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About This Item
Empirical Formula (Hill Notation):
C34H55N2O6P
CAS Number:
Molecular Weight:
618.78
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
VPC 12249 (S), (S)-phosphoric acid mono-[3-(4-benzyloxy-phenyl)-2-octadec-9-enoylamino-propyl] ester (ammonium salt), powder
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (857341P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 857341P
lipid type
phospholipids
cardiolipins
shipped in
dry ice
storage temp.
−20°C
SMILES string
O=C(CCCCCCC/C=C\CCCCCCCC)N[C@H](COP(O)([O-])=O)CC1=CC=C(OCC2=CC=CC=C2)C=C1.[NH4+]
General description
VPC 12249 is an N-acyl (oleoyl) serine phosphate-based compound.
Application
VPC 12249 has been used as lysophosphatidic acid (LPA)1/3 receptor antagonist in various experimental studies.
Biochem/physiol Actions
Lysophosphatidic acids (LPAs) are bioactive lipid mediators. It interacts with at least six specific LPA receptors (LPA1-6) to mediate extracellular signaling pathway. LPA and its receptors (LPA1-3) are implicated in the pathogenesis of radiation pneumonitis (RP). VPC 12249 (S) inhibits the binding ofLPA to LPA1 and LPA3 receptor.
Packaging
5 mL Amber Glass Screw Cap Vial (857341P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Regulatory Information
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Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor
Hasegawa Y, et al.
The Journal of Biological Chemistry, 278(14), 11962-11969 (2003)
Possible role of lysophosphatidic acid in rat model of hypoxic pulmonary vascular remodeling
Shlyonsky V, et al.
Pulmonary Circulation, 4(3), 471-481 (2014)
LPA receptor signaling: pharmacology, physiology, and pathophysiology
Yung, Y, et al.
Journal of Lipid Research, 55(7), 1192-1214 (2014)
Effects of lysophosphatidic acid and its receptors LPA 1/3; on radiation pneumonitis
Xue J, et al.
Oncology Reports, 24(6), 1515-1520 (2010)
Lysophosphatidic acid inhibits insulin signaling in primary rat hepatocytes via the LPA3 receptor subtype and is increased in obesity
Fayyaz S, et al.
Cellular Physiology and Biochemistry, 43(2), 445-456 (2017)
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