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Merck
모든 사진(1)

주요 문서

SML1969

Sigma-Aldrich

Linoleamide

≥98% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C18H33NO
CAS Number:
Molecular Weight:
279.46
MDL number:
UNSPSC 코드:
12352202
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

형태

powder

저장 조건

desiccated

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

저장 온도

−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

생화학적/생리학적 작용

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Linoleamide, a brain lipid that induces sleep, increases cytosolic Ca2+ levels in MDCK renal tubular cells
Huang J K, et al.
Life Sciences, 68(9), 997-1004 (2001)
Jialin Chen et al.
The Journal of biological chemistry, 292(17), 6938-6951 (2017-03-08)
The Golgi/secretory pathway Ca
Emma K Farrell et al.
Journal of lipid research, 53(2), 247-256 (2011-11-19)
Primary fatty acid amides (PFAM) are important signaling molecules in the mammalian nervous system, binding to many drug receptors and demonstrating control over sleep, locomotion, angiogenesis, and many other processes. Oleamide is the best-studied of the primary fatty acid amides
Sachiko Yamamoto et al.
Biochimica et biophysica acta, 1861(1 Pt A), 3399-3405 (2016-09-07)
SERCA maintains intracellular Ca2+ homeostasis by sequestering cytosolic Ca2+ into SR/ER stores. Two primary fatty acid amides (PFAAs), oleamide (18:19-cis) and linoleamide (18:29,12-cis), induce an increase in intracellular Ca2+ levels, which might be caused by their inhibition of SERCA. Three

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