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(9R,13R)-1a,1b-dihomo-jasmonic acid

PubChem CID: 5716900

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Compound Synonyms (9R,13R)-1a,1b-dihomo-jasmonic acid, 4-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]butanoic acid, (1R,2R)-3-oxo-2-(2'Z-pentenyl)-cyclopentanebutanoic acid, (+/-)-OPC-4, OPC 4, 4-((1R,2R)-3-oxo-2-((Z)-pent-2-enyl)cyclopentyl)butanoic acid, OPC-4:0, CHEBI:137704, CMC_7395, LMFA02010010, (+/-)-OPC 4, 3-oxo-2(2'[Z]-pentenyl)-cyclopentane-1-butanoic acid, cyclopentanebutanoic acid, 3-oxo-2-[(2Z)-2-pentenyl]-, (1R,2R)-, Cyclopentanebutanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-, Cyclopentanebutanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-(?)-, Cyclopentanebutanoic acid, 3-oxo-2-(2Z)-2-pentenyl-, (1R,2R)-rel- (9CI)
Topological Polar Surface Area 54.4
Hydrogen Bond Donor Count 1.0
Inchi Key LVQJNKFFJNUFNY-OPVGQWETSA-N
Rotatable Bond Count 7.0
Synonyms (+/-)-OPC 4, 3-oxo-2(2'[Z]-pentenyl)-cyclopentane-1-butanoic acid, Opc 4
Heavy Atom Count 17.0
Compound Name (9R,13R)-1a,1b-dihomo-jasmonic acid
Description (9r,13r)-1a,1b-dihomo-jasmonic acid is a member of the class of compounds known as cyclic ketones. Cyclic ketones are organic compounds containing a ketone that is conjugated to a cyclic moiety. Thus, (9r,13r)-1a,1b-dihomo-jasmonic acid is considered to be an octadecanoid lipid molecule (9r,13r)-1a,1b-dihomo-jasmonic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9r,13r)-1a,1b-dihomo-jasmonic acid can be found in common wheat, corn, eggplant, and flaxseed, which makes (9r,13r)-1a,1b-dihomo-jasmonic acid a potential biomarker for the consumption of these food products.
Exact Mass 238.157
Formal Charge 0.0
Monoisotopic Mass 238.157
Isotope Atom Count 0.0
Molecular Complexity 294.0
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 238.32
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 2.0
Iupac Name 4-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]butanoic acid
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C14H22O3/c1-2-3-4-7-12-11(9-10-13(12)15)6-5-8-14(16)17/h3-4,11-12H,2,5-10H2,1H3,(H,16,17)/b4-3-/t11-,12-/m1/s1
Smiles CC/C=C\C[C@@H]1[C@@H](CCC1=O)CCCC(=O)O
Xlogp 2.5
Defined Bond Stereocenter Count 1.0
Molecular Formula C14H22O3

  • 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