ChemFOnt: Showing chemical card for delphinidin 3-O-(6''-O-malonyl)-beta-glucoside (CFc000283843)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:29 UTC

Chemfont ID

CFc000283843

Molecule Identification

Common Name

delphinidin 3-O-(6''-O-malonyl)-beta-glucoside

Definition

Delphinidin 3-o-(6''-o-malonyl)-beta-glucoside is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Delphinidin 3-o-(6''-o-malonyl)-beta-glucoside can be found in a number of food items such as lemon, other soy product, ceylon cinnamon, and gram bean, which makes delphinidin 3-o-(6''-o-malonyl)-beta-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{[(3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-7-oxo-2-(3,4,5-trihydroxyphenyl)-7H-chromen-5-olic acid	Generator

Chemical Formula

C₂₄H₂₁O₁₅

Average Molecular Weight

549.4145

Monoisotopic Molecular Weight

549.088045002

IUPAC Name

3-oxo-3-{[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-{[5-hydroxy-7-oxo-2-(3,4,5-trihydroxyphenyl)-7H-chromen-3-yl]oxy}oxan-2-yl]methoxy}propanoate

Traditional Name

3-oxo-3-{[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-{[5-hydroxy-7-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy}oxan-2-yl]methoxy}propanoate

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)[C@@H](COC(=O)CC([O-])=O)OC(OC2=C(OC3=CC(=O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@@H]1O

InChI Identifier

InChI=1S/C24H22O15/c25-9-3-11(26)10-5-15(23(37-14(10)4-9)8-1-12(27)19(32)13(28)2-8)38-24-22(35)21(34)20(33)16(39-24)7-36-18(31)6-17(29)30/h1-5,16,20-22,24,26-28,32-35H,6-7H2,(H,29,30)/p-1/t16-,20-,21+,22-,24?/m1/s1

InChI Key

URVJYTCBPQJMHX-XRACCFGSSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Plumeran-type alkaloids

Sub Class

Not Available

Direct Parent

Plumeran-type alkaloids

Alternative Parents

Substituents

Plumeran-type alkaloid
Carbazole
Indole or derivatives
Anisole
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkyl aryl ether
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Cyclic alcohol
Methyl ester
Tertiary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid ester
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	1.22	ALOGPS
logP	-1.7	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.55	ChemAxon
pKa (Strongest Basic)	2.64	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	252.8 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	139.6 m³·mol⁻¹	ChemAxon
Polarizability	50.19 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

HMDB0304327

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030808

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25244104

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for delphinidin 3-O-(6''-O-malonyl)-beta-glucoside (CFc000283843)

MOL for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

3D MOL for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

3D SDF for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

3D-SDF for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

PDB for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

3D PDB for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

SMILES for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

INCHI for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

Structure for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)

3D Structure for CFc000283843 (delphinidin 3-O-(6''-O-malonyl)-beta-glucoside)