ChemFOnt: Showing chemical card for Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside (CFc000281495)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:56 UTC

Chemfont ID

CFc000281495

Molecule Identification

Common Name

Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside

Definition

Isovitexin 2''-(6'''-(e)-feruloylglucoside) 4'-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isovitexin 2''-(6'''-(e)-feruloylglucoside) 4'-glucoside can be found in cucumber, which makes isovitexin 2''-(6'''-(e)-feruloylglucoside) 4'-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₃H₄₈O₂₃

Average Molecular Weight

932.8274

Monoisotopic Molecular Weight

932.258637842

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-4-oxo-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-4-oxo-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

372113-57-0

SMILES

COC1=C(O)C=CC(\C=C\C(=O)OC[C@H]2O[C@@H](O[C@@H]3[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]3C3=C(O)C4=C(OC(=CC4=O)C4=CC=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=C4)C=C3O)[C@H](O)[C@@H](O)[C@@H]2O)=C1

InChI Identifier

InChI=1S/C43H48O23/c1-59-23-10-16(2-8-19(23)46)3-9-28(49)60-15-27-33(52)36(55)39(58)43(65-27)66-41-37(56)32(51)25(13-44)63-40(41)30-21(48)12-24-29(34(30)53)20(47)11-22(62-24)17-4-6-18(7-5-17)61-42-38(57)35(54)31(50)26(14-45)64-42/h2-12,25-27,31-33,35-46,48,50-58H,13-15H2,1H3/b9-3+/t25-,26-,27-,31-,32-,33-,35+,36+,37+,38-,39-,40+,41-,42-,43+/m1/s1

InChI Key

NKQNBGQKLCZRCJ-DWUJRBQCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid-4p-o-glycoside
Flavonoid o-glycoside
Flavonoid c-glycoside
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
C-glycosyl compound
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Methoxyphenol
Styrene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Fatty acid ester
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Benzenoid
Oxane
Monocyclic benzene moiety
Pyran
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Enoate ester
Secondary alcohol
Carboxylic acid ester
Acetal
Dialkyl ether
Oxacycle
Monocarboxylic acid or derivatives
Ether
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301979)

Food

Gourd

Cucumber (FooDB: FOOD00065)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.05 g/L	ALOGPS
logP	0.69	ALOGPS
logP	-1.5	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	370.97 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	218.6 m³·mol⁻¹	ChemAxon
Polarizability	90.2 Å³	ChemAxon
Number of Rings	7	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

HMDB0301979

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001705

KNApSAcK ID

Not Available

Chemspider ID

59696238

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102587839

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside (CFc000281495)

MOL for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

3D MOL for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

3D SDF for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

3D-SDF for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

PDB for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

3D PDB for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

SMILES for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

INCHI for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

Structure for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)

3D Structure for CFc000281495 (Isovitexin 2''-(6'''-(E)-feruloylglucoside) 4'-glucoside)