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A0580

Sigma-Aldrich

Arachidonylethanolamide

≥97.0% (TLC), oil

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C22H37NO2
Numero CAS:
94421-68-8
Peso molecolare:
347.53
Numero MDL:
MFCD00153766
Codice UNSPSC:
12352211
ID PubChem:
24890438
NACRES:
NA.25

Livello qualitativo

200

Saggio

≥97.0% (TLC)

Stato

oil

Controllo stupefacenti

regulated under CDSA - not available from Sigma-Aldrich Canada

Colore

colorless to light yellow

Solubilità

ethanol: soluble

Densità

0.92 g/mL at 25 °C (lit.)

Tipo di lipide

omega FAs

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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-
LGEQQWMQCRIYKG-DOFZRALJSA-N

Informazioni sul gene

rat ... Cnr1(25248)

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Applicazioni


  • 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).

Azioni biochim/fisiol

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.

Avvertenza

Protect from light and moisture.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
SLCG6755
SLBV8640
SLBN4196V
SLBL2651V
080M5202V

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Linoleyl ethanolamide ≥98%, ethanol solution

Sigma-Aldrich

L1164

Linoleyl ethanolamide

N-Oleoylethanolamine ~98% (TLC)

Sigma-Aldrich

O0383

N-Oleoylethanolamine

Palmitoylethanolamide

Sigma-Aldrich

P0359

Palmitoylethanolamide

Stearoyl ethanolamide ≥98%, crystalline

Sigma-Aldrich

S8439

Stearoyl ethanolamide

Noladin ether ≥98% (HPLC)

Sigma-Aldrich

SML0473

Noladin ether

Bala Attili et al.
British journal of pharmacology, 176(10), 1481-1491 (2018-12-28)
Non-invasive in vivo imaging of cannabinoid CB2 receptors using PET is pursued to study neuroinflammation. The purpose of this study is to evaluate the in vivo binding specificity of [18 F]MA3, a CB2 receptor agonist, in a rat model with
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
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
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
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