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M2939

Methyl arachidonyl fluorophosphonate

Name: Methyl arachidonyl fluorophosphonate
Brand: SIGMA

≥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

GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319,H336

Precautionary Statements

P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

3.2 °F - closed cup

Flash Point(C)

-16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Sigma-Aldrich

D178454

Dimethyl phosphite

Sigma-Aldrich

D99234

Diethyl phosphite

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