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Methyl jasmonate

Methyl 3-oxo-2-(2-pentenyl)cyclopentane ethanoate

Jasmonic acid methyl ester

Monocyclic monoterpenoid alkene ketone ester · C₁₃H₂₀O₃

Chemical structure of Methyl jasmonate
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
39924-52-2
Molecular formula
C₁₃H₂₀O₃
Molecular weight
224.30 g/mol
Aroma
Deep jasmine, night-blooming florals, with green and fruity undertones. The signature note of jasmine oil.

Safety

Low concern · Trace constituent

Methyl jasmonate is a central constituent shaping the jasmine aroma signature. No published data on acute toxicity or skin reactions.

Skin. In an in vitro assay, methyl jasmonate was non-phototoxic.

Anticancer activity. Methyl jasmonate significantly inhibited the proliferation of two human prostate cancer cell types in vitro. It also suppressed proliferation in breast, melanoma and lymphoblastic leukemia cells. The compound induced cell death in leukemia cells isolated from patient blood and prolonged survival of lymphoma-bearing mice.

A defining feature of jasmonates is their selective killing of cancer cells while sparing normal cells. They act directly on mitochondria of cancer cells, bypassing premitochondrial apoptotic blocks and inducing non-apoptotic cell death.


Usage guidelines

Concern level
Limited data, no indicators of hazard
Bioactivity
Selective anticancer in vitro

Found in essential oils

Principal sources
Ginger lily1.8 %
Jasmine0.2 – 1.3 %
Boronia1.2 %
Tansy (blue)tr – 1.0 %

Notes

Methyl jasmonate is widely produced by plants, notably as a stress hormone in response to insect attack. As a volatile, it can also signal such attack to neighboring undamaged plants, prompting them to increase jasmonate production.