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(Z) -Oleyloxyethyl phosphorylcholine

CAT: 0804-HY-134082A-01Size: 5 mg (20.94 mM x 0.5 mL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-134082A-01Size:5 mg (20.94 mM x 0.5 mL in Ethanol)
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Description
(Z) -Oleyloxyethyl phosphorylcholine ((Z) -OPC) is an isomer of Oleyloxyethyl phosphorylcholine (OPC) . Oleyloxyethyl phosphorylcholine is an inhibitor of secreted Phospholipase A2 (sPLA2), which is involved in the biosynthesis of proinflammatory lipid media. Oleyloxyethyl phosphorylcholine can be used to study inflammatory diseases. Oleyloxyethyl phosphorylcholine also modified the red blood membrane and was used to bind the oxygen-carrying liquid perfluorocarbons as an antivenom agent to reduce toxin-induced hemolysis[1][2].
CAS Number
84601-19-4
UNSPSC
12352211
Target
Phospholipase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/z-oleyloxyethyl-phosphorylcholine.html
Concentration
20.94 mM * 0.5 mL in Ethanol
Purity
98.0
Solubility
10 mM in DMSO
Smiles
CCCCCCCC/C=C\CCCCCCCCOCCOP(OCC[N+](C)(C)C)([O-])=O
Molecular Formula
C25H52NO5P
Molecular Weight
477.66
References & Citations
[1]Hope WC, et al. Secretory phospholipase A2 inhibitors and calmodulin antagonists as inhibitors of cytosolic phospholipase A2. Agents Actions. 1993;39 Spec No:C39-42. |[2]Yang Zhe, et al. Oxygen-carrying bionic nano antidote and its preparation method and application in preparation of anti snake venom drug. China, CN113509488 A. 2021-10-19.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Phospholipase A

Chemical Information

Oleyloxyethyl phosphorylcholine
CAS Number84601-19-4
PubChem CID13116658
IUPAC Name2-[(Z)-octadec-9-enoxy]ethyl 2-(trimethylazaniumyl)ethyl phosphate
Molecular FormulaC25H52NO5P
Molecular Weight477.7
XLogP6.7
Topological Polar Surface Area67.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count24
Heavy Atom Count32
Formal Charge0
Complexity471
SMILES
CCCCCCCC/C=C\CCCCCCCCOCCOP(=O)([O-])OCC[N+](C)(C)C
InChI
InChI=1S/C25H52NO5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-29-24-25-31-32(27,28)30-23-21-26(2,3)4/h12-13H,5-11,14-25H2,1-4H3/b13-12-
InChIKey
NPLMVGGTFDUQHL-SEYXRHQNSA-N
Chemical Structure
2D Structure
2D structure of Oleyloxyethyl phosphorylcholine
CAS: 84601-19-4
CID: 13116658
Formula: C25H52NO5P
MW: 477.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight477.7
XLogP36.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count24
Exact Mass477.35831076
Monoisotopic Mass477.35831076
Topological Polar Surface Area67.8 Ų
Heavy Atom Count32
Formal Charge0
Complexity471
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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C3792-10Oleyloxyethyl Phosphorylcholine
sc-205420Oleyloxyethyl Phosphorylcholine in Solution
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