9,12,15-Octadecatrienoic acid, methyl ester, (9Z,12Z,15Z)-

9,12,15-Octadecatrienoic acid, methyl ester, (9Z,12Z,15Z)-
Compound Structure:
Synonyms: methyl octadeca-9,12,15-trienoate;9,12,15-Octadecatrienoic acid, methyl ester, (9Z,12Z,15Z)-;Linolenic acid methyl ester;7361-80-0;alfa-Methyl linolenate;NCI60_004707; FT-0628749; Methyl cis,cis,cis-9,12,15-octadecatrienoate; (9Z,12Z,15Z)-methyl octadeca-
Compound ID: NMPC-511
PubChem ID:

9316
Molecular Formula: C19H32O2
Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OC
InChIKey: DVWSXZIHSUZZKJ-UHFFFAOYSA-N
About the compound:

9,12,15-Octadecatrienoic acid, methyl ester, commonly known as methyl linolenate, is predominantly used as a reference standard in the analysis of cis- and trans-fatty acid methyl ester isomers through gas chromatography (GC) or high-performance liquid chromatography (HPLC). It has a molecular formula of C19H32O2 and a molecular weight of 292.4562 g/mol. The compound typically exists in the all-cis configuration, known as (Z,Z,Z)-9,12,15-Octadecatrienoic acid methyl ester, reflecting the geometric arrangement of its double bonds[1]. This compound is usually maintained at around -20°C to meet chemical stability needs. It serves as a crucial tool in analytical chemistry for assessing fatty acid compositions in diverse samples [1,2,3].

References 

1. NIST Chemistry WebBook. (n.d.). 9,12,15-Octadecatrienoic acid, methyl ester, (Z,Z,Z)-. Retrieved from https://webbook.nist.gov

2. ChemicalBook. (2023). 9,12,15-OCTADECATRIENOIC ACID METHYL ESTER. Retrieved from https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7409790.htm

3. NIST/TRC Web Thermo Tables (WTT). (n.d.). methyl (Z,Z,Z)-9,12,15-octadecatrienoate -- Critically Evaluated Thermophysical Property Data. Retrieved from https://wtt-pro.nist.gov
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

0

Undefined Bond Stereocenter Count

3

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem
Source Species: Ageratum conyzoides
Albizia adianthifolia
Phaseolus vulgaris
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