ChemFOnt: Showing chemical card for 3,3',4',7,8-Pentamethylgossypetin (CFc000333012)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:42 UTC

Chemfont ID

CFc000333012

Molecule Identification

Common Name

3,3',4',7,8-Pentamethylgossypetin

Definition

3,3',4',7,8-pentamethylgossypetin, also known as 8-O-methylretusin, 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, 3,3',4',7,8-pentamethylgossypetin is considered to be a flavonoid lipid molecule. 3,3',4',7,8-pentamethylgossypetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3,3',4',7,8-pentamethylgossypetin can be found in sweet orange, which makes 3,3',4',7,8-pentamethylgossypetin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-O-Methylretusin	ChEMBL, HMDB

Chemical Formula

C₂₀H₂₀O₈

Average Molecular Weight

388.368

Monoisotopic Molecular Weight

388.115817616

IUPAC Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-chromen-4-one

Traditional Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxychromen-4-one

CAS Registry Number

14965-12-9

SMILES

COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

InChI Identifier

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

InChI Key

NPMMYTVKEWLZKD-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

3p-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
Hydroxyflavonoid
5-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 acid
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 (LMPK12113254 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029227)
Cell membrane (HMDB: HMDB0029227)

Source

Exogenous

Exogenous (HMDB: HMDB0029227)

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Endogenous

Plant

Plant (HMDB: HMDB0029227)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	2.93	ALOGPS
logP	2.55	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.86	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	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	39.46 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

HMDB0029227

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001547

KNApSAcK ID

C00004744

Chemspider ID

8375771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10200272

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,3',4',7,8-Pentamethylgossypetin (CFc000333012)

MOL for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

3D MOL for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

3D SDF for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

3D-SDF for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

PDB for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

3D PDB for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

SMILES for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

INCHI for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

Structure for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)

3D Structure for CFc000333012 (3,3',4',7,8-Pentamethylgossypetin)