Methyl Jasmonate

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  • Identifiers

    CAS number
    1211-29-6

    Molecular formula
    C13H20O3

    SMILES
    CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Floral 85.71%
    Green 81.41%
    Fruity 76.79%
    Jasmin 72.84%
    Sweet 59.08%
    Waxy 52.94%
    Oily 49.02%
    Fresh 48.78%
    Tropical 44.67%
    Peach 44.36%

    Scent© AI

    Odor threshold>

    • Aroma threshold values: Detection: 5.7 ppm

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    224.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 25 °C

    Boiling point

    • BP: 110 °C at 0.2 mm Hg
    • 110.00 °C. @ 0.20 mm Hg

    Flash point est.
    140.84 ˚C

    Flash point expt.

    • > 113 degrees C (> 235 degrees F) - closed cup

    Solubility expt.

    • very slightly
    • Soluble in oils; Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Methyl jasmonate
    • 1211-29-6
    • (-)-Methyl jasmonate
    • Methyl cis-jasmonate
    • methyl (-)-jasmonate
    • Methyl 2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate
    • Jasmonic acid methyl ester
    • (-)-Jasmonic acid methyl ester
    • (3R,7R)-Methyl jasmonate
    • CHEBI:15929
    • Methyl jasmonic acid
    • UNII-900N171A0F
    • Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate
    • HSDB 8131
    • 3-oxo-2-(2-pentenyl)cyclopentaneacetic acid methyl ester
    • EINECS 214-918-6
    • 900N171A0F
    • methyl 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
    • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-
    • METHYL JASMONATE [FHFI]
    • DTXSID3036731
    • Z-Methyl jasmonoate
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans-
    • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-
    • Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (1R-(1alpha,2beta(Z)))-
    • JASMONIC ACID METHYL ESTER [MI]
    • (-)-Jasmonic acid, methyl ester (trans)
    • methyl 2-((1R,2R)-3-oxo-2-pent-2Z-enyl)cyclopentyl)acetate
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (1R-(1alpha,2beta(Z)))-
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (1theta-(1alpha,2beta(Z)))-
    • Methyljasmonate
    • Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester
    • methyl {(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate
    • Methyl (1R-(1alpha,2beta(Z)))-3-oxo-2-(pent-2-enyl)cyclopentaneacetate
    • 20073-13-6
    • 39924-52-2
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, [1R-[1.alpha.,2.beta.(Z)]]-
    • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-rel-
    • CYCLOPENTANEACETIC ACID, 3-OXO-2-(2-PENTENYL)-, METHYL ESTER, (1R-(1.ALPHA.,2.BETA.(Z)))-
    • Methyl dl-jasmonate
    • Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate
    • FEMA No. 3410
    • methyl ((1R,2R)-3-oxo-2-((2Z)-pent-2-en-1-yl)cyclopentyl)acetate
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, [1R-[1alpha,2beta(Z)]]-
    • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-rel-
    • Methyl cisjasmonate
    • EINECS 243-497-1
    • SCHEMBL36186
    • CHEMBL2139332
    • FEMA 3410
    • (3R,7R)-(?)-Methyl jasmonate
    • DTXCID501528672
    • Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (Z)-trans-
    • CMC_7389
    • BDBM50509748
    • CMC_13964
    • LMFA02020010
    • (+-)-Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester
    • AKOS015950850
    • Methyl 3oxo2pent2enyl1cyclopentylacetate
    • AS-75742
    • FJ175597
    • Methyl (2pent2enyl3oxo1cyclopentyl)acetate
    • HY-135663
    • CS-0113712
    • ()Methyl cis2pent2'enyl3oxocyclopentylacetate
    • D94878
    • Q26840883
    • 8171C3E0-B789-4211-B5C1-88C6B260AE3C
    • Cyclopentaneacetic acid, 3oxotrans2(cis2pentenyl), methyl ester
    • Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (Z)trans
    • Methyl (1R(1alpha,2beta(Z)))3oxo2(pent2enyl)cyclopentaneacetate
    • Methyl 3oxo2(2pentenyl)cyclopentaneacetate, (1R(1alpha,2beta(Z)))
    • Cyclopentaneacetic acid, 3oxo2(2Z)2penten1yl, methyl ester, (1R,2R)
    • Cyclopentaneacetic acid, 3oxo2(2Z)2pentenyl, methyl ester, (1R,2R)
    • Cyclopentaneaceticacid,3-oxo-2-(2Z)-2-penten-1-yl-,methyl ester,(1R,2R)-
    • Methyl (1alpha,2beta(Z))-(1)-3-oxo-2-(pent-2-enyl)cyclopentaneacetate
    • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans- (8CI)
    • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)- (9CI)
    • Cyclopentaneacetic acid, 3-oxo-2-[(2Z)-2-pentenyl]-, methyl ester, (1R,2R)-
    • Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (1R(1alpha,2beta(Z)))
    • Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (1theta(1alpha,2beta(Z)))

