ChemFOnt: Showing chemical card for Apigenin 6-C-galactoside 8-C-arabinoside (CFc000281196)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:20 UTC

Chemfont ID

CFc000281196

Molecule Identification

Common Name

Apigenin 6-C-galactoside 8-C-arabinoside

Definition

Apigenin 6-c-galactoside 8-c-arabinoside 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. Apigenin 6-c-galactoside 8-c-arabinoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 6-c-galactoside 8-c-arabinoside can be found in common wheat, which makes apigenin 6-c-galactoside 8-c-arabinoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈O₁₄

Average Molecular Weight

564.4921

Monoisotopic Molecular Weight

564.147905604

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OC[C@H]1OC([C@@H](O)[C@@H]1O)C1=C2OC(=CC(=O)C2=C(O)C(C2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H28O14/c27-6-12-17(31)21(35)23(37)25(39-12)15-19(33)14-10(30)5-11(8-1-3-9(29)4-2-8)38-24(14)16(20(15)34)26-22(36)18(32)13(7-28)40-26/h1-5,12-13,17-18,21-23,25-29,31-37H,6-7H2/t12-,13-,17+,18-,21+,22+,23-,25?,26?/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301680)

Food

Cereal and cereal product

Cereal

Common wheat (FooDB: FOOD00187)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.39 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-2.2	ChemAxon
logS	-2	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	5	ChemAxon
Refractivity	133.19 m³·mol⁻¹	ChemAxon
Polarizability	54.86 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

HMDB0301680

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000137

KNApSAcK ID

Not Available

Chemspider ID

59696158

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Apigenin 6-C-galactoside 8-C-arabinoside (CFc000281196)

MOL for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

3D MOL for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

3D SDF for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

3D-SDF for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

PDB for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

3D PDB for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

SMILES for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

INCHI for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

Structure for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)

3D Structure for CFc000281196 (Apigenin 6-C-galactoside 8-C-arabinoside)