ChemicalBook--->CAS DataBase List--->188404-10-6

188404-10-6

188404-10-6 Structure

188404-10-6 Structure
IdentificationBack Directory
[Name]

MAFP
[CAS]

188404-10-6
[Synonyms]

MAFP
MAPF
Phosphonofluoridicacid
METHYL ARACHIDONYL FLUOROPHOSPHONATE
(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenylmethylester
METHYLPHOSPHONOFLUORIDIC ACID 5,8,11,14-EICOSATETRAENYL ESTER
5Z,8Z,11Z,14Z-EICOSATETRAENYL-PHOSPHONOFLUORIDIC ACID, METHYL ESTER
Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester
(all-Z)-5,8,11,14-Eicosatetraenylphosphonofluoridic Acid Methyl Ester
(5Z,8Z,11Z,14Z)-1-[fluoro(methoxy)phosphoryl]icosa-5,8,11,14-tetraene
MAPF, Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester
(5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAENYL-METHYL ESTER PHOSPHONOFLUORIDIC ACID
METHYL-5Z,8Z,11Z,14Z-EICOSATETRAENYL ESTER PHOSPHONOFLUORIDIC ACID METHYL ACETATE
Phosphonofluoridic acid, P-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl-, methyl ester
[EINECS(EC#)]

201-185-2
[Molecular Formula]

C21H36FO2P
[MDL Number]

MFCD03095722
[MOL File]

188404-10-6.mol
[Molecular Weight]

370.48
Chemical PropertiesBack Directory
[Boiling point ]

455.3±34.0 °C(Predicted)
[density ]

0.960±0.06 g/cm3(Predicted)
[RTECS ]

TA8108000
[Fp ]

-16 °C
[storage temp. ]

-70°C
[solubility ]

DMF: 3 mg/ml; DMSO: 3 mg/ml; Ethanol: 3.5 mg/ml; Ethanol:PBS (pH 7.2) 1:1: .5 mg/ml; PBS (7.2): <1 mg/ml (colloidal suspension
[form ]

methyl acetate solution
[color ]

Light yellow to yellow
[Sensitive ]

Air Sensitive
[InChI]

1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-
[InChIKey]

KWKZCGMJGHHOKJ-ZKWNWVNESA-N
[SMILES]

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCP(F)(=O)OC
Safety DataBack Directory
[Hazard Codes ]

F,Xi
[Risk Statements ]

11-36-66-67
[Safety Statements ]

16-26-29-33
[RIDADR ]

UN 1231 3/PG 2
[WGK Germany ]

1
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Eye Irrit. 2
Flam. Liq. 2
STOT SE 3
Hazard InformationBack Directory
[Uses]

(all-Z)-5,8,11,14-Eicosatetraenylphosphonofluoridic Acid Methyl Ester, is a cannabinoid CB1 receptor and fatty acid amide hydrolase inhibitors.
[Definition]

ChEBI: Methyl Arachidonyl Fluorophosphonate is a phosphonic ester.
[Biological Activity]

Potent, irreversible inhibitor of fatty acid amide hydrolase (FAAH, anandamide amidase), the enzyme responsible for anandamide hydrolysis (IC 50 = 2.5 nM). Also binds irreversibly to CB 1 receptors (IC 50 = 20 nM).
[Biochem/physiol Actions]

MAFP is a selective, irreversible inhibitor of both calcium-dependent and calcium-independent cytosolic phospholipase A2, but not secretory phospholipase A2. MAFP is also a potent acetylcholinesterase inhibitor.
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