2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811)

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ChEBI Name	2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine

ChEBI ID	CHEBI:44811

ChEBI ASCII Name	2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine

Definition	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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C26H54NO7P

Net Charge

Average Mass

523.68320

Monoisotopic Mass

523.36379

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

SMILES

CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O

Roles Classification
Biological Role(s):	beta-adrenergic antagonist An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.

Application(s):	beta-adrenergic antagonist An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. bronchoconstrictor agent A drug which causes a narrowing of the lumen of a bronchus or bronchiole. hematologic agent Drug that acts on blood and blood-forming organs and those that affect the hemostatic system. vasodilator agent A drug used to cause dilation of the blood vessels.

ChEBI Ontology
Outgoing	2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) has role β-adrenergic antagonist (CHEBI:35530) 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) has role antihypertensive agent (CHEBI:35674) 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) has role bronchoconstrictor agent (CHEBI:50141) 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) has role hematologic agent (CHEBI:50248) 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) has role vasodilator agent (CHEBI:35620) 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine (CHEBI:44811) is a 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine (CHEBI:36707)

IUPAC Name

(2R)-2-acetoxy-3-(hexadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate

Synonyms	Sources
(R)-7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium hydroxide inner salt 4-oxide	ChEBI
1-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine	LIPID MAPS
1-O-hexadecyl PAF	ChEBI
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine	UniProt
1-O-hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine	ChemIDplus
1-O-hexadecyl-2-O-acetyl-sn-glycero-3-phosophocholine	ChemIDplus
1-O-hexadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine	ChemIDplus
1-O-hexadecyl-platelet-activating factor	ChemIDplus
C16 PAF	ChEBI
C₁₆-PAF	ChEBI
C16:0 PAF	ChEBI
PAF	ChEBI
Platelet activating factor	ChemIDplus
platelet-activating factor	ChEBI
platelet-activating factor C16	ChemIDplus

Last Modified

04 October 2013