An oxylipin
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9(S),12(S),13(S)-TriHODE

Item No. 38950

Technical Information
Formal Name
9S,12S,13S-trihydroxy-10E,15Z-octadecadienoic acid
CAS Number
95341-44-9
Synonyms
  • Corchorifatty Acid F
  • FA 18:2;O3
  • Fulgidic Acid
  • 9(S),12(S),13(S)-trihydroxy-10(E),15(Z)-ODE
  • 9(S),12(S),13(S)-Trihydroxyoctadecadienoic Acid
  • 9(S),12(S),13(S)-trihydroxy-trans-10,cis-15-Octadecadienoic Acid
Molecular Formula
C18H32O5
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
Ethanol: soluble
SMILES
CC/C=C\C[C@H](O)[C@@H](O)/C=C/[C@@H](O)CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H32O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h3,7,13-17,19-21H,2,4-6,8-12H2,1H3,(H,22,23)/b7-3-,14-13+/t15-,16-,17-/m0/s1
InChi Key
MKYUCBXUUSZMQB-SZTSADAQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    9(S),12(S),13(S)-TriHODE is an α-linolenic acid-derived oxylipin that has been found in C. olitorius.1,2,3 It is formed from α-linolenic acid (Item Nos. 90210 | 21910) via a 9(S)-HpOTrE (Item No. 45120) intermediate.1 Tumor levels of 9(S),12(S),13(S)-TriHODE are decreased compared with adjacent healthy tissue in dogs with mammary cancer.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamberg, M., Sanz, A., Rodriguez, M.J., et alActivation of the fatty acid α-dioxygenase pathway during bacterial infection of tobacco leaves. Formation of oxylipins protecting against cell death. The Journal of Biological Chemisty 278(51), 51796-51805 (2003).

    2. Yoshikawa, M., Murakami, T., Shimada, H., et alMedicinal foodstuffs. XIV. On the bioactive constituents of moroheiya. (2): New fatty acids, corchorifatty acids A, B, C, D, E, and F, from the leaves of Corchorus olitorius L. (Tiliaceae): Structures and inhibitory effect on NO production in mouse peritoneal macrophages. Chem. Pharm. Bull. (Tokyo) 46(6), 1008-1014 (1998).

    3. Prost, I., Dhondt, S., Rothe, G., et alEvaluation of the antimicrobial activities of plant oxylipins supports their involvement in defense against pathogens. Plant Physiol. 139(4), 1902-1913 (2005).

    4. Yu, C., Zheng, H.-H., Zhang, Y.-Z., et alIdentification of canine mammary tumor-associated metabolites using untargeted metabolomics. Theriogenology 211, 84-96 (2023).