ChemFOnt: Showing chemical card for Ellagic acid acetyl-xyloside (CFc000281221)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:24 UTC

Chemfont ID

CFc000281221

Molecule Identification

Common Name

Ellagic acid acetyl-xyloside

Definition

Ellagic acid acetyl-xyloside is a member of the class of compounds known as hydrolyzable tannins. Hydrolyzable tannins are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Ellagic acid acetyl-xyloside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Ellagic acid acetyl-xyloside can be found in red raspberry, which makes ellagic acid acetyl-xyloside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ellagate acetyl-xyloside	Generator

Chemical Formula

C₂₁H₁₆O₁₃

Average Molecular Weight

476.346

Monoisotopic Molecular Weight

476.059090575

IUPAC Name

(3R,4R,5R,6S)-4,5-dihydroxy-6-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)oxan-3-yl acetate

Traditional Name

(3R,4R,5R,6S)-4,5-dihydroxy-6-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)oxan-3-yl acetate

CAS Registry Number

476-66-4

SMILES

[H][C@]1(CO[C@@]([H])(OC2=CC3=C4C(OC(=O)C5=CC(O)=C(O)C(OC3=O)=C45)=C2O)[C@]([H])(O)[C@@]1([H])O)OC(C)=O

InChI Identifier

InChI=1S/C21H16O13/c1-5(22)31-10-4-30-21(16(27)14(10)25)32-9-3-7-12-11-6(19(28)34-18(12)15(9)26)2-8(23)13(24)17(11)33-20(7)29/h2-3,10,14,16,21,23-27H,4H2,1H3/t10-,14+,16-,21+/m1/s1

InChI Key

HRUPKKAITRRGMV-ZMMKYTMGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
Phenolic glycoside
7,8-dihydroxycoumarin
Coumarin
Glycosyl compound
Isocoumarin
O-glycosyl compound
Benzopyran
1-benzopyran
2-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Oxane
Benzenoid
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
1,2-diol
Lactone
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301705)

Food

Fruit

Berry

Red raspberry (FooDB: FOOD00162)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.13 g/L	ALOGPS
logP	1.44	ALOGPS
logP	1.12	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.83	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.94 m³·mol⁻¹	ChemAxon
Polarizability	43.28 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000224

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

101757027

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ellagic acid acetyl-xyloside (CFc000281221)

MOL for CFc000281221 (Ellagic acid acetyl-xyloside)

3D MOL for CFc000281221 (Ellagic acid acetyl-xyloside)

3D SDF for CFc000281221 (Ellagic acid acetyl-xyloside)

3D-SDF for CFc000281221 (Ellagic acid acetyl-xyloside)

PDB for CFc000281221 (Ellagic acid acetyl-xyloside)

3D PDB for CFc000281221 (Ellagic acid acetyl-xyloside)

SMILES for CFc000281221 (Ellagic acid acetyl-xyloside)

INCHI for CFc000281221 (Ellagic acid acetyl-xyloside)

Structure for CFc000281221 (Ellagic acid acetyl-xyloside)

3D Structure for CFc000281221 (Ellagic acid acetyl-xyloside)