  • Applications

    Methyl jasmonate (MeJA, CAS 1211-29-6) is widely applied as a plant defense elicitor and secondary-metabolism stimulant across agriculture, postharvest handling, biotechnology, and perfumery: preharvest sprays or vapor treatments activate JA signaling, increase proteinase inhibitors, phytoalexins, phenolics, glucosinolates, and herbivore-induced VOCs that attract natural enemies, thereby enhancing tolerance to insects, pathogens, drought, salinity, and chilling via upregulated antioxidant enzymes and osmoprotectants; in storage of produce (e.g., citrus, mango, strawberry, grape, peach) MeJA reduces fungal decay such as Botrytis, alleviates chilling injury, preserves firmness, color, aroma, and antioxidant capacity, and can modulate ripening and anthocyanin accumulation depending on species; in plant cell, tissue, or hairy-root cultures it is a classic elicitor boosting terpenoids, alkaloids, and phenylpropanoids for pharmaceuticals and nutraceuticals (e.g., paclitaxel in Taxus, artemisinin in Artemisia, indole–terpene alkaloids in Catharanthus, anthocyanins and rosmarinic acid in Lamiaceae); in research it serves as a probe of jasmonate signaling and crosstalk with salicylic acid and ethylene, as an LC–MS/GC–MS analytical standard, and as a tool to induce glandular trichomes and reshape VOC profiles; additionally, owing to its jasmine-like odor, MeJA is used at low levels as a fragrance ingredient under prevailing safety guidelines.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 818.22
    methanol 1179.93
    isopropanol 671.78
    water 1.01
    ethyl acetate 763.39
    n-propanol 583.66
    acetone 1140.81
    n-butanol 514.1
    acetonitrile 857.4
    DMF 1305.22
    toluene 390.28
    isobutanol 445.37
    1,4-dioxane 1321.04
    methyl acetate 593.48
    THF 1221.71
    2-butanone 702.55
    n-pentanol 357.2
    sec-butanol 493.04
    n-hexane 10.26
    ethylene glycol 145.93
    NMP 891.39
    cyclohexane 37.25
    DMSO 1357.85
    n-butyl acetate 333.83
    n-octanol 77.5
    chloroform 2309.27
    n-propyl acetate 392.64
    acetic acid 1010.26
    dichloromethane 1750.3
    cyclohexanone 907.19
    propylene glycol 269.14
    isopropyl acetate 479.2
    DMAc 1011.96
    2-ethoxyethanol 613.28
    isopentanol 514.45
    n-heptane 3.51
    ethyl formate 407.19
    1,2-dichloroethane 968.53
    n-hexanol 229.84
    2-methoxyethanol 974.74
    isobutyl acetate 259.56
    tetrachloromethane 180.03
    n-pentyl acetate 172.83
    transcutol 2053.12
    n-heptanol 83.29
    ethylbenzene 163.92
    MIBK 374.89
    2-propoxyethanol 476.68
    tert-butanol 819.92
    MTBE 544.71
    2-butoxyethanol 241.6
    propionic acid 516.49
    o-xylene 208.07
    formic acid 366.77
    diethyl ether 515.99
    m-xylene 244.73
    p-xylene 209.41
    chlorobenzene 517.66
    dimethyl carbonate 243.17
    n-octane 2.19
    formamide 613.08
    cyclopentanone 986.29
    2-pentanone 580.51
    anisole 404.1
    cyclopentyl methyl ether 463.44
    gamma-butyrolactone 1131.38
    1-methoxy-2-propanol 715.3
    pyridine 1056.78
    3-pentanone 365.16
    furfural 985.07
    n-dodecane 3.07
    diethylene glycol 445.39
    diisopropyl ether 111.19
    tert-amyl alcohol 524.89
    acetylacetone 745.8
    n-hexadecane 3.73
    acetophenone 389.93
    methyl propionate 465.27
    isopentyl acetate 321.54
    trichloroethylene 2086.13
    n-nonanol 72.65
    cyclohexanol 482.84
    benzyl alcohol 395.05
    2-ethylhexanol 116.99
    isooctanol 78.28
    dipropyl ether 94.69
    1,2-dichlorobenzene 429.19
    ethyl lactate 180.41
    propylene carbonate 609.45
    n-methylformamide 599.63
    2-pentanol 318.69
    n-pentane 9.46
    1-propoxy-2-propanol 290.39
    1-methoxy-2-propyl acetate 383.44
    2-(2-methoxypropoxy) propanol 296.86
    mesitylene 126.08
    ε-caprolactone 805.06
    p-cymene 65.74
    epichlorohydrin 1223.56
    1,1,1-trichloroethane 838.65
    2-aminoethanol 348.83
    morpholine-4-carbaldehyde 902.56
    sulfolane 1002.43
    2,2,4-trimethylpentane 14.1
    2-methyltetrahydrofuran 844.63
    n-hexyl acetate 238.82
    isooctane 10.88
    2-(2-butoxyethoxy)ethanol 425.28
    sec-butyl acetate 287.81
    tert-butyl acetate 458.97
    decalin 24.19
    glycerin 374.36
    diglyme 797.71
    acrylic acid 489.1
    isopropyl myristate 79.97
    n-butyric acid 776.8
    acetyl acetate 488.11
    di(2-ethylhexyl) phthalate 113.19
    ethyl propionate 299.06
    nitromethane 1444.05
    1,2-diethoxyethane 387.61
    benzonitrile 482.3
    trioctyl phosphate 64.23
    1-bromopropane 400.81
    gamma-valerolactone 1191.29
    n-decanol 51.5
    triethyl phosphate 110.14
    4-methyl-2-pentanol 187.97
    propionitrile 498.48
    vinylene carbonate 581.58
    1,1,2-trichlorotrifluoroethane 890.14
    DMS 290.56
    cumene 99.23
    2-octanol 56.21
    2-hexanone 349.67
    octyl acetate 99.73
    limonene 88.3
    1,2-dimethoxyethane 816.77
    ethyl orthosilicate 103.2
    tributyl phosphate 93.3
    diacetone alcohol 495.52
    N,N-dimethylaniline 231.97
    acrylonitrile 643.7
    aniline 592.13
    1,3-propanediol 542.02
    bromobenzene 514.04
    dibromomethane 1003.13
    1,1,2,2-tetrachloroethane 1653.51
    2-methyl-cyclohexyl acetate 177.86
    tetrabutyl urea 111.6
    diisobutyl methanol 71.55
    2-phenylethanol 265.83
    styrene 237.84
    dioctyl adipate 144.61
    dimethyl sulfate 381.67
    ethyl butyrate 210.3
    methyl lactate 264.26
    butyl lactate 172.15
    diethyl carbonate 164.23
    propanediol butyl ether 279.15
    triethyl orthoformate 152.59
    p-tert-butyltoluene 64.03
    methyl 4-tert-butylbenzoate 243.1
    morpholine 1433.77
    tert-butylamine 379.0
    n-dodecanol 37.48
    dimethoxymethane 636.64
    ethylene carbonate 488.15
    cyrene 303.53
    2-ethoxyethyl acetate 335.14
    2-ethylhexyl acetate 226.02
    1,2,4-trichlorobenzene 543.29
    4-methylpyridine 1019.37
    dibutyl ether 96.58
    2,6-dimethyl-4-heptanol 71.55
    DEF 589.91
    dimethyl isosorbide 414.27
    tetrachloroethylene 933.38
    eugenol 251.93
    triacetin 305.03
    span 80 226.45
    1,4-butanediol 206.55
    1,1-dichloroethane 1106.85
    2-methyl-1-pentanol 327.96
    methyl formate 446.83
    2-methyl-1-butanol 418.23
    n-decane 4.81
    butyronitrile 503.14
    3,7-dimethyl-1-octanol 100.56
    1-chlorooctane 41.42
    1-chlorotetradecane 16.64
    n-nonane 3.81
    undecane 3.67
    tert-butylcyclohexane 20.22
    cyclooctane 8.24
    cyclopentanol 439.15
    tetrahydropyran 919.82
    tert-amyl methyl ether 293.74
    2,5,8-trioxanonane 511.64
    1-hexene 86.76
    2-isopropoxyethanol 394.84
    2,2,2-trifluoroethanol 342.27
    methyl butyrate 434.84

