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(E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid

PubChem CID: 5353586

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Compound Synonyms (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid, Prostaglandin F-2-alpha, SCHEMBL1650065, PXGPLTODNUVGFL-RTYMFESYSA-N, AKOS015892799, NS00005455, L000705
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Inchi Key PXGPLTODNUVGFL-RTYMFESYSA-N
Rotatable Bond Count 12.0
Synonyms (5E)-7-{3,5-dihydroxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]cyclopentyl}hept-5-enoate, Prostaglandin F-2-a, Prostaglandin F-2-α
Heavy Atom Count 25.0
Compound Name (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid
Kingdom Organic compounds
Description Prostaglandin f-2-alpha is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandin f-2-alpha is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Prostaglandin f-2-alpha can be found in soft-necked garlic and tarragon, which makes prostaglandin f-2-alpha a potential biomarker for the consumption of these food products.
Exact Mass 354.241
Formal Charge 0.0
Monoisotopic Mass 354.241
Isotope Atom Count 0.0
Molecular Complexity 432.0
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 354.5
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name (E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
Total Atom Stereocenter Count 5.0
Molecular Framework Aliphatic homomonocyclic compounds
Total Bond Stereocenter Count 2.0
Class Fatty Acyls
Inchi InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4+,13-12+
Smiles CCCCCC(/C=C/C1C(CC(C1C/C=C/CCCC(=O)O)O)O)O
Xlogp 2.7
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 2.0
Subclass Eicosanoids
Taxonomy Direct Parent Prostaglandins and related compounds
Molecular Formula C20H34O5

  • 1. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Artemisia Dracunculus (Plant) Rel Props:Source_db:fooddb_chem_all