ChemFOnt: Showing chemical card for Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside) (CFc000281184)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:19 UTC

Chemfont ID

CFc000281184

Molecule Identification

Common Name

Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside)

Definition

Cyanidin 3-(6''-malonyllaminaribioside) is a member of the class of compounds known as anthocyanidin-3-o-glycosides. Anthocyanidin-3-o-glycosides are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Cyanidin 3-(6''-malonyllaminaribioside) is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Cyanidin 3-(6''-malonyllaminaribioside) can be found in garden onion, which makes cyanidin 3-(6''-malonyllaminaribioside) a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₀H₃₃O₁₉

Average Molecular Weight

697.5716

Monoisotopic Molecular Weight

697.161603874

IUPAC Name

3-{[(2S,3R,4S,5R,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,5-dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium

Traditional Name

CAS Registry Number

None

SMILES

[H][C@]1(CO)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(COC(=O)CC(O)=O)O[C@@]([H])(OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C(O)=C3)[C@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C30H32O19/c31-8-18-22(39)24(41)25(42)29(47-18)49-28-23(40)19(9-44-21(38)7-20(36)37)48-30(26(28)43)46-17-6-12-14(34)4-11(32)5-16(12)45-27(17)10-1-2-13(33)15(35)3-10/h1-6,18-19,22-26,28-31,39-43H,7-9H2,(H4-,32,33,34,35,36,37)/p+1/t18-,19-,22-,23-,24+,25-,26-,28+,29+,30-/m1/s1

InChI Key

RLENKWQMUNAYFI-OMGJKZNISA-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
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
1,3-dicarbonyl compound
Oxane
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301668)

Food

Vegetable

Onion-family vegetable

Garden onion (var.) (FooDB: FOOD00226)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	0.83	ALOGPS
logP	-1.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	315.96 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	164.17 m³·mol⁻¹	ChemAxon
Polarizability	64.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0301668

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000064

KNApSAcK ID

Not Available

Chemspider ID

30780057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101666798

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''-malonyl-3''-glucosyl-glucoside) (CFc000281184)

MOL for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

3D MOL for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

3D SDF for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

3D-SDF for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

PDB for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

3D PDB for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

SMILES for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

INCHI for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

Structure for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))

3D Structure for CFc000281184 (Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside))