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MAFP

CAT: 0804-HY-103334-02Size: 5 mg (26.99 mM x 500 μL in Methyl Acetate)Dry Ice: YesHazardous: No
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CAT#:0804-HY-103334-02Size:5 mg (26.99 mM x 500 μL in Methyl Acetate)
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Description
MAFP (Methyl Arachidonyl Fluorophosphonate) is an selective, active-site directed and irreversible inhibitor of cPLA2 and iPLA2. MAFP is also a potent irreversible inhibitor of anandamide amidase.
CAS Number
188404-10-6
Product Name Alternative
Methyl Arachidonyl Fluorophosphonate
UNSPSC
12352211
Hazard Statement
H225, H319, H336
Target
Phospholipase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Metabolic Disease; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/MAFP.html
Concentration
26.99 mM * 100 μL in Methyl acetate
Purity
98.6
Solubility
DMSO : ≥ 100 mg/mL
Smiles
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCP(OC)(F)=O
Molecular Formula
C21H36FO2P
Molecular Weight
370.48
Precautions
H225, H319, H336
References & Citations
[1]Lio YC, et al. Irreversible inhibition of Ca (2+) -independent phospholipase A2 by methyl arachidonyl fluorophosphonate. Biochim Biophys Acta. 1996 Jul 12;1302 (1) :55-60.|[2]Deutsch DG, et al. Methyl arachidonyl fluorophosphonate: a potent irreversible inhibitor of anandamide amidase. Biochem Pharmacol. 1997 Feb 7;53 (3) :255-60.
Shipping Conditions
Dry Ice
Storage Conditions
-80°C, protect from light
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Methoxyarachidonoyl Fluorophosphonate

Methyl Arachidonyl Fluorophosphonate is a phosphonic ester.

CAS Number188404-10-6
PubChem CID10429254
IUPAC Name(5Z,8Z,11Z,14Z)-1-[fluoro(methoxy)phosphoryl]icosa-5,8,11,14-tetraene
Molecular FormulaC21H36FO2P
Molecular Weight370.5
XLogP6.9
Topological Polar Surface Area26.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count16
Heavy Atom Count25
Formal Charge0
Complexity453
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCP(=O)(OC)F
InChI
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
Chemical Structure
2D Structure
2D structure of Methoxyarachidonoyl Fluorophosphonate
CAS: 188404-10-6
CID: 10429254
Formula: C21H36FO2P
MW: 370.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight370.5
XLogP36.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count16
Exact Mass370.24369555
Monoisotopic Mass370.24369555
Topological Polar Surface Area26.3 Ų
Heavy Atom Count25
Formal Charge0
Complexity453
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes