ChemFOnt: Showing chemical card for Apigenin 6-C-glucosyl-8-C-arabinoside (CFc000282146)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:14 UTC

Chemfont ID

CFc000282146

Molecule Identification

Common Name

Apigenin 6-C-glucosyl-8-C-arabinoside

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₂H₃₈O₁₉

Average Molecular Weight

726.6327

Monoisotopic Molecular Weight

726.200729034

IUPAC Name

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

Traditional Name

CAS Registry Number

71-30-7

SMILES

OC[C@H]1OC([C@@H](O)[C@@H]1O)C1=C(O)C(C2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(O)C2=C1OC(=CC2=O)C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1

InChI Identifier

InChI=1S/C32H38O19/c33-6-13-19(37)24(42)27(45)30(49-13)17-22(40)16-11(36)5-12(48-29(16)18(23(17)41)31-26(44)21(39)14(7-34)50-31)9-1-3-10(4-2-9)47-32-28(46)25(43)20(38)15(8-35)51-32/h1-5,13-15,19-21,24-28,30-35,37-46H,6-8H2/t13-,14-,15-,19-,20-,21-,24+,25+,26+,27-,28-,30?,31?,32-/m1/s1

InChI Key

LXRDQACNDLNSQJ-RCNVSCNCSA-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 o-glycoside
Flavonoid-4p-o-glycoside
Flavonoid-8-c-glycoside
Flavonoid c-glycoside
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
C-glycosyl compound
Chromone
Benzopyran
1-benzopyran
Phenol ether
Phenoxy compound
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Tetrahydrofuran
Vinylogous acid
Secondary alcohol
Polyol
Acetal
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302630)

Food

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	10.5 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-4.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	326.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	165.33 m³·mol⁻¹	ChemAxon
Polarizability	70.57 Å³	ChemAxon
Number of Rings	6	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

HMDB0302630

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005458

KNApSAcK ID

Not Available

Chemspider ID

59696368

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137333732

PDB ID

Not Available

ChEBI ID

136613

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Apigenin 6-C-glucosyl-8-C-arabinoside (CFc000282146)

MOL for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

3D MOL for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

3D SDF for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

3D-SDF for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

PDB for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

3D PDB for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

SMILES for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

INCHI for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

Structure for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)

3D Structure for CFc000282146 (Apigenin 6-C-glucosyl-8-C-arabinoside)