CAS 183718-77-6

(5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenamide

Description:

The chemical substance known as "(5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenamide," with the CAS number 183718-77-6, is a synthetic compound characterized by its long-chain fatty acid structure and the presence of multiple double bonds, specifically four cis-configured double bonds (Z) in its eicosatetraene backbone. The compound features an amide functional group, which is formed by the reaction of a carboxylic acid and an amine, in this case, linking a 4-hydroxyphenyl group to the eicosatetraene. This structure suggests potential biological activity, particularly in relation to signaling pathways and cellular processes, as compounds with similar structures are often studied for their roles in inflammation and cell signaling. The presence of the hydroxyphenyl group may also contribute to antioxidant properties. Overall, this compound is of interest in biochemical research, particularly in the fields of pharmacology and nutrition, due to its potential effects on health and disease.

Formula: C₂₆H₃₇NO₂

InChI: InChI=1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-

InChI key: InChIKey=IJBZOOZRAXHERC-DOFZRALJSA-N

SMILES: N(C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C1=CC=C(O)C=C1

Synonyms:

• (5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenamide
• (5Z,8Z,11Z,14Z)-N-(4-hydroxyphenyl)icosa-5,8,11,14-tetraenamide
• 5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (5Z,8Z,11Z,14Z)-
• 5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (all-Z)-
• Arachidonoylamide, N-(4-Hydroxyphenyl)
• N-(4-Hydroxyphenyl) Arachidonoylamide
• N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-Eicosatetraenamide
• N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-Eicosatetrenamide
• N-(4-Hydroxyphenyl)-Arachidonamide
• N-(4-Hydroxyphenyl)Arachidonylamide
• AM 404

AM 404

CAS: 183718-77-6

Applications It is a metabolite of the well-known analgesic Paracetamol. AM404 inhibits endocannabinoid cellular uptake, binds weakly to CB1 and CB2 cannabinoid receptors, and is formed by fatty acid amide hydrolase (FAAH) in vivo. References Basile, S., et al.: Pain, 52, 217 (1993), Beltramo, M., et al.: Science, 277, 1094 (1997), Bisogno, T., et al.: J. Biol. Chem., 272, 3315 (1997), Nicholson, R., et al.: Brain Res., 978, 194 (2003), La Rana, G., et al.: J. Pharmacol. Exp. Ther., 317, 1365 (2006),

Formula: C₂₆H₃₇NO₂

Color and Shape: Neat

Molecular weight: 395.58

Ref: TR-A575810

AM 404

CAS: 183718-77-6

Inhibitor of anandamide transport

Formula: C₂₆H₃₇NO₂

Purity: Min. 95%

Molecular weight: 395.58 g/mol

Ref: 3D-FA17339

AM404

CAS: 183718-77-6

AM404 is a cannabinoid reuptake inhibitor and a TRPV (1) activator with neuroprotective and anticancer activities that blocks anandamide transport.

Formula: C₂₆H₃₇NO₂

Color and Shape: Solid

Molecular weight: 395.58

Ref: TM-T39281