ChemFOnt: Showing chemical card for Apigenin 7-glucoside-(2'',3'')-diacetate (CFc000333629)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:53 UTC

Chemfont ID

CFc000333629

Molecule Identification

Common Name

Apigenin 7-glucoside-(2'',3'')-diacetate

Definition

Apigenin 7-glucoside-(2'',3'')-diacetate is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apigenin 7-glucoside-(2'',3'')-diacetate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 7-glucoside-(2'',3'')-diacetate can be found in german camomile and roman camomile, which makes apigenin 7-glucoside-(2'',3'')-diacetate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Apigenin 7-glucoside-(2'',3'')-diacetic acid	Generator

Chemical Formula

C₂₅H₂₄O₁₂

Average Molecular Weight

516.4509

Monoisotopic Molecular Weight

516.126776232

IUPAC Name

(2S,3R,4S,5R,6R)-4-(acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetate

Traditional Name

(2S,3R,4S,5R,6R)-4-(acetyloxy)-5-hydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C=C(O3)C2=CC=C(O)C=C2)[C@@H]1OC(C)=O

InChI Identifier

InChI=1S/C25H24O12/c1-11(27)33-23-22(32)20(10-26)37-25(24(23)34-12(2)28)35-15-7-16(30)21-17(31)9-18(36-19(21)8-15)13-3-5-14(29)6-4-13/h3-9,20,22-26,29-30,32H,10H2,1-2H3/t20-,22-,23+,24-,25-/m1/s1

InChI Key

RLRNEHZJFFGOEN-PRDVQWLOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Chromone
Glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Herb and spice

Herb

Roman camomile (FooDB: FOOD00046)
German camomile (FooDB: FOOD00107)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	2.03	ALOGPS
logP	1.32	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	178.28 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	123.36 m³·mol⁻¹	ChemAxon
Polarizability	50.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004829

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21721973

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Apigenin 7-glucoside-(2'',3'')-diacetate (CFc000333629)

MOL for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

3D MOL for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

3D SDF for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

3D-SDF for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

PDB for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

3D PDB for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

SMILES for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

INCHI for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

Structure for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)

3D Structure for CFc000333629 (Apigenin 7-glucoside-(2'',3'')-diacetate)