ChemFOnt: Showing chemical card for Pelargonidin 3-(6''-succinyl-glucoside) (CFc000281175)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:18 UTC

Chemfont ID

CFc000281175

Molecule Identification

Common Name

Pelargonidin 3-(6''-succinyl-glucoside)

Definition

Pelargonidin 3-(6''-succinyl-glucoside) 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. Pelargonidin 3-(6''-succinyl-glucoside) is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Pelargonidin 3-(6''-succinyl-glucoside) can be found in cloudberry, red raspberry, strawberry, and wheat, which makes pelargonidin 3-(6''-succinyl-glucoside) a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(4-Hydroxyphenyl)-3-[6-O-(1,4-dioxo-4-hydroxybutyl)-b-D-glucopyranosyloxy]-5,7-dihydroxy-1-benzopyrylium	Generator
2-(4-Hydroxyphenyl)-3-[6-O-(1,4-dioxo-4-hydroxybutyl)-β-D-glucopyranosyloxy]-5,7-dihydroxy-1-benzopyrylium	Generator

Chemical Formula

C₂₅H₂₅O₁₃

Average Molecular Weight

533.4582

Monoisotopic Molecular Weight

533.129515886

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-6-{[(3-carboxypropanoyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

3-{[(2S,3R,4S,5S,6R)-6-{[(3-carboxypropanoyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium

CAS Registry Number

None

SMILES

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

InChI Identifier

InChI=1S/C25H24O13/c26-12-3-1-11(2-4-12)24-17(9-14-15(28)7-13(27)8-16(14)36-24)37-25-23(34)22(33)21(32)18(38-25)10-35-20(31)6-5-19(29)30/h1-4,7-9,18,21-23,25,32-34H,5-6,10H2,(H3-,26,27,28,29,30)/p+1/t18-,21-,22+,23-,25-/m1/s1

InChI Key

UBUSYXLSGMWUJJ-WVXUANQFSA-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
Saccharolipid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Benzenoid
Monocyclic benzene moiety
Oxane
Fatty acyl
Monosaccharide
Dicarboxylic acid or derivatives
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Acetal
Polyol
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Alcohol
Organic oxide
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301659)

Food

Fruit

Berry

Cereal and cereal product

Cereal

Wheat (FooDB: FOOD00561)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	1.72	ALOGPS
logP	0.89	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	216.58 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	134.32 m³·mol⁻¹	ChemAxon
Polarizability	51.06 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

HMDB0301659

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000014

KNApSAcK ID

Not Available

Chemspider ID

30780054

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101209468

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Pelargonidin 3-(6''-succinyl-glucoside) (CFc000281175)

MOL for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

3D MOL for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

3D SDF for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

3D-SDF for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

PDB for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

3D PDB for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

SMILES for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

INCHI for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

Structure for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))

3D Structure for CFc000281175 (Pelargonidin 3-(6''-succinyl-glucoside))