ChemFOnt: Showing chemical card for Vincetoxicoside A (CFc000336112)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:03 UTC

Chemfont ID

CFc000336112

Molecule Identification

Common Name

Vincetoxicoside A

Definition

Quercetin 3-galactoside 7-rhamnoside 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-galactoside 7-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-galactoside 7-rhamnoside can be found in broad bean, fruits, and root vegetables, which makes quercetin 3-galactoside 7-rhamnoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Quercetin 3-O-galactoside 7-O-rhamnoside	HMDB
Quercetin 3-O-glucoside-7-O-rhamnoside	HMDB

Chemical Formula

C₂₇H₃₀O₁₆

Average Molecular Weight

610.5175

Monoisotopic Molecular Weight

610.153384912

IUPAC Name

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

Traditional Name

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

CAS Registry Number

18016-58-5

SMILES

CC1OC(OC2=CC(O)=C3C(=O)C(OC4OC(CO)C(O)C(O)C4O)=C(OC3=C2)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)40-10-5-13(31)16-14(6-10)41-24(9-2-3-11(29)12(30)4-9)25(19(16)34)43-27-23(38)21(36)18(33)15(7-28)42-27/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3

InChI Key

OTUCXMIQUNROBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Flavonoid-7-o-glycoside
Hydroxyflavonoid
Flavone
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Pyran
Monosaccharide
Benzenoid
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Primary alcohol
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a flavonol-3-O-glucoside-7-O-rhamnoside (CPD-5521 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0037538)
Extracellular (HMDB: HMDB0037538)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037538)

Source

Exogenous

Exogenous (HMDB: HMDB0037538)

Food

Food (HMDB: HMDB0037538)

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Herb

Linden (FooDB: FOOD00184)
Silver linden (FooDB: FOOD00003)

Endogenous

Plant

Plant (HMDB: HMDB0037538)
Fabaceae (HMDB: HMDB0037538)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037538)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.37 g/L	ALOGPS
logP	-0.24	ALOGPS
logP	-1.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.11	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	58.5 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

HMDB0037538

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016620

KNApSAcK ID

C00005425

Chemspider ID

24808252

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14130922

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Vincetoxicoside A (CFc000336112)

MOL for CFc000336112 (Vincetoxicoside A)

3D MOL for CFc000336112 (Vincetoxicoside A)

3D SDF for CFc000336112 (Vincetoxicoside A)

3D-SDF for CFc000336112 (Vincetoxicoside A)

PDB for CFc000336112 (Vincetoxicoside A)

3D PDB for CFc000336112 (Vincetoxicoside A)

SMILES for CFc000336112 (Vincetoxicoside A)

INCHI for CFc000336112 (Vincetoxicoside A)

Structure for CFc000336112 (Vincetoxicoside A)

3D Structure for CFc000336112 (Vincetoxicoside A)