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12-Oxophytodienoic acid

PubChem CID: 10334541

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Compound Synonyms cis-12-oxophytodienoic acid, 12-Oxophytodienoic acid, 8-[4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid, 12-Oxo-10,15(Z)-phytodienoic acid, CHEMBL465602, SCHEMBL14538124, 8-[2-(cis-pent-2'-enyl)-3-oxo-cis-cyclopent-4-enyl]octanoic acid
Topological Polar Surface Area 54.4
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 21.0
Description Cis-12-oxophytodienoic acid, also known as 12-oxo-cis-10, cis-15-phytodienoic acid or 12-oxo-pda, 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. Cis-12-oxophytodienoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-12-oxophytodienoic acid can be found in flaxseed, which makes cis-12-oxophytodienoic acid a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 382.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 8-[4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
Prediction Hob 1.0
Xlogp 4.7
Molecular Formula C18H28O3
Prediction Swissadme 0.0
Inchi Key PMTMAFAPLCGXGK-CLTKARDFSA-N
Fcsp3 0.6666666666666666
Logs -3.842
Rotatable Bond Count 11.0
Logd 2.627
Compound Name 12-Oxophytodienoic acid
Prediction Hob Swissadme 0.0
Exact Mass 292.204
Formal Charge 0.0
Monoisotopic Mass 292.204
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 292.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Esol -3.8879978
Inchi InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-
Smiles CC/C=C\CC1C(C=CC1=O)CCCCCCCC(=O)O
Nring 1.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Source_db:fooddb_chem_all