9(S)-HOTrE

• CAT Number: R067296
• CAS Number: 89886-42-0
• Molecular Formula: C18H30O3
• Molecular Weight: 294.435
• Purity: ≥95%
• Synonyms: 9S-hydroxy-10E,12Z,15Z-octadecatrienoic acid
• Storage: -20°C
• IUPAC Name: (9S,10E,12Z,15Z)-9-hydroxyoctadeca-10,12,15-trienoic acid
• InChI: InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14,17,19H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b4-3-,8-6-,14-11+/t17-/m1/s1
• InChIKey: RIGGEAZDTKMXSI-MEBVTJQTSA-N
• SMILES: CCC=CCC=CC=CC(CCCCCCCC(=O)O)O

9(S)-<wbr></wbr>HOTrE is a monohydroxy polyunsaturated fatty acid produced by the action of 5-<wbr></wbr>lipoxygenase on α-<wbr></wbr>linolenic acid. 9(S)-<wbr></wbr>HOTrE is predominantly localized in cellular ester lipids of Glechoma hederacea leaves and is partially released during artificial dehydration. The biological role of 9(S)-<wbr></wbr>HOTrE in G. hederacea leaves is still undetermined, but it may play a role in natural senescence. 9(S)-<wbr></wbr>HOTrE is an inhibitor of spore germination and germ tube elongation of rice blast fungus with ED50 values of 45 and 30 ppm, respectively.

Reference

1.Galliard, T., and Phillips, D.R. Lipoxygenase from potato tubers. Partial purification and properties of an enzyme that specifically oxygenates the 9-position of linoleic acid. Biochemistry Journal 124, 431-438 (1971).