9,12,15-Octadecatrienoic acid, methyl ester

9,12,15-Octadecatrienoic acid, methyl ester
Compound Structure:
Synonyms: Methyl elaidolinolenate;14202-25-6;KP5Q9IL45P;linolenelaidic acid methyl ester;Elaidolinolenic acid, methyl ester;Methyl all-trans-9,12,15-octadecatrienoate;Methyl 9,12,15-octadecatrienoate;9,12,15-Octadecatrienoic acid, methyl ester
Compound ID: NMPC-519
PubChem ID:

5367462

Molecular Formula: C19H32O2
Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OC
InChIKey: DVWSXZIHSUZZKJ-JSIPCRQOSA-N
About the compound:

9,12,15-Octadecatrienoic acid, methyl ester, commonly known as methyl linolenate, is a fatty acid methyl ester characterized by its three double bonds, indicating a polyunsaturated structure. This compound is particularly noted for its applications in analytical chemistry, where it is often used as a standard in gas chromatography and high-performance liquid chromatography for the analysis of fatty acid methyl ester isomers[1].The molecular formula for methyl linolenate is C19H32O2, and it has a molecular weight of approximately 292.4562 g/mol. This substance is useful in various studies due to its significant chemical and physical properties, including its melting and boiling points, and its behavior in different phases which are crucial for understanding its reactivity and stability under various conditions [2].Additionally, methyl linolenate serves as an example within the broader category of unsaturated fatty acids, which are important in many biological and environmental contexts. This includes potential roles in the biodegradation processes and its use in ecological studies to assess environmental impacts[1].

References 

1. National Institute of Standards and Technology. (n.d.). 9,12,15-Octadecatrienoic acid, methyl ester, (Z,Z,Z)-. Retrieved from https://webbook.nist.gov

2. ChemicalBook. (n.d.). 9,12,15-Octadecatrienoic acid, methyl ester. Retrieved from https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7409790.htm


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

292.5 g/mol

XLogP3-AA

6.2

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

2

Rotatable Bond Count

14

Exact Mass

292.240230259 g/mol

Monoisotopic Mass

292.240230259 g/mol

Topological Polar Surface Area

26.3Ų

Heavy Atom Count

21

Formal Charge

0

Complexity

314

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

3

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem

Source Species: Aspilia africana
Hibiscus asper
Nymphaea lotus
Vernonia amygdalina
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