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Tuberonic acid

PubChem CID: 6443968

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Compound Synonyms Tuberonic acid, 124649-26-9, (+)-Tuberonic Acid, 2-[(1R,2S)-2-[(Z)-5-hydroxypent-2-enyl]-3-oxocyclopentyl]acetic acid, (1R,2S)-3-oxo-2-(5'-hydroxy-2'Z-pentenyl)-cyclopentaneacetic acid, 2-((1R,2S)-2-((Z)-5-Hydroxypent-2-en-1-yl)-3-oxocyclopentyl)acetic acid, (plus)-Tuberonic acid, 12-hydroxy-epi-jasmonic acid, SCHEMBL896682, 7-Epi-12-hydroxyjasmonic acid, CHEBI:133220, DTXSID101316194, (+)-12-hydroxy-7-isojasmonic acid, LMFA02020007, {(1R,2S)-2-[(2Z)-5-hydroxypent-2-en-1-yl]-3-oxocyclopentyl}acetic acid, 2-((1R,2S)-2-((Z)-5-Hydroxypent-2-en-1-yl)-3-oxocyclopentyl)aceticacid, [1R-[1a,2a(Z)]]-2-(5-Hydroxy-2-pentenyl)-3-oxo-cyclopentaneacetic Acid, (1R,2S)-2-[(2Z)-5-Hydroxy-2-pentenyl]-3-oxo-cyclopentaneacetic Acid, Tuberonic Acid, 2-((1R,2S)-2-((Z)-5-Hydroxypent-2-en-1-yl)-3-oxocyclopentyl)acetic Acid
Topological Polar Surface Area 74.6
Hydrogen Bond Donor Count 2.0
Inchi Key RZGFUGXQKMEMOO-SZXTZRQCSA-N
Rotatable Bond Count 6.0
Synonyms 7-Epi-12-hydroxyjasmonic acid, Tuberonic acid
Heavy Atom Count 16.0
Compound Name Tuberonic acid
Description 7-epi-12-hydroxyjasmonic acid, also known as (+)-12-hydroxy-7-isojasmonate, is a member of the class of compounds known as jasmonic acids. Jasmonic acids are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Thus, 7-epi-12-hydroxyjasmonic acid is considered to be an octadecanoid lipid molecule. 7-epi-12-hydroxyjasmonic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 7-epi-12-hydroxyjasmonic acid can be synthesized from (+)-7-isojasmonic acid. 7-epi-12-hydroxyjasmonic acid can also be synthesized into N-[(+)-12-hydroxy-7-isojasmonyl]-L-isoleucine and methyl tuberonate. 7-epi-12-hydroxyjasmonic acid can be found in potato, which makes 7-epi-12-hydroxyjasmonic acid a potential biomarker for the consumption of this food product.
Exact Mass 226.121
Formal Charge 0.0
Monoisotopic Mass 226.121
Isotope Atom Count 0.0
Molecular Complexity 283.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 226.27
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 2.0
Iupac Name 2-[(1R,2S)-2-[(Z)-5-hydroxypent-2-enyl]-3-oxocyclopentyl]acetic acid
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C12H18O4/c13-7-3-1-2-4-10-9(8-12(15)16)5-6-11(10)14/h1-2,9-10,13H,3-8H2,(H,15,16)/b2-1-/t9-,10+/m1/s1
Smiles C1CC(=O)[C@H]([C@H]1CC(=O)O)C/C=C\CCO
Xlogp 0.4
Defined Bond Stereocenter Count 1.0
Molecular Formula C12H18O4

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