CAS 3443-82-1

2-hydroxy-1-(hydroxymethyl)ethyl (9Z,12Z)-octadeca-9,12-dienoate

Description:

2-Hydroxy-1-(hydroxymethyl)ethyl (9Z,12Z)-octadeca-9,12-dienoate, commonly known as a derivative of linoleic acid, is an unsaturated fatty acid ester characterized by its long hydrocarbon chain and the presence of two double bonds at the 9th and 12th carbon positions. This compound features a hydroxymethyl group and a hydroxy group, which contribute to its hydrophilicity and potential reactivity. The presence of these functional groups allows for various applications in biochemical processes and as a precursor in the synthesis of more complex molecules. It is typically found in plant oils and can play a role in biological systems, including cell membrane structure and signaling pathways. The compound's unsaturation makes it susceptible to oxidation, which can affect its stability and shelf life. Additionally, its unique structure may impart specific properties such as emulsification and surfactant capabilities, making it useful in food, cosmetic, and pharmaceutical formulations. Overall, this compound exemplifies the diverse roles that fatty acid derivatives can play in both natural and industrial contexts.

Formula: C₂₁H₃₈O₄

InChI: InChI=1/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-

InChI key: InChIKey=IEPGNWMPIFDNSD-HZJYTTRNSA-N

SMILES: C(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)(CO)CO

Synonyms:

• 1,3-dihydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate
• 2-Glyceryl 9,12-octadecadienoate
• 2-Linoleoyl-rac-glycerol
• 2-Linoleoylglycerol
• 2-Monolinolein
• 2-Monolinoleoylglycerol
• 9,12-Octadecadienoic acid (9Z,12Z)-, 2-hydroxy-1-(hydroxymethyl)ethyl ester
• 9,12-Octadecadienoic acid (Z,Z)-, 2-hydroxy-1-(hydroxymethyl)ethyl ester
• 9,12-octadecadienoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (9Z,12Z)-
• Glycerin monolinoleate
• Glycerol monolinoleate
• Linolein, 2-mono-
• β-Monolinolein
• 2-Linoleoylglycerol solution
• 2-O-Linoleoylglycerol
• 2-LINOLEOYL GLYCEROL
• 2-O-Linoleoyl-L-glycerol
• 2-LG
• 9Z,12Z-OCTADECADIENOIC ACID, 2-GLYCERYL ESTER
• (9Z,12Z)-9,12-Octadecadienoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester

2-Monolinolein

CAS: 3443-82-1

Formula: C21H38O4

Purity: >97%

Color and Shape: In solution, Acetonitrile

Molecular weight: 354.52

Ref: 48-31-1822

2-Linoleoyl-rac-glycerol

Controlled Product

CAS: 3443-82-1

Stability Temperature Sensitive
Applications A fatty acid monoglycerides in vegetable oils with medium unsaturation.
References Compton, D., et al.: J. Pharmacol. Exp. Ther., 277, 586 (1996), Devane, W., et al.: Science, 258, 1946 (1992),

Formula: C₂₁H₃₈O₄

Purity: >80%

Color and Shape: Colourless To Light Yellow

Molecular weight: 354.52

Ref: TR-L467960

2-Linoleoyl-rac-glycerol-d5

Controlled Product

CAS: 3443-82-1

Stability Temperature Sensitive
Applications 2-Linoleoyl-rac-glycerol-d5 is labelled 2-Linoleoyl-rac-glycerol (L467960) which is a fatty acid monoglycerides in vegetable oils with medium unsaturation.
References Compton, D., et al.: J. Pharmacol. Exp. Ther., 277, 586 (1996); Devane, W., et al.: Science, 258, 1946 (1992)

Formula: C₂₁H₃₃D₅O₄

Color and Shape: Neat

Molecular weight: 359.55

Ref: TR-L467962

2-Linoleoyl-rac-glycerol (technical grade)

Controlled Product

CAS: 3443-82-1

Formula: C₂₁H₃₈O₄

Color and Shape: Neat

Molecular weight: 354.52

Ref: TR-L467965

2-Linoleoyl Glycerol

CAS: 3443-82-1

2-Arachidonoyl glycerol (2-AG), a natural endocannabinoid ligand for the CB1 receptor, was isolated from porcine brain and characterized. Its congener, 2-linoleoyl glycerol (2-LG), which has a linoleoyl group instead of an arachidonoyl group, also exists alongside 2-AG in vivo. While 2-LG exhibits low intrinsic activity, it enhances the activity of 2-AG and other endocannabinoids through an "entourage" effect, attributed to the inhibition of breakdown and reuptake pathways that typically decrease endocannabinoid levels post-release.

Formula: C₂₁H₃₈O₄

Color and Shape: Solid

Molecular weight: 354.531

Ref: TM-T84648