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Jasmine (Indonesia) 8022-96-6 Jasminum officinale var. grandiflorum L. (Red Flower), fam. Oleaceae 0.25%
Jasmine, Living Flower Headspace 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.3%
Michelia champaca flower absolute Michelia champaca L., fam. Magnoliaceae 0.6%
Neroli bigarade (bitter orange flower) Spain 2 8016-38-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Jasmine absolute (India) 2 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.01%
Jasmine oil (India) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.75%
Jasmine absolute (Algeria) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 3.18%
Jasmine absolute (Egypt) 1 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 3.88%
Jasmine absolute (France) 1 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 2.99%
Jasmine absolute (Italy) 1 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 3.07%
Jasmine absolute (Turkey) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.94%
Jasmine absolute (France) 2 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.36%
Jasmine absolute (Italy) 2 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 1.08%
Jasmine absolute (India) 1 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.36%
Jasmine absolute (Morocco) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.86%
Jasmine absolute (Egypt) 2 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.36%
Jasmine absolute (Egypt) 3 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 3.75%
Tuberose 8024-05-3 Polianthes tuberosa L., fam. Amaryllidaceae (Agavaceae) 1.0%
Cymbidium goeringii flower headspace Cymbidium goeringii (Rchb.f.) Rchb.f., fam Orchidaceae 1.6%
Jasmine sambac (France) concrete Jasminum sambac (L.) Aiton, fam. Oleaceae 0.2%
Olive flower (headspace) Olea europaea L., fam. Oleaceae 7.4%