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Merck
CN

A0580

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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关于此项目

经验公式（希尔记法）:
C22H37NO2
化学文摘社编号:
94421-68-8
分子量:
347.53
NACRES:
NA.25
PubChem Substance ID:
24890438
UNSPSC Code:
12352211
MDL number:
MFCD00153766

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产品名称

花生四烯酸乙醇胺, ≥97.0% (TLC), oil

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-

SMILES string

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

InChI key

LGEQQWMQCRIYKG-DOFZRALJSA-N

assay

≥97.0% (TLC)

form

oil

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

colorless to light yellow

solubility

ethanol: soluble

density

0.92 g/mL at 25 °C (lit.)

lipid type

omega FAs

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Gene Information

rat ... Cnr1(25248)

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相关类别

Application


  • 内源性大麻素和内源阿片系统之间的相互作用可能影响孕妇剖宫产术后阿片类药物的使用：研究了花生四烯酸乙醇胺与阿片系统之间的相互作用，提供了可能便于我们更好地管理术后疼痛和阿片药物使用的见解（Stone et al., 2024)。

Biochem/physiol Actions

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。

Disclaimer

避光避潮保存。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000519382
0000519382
0000513930
0000513930
0000416165

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. How to dissolve Product A0580, Arachidonylethanolamide?

    Arachidonylethanolamide (also known as anandamide) is soluble in ethanol (100 mM) and in DMSO (10 mg/ml) and is poorly soluble in water.  Hydroxypropyl -β cyclodextran has been reported to increase the aqueous solubility and stability of anandamide. Jarho, P. et al., Life Sciences, 58, 181 (1996).

  6. Can solutions of Product A0580, Arachidonylethanolamide, be stored?

    Sigma has not evaluated the solution stability of this product.  Solutions in ethanol, stored under argon at -20°C, have been reported (see Schuel, H.. et al., Proc. Nat. Acad. Sci., USA, 91, 7678-7682 (1994) and Spivak, C.E., Mol. Pharmacol., 72, 1024-1032 (2007)).  If solutions are to be stored, it would be best to use a degassed solvent or solvent purged with argon. Store solutions under argon in the freezer, at -20°C or colder.  Store solutions protected from light and oxygen to prevent the oxidation of the double bonds.   

  7. Is Product A0580, Arachidonylethanolamide, a solution?

    No, the product is naturally an oily liquid. An approximate molarity for the liquid is 2.6 M (based on a molecular weight of 347.5 g/mole and an approximate density of 0.92 g/mL at 25°C).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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