Basic information
- CAS
31450-14-3- Standard SMILES
CCCCCC=CCC=CCC=CCCCCC(=O)OCC- InChIKey
MJLYTDAIYLGSRZ-UHFFFAOYSA-N- Molecular formula
- C20H34O2
- Average molar mass
- 306.5 g/mol
- Monoisotopic mass
- 306.25588033
Names & identifiers
- Preferred name
- Ethyl Octadeca-6,9,12-trienoate
- IUPAC
- ethyl octadeca-6,9,12-trienoate
- English name
- γ-Linolenic Acid Ethyl Ester
- Molecular formula
- C20H34O2
- Molecular weight
- 306.48
Names & synonyms
Ethyl Octadeca-6,9,12-trienoateSCHEMBL4807128DTXSID609534676,9,12-Octadecatrienoicacid, ethyl ester, (6Z,9Z,12Z)-AKOS030255091DB-048039Ethyl γ-linolenateEthyl linolenate gammaEthyl gamma-linolenateEthyl gamma-linolenic acidGAMMA-LINOLENIC ACID ETHYL ESTEREthyl Gamma-Linolenic Acid(C18:3)
Show more names
Gamma Linolenic Acid Ethyl Ester (90%)Ethyl 6(Z),9(Z),12(Z)-octadecatrienoate6,9,12-OCTADECATRIENOIC ACID ETHYL ESTERGamma Linolenic acid ethyl ester (GLA-EE)
Database identifiers
- CAS
31450-14-3- PubChem CID
- 4186236
- DTXSID
DTXSID60953467
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 15
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 327
Physicochemical properties
- Boiling point
- 390.6 · 390.6±31.0 °C(Predicted)
- Density
- 0.893 · 0.893±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- liquid
- color
- Colourless
- Stability
- Light Sensitive
- InChI
- InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12,14-15H,3-7,10,13,16-19H2,1-2H3/b9-8-,12-11-,15-14-
- InChIKey
- MJLYTDAIYLGSRZ-ORZIMQNZSA-N
- SMILES
- C(OCC)(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC
- LogP
- 7.562 · 7.562 (est)
- FDA UNII
- 2942 E0NCT · Z2942E0NCT
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319
Safety & regulation
Safety data
- wgk
- 3
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Chemistry & industry
Applications
Descriptionγ-Linolenic acid (GLA) is an ω-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak leukotriene B4 (LTB4) receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki value of 1 μM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction. GLA ethyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of GLA-containing diets.
Usesγ-Linolenic Acid Ethyl Ester is used in biological studies for neoplasm inhibition of cultured carcinoma cells of human breast. This analog is also used in the evaluation of hypocholesterolemic activity in rats by comparing it with γ-Linolenic Acid (L467660).
Suppliers58 total
上海毕合生物化学技术有限公司13816464724 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
北京科迈启医药科技有限公司15910349257 15910349257 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海纽雀客生物科技有限公司13916276291 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
Related reactions
1 records
Compound notes
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