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Merck
CN

P9525

β-Acetyl-γ-O-alkyl-L-α-phosphatidylcholine from bovine heart lecithin

2 mg/mL in chloroform, ~99%

Synonym(s):

1-O-Alkyl-2-acetyl-sn-glycero-3-phosphocholine, 2-Acetyl-1-alkyl-sn-glycero-3-phosphocholine, AcGEPC, PAF, Platelet activating factor

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About This Item

CAS Number:
65154-06-5
EC Number:
200-663-8
UNSPSC Code:
12352200
PubChem Substance ID:
24899040
Beilstein/REAXYS Number:
4220745
MDL number:
MFCD00043214

Key Documents

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assay

~99%

concentration

2 mg/mL in chloroform

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(C)=O)COCCCCCCCCCCCCCCCC)=O

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

InChI key

HVAUUPRFYPCOCA-AREMUKBSSA-N

Biochem/physiol Actions

Phospholipid produced by lymphocytes, platelets and endothelial cells that induces platelet aggregation and is involved in inflammation, anaphylaxis and wound repair.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
105H8353
092K5224
034K5204
119H7033
118F8359

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F Bussolino et al.
Cell calcium, 5(5), 463-473 (1984-10-01)
Platelet-activating factor (1-0-alkyl-2-acetyl-sn-glyceryl-3-phosphorylcholine, PAF) is a potent inducer of shape-change, aggregation and secretion in platelets. PAF causes a rapid increase in intracellular calcium, but has no calcium gating effect in intact lipid bilayers. Human red cells (RBC) did not metabolize

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