Glycidyl linolenate - ≥95% , CAS No.51554-07-5

CAS: 51554-07-5 Cat. No.: G349124 Molecular Weight: 334.49

GRADE & PURITY ≥95%

Synonyms

oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate | (Oxiran-2-yl)methyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate | BDBM50220345 | DTXSID70635227 | (9Z,12Z,15Z)-9,12,15-Octadecatrienoic Acid 2-Oxiranylmethyl Ester | glycidyl | Glycidyl Linolenate |

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Glycidyl linolenate is an inhibitor of monoacylglycerol lipase and fatty acid amide hydrolase.

Specifications

Synonyms

oxiran-2-ylmethyl (9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoate | (Oxiran-2-yl)methyl (9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoate | BDBM50220345 | DTXSID70635227 | (9Z, 12Z, 15Z)-9, 12, 15-Octadecatrienoic Acid 2-Oxiranylmethyl Ester | glycidyl | Glycidyl Linolenate |

Specifications & Purity

≥95%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCC=CCC=CCC=CCCCCCCCC(=O)OCC1CO1
• IUPAC Name: oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• InChIKey: SGFJJNBUMXQSMU-PDBXOOCHSA-N
• INCHI: 1S/C21H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)24-19-20-18-23-20/h3-4,6-7,9-10,20H,2,5,8,11-19H2,1H3/b4-3-,7-6-,10-9-
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC1CO1
• Molecular Weight: 334.49
• Reaxy-Rn: 59081942
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=59081942&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Lineolic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lineolic acids and derivatives
• Alternative Parents: Glycidol esters Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Octadecanoid - Glycidol ester - Fatty acid ester - Carboxylic acid ester - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organic oxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

MGLL Tchem Monoglyceride lipase (1909 Activities)

Discover Target: MGLL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Faah Anandamide amidohydrolase (3907 Activities)

Discover Target: Faah

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 334.500 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 334.251 Da
• Monoisotopic Mass: 334.251 Da
• Topological Polar Surface Area: 38.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 396.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

References

1. Huiliang Geng, Zihan Wang, Feifang Zhang, Zongying Li, Bingcheng Yang.  (2022)  A hyperbranched polyglycerol-functionalized polymer polar stationary phase.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:35325650] [10.1016/j.chroma.2022.462946]