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A0580

Arachidonylethanolamide

≥97.0% (TLC), oil

Synonym(e):

Anandamide (20:4, n-6), AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide

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Ihnen/SKUVerfügbarkeitPreis
5 mg
Warenkorb auf Verfügbarkeit prüfen
CHF 114.00
25 mg
Warenkorb auf Verfügbarkeit prüfen
CHF 441.00
CHF 330.75

Über diesen Artikel

Empirische Formel (Hill-System):
C22H37NO2
CAS-Nummer:
Molekulargewicht:
347.53
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:

CHF 114.00


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Quality Segment

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

SMILES string

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 key

LGEQQWMQCRIYKG-DOFZRALJSA-N

Gene Information

rat ... Cnr1(25248)

Application


  • 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).

Biochem/physiol Actions

An arachidonic acid derivative that is an endogenous ligand for the CB cannabinoid receptor and for the VR1 vanilloid receptor. Inhibits calcium currents in neuroblastomas and neurons. Activates the MAP kinase signaling pathway. Inhibits proliferation and induces apoptosis of lymphocytes and human breast cancer cells.

Disclaimer

Protect from light and moisture.

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Dieser Artikel
181198O0383810106C
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Avanti

810106C

NBD AA

assay

≥97.0% (TLC)

assay

≥99% (TLC and GC)

assay

~98% (TLC)

assay

>99% (TLC)

form

oil

form

oil

form

powder

form

liquid

shipped in

dry ice

shipped in

dry ice

shipped in

-

shipped in

dry ice

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−20°C

storage temp.

−70°C

solubility

ethanol: soluble

solubility

ethanol: 5 mg/mL

solubility

chloroform: 20 mg/mL, clear, colorless

solubility

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

-


Lagerklasse

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

1–4 of 4 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

      Helpful?

  2. How to dissolve Product A0580, Arachidonylethanolamide?

    1 answer
    1. 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).

      Helpful?

  3. Is Product A0580, Arachidonylethanolamide, a solution?

    1 answer
    1. 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).

      Helpful?

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

    1 answer
    1. 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.

      Helpful?

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