ChemFOnt: Showing chemical card for Quercetin 3-rhamnoside 7-glucoside (CFc000336109)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:03 UTC

Chemfont ID

CFc000336109

Molecule Identification

Common Name

Quercetin 3-rhamnoside 7-glucoside

Definition

Quercetin 3-rhamnoside 7-glucoside is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Quercetin 3-rhamnoside 7-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-rhamnoside 7-glucoside can be found in a number of food items such as yellow bell pepper, orange bell pepper, pepper (c. annuum), and italian sweet red pepper, which makes quercetin 3-rhamnoside 7-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₁₆

Average Molecular Weight

610.5175

Monoisotopic Molecular Weight

610.153384912

IUPAC Name

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one

Traditional Name

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]chromen-4-one

CAS Registry Number

17306-45-5

SMILES

CC1OC(OC2=C(OC3=CC(OC4OC(CO)C(O)C(O)C4O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(39-8)43-25-19(34)16-13(31)5-10(40-27-23(38)21(36)18(33)15(7-28)42-27)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3

InChI Key

MCTZMXCUYPDYNE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Angular furanocoumarin
Furanocoumarin
Coumarin
Benzopyran
1-benzopyran
Benzofuran
Furopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Furan
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Coumestan flavonoids (LMPK12090030 )

Functional Ontology

Not Available

Endogenous (FooDB: )

Plant

Plant (FooDB: )

Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Flavone and Flavonol Biosynthesis (PathBank: SMP0012025)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.23 g/L	ALOGPS
logP	-0.23	ALOGPS
logP	-1.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	265.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	139.88 m³·mol⁻¹	ChemAxon
Polarizability	57.7 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0135150

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016380

KNApSAcK ID

Not Available

Chemspider ID

24808161

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14484601

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Quercetin 3-rhamnoside 7-glucoside (CFc000336109)

MOL for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

3D MOL for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

3D SDF for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

3D-SDF for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

PDB for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

3D PDB for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

SMILES for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

INCHI for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

Structure for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)

3D Structure for CFc000336109 (Quercetin 3-rhamnoside 7-glucoside)