ChemFOnt: Showing chemical card for Cyanidin 3-(3''-malonylglucoside) (CFc000281401)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:45 UTC

Chemfont ID

CFc000281401

Molecule Identification

Common Name

Cyanidin 3-(3''-malonylglucoside)

Definition

Cyanidin 3-(3''-malonylglucoside) 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-(3''-malonylglucoside) is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cyanidin 3-(3''-malonylglucoside) can be found in garlic, which makes cyanidin 3-(3''-malonylglucoside) a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₄H₂₃O₁₄

Average Molecular Weight

535.431

Monoisotopic Molecular Weight

535.108780444

IUPAC Name

3-{[(2S,3R,4S,5R,6R)-4-[(2-carboxyacetyl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium

Traditional Name

3-{[(2S,3R,4S,5R,6R)-4-[(2-carboxyacetyl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium

CAS Registry Number

180129-51-5

SMILES

OC[C@H]1O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](OC(=O)CC(O)=O)[C@@H]1O

InChI Identifier

InChI=1S/C24H22O14/c25-8-17-20(33)23(38-19(32)7-18(30)31)21(34)24(37-17)36-16-6-11-13(28)4-10(26)5-15(11)35-22(16)9-1-2-12(27)14(29)3-9/h1-6,17,20-21,23-25,33-34H,7-8H2,(H4-,26,27,28,29,30,31)/p+1/t17-,20-,21-,23+,24-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301885)

Food

Herb and spice

Herb

Garlic (FooDB: FOOD00008)

Fruit

Berry

Blackberry (FooDB: FOOD00906)
Tropical highland blackberry (FooDB: FOOD00904)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	0.85	ALOGPS
logP	0.68	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	236.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.75 m³·mol⁻¹	ChemAxon
Polarizability	49.69 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0301885

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001572

KNApSAcK ID

Not Available

Chemspider ID

30780065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102445481

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Cyanidin 3-(3''-malonylglucoside) (CFc000281401)

MOL for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

3D MOL for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

3D SDF for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

3D-SDF for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

PDB for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

3D PDB for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

SMILES for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

INCHI for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

Structure for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))

3D Structure for CFc000281401 (Cyanidin 3-(3''-malonylglucoside))