ChemFOnt: Showing chemical card for Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside (CFc000282670)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:14 UTC

Chemfont ID

CFc000282670

Molecule Identification

Common Name

Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside

Definition

Luteolin 7-o-(6''-o-malonyl)-beta-d-diglucoside is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Luteolin 7-o-(6''-o-malonyl)-beta-d-diglucoside can be found in carrot and wild carrot, which makes luteolin 7-o-(6''-o-malonyl)-beta-d-diglucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{[(2R,3S,4S,5R,6R)-6-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoate	Generator
Luteolin 7-O-(6''-O-malonyl)-b-D-diglucoside	Generator
Luteolin 7-O-(6''-O-malonyl)-β-D-diglucoside	Generator

Chemical Formula

C₃₀H₃₂O₁₉

Average Molecular Weight

696.5637

Monoisotopic Molecular Weight

696.153778842

IUPAC Name

3-{[(2R,3S,4S,5R,6R)-6-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

Traditional Name

3-{[(2R,3S,4S,5R,6R)-6-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

CAS Registry Number

None

SMILES

O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O

InChI Identifier

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

InChI Key

VFPKOWDGODJQLU-QSIQYLALSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303154)

Food

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.51 g/L	ALOGPS
logP	0.24	ALOGPS
logP	-1.3	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	308.89 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	154.95 m³·mol⁻¹	ChemAxon
Polarizability	65.63 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

HMDB0303154

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007995

KNApSAcK ID

Not Available

Chemspider ID

59696457

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside (CFc000282670)

MOL for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

3D MOL for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

3D SDF for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

3D-SDF for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

PDB for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

3D PDB for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

SMILES for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

INCHI for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

Structure for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)

3D Structure for CFc000282670 (Luteolin 7-O-(6''-O-malonyl)-beta-D-diglucoside)