ChemFOnt: Showing chemical card for 7-Hydroxy-3,3',4',5,6-pentamethoxyflavone (CFc000281665)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:17 UTC

Chemfont ID

CFc000281665

Molecule Identification

Common Name

7-Hydroxy-3,3',4',5,6-pentamethoxyflavone

Definition

7-hydroxy-3,3',4',5,6-pentamethoxyflavone is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 7-hydroxy-3,3',4',5,6-pentamethoxyflavone is considered to be a flavonoid lipid molecule. 7-hydroxy-3,3',4',5,6-pentamethoxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-hydroxy-3,3',4',5,6-pentamethoxyflavone can be found in common bean, green bean, sweet orange, and yellow wax bean, which makes 7-hydroxy-3,3',4',5,6-pentamethoxyflavone a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₈

Average Molecular Weight

388.368

Monoisotopic Molecular Weight

388.115817616

IUPAC Name

2-(3,4-dimethoxyphenyl)-7-hydroxy-3,5,6-trimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-7-hydroxy-3,5,6-trimethoxychromen-4-one

CAS Registry Number

57393-68-7

SMILES

COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C=C(O)C(OC)=C2OC

InChI Identifier

InChI=1S/C20H20O8/c1-23-12-7-6-10(8-13(12)24-2)17-20(27-5)16(22)15-14(28-17)9-11(21)18(25-3)19(15)26-4/h6-9,21H,1-5H3

InChI Key

DFMQEEUDLFLPFL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
Hydroxyflavonoid
7-hydroxyflavonoid
Flavone
3-methoxychromone
Chromone
Dimethoxybenzene
Benzopyran
1-benzopyran
O-dimethoxybenzene
Anisole
Phenol ether
Methoxybenzene
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113016 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302149)

Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	2.92	ALOGPS
logP	1.9	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.9	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.52 m³·mol⁻¹	ChemAxon
Polarizability	39.64 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0302149

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002513

KNApSAcK ID

C00004711

Chemspider ID

8018970

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 7-Hydroxy-3,3',4',5,6-pentamethoxyflavone (CFc000281665)

MOL for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

3D MOL for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

3D SDF for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

3D-SDF for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

PDB for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

3D PDB for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

SMILES for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

INCHI for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

Structure for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)

3D Structure for CFc000281665 (7-Hydroxy-3,3',4',5,6-pentamethoxyflavone)