Palmitoyl 3-carbacyclic Phosphatidic Acid

Base Information

• Chemical Name: Palmitoyl 3-carbacyclic Phosphatidic Acid
• CAS No.: 476310-22-2
• Molecular Formula: C20H39O5P
• Molecular Weight: 390.49
• DSSTox Substance ID: DTXSID40436485
• Nikkaji Number: J2.357.933B
• Mol file: 476310-22-2.mol

Synonyms:Palmitoyl 3-carbacyclic Phosphatidic Acid;476310-22-2;(2-hydroxy-2-oxo-1,2lambda5-oxaphospholan-5-yl)methyl hexadecanoate;AGN-PC-0N03WG;DTXSID40436485;LJNWYINJKCNEPA-UHFFFAOYSA-N;PD020221;Hexadecanoic acid, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester;Hexadecanoic acid (2-hydroxy-2-oxo-2,2-dihydro-1,2-oxaphospholane-5-yl)methyl ester

Chemical Property of Palmitoyl 3-carbacyclic Phosphatidic Acid

Chemical Property:

• PSA: 82.64000
• LogP: 5.98520
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 17
• Exact Mass: 390.25351134
• Heavy Atom Count: 26
• Complexity: 413

Purity/Quality:

≥95% ^*data from raw suppliers

Palmitoyl 3-carbacyclic Phosphatidic Acid ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC1CCP(=O)(O1)O
• Description: Cyclic phosphatidic acids (cPAs) are naturally occurring analogs of lysophosphatidic acid (LPA) in which the sn-2 hydroxy group forms a 5-membered ring with the sn-3 phosphate. Carba-derivatives of cPA (ccPA) are modified at the sn-2 (2-ccPA) or sn-3 (3-ccPA) linkage, preventing the opening of cPA to produce LPA. Palmitoyl 3-ccPA is a cyclic LPA analog that contains the 16:0 fatty acid, palmitate, at the sn-1 position of the glycerol backbone. At 25 μM, it inhibits the transcellular migration of MM1 cells across mesothelial cell monolayers in response to fetal bovine serum (81.9%) or LPA (98.9%) without affecting proliferation. 3-ccPA 16:0, at 0.1-25 μM, significantly inhibits autotaxin, an enzyme that is important in cancer cell survival, growth, migration, invasion and metastasis.

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