A product of the action of 5-LO on α-linolenic acid
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9(S)-HOTrE

Item No. 39420

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9S-hydroxy-10E,12Z,15Z-octadecatrienoic acid
CAS Number
89886-42-0
Molecular Formula
C18H30O3
Formula Weight
294.4
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.8 mg/ml
λmax
236 nm
SMILES
CC/C=C\C/C=C\C=C/[C@@H](O)CCCCCCCC(=O)O
InChi Code
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
InChi Key
RIGGEAZDTKMXSI-MEBVTJQTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $121

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    500 µg

    $477

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    1 mg

    $833

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    Product Description

    9(S)-HOTrE is a monohydroxy polyunsaturated fatty acid produced by the action of 5-lipoxygenase on α-linolenic acid.1 9(S)-HOTrE is predominantly localized in cellular ester lipids of Glechoma hederacea leaves and is partially released during artificial dehydration.2 The biological role of 9(S)-HOTrE in G. hederacea leaves is still undetermined, but it may play a role in natural senescence.2 9(S)-HOTrE is an inhibitor of spore germination and germ tube elongation of rice blast fungus with ED50 values of 45 and 30 ppm, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    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. Biochem. J. 124, 431-438 (1971).

    2. Kühn, H., Wisner, R., Alder, L., et al. Occurrence of free and esterified lipoxygenase products in leaves of Glechoma hederacea L. and other Labiatae. Eur. J. Biochem. 186, 155-162 (1989).

    3. Namai, T., Kato, T., Yamaguchi, Y., et al. Anti-rice blast activity and resistance induction of C-18 oxygenated fatty acids. Biosci. Biotechnol. Biochem. 57, 611-613 (1993).

    Product Citations

    Hartling, I., Cremonesi, A., Osuna, E., et al. Quantitative profiling of inflammatory and pro-resolving lipid mediators in human adolescents and mouse plasma using UHPLC-MS/MS. Clin. Chem. Lab. Med. 59(11), 1811-1823 (2021).