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(2E,4E)-5-(8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl)-3-methylpenta-2,4-dienoic acid

PubChem CID: 5363746

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Compound Synonyms 6-Oxabicyclo[3.2.1]octane, 2,4-pentadienoic acid deriv., 2,4-Pentadienoic acid, 5-(8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]oct-8-yl)-3-methyl-, [1R-[1.alpha.,5.alpha.,8S*(Z,E)]]-, (2E,4E)-5-(8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl)-3-methylpenta-2,4-dienoic acid, (2E,4E)-5-(8-Hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]oct-8-yl)-3-methyl-2,4-pentadienoic acid #
Topological Polar Surface Area 83.8
Hydrogen Bond Donor Count 2.0
Inchi Key IZGYIFFQBZWOLJ-UMCKCUICSA-N
Rotatable Bond Count 3.0
Heavy Atom Count 20.0
Compound Name (2E,4E)-5-(8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl)-3-methylpenta-2,4-dienoic acid
Description Phaseic acid, also known as phaseate, belongs to abscisic acids and derivatives class of compounds. Those are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Phaseic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Phaseic acid can be found in a number of food items such as boysenberry, prunus (cherry, plum), european plum, and wild rice, which makes phaseic acid a potential biomarker for the consumption of these food products. Phaseic acid is a terpenoid catabolite of abscisic acid. Like abscisic acid, it is a plant hormone associated with photosynthesis arrest and abscission .
Exact Mass 280.131
Formal Charge 0.0
Monoisotopic Mass 280.131
Isotope Atom Count 0.0
Molecular Complexity 520.0
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 280.32
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name (2E,4E)-5-(8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl)-3-methylpenta-2,4-dienoic acid
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 2.0
Inchi InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6+
Smiles C/C(=C\C(=O)O)/C=C/C1(C2(CC(=O)CC1(OC2)C)C)O
Xlogp 0.5
Defined Bond Stereocenter Count 2.0
Molecular Formula C15H20O5

  • 1. Outgoing r'ship FOUND_IN to/from Phaseolus Coccineus (Plant) Rel Props:Source_db:fooddb_chem_all