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1-palmitoyl-2-(5'-oxo-valeroyl)-sn-glycero-3-phosphocholine - >99%, high purity , CAS No.121324-31-0

    Grade & Purity:
  • ≥99%
In stock
Item Number
P130753
Grouped product items
SKU Size
Availability
Price Qty
P130753-1mg
1mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$858.90
View related series
Apoptosis (4276)

Basic Description

Synonyms 3,5,9-Trioxa-4-phosphapentacosan-1-aminium,7-[(1,5-dioxopentyl)oxy]-4-hydroxy-N,N,N-trimethyl-10-oxo-,innersalt,4-oxide,(7R)- | HMS3648A15 | [(2R)-3-hexadecanoyloxy-2-(5-oxopentanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate | 1-palmitoyl-2-(5-oxov
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) affects endothelial function by hindering activity of endothelial nitric oxide synthase and stimulating endothelial cell apoptosis. It is implicated in the development of atherosclerosis
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) is a derivative of oxidized Low density lipoprotein (oxLDL), a proinflammatory lipid present in atherosclerotic lesions

1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine (POVPC) has been used:
• to study its effects on endothelial function and vasodilation
• as a ligand for LRP6 in bone marrow mesenchymal stromal cells (MSCs)
• as a oxidized lipid to study if membrane status at different degrees of lipid peroxidation is involved in oxidative stress toleranc

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Glycerophospholipids
Subclass Glycerophosphocholines
Intermediate Tree Nodes Not available
Direct Parent Phosphatidylcholines
Alternative Parents Phosphocholines  Fatty acid esters  Dialkyl phosphates  Dicarboxylic acids and derivatives  Tetraalkylammonium salts  Alpha-hydrogen aldehydes  Carboxylic acid esters  Organopnictogen compounds  Organic salts  Organic oxides  Hydrocarbon derivatives  Amines  
Molecular Framework Aliphatic acyclic compounds
Substituents Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Tetraalkylammonium salt - Quaternary ammonium salt - Alpha-hydrogen aldehyde - Carboxylic acid ester - Carboxylic acid derivative - Amine - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aldehyde - Organic oxygen compound - Organopnictogen compound - Organic oxide - Organic salt - Carbonyl group - Hydrocarbon derivative - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
External Descriptors Oxidized glycerophosphocholines

Names and Identifiers

IUPAC Name [(2R)-3-hexadecanoyloxy-2-(5-oxopentanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
INCHI InChI=1S/C29H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(32)36-25-27(39-29(33)21-18-19-23-31)26-38-40(34,35)37-24-22-30(2,3)4/h23,27H,5-22,24-26H2,1-4H3/t27-/m1/s1
InChIKey RKIDALSACBQVTN-HHHXNRCGSA-N
Smiles CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC=O
Isomeric SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC=O
Molecular Weight 593.73
Reaxy-Rn 27151284
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27151284&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot Number Certificate Type Date Item
L2115044 Certificate of Analysis Aug 03, 2023 P130753
J2214205 Certificate of Analysis Apr 13, 2023 P130753
L2118352 Certificate of Analysis Nov 15, 2022 P130753
L2118351 Certificate of Analysis Nov 15, 2022 P130753

Chemical and Physical Properties

Molecular Weight 593.700 g/mol
XLogP3 5.900
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 30
Exact Mass 593.369 Da
Monoisotopic Mass 593.369 Da
Topological Polar Surface Area 128.000 Ų
Heavy Atom Count 40
Formal Charge 0
Complexity 704.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Han Zhiyang, Hu Haidi, Yin MingZhu, Lin Yu, Yan Yan, Han Peng, Liu Bing, Jing Bao.  (2023)  HOXA1 participates in VSMC-to-macrophage-like cell transformation via regulation of NF-κB p65 and KLF4: a potential mechanism of atherosclerosis pathogenesis.  MOLECULAR MEDICINE,  29  (1): (1-19). 

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