Skip to Content
Merck
All Photos(1)

Key Documents

SML1969

Sigma-Aldrich

Linoleamide

≥98% (HPLC)

Synonym(s):

(9Z,12Z)-9,12-Octadecadienamide, Linoleic acid amide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C18H33NO
CAS Number:
Molecular Weight:
279.46
MDL number:
UNSPSC Code:
12352202
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

NC(CCCCCCC/C=C\C/C=C\CCCCC)=O

InChI

1S/C18H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H2,19,20)/b7-6-,10-9-

InChI key

SFIHQZFZMWZOJV-HZJYTTRNSA-N

Biochem/physiol Actions

Linoleamide is an endogenous lipid, that stimulates sleep in cats, rats and humans.
Linoleamide is an endogenous primary fatty acid amide (PFAM) signaling lipid that modulates intracellular Ca2+ homeostasis. It has been shown to inhibit of SPCA2, a Golgi secretory pathway Ca(2+)-ATPase that transports ions of Ca2+ and Mn2+ and also to inhibit SPCA1a and the Ca2+-ATPase activity of three sarco(endo)plasmic reticulum Ca2+-ATPase (SERCA) pump isoforms. It is thought to be involved in a variety of biological activities including regulation of sleep.
Modulator of intracellular Ca2+ homeostasis; Inhibitor of SPCA2, a Golgi secretory pathway Ca(2+)-ATPase that transports ions of Ca2+ and Mn2+

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service