ent-8-iso-15(S)-Prostaglandin F2alpha

Base Information

• Chemical Name: ent-8-iso-15(S)-Prostaglandin F2alpha
• CAS No.: 214748-66-0
• Molecular Formula: C20H34O5
• Molecular Weight: 354.5
• DSSTox Substance ID: DTXSID501157269
• Nikkaji Number: J999.517J
• Metabolomics Workbench ID: 2844
• Mol file: 214748-66-0.mol

Synonyms:ent-8-iso-15(S)-Prostaglandin F2alpha;214748-66-0;ent-15-epi-15-F2t-IsoP;(Z)-7-[(1R,2S,3S,5R)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid;9R,11S,15S-trihydroxy-5Z,13E-prostadienoic acid-cyclo[8R,12S];DTXSID501157269;LMFA03110032;AKOS040754971;ent-8-iso-15(S)-Prostaglandin F2??;ent-8-iso-15(R)-Prostaglandin F2.alpha.;(9R,11S,15S)-15-F2-IsoP[8R,12S];(5Z,9beta,11beta,12alpha,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dien-1-oic acid

Chemical Property of ent-8-iso-15(S)-Prostaglandin F2alpha

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 354.24062418
• Heavy Atom Count: 25
• Complexity: 432

Purity/Quality:

ent-8-iso-15(S)-Prostaglandin F2α ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H](C[C@H]([C@@H]1C/C=C\CCCC(=O)O)O)O)O
• Description: Isoprostanes are produced by the non-enzymatic, free radical peroxidation of phospholipid-esterified arachidonic acid. They have been used as biomarkers of oxidative stress, but they also have been found to have potent biological activity. ent-8-iso-15(S)-Prostaglandin F2α (ent-8-iso-15(S)-PGF2α) is a potent vasoconstrictor of porcine retinal and brain microvessels with EC50 values of 15 and 24 nM, respectively. This isoprostane is about ten-fold more potent than 8-iso-PGF2α in a whole blood platelet aggregation inhibition assay.