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Merck

A0580

Sigma-Aldrich

花生四烯酸乙醇胺

≥97.0% (TLC), oil

别名:

苯酰胺 (20:4, n-6), AEA, 大麻素, 花生四烯酸 N-(羟乙基)酰胺

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About This Item

经验公式(希尔记法):
C22H37NO2
CAS号:
分子量:
347.53
MDL號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.25

品質等級

化驗

≥97.0% (TLC)

形狀

oil

藥物控制

regulated under CDSA - not available from Sigma-Aldrich Canada

顏色

colorless to light yellow

溶解度

ethanol: soluble

密度

0.92 g/mL at 25 °C (lit.)

脂質類型

omega FAs

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)NCCO

InChI

1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-

InChI 密鑰

LGEQQWMQCRIYKG-DOFZRALJSA-N

基因資訊

rat ... Cnr1(25248)

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應用


  • Interactions Between Endocannabinoid and Endogenous Opioid Systems Prospectively Influence Postoperative Opioid Use in Pregnant Patients Undergoing Cesarean Delivery: Investigates Arachidonylethanolamide′s interactions with opioid systems, providing insights that could lead to better management of postoperative pain and opioid use (Stone et al., 2024).

生化/生理作用

一种花生四烯酸衍生物,是 CB 大麻素受体和 VR1 香草素受体的内源性配体。抑制神经母细胞瘤和神经元中的钙电流。激活 MAP 激酶信号通路。抑制淋巴细胞和人类乳腺癌细胞的增殖并诱导细胞凋亡。

注意

避光避潮保存。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Cristina Miralpeix et al.
Journal of lipid research, 60(7), 1260-1269 (2019-05-30)
The endocannabinoid (eCB) system regulates energy homeostasis and is linked to obesity development. However, the exact dynamic and regulation of eCBs in the hypothalamus during obesity progression remain incompletely described and understood. Our study examined the time course of responses
Weiwei Dong et al.
PloS one, 9(6), e100436-e100436 (2014-06-21)
Swanson's literature-based discovery focus on resurrecting previously published but neglected knowledge. In this study, we propose a two-step model of the discovery process and generate a hypothesis between anandamide and gastric cancer. Further, the potential relationship was confirmed by follow-up
Emma Puighermanal et al.
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 367(1607), 3254-3263 (2012-10-31)
Exogenous cannabinoids, such as delta9-tetrahydrocannabinol (THC), as well as the modulation of endogenous cannabinoids, affect cognitive function through the activation of cannabinoid receptors. Indeed, these compounds modulate a number of signalling pathways critically implicated in the deleterious effect of cannabinoids
Devi Rani Sagar et al.
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 367(1607), 3300-3311 (2012-10-31)
The analgesic effects of cannabinoid ligands, mediated by CB1 receptors are well established. However, the side-effect profile of CB1 receptor ligands has necessitated the search for alternative cannabinoid-based approaches to analgesia. Herein, we review the current literature describing the impact
Emmanuel Contassot et al.
Gynecologic oncology, 93(1), 182-188 (2004-03-30)
Delta(9)-Tetrahydrocannabinol, the active agent of Cannabis sativa, exhibits well-documented antitumor properties, but little is known about the possible effects mediated by endogenous cannabinoids on human tumors. In the present study, we analyzed the effect of arachidonyl ethanolamide (AEA) on cervical

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