ChemFOnt: Showing chemical card for Myricetin 3-digalactoside (CFc000336192)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:11 UTC

Chemfont ID

CFc000336192

Molecule Identification

Common Name

Myricetin 3-digalactoside

Definition

Myricetin, also known as 3,5,7,3',4',5'-hexahydroxyflavone or cannabiscetin, is a member of the class of compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, myricetin is considered to be a flavonoid lipid molecule. Myricetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Myricetin can be found in a number of food items such as sacred lotus, tea leaf willow, greenthread tea, and pomes, which makes myricetin a potential biomarker for the consumption of these food products. Myricetin can be found primarily in blood. Myricetin is a member of the flavonoid class of polyphenolic compounds, with antioxidant properties. It is commonly derived from vegetables, fruits, nuts, berries, tea, and is also found in red wine. Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions as these other members of the flavonol class of flavonoids. Reported average intake of myricetin per day varies depending on diet, but has been shown in the Netherlands to average 23 mg/day .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,3',4',5,5',7-Hexahydroxyflavone	ChEBI
3,5,7,3',4',5'-Hexahydroxyflavone	ChEBI
Cannabiscetin	ChEBI
Myricetol	ChEBI
3,3',4',5,5',7-Hexahydroxy-(8ci)- flavone	HMDB
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one	MeSH, HMDB
3,3’,4’,5,5’,7-Hexahydroxyflavone	PhytoBank
3,5,7,3’,4’,5’-Hexahydroxyflavone	PhytoBank

Chemical Formula

C₁₅H₁₀O₈

Average Molecular Weight

318.2351

Monoisotopic Molecular Weight

318.037567296

IUPAC Name

3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

Traditional Name

myricetin

CAS Registry Number

28883-77-4

SMILES

OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C1

InChI Identifier

InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

InChI Key

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

3-hydroxyflavone
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Benzenetriol
Pyrogallol derivative
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyflavonol (CHEBI:18152 )
hexahydroxyflavone (CHEBI:18152 )
flavonols (C10107 )
Flavones and Flavonols (C10107 )
Flavones and Flavonols (LMPK12110001 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0002755)

Food

Pulse

Bean

Common bean (FooDB: FOOD00134)

Vegetable

Cabbage

Broccoli (FooDB: FOOD00034)
Common cabbage (FooDB: FOOD00030)

Fruit

Berry

Tea

Black tea (FooDB: FOOD00907)

Beverage

Fermented beverage

Red wine (FooDB: FOOD00911)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.85	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	147.68 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.84 m³·mol⁻¹	ChemAxon
Polarizability	29.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon