Ajoene

Overview IFRA Request a quote

  • Identifiers

    CAS number
    92285-01-3

    Molecular formula
    C9H14OS3

    SMILES
    C=CCSS/C=C/CS(=O)CC=C

    Safety labels

  • Odor profile

    Fragrance
    Onion 78.18%
    Garlic 73.97%
    Sulfurous 67.82%
    Alliaceous 61.06%
    Pungent 55.99%
    Roasted 53.76%
    Savory 47.18%
    Cooked 46.46%
    Radish 38.48%
    Meaty 36.94%

     

    Flavor
    Onion 61.26%
    Garlic 59.12%
    Alliaceous 49.77%
    Sulfurous 42.56%
    Cooked 38.19%
    Horseradish 36.5%
    Metallic 35.74%
    Roasted 31.86%
    Mustard 30.71%
    Cabbage 28.38%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    5.75 (weak acid)

    Molecular weight
    234.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    379°C

    Flash point

    • 192.15 ˚C est.

  • Synonyms

    • Ajoene
    • 92285-01-3
    • (E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
    • Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl
    • 99A0041VG8
    • RefChem:915317
    • 3-(((1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl)disulfanyl)prop-1-ene
    • 2-PROPEN-1-YL (3-(2-PROPEN-1-YLSULFINYL)-1-PROPEN-1-YL) DISULFIDE
    • (E)-Ajoene
    • 92284-99-6
    • Ajoene, (E)-
    • trans-Ajoene
    • E-Ajoene
    • NSC614554
    • NSC-614554
    • W36UK64JYA
    • CHEMBL122890
    • Disulfide, 2-propen-1-yl (1E)-3-(2-propen-1-ylsulfinyl)-1-propen-1-yl
    • CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9-
    • Ajoene (not validated)
    • Disulfide, 2-propenyl (1E)-3-(2-propenylsulfinyl)-1-propenyl
    • Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl, (E)-
    • E/Z Ajoene (~20per cent in Ethyl Acetate)
    • (E)-1-(allyldisulfanyl)-3-allylsulfinyl-prop-1-ene
    • 2-Propen-1-yl[3-(2-propen-1-ylsulfinyl)-1-propen-1-yl] disulfide
    • Disulfide, 2-propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl]
    • E- Ajoene (~20% in Ethyl Acetate)
    • UNII-W36UK64JYA
    • NSC 614554
    • C9H14OS3
    • UNII-99A0041VG8
    • Ajoene, trans-
    • 2-Propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl]disulfide; 2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl disulfide; Acuagel; Adjoen; Ajoene
    • 2-Propenyl-3-(2-propenylsulfinyl)-1-propenyl disulfide
    • SCHEMBL465526
    • orb1693729
    • AJOENE (E)-FORM [MI]
    • CHEBI:80708
    • DTXSID501318485
    • BDBM50240785
    • MFCD06411561
    • AKOS040754739
    • AKOS040755267
    • HY-106784A
    • DA-69163
    • DA-70655
    • HY-106784
    • CS-0026551
    • CS-0173650
    • E-4,5,9-trithiadodeca-1,6,11-triene 9-oxide
    • Q338762
    • (e,z)-4,5,9-trithiadodeca-1,6,11-triene 9-oxide
    • (E)-1-allyl-2-(3-(allylsulfinyl)prop-1-enyl)disulfane
    • (E)-1-Allyldisulfanyl-3-(prop-2-ene-1-sulfinyl)-propene
    • (E)-1-Allyl-2-(3-(allylsulfinyl)prop-1-en-1-yl)disulfane
    • (1E)-3-(Prop-2-ene-1-sulfinyl)-1-[(prop-2-en-1-yl)disulfanyl]prop-1-ene
    • 92284-99-6

