ChemFOnt: Showing chemical card for 6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether (CFc000336160)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:08 UTC

Chemfont ID

CFc000336160

Molecule Identification

Common Name

6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether

Definition

6-hydroxyluteolin 6,7,3',4'-tetramethyl ether, also known as 5-demethylsinensetin or 5-hydroxy-3',4',6,7-tetramethoxyflavone, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether is considered to be a flavonoid lipid molecule. 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether can be found in mandarin orange (clementine, tangerine) and spearmint, which makes 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
HTMF	MeSH
5-Hydroxy-3',4',6,7-tetramethoxyflavone	MeSH
5-Demethylsinensetin	ChEMBL

Chemical Formula

C₁₉H₁₈O₇

Average Molecular Weight

358.342

Monoisotopic Molecular Weight

358.10525293

IUPAC Name

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

Traditional Name

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

CAS Registry Number

21763-80-4

SMILES

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

InChI Identifier

InChI=1S/C19H18O7/c1-22-12-6-5-10(7-14(12)23-2)13-8-11(20)17-15(26-13)9-16(24-3)19(25-4)18(17)21/h5-9,21H,1-4H3

InChI Key

QEWSAPKRFOFQIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111243 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Fruit

Citrus

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

Herb and spice

Herb

Spearmint (FooDB: FOOD00112)
Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.68	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.94	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.8 m³·mol⁻¹	ChemAxon
Polarizability	36.95 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

HMDB0150796

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016703

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

152430

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether (CFc000336160)

MOL for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

3D MOL for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

3D SDF for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

3D-SDF for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

PDB for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

3D PDB for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

SMILES for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

INCHI for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

Structure for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)

3D Structure for CFc000336160 (6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether)