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Platelet-activating factor

Platelet-activating factor structure

Platelet-activating factor 

structure
  • CAS No:

    74389-68-7

  • Formula:

    C26H54NO7P

  • Chemical Name:

    Platelet-activating factor

  • Synonyms:

    3,5,9-Trioxa-4-phosphapentacosan-1-aminium,7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-,inner salt,4-oxide,(7R)-;3,5,9-Trioxa-4-phosphapentacosan-1-aminium,7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-,inner salt,4-oxide,(R)-;1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosphocholine;1-O-Hexadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine;PAF acether;Blood platelet-activating factor acether;Platelet-activating factor acether;Platelet-activating factor;Blood platelet-activating factor;1-O-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine;C16-PAF acether;1-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine;1-O-Hexadecyl-2-acetyl-sn-glycerophosphocholine;C16-PAF;1-O-Hexadecyl-platelet-activating factor;PAF;1-O-Hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine;PAF 16;Platelet-activating factor (1-O-hexadecyl);PAF C 16

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

ChEBI: 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.


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, an antihypertensive agent, a bronchoconstrictor agent, a hematologic agent and a vasodilator agent.|A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.

Platelet-activating factor Basic Attributes

523.68

523.363770

42EWD89I80

DTXSID00225377

Characteristics

94.1

2.71

lyophilized powder

247 °C

2.25e-04 g/l

−20°C

238.8 Ų [M+H]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]|237.2 Ų [M+H]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]|237 Ų [M+H]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]|237.6 Ų [M+H]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]|238.3 Ų [M+H]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]|234.8 Ų [M+H]+

Safety Information

UN 1888 6.1/PG 3

3

22-38-40-48/20/22

36/37-24/25-22

EC6060000

Xn

Drug Information

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)|Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

1-hexadecyl-2-acetyl-glycero-3-phosphocholine|1 Alkyl 2 acetyl sn glycerophosphocholine

Platelet-activating factor Use and Manufacturing

Lipids -> Glycerophospholipids [GP] -> Glycerophosphocholines [GP01] -> 1-alkyl,2-acylglycerophosphocholines [GP0102]

Computed Properties

Molecular Weight:523.7
XLogP3:6.5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:26
Exact Mass:523.36379006
Monoisotopic Mass:523.36379006
Topological Polar Surface Area:94.1
Heavy Atom Count:35
Complexity:546
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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