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PAF (C16)

CAT: 0931-T21547-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T21547-01Size:1 mg
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CAS Number
74389-68-7
Target
Endogenous Metabolite, MAPK, MEK, ERK, p38 MAPK
Related Pathways
Metabolism, MAPK
Purity
0.98
Bioactivity
PAF (C16) is a potent MAPK and MEK/ERK activator that induces increased vascular permeability. PAF (C16) (PAF (C16) ) is a platelet-activating factor, a phospholipid-derived mediator and a ligand for PAF G protein-coupled receptor (PAFR) . PAF (C16) has shown anti-apoptotic and anti-inflammatory activity in vitro, inhibiting Caspase-dependent apoptosis by interacting with its receptor (PAF-R) to perform cell signaling.
Smiles
[C@H](COP(OCC[N+](C)(C)C)(=O)[O-])(COCCCCCCCCCCCCCCCC)OC(C)=O
Molecular Formula
C26H54NO7P
Molecular Weight
523.68
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Platelet-activating factor

2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine is a 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis. It has a role as a beta-adrenergic antagonist, a vasodilator agent, an antihypertensive agent, a bronchoconstrictor agent and a hematologic agent.

CAS Number74389-68-7
PubChem CID108156
IUPAC Name[(2R)-2-acetyloxy-3-hexadecoxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Molecular FormulaC26H54NO7P
Molecular Weight523.7
XLogP6.5
Topological Polar Surface Area94.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count26
Heavy Atom Count35
Formal Charge0
Complexity546
SMILES
CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
InChI
InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1
InChIKey
HVAUUPRFYPCOCA-AREMUKBSSA-N
Chemical Structure
2D Structure
2D structure of Platelet-activating factor
CAS: 74389-68-7
CID: 108156
Formula: C26H54NO7P
MW: 523.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight523.7
XLogP36.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count26
Exact Mass523.36379006
Monoisotopic Mass523.36379006
Topological Polar Surface Area94.1 Ų
Heavy Atom Count35
Formal Charge0
Complexity546
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes