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M2939

Sigma-Aldrich

Methyl arachidonyl fluorophosphonate

≥98%, methyl acetate solution (10 mg/mL)

Synonym(s):

MAPF, Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester

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About This Item

Empirical Formula (Hill Notation):
C21H36FO2P
CAS Number:
188404-10-6
Molecular Weight:
370.48
EC Number:
201-185-2
MDL number:
MFCD03095722
UNSPSC Code:
41106300
PubChem Substance ID:
329817956
NACRES:
NA.77

Quality Level

200

assay

≥98%

form

methyl acetate solution (10 mg/mL)

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCP(F)(=O)OC

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-

InChI key

KWKZCGMJGHHOKJ-ZKWNWVNESA-N

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.

Preparation Note

To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

3.2 °F - closed cup

flash_point_c

-16 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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