ChemFOnt: Showing chemical card for Tetramethoxyluteolin (CFc000281378)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:42 UTC

Chemfont ID

CFc000281378

Molecule Identification

Common Name

Tetramethoxyluteolin

Definition

Tetramethoxyluteolin, also known as 3'4'57-tetramethoxyflavone or 3',4',5,7-tetramethyl-luteolin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, tetramethoxyluteolin is considered to be a flavonoid lipid molecule. Tetramethoxyluteolin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Tetramethoxyluteolin can be found in mandarin orange (clementine, tangerine), which makes tetramethoxyluteolin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3'4'57-Tetramethoxyflavone	ChEMBL
5,7,3',4'-Tetramethylluteolin	MeSH
3',4',5,7-Tetramethoxyflavone	MeSH
3',4',5,7-Tetramethyl-luteolin	MeSH

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5,7-dimethoxychromen-4-one

CAS Registry Number

855-97-0

SMILES

COC1=CC2=C(C(=O)C=C(O2)C2=CC=C(OC)C(OC)=C2)C(OC)=C1

InChI Identifier

InChI=1S/C19H18O6/c1-21-12-8-17(24-4)19-13(20)10-15(25-18(19)9-12)11-5-6-14(22-2)16(7-11)23-3/h5-10H,1-4H3

InChI Key

CLXVBVLQKLQNRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavone
Chromone
O-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111074 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301862)

Food

Fruit

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.34	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	15.41	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	36.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301862

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001538

KNApSAcK ID

C00003871

Chemspider ID

548072

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 Tetramethoxyluteolin (CFc000281378)

MOL for CFc000281378 (Tetramethoxyluteolin)

3D MOL for CFc000281378 (Tetramethoxyluteolin)

3D SDF for CFc000281378 (Tetramethoxyluteolin)

3D-SDF for CFc000281378 (Tetramethoxyluteolin)

PDB for CFc000281378 (Tetramethoxyluteolin)

3D PDB for CFc000281378 (Tetramethoxyluteolin)

SMILES for CFc000281378 (Tetramethoxyluteolin)

INCHI for CFc000281378 (Tetramethoxyluteolin)

Structure for CFc000281378 (Tetramethoxyluteolin)

3D Structure for CFc000281378 (Tetramethoxyluteolin)