ChemFOnt: Showing chemical card for 6,8-Di-C-beta-D-arabinopyranosylapigenin (CFc000281395)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:44 UTC

Chemfont ID

CFc000281395

Molecule Identification

Common Name

6,8-Di-C-beta-D-arabinopyranosylapigenin

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6,8-Di-C-b-D-arabinopyranosylapigenin	Generator
6,8-Di-C-β-D-arabinopyranosylapigenin	Generator

Chemical Formula

C₂₅H₂₆O₁₃

Average Molecular Weight

534.4661

Monoisotopic Molecular Weight

534.137340918

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one

CAS Registry Number

107911-03-5

SMILES

O[C@@H]1CO[C@H]([C@@H](O)[C@@H]1O)C1=C(O)C2=C(OC(=CC2=O)C2=CC=C(O)C=C2)C([C@@H]2OC[C@@H](O)[C@@H](O)[C@@H]2O)=C1O

InChI Identifier

InChI=1S/C25H26O13/c26-9-3-1-8(2-4-9)13-5-10(27)14-19(32)15(24-21(34)17(30)11(28)6-36-24)20(33)16(23(14)38-13)25-22(35)18(31)12(29)7-37-25/h1-5,11-12,17-18,21-22,24-26,28-35H,6-7H2/t11-,12-,17-,18-,21+,22+,24+,25+/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301879)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.62 g/L	ALOGPS
logP	-0.52	ALOGPS
logP	-1.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	226.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	127.23 m³·mol⁻¹	ChemAxon
Polarizability	51.65 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

HMDB0301879

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001563

KNApSAcK ID

Not Available

Chemspider ID

159918

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

183905

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6,8-Di-C-beta-D-arabinopyranosylapigenin (CFc000281395)

MOL for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

3D MOL for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

3D SDF for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

3D-SDF for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

PDB for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

3D PDB for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

SMILES for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

INCHI for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

Structure for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)

3D Structure for CFc000281395 (6,8-Di-C-beta-D-arabinopyranosylapigenin)