ChemFOnt: Showing chemical card for Delphinidin 3-glucoside 5-(6''-malonylglucoside) (CFc000281508)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:57 UTC

Chemfont ID

CFc000281508

Molecule Identification

Common Name

Delphinidin 3-glucoside 5-(6''-malonylglucoside)

Definition

Delphinidin 3-glucoside 5-(6''-malonylglucoside) is a member of the class of compounds known as anthocyanidin-5-o-glycosides. Anthocyanidin-5-o-glycosides are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position. Delphinidin 3-glucoside 5-(6''-malonylglucoside) is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Delphinidin 3-glucoside 5-(6''-malonylglucoside) can be found in chicory, which makes delphinidin 3-glucoside 5-(6''-malonylglucoside) a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₀H₃₃O₂₀

Average Molecular Weight

713.571

Monoisotopic Molecular Weight

713.156518496

IUPAC Name

5-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-7-hydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

221350-33-0

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(C=C(O)C=C3O[C@@H]3O[C@H](COC(=O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]3O)[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C30H32O20/c31-7-17-22(39)24(41)26(43)30(49-17)48-16-5-11-14(46-28(16)9-1-12(33)21(38)13(34)2-9)3-10(32)4-15(11)47-29-27(44)25(42)23(40)18(50-29)8-45-20(37)6-19(35)36/h1-5,17-18,22-27,29-31,39-44H,6-8H2,(H4-,32,33,34,35,36,38)/p+1/t17-,18-,22-,23-,24+,25+,26-,27-,29-,30-/m1/s1

InChI Key

SQHCKWQREIIDPL-YEQKKNNOSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-5-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301992)

Food

Vegetable

Root vegetable

Chicory (FooDB: FOOD00049)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.08 g/L	ALOGPS
logP	0.5	ALOGPS
logP	-2.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	336.19 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	165.88 m³·mol⁻¹	ChemAxon
Polarizability	66.45 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

HMDB0301992

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001723

KNApSAcK ID

Not Available

Chemspider ID

30780081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11972329

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Delphinidin 3-glucoside 5-(6''-malonylglucoside) (CFc000281508)

MOL for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

3D MOL for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

3D SDF for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

3D-SDF for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

PDB for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

3D PDB for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

SMILES for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

INCHI for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

Structure for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))

3D Structure for CFc000281508 (Delphinidin 3-glucoside 5-(6''-malonylglucoside))