ChemFOnt: Showing chemical card for Vitexin 2''-rhamnoside (CFc000336867)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:16 UTC

Chemfont ID

CFc000336867

Molecule Identification

Common Name

Vitexin 2''-rhamnoside

Definition

Vitexin 2''-rhamnoside is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Vitexin 2''-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Vitexin 2''-rhamnoside can be found in oat and soy bean, which makes vitexin 2''-rhamnoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Vitexin rhamnoside	MeSH
Vitexin-2''-O-rhamnoside	MeSH
8-Glycosyl-apigenin-rhamnoside	MeSH

Chemical Formula

C₂₇H₃₀O₁₄

Average Molecular Weight

578.5187

Monoisotopic Molecular Weight

578.163555668

IUPAC Name

8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

CAS Registry Number

64820-99-1

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2C2=C3OC(=CC(=O)C3=C(O)C=C2O)C2=CC=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3

InChI Key

LYGPBZVKGHHTIE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

Dimethoxybenzene
O-dimethoxybenzene
Phenethylamine
Anisole
Phenoxy compound
Phenol ether
Alkyl aryl ether
Fluorobenzene
Halobenzene
Aralkylamine
Piperidine
Aryl fluoride
Aryl halide
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Azacycle
Organoheterocyclic compound
Ether
Aromatic alcohol
Organofluoride
Organohalogen compound
Amine
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Soy

Soy bean (FooDB: FOOD00085)

Cereal and cereal product

Cereal

Oat (FooDB: FOOD00022)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.82 g/L	ALOGPS
logP	-0.1	ALOGPS
logP	-0.77	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	136.9 m³·mol⁻¹	ChemAxon
Polarizability	56.25 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	No	ChemAxon

External Links

HMDB ID

HMDB0259863

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021638

KNApSAcK ID

Not Available

Chemspider ID

4730614

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5874704

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Vitexin 2''-rhamnoside (CFc000336867)

MOL for CFc000336867 (Vitexin 2''-rhamnoside)

3D MOL for CFc000336867 (Vitexin 2''-rhamnoside)

3D SDF for CFc000336867 (Vitexin 2''-rhamnoside)

3D-SDF for CFc000336867 (Vitexin 2''-rhamnoside)

PDB for CFc000336867 (Vitexin 2''-rhamnoside)

3D PDB for CFc000336867 (Vitexin 2''-rhamnoside)

SMILES for CFc000336867 (Vitexin 2''-rhamnoside)

INCHI for CFc000336867 (Vitexin 2''-rhamnoside)

Structure for CFc000336867 (Vitexin 2''-rhamnoside)

3D Structure for CFc000336867 (Vitexin 2''-rhamnoside)