Methyl Anthranilate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Methyl Anthranilate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Methyl Anthranilate?

The molecule Methyl Anthranilate presents a molecular formula of C8H9NO2 and its IUPAC name is methyl anthranilate.

Methyl anthranilate is a molecule with the molecular formula C8H9NO2. It is a white solid with a strong floral aroma. It is insoluble in water, but soluble in most organic solvents..

Methyl anthranilate is used as a flavoring agent and fragrance. It belongs in grapefruit, orange, and lemon oils. It is also used in perfumes, cosmetics, and soaps..

Methyl anthranilate is produced by the esterification of anthranilic acid with methanol..

The major uses of methyl anthranilate are as a flavor and fragrance ingredient. It is used in a wide variety of food and beverage products, including soft drinks, chewing gum, and candy. It is also used in cosmetics, soaps, and perfumes..

Methyl anthranilate has a strong, sweet, grape-like flavor. It is used as a flavor enhancer in a variety of foods and beverages..

Methyl anthranilate is also used as a fragrance ingredient in perfumes, cosmetics, and soaps. It has a sweet, floral aroma..

Methyl anthranilate is considered to be a safe food additive by the US Food and Drug Administration (FDA)..

3D structure

Cartesian coordinates

Geometry of Methyl Anthranilate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Methyl Anthranilate VAMXMNNIEUEQDV-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Methyl Anthranilate

 

Molecule descriptors

 
IUPAC namemethyl anthranilate
InChI codeInChI=1S/C2H4O2/c1-4-2-3/h2H,1H3
InChI KeyVAMXMNNIEUEQDV-UHFFFAOYSA-N
SMILESc1(C(=O)OC)c(N)cccc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC namemethyl anthranilate
Molecular formulaC8H9NO2
Molecular weight151.163
Melting point (ºC)24
Boiling point (ºC)256
Density (g/cm3)1.168
Molar refractivity42.13
LogP1.6
Topological polar surface area26.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.