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(1S,2S)-3-oxo-2-(2'Z-pentenyl)-cyclopentaneoctanoic acid

PubChem CID: 5280729

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Compound Synonyms (1S,2S)-3-oxo-2-(2'Z-pentenyl)-cyclopentaneoctanoic acid, 8-[(1S,2S)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]octanoic acid, 204135-86-4, (9S,13S)-10,11-dihydro-12-oxo-15-phytoenoic acid, OPC-8:0, 8-[(1S,2S)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate, DTXSID30331495, CHEBI:137132, LMFA02010007, 3-Oxo-2-(2-entenyl)cyclopentaneoctanoic acid, C04780, (9S,13S)-10,11-Dihydro-12-oxo-15-phytoenoate, (9S,13S,15Z)-12-Oxo-10,11-dihydrophyto-15-enoate, (1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid, 8-{(1S,2S)-3-Oxo-2-[(2Z)-2-penten-1-yl]cyclopentyl}octanoic acid
Topological Polar Surface Area 54.4
Hydrogen Bond Donor Count 1.0
Inchi Key BZXZFDKIRZBJEP-JMTMCXQRSA-N
Rotatable Bond Count 11.0
Synonyms OPC-8:0
Heavy Atom Count 21.0
Compound Name (1S,2S)-3-oxo-2-(2'Z-pentenyl)-cyclopentaneoctanoic acid
Description 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid, also known as opc-8:0, 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. Thus, 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid is considered to be an octadecanoid lipid molecule. 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid can be found in common wheat, corn, eggplant, and flaxseed, which makes 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid a potential biomarker for the consumption of these food products.
Exact Mass 294.219
Formal Charge 0.0
Monoisotopic Mass 294.219
Isotope Atom Count 0.0
Molecular Complexity 346.0
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 294.4
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 2.0
Iupac Name 8-[(1S,2S)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]octanoic acid
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C18H30O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,15-16H,2,4-6,8-14H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1
Smiles CC/C=C\C[C@H]1[C@H](CCC1=O)CCCCCCCC(=O)O
Xlogp 4.7
Defined Bond Stereocenter Count 1.0
Molecular Formula C18H30O3

  • 1. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Solanum Melongena (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Triticum Aestivum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all