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A6855

Arachidonoyl-AMC

Name: Arachidonoyl-AMC
Brand: SIGMA

fatty acid amide hydrolase substrate, 99% (HPLC), solid

Synonym(s):

AAMCA

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₃₉NO₃

Molecular Weight:

461.64

UNSPSC Code:

12352204

PubChem Substance ID:

24891145

NACRES:

NA.32

MDL number:

MFCD08062144

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Product Name

Arachidonoyl-AMC, fatty acid amide hydrolase substrate

Quality Level

100

assay

99% (HPLC)

form

solid

storage condition

under inert gas

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C30H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-29(32)31-26-21-22-27-25(2)23-30(33)34-28(27)24-26/h7-8,10-11,13-14,16-17,21-24H,3-6,9,12,15,18-20H2,1-2H3,(H,31,32)/b8-7-,11-10-,14-13-,17-16-

InChI key

IQPBUDMTXHWSHB-ZKWNWVNESA-N

Application

Fluorogenic substrate used in a selective and sensitive assay of fatty acid amide hydrolase (FAAH).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Lead Optimization of Benzoxazolone Carboxamides as Orally Bioavailable and CNS Penetrant Acid Ceramidase Inhibitors.

Simona Di Martino et al.

Journal of medicinal chemistry, 63(7), 3634-3664 (2020-03-17)

Sphingolipids (SphLs) are a diverse class of molecules that are regulated by a complex network of enzymatic pathways. A disturbance in these pathways leads to lipid accumulation and initiation of several SphL-related disorders. Acid ceramidase is one of the key

The endocannabinoid hydrolase FAAH is an allosteric enzyme.

Enrico Dainese et al.

Scientific reports, 10(1), 2292-2292 (2020-02-12)

Fatty acid amide hydrolase (FAAH) is a membrane-bound homodimeric enzyme that in vivo controls content and biological activity of N-arachidonoylethanolamine (AEA) and other relevant bioactive lipids termed endocannabinoids. Parallel orientation of FAAH monomers likely allows both subunits to simultaneously recruit

Monoacylglycerol lipase inhibitor JZL184 prevents HIV-1 gp120-induced synapse loss by altering endocannabinoid signaling.

Xinwen Zhang et al.

Neuropharmacology, 128, 269-281 (2017-10-25)

Monoacylglycerol lipase (MGL) hydrolyzes 2-arachidonoylglycerol to arachidonic acid and glycerol. Inhibition of MGL may attenuate neuroinflammation by enhancing endocannabinoid signaling and decreasing prostaglandin (PG) production. Almost half of HIV infected individuals are afflicted with HIV-associated neurocognitive disorder (HAND), a neuroinflammatory

Global Trade Item Number

SKU	GTIN
A6855-25MG	04061833228388
A6855-5MG	04061833228401

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