  • Applications

    Ajoene (CAS 92285-01-3) is a garlic-derived organosulfur compound used as a bioactive reference in several sectors. In pharmaceuticals and biomedical research, it is investigated for antiplatelet/antithrombotic activity and antimicrobial effects; in cosmetics/personal care, it is considered as a bioactive ingredient for topical formulations with antimicrobial potential; in cleaning and household products, it may function as a biocide or antimicrobial additive; in agriculture, it is evaluated for protection against fungal and bacterial crop pathogens; in industrial manufacturing, it can serve as an intermediate or building block in the synthesis of sulfur-containing compounds and related chemical architectures.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 158.93
    methanol 200.55
    isopropanol 109.5
    water 0.51
    ethyl acetate 221.99
    n-propanol 134.04
    acetone 538.76
    n-butanol 124.85
    acetonitrile 238.01
    DMF 873.91
    toluene 215.47
    isobutanol 110.65
    1,4-dioxane 454.92
    methyl acetate 261.83
    THF 731.62
    2-butanone 360.5
    n-pentanol 126.07
    sec-butanol 123.37
    n-hexane 21.46
    ethylene glycol 65.37
    NMP 759.54
    cyclohexane 93.47
    DMSO 1175.53
    n-butyl acetate 227.33
    n-octanol 79.52
    chloroform 702.04
    n-propyl acetate 186.95
    acetic acid 304.81
    dichloromethane 572.78
    cyclohexanone 664.37
    propylene glycol 93.56
    isopropyl acetate 137.8
    DMAc 727.72
    2-ethoxyethanol 260.79
    isopentanol 114.94
    n-heptane 30.18
    ethyl formate 171.06
    1,2-dichloroethane 433.07
    n-hexanol 128.76
    2-methoxyethanol 352.68
    isobutyl acetate 132.9
    tetrachloromethane 92.89
    n-pentyl acetate 143.64
    transcutol 1102.7
    n-heptanol 69.01
    ethylbenzene 97.25
    MIBK 163.42
    2-propoxyethanol 258.8
    tert-butanol 147.61
    MTBE 144.34
    2-butoxyethanol 154.42
    propionic acid 180.9
    o-xylene 143.53
    formic acid 115.65
    diethyl ether 169.19
    m-xylene 137.09
    p-xylene 120.33
    chlorobenzene 309.38
    dimethyl carbonate 117.95
    n-octane 10.28
    formamide 205.1
    cyclopentanone 735.09
    2-pentanone 267.87
    anisole 230.89
    cyclopentyl methyl ether 348.77
    gamma-butyrolactone 617.22
    1-methoxy-2-propanol 267.5
    pyridine 543.8
    3-pentanone 245.2
    furfural 689.33
    n-dodecane 8.9
    diethylene glycol 235.39
    diisopropyl ether 57.04
    tert-amyl alcohol 144.29
    acetylacetone 381.01
    n-hexadecane 10.39
    acetophenone 270.1
    methyl propionate 214.71
    isopentyl acetate 188.36
    trichloroethylene 912.23
    n-nonanol 75.4
    cyclohexanol 234.09
    benzyl alcohol 208.9
    2-ethylhexanol 104.78
    isooctanol 61.87
    dipropyl ether 152.6
    1,2-dichlorobenzene 303.45
    ethyl lactate 124.77
    propylene carbonate 321.12
    n-methylformamide 287.13
    2-pentanol 93.78
    n-pentane 22.05
    1-propoxy-2-propanol 222.17
    1-methoxy-2-propyl acetate 248.67
    2-(2-methoxypropoxy) propanol 226.01
    mesitylene 90.72
    ε-caprolactone 416.0
    p-cymene 80.64
    epichlorohydrin 594.09
    1,1,1-trichloroethane 356.43
    2-aminoethanol 111.91
    morpholine-4-carbaldehyde 707.21
    sulfolane 843.88
    2,2,4-trimethylpentane 16.34
    2-methyltetrahydrofuran 418.19
    n-hexyl acetate 185.25
    isooctane 11.1
    2-(2-butoxyethoxy)ethanol 289.4
    sec-butyl acetate 127.7
    tert-butyl acetate 164.56
    decalin 34.42
    glycerin 162.17
    diglyme 541.05
    acrylic acid 200.37
    isopropyl myristate 76.42
    n-butyric acid 225.28
    acetyl acetate 179.63
    di(2-ethylhexyl) phthalate 98.85
    ethyl propionate 145.23
    nitromethane 616.03
    1,2-diethoxyethane 314.77
    benzonitrile 298.91
    trioctyl phosphate 62.77
    1-bromopropane 208.25
    gamma-valerolactone 833.06
    n-decanol 59.66
    triethyl phosphate 108.69
    4-methyl-2-pentanol 63.62
    propionitrile 173.22
    vinylene carbonate 344.66
    1,1,2-trichlorotrifluoroethane 530.3
    DMS 192.75
    cumene 68.71
    2-octanol 52.75
    2-hexanone 214.53
    octyl acetate 96.38
    limonene 132.55
    1,2-dimethoxyethane 444.75
    ethyl orthosilicate 103.96
    tributyl phosphate 86.79
    diacetone alcohol 211.56
    N,N-dimethylaniline 180.63
    acrylonitrile 245.47
    aniline 247.5
    1,3-propanediol 136.16
    bromobenzene 311.41
    dibromomethane 392.17
    1,1,2,2-tetrachloroethane 710.35
    2-methyl-cyclohexyl acetate 176.71
    tetrabutyl urea 139.51
    diisobutyl methanol 71.43
    2-phenylethanol 181.74
    styrene 143.76
    dioctyl adipate 139.92
    dimethyl sulfate 259.68
    ethyl butyrate 178.02
    methyl lactate 158.41
    butyl lactate 155.98
    diethyl carbonate 127.16
    propanediol butyl ether 210.72
    triethyl orthoformate 154.58
    p-tert-butyltoluene 74.26
    methyl 4-tert-butylbenzoate 180.66
    morpholine 533.39
    tert-butylamine 94.77
    n-dodecanol 48.83
    dimethoxymethane 335.61
    ethylene carbonate 263.01
    cyrene 286.62
    2-ethoxyethyl acetate 225.16
    2-ethylhexyl acetate 164.28
    1,2,4-trichlorobenzene 366.13
    4-methylpyridine 448.89
    dibutyl ether 135.13
    2,6-dimethyl-4-heptanol 71.43
    DEF 345.86
    dimethyl isosorbide 400.56
    tetrachloroethylene 434.13
    eugenol 205.0
    triacetin 245.02
    span 80 210.86
    1,4-butanediol 86.32
    1,1-dichloroethane 329.25
    2-methyl-1-pentanol 116.92
    methyl formate 236.35
    2-methyl-1-butanol 120.47
    n-decane 14.39
    butyronitrile 182.07
    3,7-dimethyl-1-octanol 92.08
    1-chlorooctane 67.86
    1-chlorotetradecane 30.18
    n-nonane 13.64
    undecane 10.82
    tert-butylcyclohexane 24.6
    cyclooctane 28.82
    cyclopentanol 217.9
    tetrahydropyran 466.03
    tert-amyl methyl ether 139.79
    2,5,8-trioxanonane 404.55
    1-hexene 74.86
    2-isopropoxyethanol 183.75
    2,2,2-trifluoroethanol 127.43
    methyl butyrate 218.94

    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