ChemFOnt: Showing chemical card for 3-Methylellagic acid (CFc000336814)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:10 UTC

Chemfont ID

CFc000336814

Molecule Identification

Common Name

3-Methylellagic acid

Definition

3-methylellagic acid, also known as 3-O-methylellagate, 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. 3-methylellagic acid is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-methylellagic acid can be found in brazil nut, guava, and java plum, which makes 3-methylellagic acid a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Methylellagate	Generator
3-O-Methylellagic acid	ChEMBL
3-O-Methylellagate	Generator

Chemical Formula

C₁₅H₈O₈

Average Molecular Weight

316.2192

Monoisotopic Molecular Weight

316.021917232

IUPAC Name

6,7,13-trihydroxy-14-methoxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Traditional Name

6,7,13-trihydroxy-14-methoxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

CAS Registry Number

51768-38-8

SMILES

COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3O)C(=O)OC1=C24

InChI Identifier

InChI=1S/C15H8O8/c1-21-11-7(17)3-5-9-8-4(15(20)23-13(9)11)2-6(16)10(18)12(8)22-14(5)19/h2-3,16-18H,1H3

InChI Key

FAARLWTXUUQFSN-UHFFFAOYSA-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
7,8-dihydroxycoumarin
Coumarin
Isocoumarin
Benzopyran
2-benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Nut

Brazil nut (FooDB: FOOD00024)

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)
Java plum (FooDB: FOOD00386)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	2.14	ALOGPS
logP	1.81	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	5.68	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.09 m³·mol⁻¹	ChemAxon
Polarizability	28.33 Å³	ChemAxon
Number of Rings	4	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

HMDB0151153

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021333

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

13915428

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Methylellagic acid (CFc000336814)

MOL for CFc000336814 (3-Methylellagic acid)

3D MOL for CFc000336814 (3-Methylellagic acid)

3D SDF for CFc000336814 (3-Methylellagic acid)

3D-SDF for CFc000336814 (3-Methylellagic acid)

PDB for CFc000336814 (3-Methylellagic acid)

3D PDB for CFc000336814 (3-Methylellagic acid)

SMILES for CFc000336814 (3-Methylellagic acid)

INCHI for CFc000336814 (3-Methylellagic acid)

Structure for CFc000336814 (3-Methylellagic acid)

3D Structure for CFc000336814 (3-Methylellagic acid)