ChemFOnt: Showing chemical card for 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone (CFc000281382)

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

CFc000281382

Molecule Identification

Common Name

5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone

Definition

5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is considered to be a flavonoid lipid molecule. 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone can be found in spinach, which makes 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₈

Average Molecular Weight

344.2724

Monoisotopic Molecular Weight

344.05321736

IUPAC Name

6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

Traditional Name

6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H-[1,3]dioxolo[4,5-g]chromen-8-one

CAS Registry Number

36284-99-8

SMILES

COC1=C(OC2=CC3=C(OCO3)C(O)=C2C1=O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C17H12O8/c1-22-17-14(21)12-10(5-11-16(13(12)20)24-6-23-11)25-15(17)7-2-3-8(18)9(19)4-7/h2-5,18-20H,6H2,1H3

InChI Key

BBZORTSKYSEICL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113020 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301866)

Food

Vegetable

Leaf vegetable

Spinach (FooDB: FOOD00178)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.65	ALOGPS
logP	2.2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.35	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.4 m³·mol⁻¹	ChemAxon
Polarizability	33.02 Å³	ChemAxon
Number of Rings	4	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

HMDB0301866

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001548

KNApSAcK ID

C00005050

Chemspider ID

24845587

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 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone (CFc000281382)

MOL for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D MOL for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D SDF for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D-SDF for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

PDB for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D PDB for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

SMILES for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

INCHI for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

Structure for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D Structure for CFc000281382 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)