

CAS Registry Number

None

SMILES

CC(=O)OC[C@H]1O[C@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC=C(O)C(O)=C2)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C22H20O11/c1-9(23)30-8-18-19(28)20(29)22(33-18)32-17-7-12-14(26)5-11(24)6-16(12)31-21(17)10-2-3-13(25)15(27)4-10/h2-7,18-20,22,28-29H,8H2,1H3,(H3-,24,25,26,27)/p+1/t18-,19-,20+,22+/m1/s1

InChI Key

LKLWQWKPLGSQMZ-JBPLPALLSA-O

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
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
3'-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Glycosyl compound
O-glycosyl compound
Benzopyran
Pentose monosaccharide
1-benzopyran
Catechol
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
1,2-diol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029238)
Cytoplasm (HMDB: HMDB0029238)

Source

Endogenous

Endogenous (HMDB: HMDB0029238)

Plant

Plant (HMDB: HMDB0029238)

Exogenous

Food

Food (HMDB: HMDB0029238)

Exogenous (HMDB: HMDB0029238)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.37	ALOGPS
logP	1.49	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	179.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	119.45 m³·mol⁻¹	ChemAxon
Polarizability	44.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0029238

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

FDB000022

KNApSAcK ID

Not Available

Chemspider ID

30776743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750819

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-(6''-acetyl-arabinoside) (CFc000010484)

MOL for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

3D MOL for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

3D SDF for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

3D-SDF for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

PDB for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

3D PDB for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

SMILES for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

INCHI for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

Structure for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))

3D Structure for CFc000010484 (Cyanidin 3-O-(6''-acetyl-arabinoside))