Molecular structure of (±)-Methyl Jasmonate, CAS Number: 39924-52-2
(±)-Methyl Jasmonate (CAS 39924-52-2)
Alternate Names:
3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester; Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate
Application:
(±)-Methyl Jasmonate is a compound that induces the synthesis of proteinase inhibitors in plant leaves
CAS Number:
39924-52-2
Purity:
≥95%
Molecular Weight:
224.30
Molecular Formula:
C13H20O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(±)-Methyl Jasmonate is a mixture of trans (3R/7R and 3S/7S) isomers and induces the synthesis of proteinase inhibitors in plant leaves. The jasmonates are a group of plant stress hormones that naturally occur in plants following exposure to particular stresses, including pathogen and herbivore attacks. In cancer cells, it suppresses proliferation and induces apoptosis. More specifically, (±)-Methyl Jasmonate inhibits hexokinase that is bound to mitochondria. As hexokinase is overexpressed in cancer cells and contributes to cancer cell growth and survival, (±)-Methyl Jasmonate′s disruption of mitochondrial hexokinase activity selectively targets, and kills, cancer cells. (±)-Methyl Jasmonate derivatives also have potential as anti-inflammatory agents.
(±)-Methyl Jasmonate (CAS 39924-52-2) References
- Interplant communication: airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. | Farmer, EE. and Ryan, CA. 1990. Proc Natl Acad Sci U S A. 87: 7713-6. PMID: 11607107
- Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. | Fingrut, O. and Flescher, E. 2002. Leukemia. 16: 608-16. PMID: 11960340
- Methyl jasmonate as a vital substance in plants. | Cheong, JJ. and Choi, YD. 2003. Trends Genet. 19: 409-13. PMID: 12850447
- Methyl jasmonate binds to and detaches mitochondria-bound hexokinase. | Goldin, N., et al. 2008. Oncogene. 27: 4636-43. PMID: 18408762
- New jasmonate analogues as potential anti-inflammatory agents. | Dang, HT., et al. 2008. Bioorg Med Chem. 16: 10228-35. PMID: 18996699
- Fragrance material review on methyl jasmonate. | Scognamiglio, J., et al. 2012. Food Chem Toxicol. 50 Suppl 3: S572-6. PMID: 22449543
- Methyl jasmonate: a phytohormone with potential for the treatment of inflammatory bowel diseases. | Besson, JCF., et al. 2018. J Pharm Pharmacol. 70: 178-190. PMID: 29072315
- Molecular mechanism of plant stress hormone methyl jasmonate for its anti-inflammatory activity. | Gunjegaonkar, SM. and Shanmugarajan, TS. 2019. Plant Signal Behav. 14: e1642038. PMID: 31314659
- Methyl Jasmonate Induced Oxidative Stress and Accumulation of Secondary Metabolites in Plant Cell and Organ Cultures. | Ho, TT., et al. 2020. Int J Mol Sci. 21: PMID: 31979071
- The roles of methyl jasmonate to stress in plants. | Yu, X., et al. 2019. Funct Plant Biol. 46: 197-212. PMID: 32172764
- Methyl jasmonate alleviates arsenic toxicity in rice. | Mousavi, SR., et al. 2020. Plant Cell Rep. 39: 1041-1060. PMID: 32388591
- Effects of exogenous methyl jasmonate on quality and preservation of postharvest fruits: A review. | Wang, SY., et al. 2021. Food Chem. 353: 129482. PMID: 33725541
- Effects of Methyl Jasmonate and Nano-Methyl Jasmonate Treatments on Monastrell Wine Volatile Composition. | Giménez-Bañón, MJ., et al. 2022. Molecules. 27: PMID: 35566227
Inhibitor of:
HYAL6, MGST2, Olfr1288, OR5L1, Sec31, and Shrm.Activator of:
ACC Oxidase, ACC Synthase 1, ACC Synthase 6, AtNOS1, BIRC8, C1orf101, C1orf112, C1orf158_1700012P22Rik, C1orf198, C3orf19_C130022K22Rik, CHS, CLV1, CLV2, cyclin 3b, Cyclophilin C, DCAR1, Ego-1, ERA1, ETR1, FAM168A, Fascin 2, FGD3, GAGE13, GCP2, GLK, HY5, Isw1p, KCP3, Keratin 17, Keratin 34, Keratin 39, KIAA0754, KNAT2, LFY, Liprin β1, LLGL4, LOC100041119, LOC100041231, LOC100041336, LOC439950, LOC439994, LOC643623, MAGE-A8, Mbp1, MOSPD2, Olfr417, Olfr708, Olfr71, Olfr714, OR10J1, OR10T2, OR10Z1, OR2AJ1, OR2B11, OR2G3, OR2L8, OR2M7, OR2T1, OR2T10, OR2T11, OR2T8, OR4F16, OR52P1, OR5H14, OR5H2, OR6N1, OR6Y1, OR7A17, OR8U1, PhyB, PhyE, Phytohemagglutinin-L, Phytohemagglutinin-M, PRAMEF13, RBM15B, RSRC1, RTP1, SGS2, SGT1, Taxol, WHIP, WUS, ZNF580, ZNF80, and ZTL.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(±)-Methyl Jasmonate, 1 g | sc-205386 | 1 g | $35.00 | |||
(±)-Methyl Jasmonate, 5 g | sc-205386A | 5 g | $103.00 | |||
(±)-Methyl Jasmonate, 10 g | sc-205386B | 10 g | $200.00 | |||
(±)-Methyl Jasmonate, 50 g | sc-205386C | 50 g | $873.00 | |||
(±)-Methyl Jasmonate, 100 g | sc-205386D | 100 g | $1638.00 | |||
(±)-Methyl Jasmonate, 500 g | sc-205386E | 500 g | $6942.00 | |||
(±)-Methyl Jasmonate, 1 kg | sc-205386F | 1 kg | $12246.00 |