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9,10,13-Trihydroxyoctadec-11-enoic acid

PubChem CID: 14968868

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Compound Synonyms 9,10,13-Trihydroxyoctadec-11-enoic acid, 9,10,13-trihydroxy-11-octadecenoate, 9,10,13-Trihydroxyoctadec-11-enoate, (E)-9,10,13-Trihydroxy-11-octadecenoate, (11E)-9,10,13-Trihydroxyoctadec-11-enoate, (9S,10R,11E,13S)-9,10,13-trihydroxyoctadec-11-enoic acid
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 23.0
Description 9,10,13-TriHOME is a trihydroxyoctadecenoic acid metabolite of linoleic acid, one of the major fatty acids found in lipids. Vascular tissue converts various polyunsaturated fatty acids to monohydroxy and trihydroxy metabolites derived from hydroperoxides which may be involved in regulating prostaglandin synthesis. [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 317.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (E,9S,10R,13S)-9,10,13-trihydroxyoctadec-11-enoic acid
Nih Violation True
Class Fatty Acyls
Xlogp 3.1
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Fatty acids and conjugates
Molecular Formula C18H34O5
Inchi Key NTVFQBIHLSPEGQ-SYMVGPSASA-N
Rotatable Bond Count 15.0
State Solid
Synonyms (11E)-9,10,13-Trihydroxyoctadec-11-enoate, (11E)-9,10,13-Trihydroxyoctadec-11-enoic acid, (E)-9,10,13-Trihydroxy-11-octadecenoate, (E)-9,10,13-Trihydroxy-11-octadecenoic acid, 9,10,13-trihydroxy-11-octadecenoate, 9,10,13-trihydroxy-11-octadecenoic acid, 9,10,13-Trihydroxyoctadec-11-enoate, 9,10,13-Trihydroxyoctadec-11-enoic acid, (e)-9,10,13-Trihydroxy-11-octadecenoate, (e)-9,10,13-Trihydroxy-11-octadecenoic acid, 9,10,13-Trihydroxy-11-octadecenoate, 9,10,13-Trihydroxy-11-octadecenoic acid, (9S,10R,11E,13S)-9,10,13-Trihydroxyoctadec-11-enoate
Compound Name 9,10,13-Trihydroxyoctadec-11-enoic acid
Kingdom Organic compounds
Exact Mass 330.241
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 330.241
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 330.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic acyclic compounds
Inchi InChI=1S/C18H34O5/c1-2-3-7-10-15(19)13-14-17(21)16(20)11-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17+/m0/s1
Smiles CCCCC[C@@H](/C=C/[C@H]([C@H](CCCCCCCC(=O)O)O)O)O
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Long-chain fatty acids

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