ChemFOnt: Showing chemical card for Dihydromyricetin 3-rhamnoside (CFc000283338)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:30 UTC

Chemfont ID

CFc000283338

Molecule Identification

Common Name

Dihydromyricetin 3-rhamnoside

Definition

Dihydromyricetin 3-rhamnoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Dihydromyricetin 3-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Dihydromyricetin 3-rhamnoside can be found in grape wine, which makes dihydromyricetin 3-rhamnoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₂

Average Molecular Weight

466.3922

Monoisotopic Molecular Weight

466.111126168

IUPAC Name

5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

80443-12-5

SMILES

CC1OC(OC2C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C(O)=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H22O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-27,29-30H,1H3

InChI Key

QMGYCEQXKDMHDB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Epigallocatechin
Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Pyrogallol derivative
Benzenetriol
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Vinylogous acid
Ketone
Secondary alcohol
Oxacycle
Polyol
Acetal
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303822)

Food

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.91 g/L	ALOGPS
logP	0.8	ALOGPS
logP	0.79	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.72	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.46 m³·mol⁻¹	ChemAxon
Polarizability	43.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303822

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021841

KNApSAcK ID

Not Available

Chemspider ID

2983976

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3754658

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Dihydromyricetin 3-rhamnoside (CFc000283338)

MOL for CFc000283338 (Dihydromyricetin 3-rhamnoside)

3D MOL for CFc000283338 (Dihydromyricetin 3-rhamnoside)

3D SDF for CFc000283338 (Dihydromyricetin 3-rhamnoside)

3D-SDF for CFc000283338 (Dihydromyricetin 3-rhamnoside)

PDB for CFc000283338 (Dihydromyricetin 3-rhamnoside)

3D PDB for CFc000283338 (Dihydromyricetin 3-rhamnoside)

SMILES for CFc000283338 (Dihydromyricetin 3-rhamnoside)

INCHI for CFc000283338 (Dihydromyricetin 3-rhamnoside)

Structure for CFc000283338 (Dihydromyricetin 3-rhamnoside)

3D Structure for CFc000283338 (Dihydromyricetin 3-rhamnoside)