ChemFOnt: Showing chemical card for 2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose (CFc000282415)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:45 UTC

Chemfont ID

CFc000282415

Molecule Identification

Common Name

2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose

Definition

2-o-galloyl-(4s,6s)-gallagoyl-d-glucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-o-galloyl-(4s,6s)-gallagoyl-d-glucose can be found in pomegranate, which makes 2-o-galloyl-(4s,6s)-gallagoyl-d-glucose a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₁H₂₈O₂₅

Average Molecular Weight

920.646

Monoisotopic Molecular Weight

920.091966446

IUPAC Name

(10S,11S,12R,13R,15R)-3,4,5,11,13,21,22,23,26,27,38,39-dodecahydroxy-8,18,35-trioxo-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.0²,⁷.0¹⁰,¹⁵.0¹⁹,²⁴.0²⁵,³⁴.0²⁸,³³.0³²,³⁷]nonatriaconta-1(31),2,4,6,19,21,23,25,27,32(37),33,38-dodecaen-12-yl 3,4,5-trihydroxybenzoate

Traditional Name

CAS Registry Number

95-01-2

SMILES

O[C@@H]1O[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C4OCC5=C(C(O)=C(O)C6=C5C4=C3C(=O)O6)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@H](O)[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C41H28O25/c42-11-1-7(2-12(43)23(11)46)37(56)66-36-32(55)33-15(63-41(36)60)6-62-38(57)8-3-13(44)25(48)27(50)17(8)20-22-21-19-10(5-61-34(21)30(53)29(20)52)18(28(51)31(54)35(19)65-40(22)59)16-9(39(58)64-33)4-14(45)24(47)26(16)49/h1-4,15,32-33,36,41-55,60H,5-6H2/t15-,32+,33-,36-,41-/m1/s1

InChI Key

JMCHOJWVWCHHFC-MUAAPLJWSA-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
Macrolide
7,8-dihydroxycoumarin
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Isocoumarin
Coumarin
Benzoate ester
Benzopyran
1-benzopyran
2-benzopyran
Benzenetriol
Pyrogallol derivative
Benzoic acid or derivatives
Tricarboxylic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Monosaccharide
Heteroaromatic compound
Hemiacetal
Secondary alcohol
Carboxylic acid ester
Lactone
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Organic oxide
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302899)

Food

Fruit

Tropical fruit

Pomegranate (FooDB: FOOD00151)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.65 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.72	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	427.11 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	211.25 m³·mol⁻¹	ChemAxon
Polarizability	83.89 Å³	ChemAxon
Number of Rings	9	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

HMDB0302899

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006760

KNApSAcK ID

Not Available

Chemspider ID

59696413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009994

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose (CFc000282415)

MOL for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

3D MOL for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

3D SDF for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

3D-SDF for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

PDB for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

3D PDB for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

SMILES for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

INCHI for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

Structure for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)

3D Structure for CFc000282415 (2-O-Galloyl-(4S,6S)-gallagoyl-D-glucose)