ChemFOnt: Showing chemical card for 5,6-Dihydroxy-4',7,8-trimethoxyflavone (CFc000336162)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:08 UTC

Chemfont ID

CFc000336162

Molecule Identification

Common Name

5,6-Dihydroxy-4',7,8-trimethoxyflavone

Definition

5,6-dihydroxy-4',7,8-trimethoxyflavone is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 5,6-dihydroxy-4',7,8-trimethoxyflavone is considered to be a flavonoid lipid molecule. 5,6-dihydroxy-4',7,8-trimethoxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,6-dihydroxy-4',7,8-trimethoxyflavone can be found in peppermint, which makes 5,6-dihydroxy-4',7,8-trimethoxyflavone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Molecular Weight

344.3154

Monoisotopic Molecular Weight

344.089602866

IUPAC Name

5,6-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

5,6-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

54288-57-2

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C(O)=C(OC)C(OC)=C2O1

InChI Identifier

InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)15(21)17(23-2)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3

InChI Key

VPLTZBCCUJNRIE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
6-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenol ether
Anisole
Methoxybenzene
Phenoxy compound
Pyranone
Alkyl aryl ether
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111449 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	2.93	ALOGPS
logP	2.54	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.32 m³·mol⁻¹	ChemAxon
Polarizability	34.71 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

HMDB0153233

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016711

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

44258635

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5,6-Dihydroxy-4',7,8-trimethoxyflavone (CFc000336162)

MOL for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

3D MOL for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

3D SDF for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

3D-SDF for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

PDB for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

3D PDB for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

SMILES for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

INCHI for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

Structure for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)

3D Structure for CFc000336162 (5,6-Dihydroxy-4',7,8-trimethoxyflavone)