ChemFOnt: Showing chemical card for Neoschaftoside (CFc000335530)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:08 UTC

Chemfont ID

CFc000335530

Molecule Identification

Common Name

Neoschaftoside

Definition

6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin 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. 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin can be found in herbs and spices, which makes 6-beta-d-glucopyranosyl-8-beta-d-ribopyranosylapigenin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-b-D-Glucopyranosyl-8-b-D-ribopyranosylapigenin	HMDB, Generator
Schaftoside	MeSH
6-Β-D-glucopyranosyl-8-β-D-ribopyranosylapigenin	Generator

Chemical Formula

C₂₆H₂₈O₁₄

Average Molecular Weight

564.4921

Monoisotopic Molecular Weight

564.147905604

IUPAC Name

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

Traditional Name

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

CAS Registry Number

61328-41-4

SMILES

OCC1OC(C(O)C(O)C1O)C1=C(O)C(C2OCC(O)C(O)C2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2

InChI Key

MMDUKUSNQNWVET-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic 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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
C-glycosyl compound
Chromone
Glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Polyol
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Primary alcohol
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0033571)

Food

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Vegetable

Other vegetable

Carob (FooDB: FOOD00321)

Process

Not Available

Role

Biological role

Insectiphile (HMDB: HMDB0033571)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.88 g/L	ALOGPS
logP	-0.81	ALOGPS
logP	-2.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	247.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	133.19 m³·mol⁻¹	ChemAxon
Polarizability	54.77 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

HMDB0257554

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011643

KNApSAcK ID

Not Available

Chemspider ID

2788145

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3550102

PDB ID

Not Available

ChEBI ID

139467

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Neoschaftoside (CFc000335530)

MOL for CFc000335530 (Neoschaftoside)

3D MOL for CFc000335530 (Neoschaftoside)

3D SDF for CFc000335530 (Neoschaftoside)

3D-SDF for CFc000335530 (Neoschaftoside)

PDB for CFc000335530 (Neoschaftoside)

3D PDB for CFc000335530 (Neoschaftoside)

SMILES for CFc000335530 (Neoschaftoside)

INCHI for CFc000335530 (Neoschaftoside)

Structure for CFc000335530 (Neoschaftoside)

3D Structure for CFc000335530 (Neoschaftoside)