R-1 Methanandamide Phosphate,a water soluble prodrug analog of AEA, exhibited similar activity to that of AEA in the growth inhibition of C6 glioma cells. Arachidonoyl ethanolamide (AEA) was the first endogenous cannabinoid (CB). AEA has been isolated and characterized as an agonist acting on the receptors CB1 and CB2 [2,3]. Since then, several related endocannabinoids have been isolated, most notably was 2-arachidonoyl glycerol (2-AG). The phosphate ester of R-1 methanandamide, R-1MAP, has been tested as a water soluble prodrug analog of AEA . The activity of R-1MAP was essentially equivalent to that of AEA in inhibiting the growth of C6 glioma cells. However, when tested for the inhibitory effects of AEA binding to the isolated rat brain CB1 receptors, arachidonoyl ethanolamide phosphate (AEA-P) has shown about 5-fold less potent as an agonist with a Ki value of about 200 nM . In normotensive Dutch Belted rabbits of either gender, the phosphate ester of R-methanandamide reduced intraocular pressure (IOP) .

Product information

CAS Number: 649569-33-5

Molecular Weight: 441.54

Formula: C23H40NO5P

Chemical Name: [(2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenamido]propoxy]phosphonic acid

Smiles: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@H](C)COP(O)(O)=O

InChiKey: LONSAFDJFAGAFZ-FQPARAGTSA-N

InChi: InChI=1S/C23H40NO5P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(25)24-22(2)21-29-30(26,27)28/h7-8,10-11,13-14,16-17,22H,3-6,9,12,15,18-21H2,1-2H3,(H,24,25)(H2,26,27,28)/b8-7-,11-10-,14-13-,17-16-/t22-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

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