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- (±)-Jasmonic Acid methyl ester
(±)-Jasmonic Acid methyl ester
(±)-Jasmonic Acid methyl ester can suppress proliferation and induce apoptosis.
Jasmonates, a group of plant stress hormones that naturally occur in plants following exposure to certain types of stresses, includ pathogen and herbivore attacks.
In vitro: It was found that (±)-Jasmonic Acid methyl ester, when applied to surfaces of tomato plants, could induce the synthesis of defensive proteinase inhibitor proteins. The presence of (±)-Jasmonic Acid methyl ester in the chamber atmosphere containing plants resulted in the accumulation of proteinase inhibitors in leaves of all studied three species [1]. Another study found that (±)-Jasmonic Acid methyl ester could induce death in each of the studied cell lines, while other plant stress hormones could not affect normal human lymphocytes. In addition, (±)-Jasmonic Acid methyl ester caused apoptotic death, as measured by flow cytometric DNA profile, characteristic nuclear morphology, and caspase-3 activity elevation [2].
In vivo: Animal study showed that mice bearing EL-4 lymphoma and treated with (±)-Jasmonic Acid methyl ester survived for significantly longer periods of time than untreated mice, suggesting that plant stress hormones might potentially be a new class of anti-cancer drugs [2].
Clinical trial: So far, no clinical study has been conducted.
References:
1.? Farmer, E.E. and Ryan, C.A. Interplant communication: Airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. Proceedings of the National Academy of Sciences of the United States of America 87, 7713-7716 (1990).
2.? Fingrut, O. and Flescher, E. Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. Leukemia 16, 608-616 (2002).
Physical Appearance | A neat oil |
Storage | Store at -20°C |
M.Wt | 224.3 |
Cas No. | 39924-52-2 |
Formula | C13H20O3 |
Synonyms | (±)-Methyl Jasmonate |
Solubility | ≥78.2 mg/mL in DMSO; ≥56.6 mg/mL in EtOH; ≥72 mg/mL in H2O |
Chemical Name | 3-oxo-2-(2-penten-1-yl)-cyclopentaneacetic acid, methyl ester |
SDF | Download SDF |
Canonical SMILES | O=C1[C@@](C/C=C\CC)([H])[C@](CC(OC)=O)([H])CC1 |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Chemical structure
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