ChemFOnt: Showing chemical card for 5,7-Dihydroxy-3,6-dimethoxyflavone (CFc000281381)

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

CFc000281381

Molecule Identification

Common Name

5,7-Dihydroxy-3,6-dimethoxyflavone

Definition

5,7-dihydroxy-3,6-dimethoxyflavone 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, 5,7-dihydroxy-3,6-dimethoxyflavone is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-3,6-dimethoxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-3,6-dimethoxyflavone can be found in mandarin orange (clementine, tangerine), which makes 5,7-dihydroxy-3,6-dimethoxyflavone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5,7-dihydroxy-3,6-dimethoxy-2-phenyl-4H-chromen-4-one

Traditional Name

3-O-methylalnusin

CAS Registry Number

59917-40-7

SMILES

COC1=C(O)C=C2OC(=C(OC)C(=O)C2=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H14O6/c1-21-16-10(18)8-11-12(13(16)19)14(20)17(22-2)15(23-11)9-6-4-3-5-7-9/h3-8,18-19H,1-2H3

InChI Key

RVOWLPGDGHUGHV-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112804 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301865)

Food

Fruit

Citrus

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

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	3.28	ALOGPS
logP	2.72	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.97	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.11 m³·mol⁻¹	ChemAxon
Polarizability	31.54 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

HMDB0301865

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001545

KNApSAcK ID

C00004544

Chemspider ID

4587453

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 5,7-Dihydroxy-3,6-dimethoxyflavone (CFc000281381)

MOL for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D MOL for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D SDF for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D-SDF for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

PDB for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D PDB for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

SMILES for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

INCHI for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

Structure for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)

3D Structure for CFc000281381 (5,7-Dihydroxy-3,6-dimethoxyflavone)