Methyl 2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate
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Quantity:
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Overview
Regulatory Status: RUO
Shipping:
cool pack
Storage:
-20℃
Documents
Further Information
Bioactivity:
(?)-Jasmonic acid methyl ester induces the synthesis of proteinase inhibitors in plant leaves. 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. (?)-Jasmonic acid methyl ester derivatives also have potential as anti-inflammatory agents. Methyl jasmonate has been primarily detected in urine.
CAS:
39924-52-2
Formula:
C13H20O3
Molecular Weight:
224.3
Pathway:
; Metabolism
Purity:
0.9939
SMILES:
CCC=CCC1C(CC(=O)OC)CCC1=O
Target:
Endogenous Metabolite
References
Fingrut, O., and Flescher, E. Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells. Leukemia 16, 608-616 (2002).
Farmer, E.E., and Ryan, C.A. Interplant communication: Airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves. Proc Natl Acad Sci U S A. 1990 Oct;87(19):7713-6.
Dang, H.T., et al. New jasmonate analogues as potential anti-inflammatory agents. Bioorganic & Medicinal Chemistry 16, 10228-10235 (2008).
Goldin, N., et al. Methyl jasmonate binds to and detaches mitochondria-bound hexokinase. Oncogene 27, 4636-4643 (2008).