HomeGlossary › Methyl Jasmonate

Methyl Jasmonate

POPULAR AND WEIRD  /  floral · jasmine · green
Methyl Jasmonate
CategoryPOPULAR AND WEIRD
Subcategoryfloral · jasmine · green
Origin
VolatilityHeart Note
BotanicalN/A — synthetic aroma chemical (naturally occurring in Jasminum grandiflorum)
AppearanceColourless to pale yellow liquid with a jasmine-like, fruity-floral odour
Odor StrengthMedium (recommend smelling in a 10% solution)
Producing CountriesSynthetic production worldwide; naturally present in Jasminum grandiflorum flowers
PyramidHeart

Oily, petal-soft, green-floral with a magnoli a undertone. Not the dense indolic jasmine of the absolute — this is the molecule responsible for jasmine’s radiant, diffusive halo, the part you smell from ten metres away before you see the bush.

  1. Scent
  2. The Full Story
  3. Fun Fact
  4. Extraction & Chemistry
  5. In Perfumery

Scent

Powerful, oily-green, jasmine-petal character with magnoli a inflecti on. Greener and sharper than hedione, less indolic than jasmine absolute, more floral than cis-jasmone. A slight waxy-greasy quality underneath — like touching the inside of a gardeni a petal. At low concentrati on (1%), reads as a diffusive floral radiance; above 5%, the green-oily quality dominates. Dries toward a clean, tea-like softness. Not a background note despite descriptions suggesting subtlety — it is potent, and overdosing produces a greasy, overblown effect.

Evolution over time

Immediately

Immediately

Powerful green-floral burst. Oily, petal-soft, jasmine-magnolia character. Sharp pentenyl green facet prominent.
After a few hours

After a few hours

Green note recedes, leaving a warm, radiant jasmine heart. Waxy-soft, slightly greasy, with tea-like dryness emerging. The magnolia tonality becomes clearer.
After a few days

After a few days

Surprisingly persistent (TGSC: 256 hours at 100%). Residual note is clean, faintly floral-waxy, with a dry tea character. MW 224 provides moderate substantivity.

The Full Story

CAS 39924-52-2 (racemic mixture); the naturally occurring form in jasmine is (–)-(1R,2R)-cis-methyl jasmonate (CAS 1211-29-6). Molecular weight 224.3, C₁₃H₂₀O₃. A cyclopentanone ester — methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate — constituting 2–3% of jasmine absolute (Jasminum grandiflorum).

The scent is powerful, oily-green, and petal-soft, with a jasmine character that leans magnoli a. Not the narcotic, indolic richness of jasmine absolute — methyl jasmonate captures the diffusive, radiant quality: the part of jasmine that carries through air. Considerably more potent than its simplified industrial derivative hedione (methyl dihydrojasmonate, CAS 24851-98-7), which lacks the pentenyl unsaturati on and therefore the green sharpness and natural depth.

Four stereoisomers exist. The trans isomers dominate in equilibrium, but the minor (+)-cis-epi isomer is the most olfactively valuable — concentrated in premium grades such as Jasmoneige (Fraterworks) and Zeppin (Zeon, Japan). Commercial methyl jasmonate (CAS 39924-52-2) is a trans-dominated racemic mixture; enrichment of the epi-isomer content intensifies the jasmine character.

Beyond perfumery, methyl jasmonate is a genuine plant hormone — the methyl ester of jasmonic acid. It mediates wound response, pathogen defense, and herbivore deterrence across the plant kingdom. This dual identity as fragrance molecule and signalling compound is essentially unique among aroma chemicals.

This note in Première Peau. Nuit Elastique · Rose Monotone. Sample all seven extraits in the Discovery Set.

Related: Accord Eudora · African Marigold · Alpha Amylcinnamaldehyde · Alyssum · Angels Trumpet · Aquaflora · Ashoka Flower · Aurantiol

Did You Know?

Did you know?
Methyl jasmonate selectively kills cancer cells while leaving normal cells unharmed — it detaches the enzyme hexokinase-2 from mitochondrial membranes, collapsing the glycolytic advantage that tumour cells depend on. Published studies (PMC4859652, Cesari et al. 2014) document apoptosis induction in lung, bladder, colorectal, and liver cancer cell lines. The high doses required have so far prevented clinical application, but the mechanism — exploiting the Warburg effect via a plant hormone — remains one of the more surprising intersections of botany and oncology.

Extraction & Chemistry

Extraction method: Produced exclusively by synthesis for commercial use. The natural form occurs at 2–3% in jasmine absolute but is not isolated industrially from natural sources. Demole and Stoll published the first total synthesis in 1962. Modern industrial routes include Pd-catalysed decarboxylation of allyl 2-oxocyclopentanecarboxylates and aldol condensation of cyclopentanone with crotonaldehyde followed by Corey-Chaykovsky cyclopropanation. The synthesis yields a racemic trans-dominated mixture (CAS 39924-52-2); epi-enriched grades require additional isomerisation and separation steps. Asymmetric methods (Xie hydrogenation, Corey-CBS reduction, enzymatic resolution) exist for stereoselective production but remain costly. Supplied commercially by Bedoukian, Zeon (Japan), and Fraterworks, among others.

Molecular FormulaC13H20O3
CAS Number39924-52-2
Botanical NameN/A — synthetic aroma chemical (naturally occurring in Jasminum grandiflorum)
IFRA StatusNo known restrictions
SynonymsMeJA · (Z)-methyl jasmonate · methyl cis-jasmonate · methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate · Jasmoneige (Fraterworks) · Zeppin (Zeon)
Physical Properties
Odor StrengthMedium (recommend smelling in a 10% solution)
Lasting Power256 hours at 100%
AppearanceColourless to pale yellow liquid with a jasmine-like, fruity-floral odour
Boiling Point110.00 °C. @ 0.20 mm Hg
Flash Point230.00 °F. TCC ( 110.00 °C. )
Specific Gravity1.01500 to 1.02500 @ 25.00 °C.
Refractive Index1.47000 to 1.47600 @ 20.00 °C.

In Perfumery

Heart note and diffusion amplifier in jasmine accords, white florals, and magnolia reconstructions. Methyl jasmonate is the molecule Demole identified as the missing element that prevented complete olfactive reconstruction of jasmine — without it, jasmine accords lack radiance and three-dimensionality. At 1% in a formula, it floralises and lifts. At 5–20%, it becomes a structural jasmine pillar. Its industrial derivative hedione (methyl dihydrojasmonate) is cheaper and stabler but lacks the green sharpness and depth. Premium epi-enriched forms (Zeppin by Zeon at 20–23% epi-isomer content) deliver maximum jasmine fidelity at lower dosages. Essential in jasmine soliflores, white floral bouquets, lily of the valley reconstructions, and chypre hearts where transparent floral lift is needed.

From the raw to the worn

This is what it becomes.