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845875C

Avanti

18:1 Lyso PC

Avanti Research™ - A Croda Brand

Synonym(s):

1--(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; PC(18:1(9Z)/0:0); 110688

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About This Item

Empirical Formula (Hill Notation):
C26H52NO7P
CAS Number:
19420-56-5
Molecular Weight:
521.67
MDL number:
MFCD00133435
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

18:1 Lyso PC, 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, chloroform

assay

>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (845875C-25mg), pkg of 2 × 4 mL (845875C-200mg), pkg of 5 × 4 mL (845875C-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 845875C

concentration

10 mg/mL (845875C-25mg), 25 mg/mL (845875C-200mg), 25 mg/mL (845875C-500mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

[P](=O)([O-])(OC[C@H](O)COC(=O)CCCCCCC\C=C/CCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1

InChI key

YAMUFBLWGFFICM-PTGWMXDISA-N

General description

18:1 Lyso PC (1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine) is an endogenous lipid. It has one hydrocarbon tail.

Application

18:1 Lyso PC (1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine) has been used to study its effects on eosinophils isolated from healthy human donors/to test its effects on the degranulation-associated processes in eosinophils. It may be used as a lysophospholipid mediator in binding assays and in equilibrium fluorescence peptide-binding assays of the calmodulin (CaM)-target complex.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) participates as a key factor in the atherogenic activity of oxidized low-density lipoprotein (Ox-LDL). It is a well-known cluster of differentiation 1(CD1) ligand.

Packaging

5 mL Clear Glass Sealed Ampule (845875C-200mg)
5 mL Clear Glass Sealed Ampule (845875C-25mg)
5 mL Clear Glass Sealed Ampule (845875C-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Liver,Kidney

wgk

WGK 3

Storage Class

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

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

危险化学品
易制毒化学品（2类）

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Jacinto López-Sagaseta et al.
The EMBO journal, 31(8), 2047-2059 (2012-03-08)
Invariant Natural Killer T (iNKT) cells use highly restricted αβ T cell receptors (TCRs) to probe the repertoire of lipids presented by CD1d molecules. Here, we describe our studies of lysophosphatidylcholine (LPC) presentation by human CD1d and its recognition by
Erika Kovacs et al.
Biochemical and biophysical research communications, 401(2), 281-286 (2010-09-21)
Sphingosylphosphorylcholine (SPC), a lipid mediator with putative second messenger functions, has been reported to regulate ryanodine receptors (RyRs), Ca2+ channels of the sarco/endoplasmic reticulum. RyRs are also regulated by the ubiquitous Ca2+ sensor calmodulin (CaM), and we have previously shown
Takayuki Matsumoto et al.
Current medicinal chemistry, 14(30), 3209-3220 (2008-01-29)
Lysophosphatidylcholine (LPC) is a bioactive proinflammatory lipid generated by pathological activities. LPC is also a major phospholipid component of oxidized low-density lipoprotein (Ox-LDL) and is implicated as a critical factor in the atherogenic activity of Ox-LDL. LPC is believed to
View All Related Papers

Global Trade Item Number

SKUGTIN
845875C-200MG04061837791758
845875C-25MG04061837791765