(10)-Shogaol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    36752-54-2

    Molecular formula
    C21H32O3

    SMILES
    CCCCCCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 48.6%
    Sweet 32.43%
    Floral 31.91%
    Waxy 31.9%
    Balsamic 31.53%
    Milky 28.74%
    Fruity 28.55%
    Warm 28.33%
    Woody 27.78%
    Fatty 27.27%

     

    Flavor
    Herbal 59.22%
    Woody 42.55%
    Spicy 36.36%
    Warm 29.96%
    Floral 28.34%
    Jasmin 28.21%
    Oily 27.59%
    Waxy 25.89%
    Fresh 24.53%
    Celery 24.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.9

    pKa est.
    10.09 (weak base)

    Molecular weight
    332.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    456°C

    Flash point

    • 181.07 ˚C est.

  • Synonyms

    • 10-Shogaol
    • 36752-54-2
    • [10]-Shogaol
    • (10)-Shogaol
    • (E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
    • trans-(10)-Shogaol
    • (E)-(10)-Shogaol
    • UP39BHE708
    • 1-(4-Hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
    • (4e)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
    • 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-
    • 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-
    • DTXSID40873730
    • RefChem:25792
    • DTXCID101011954
    • 10-Shogaol (constituent of ginger)
    • CHEMBL24226
    • (E)-1-(4-hydroxy-3-methoxy-phenyl)tetradec-4-en-3-one
    • MFCD00916692
    • 10-Shogaol (constituent of ginger) [DSC]
    • 104186-05-2
    • (4E)-1-(4-Hydroxy-3-methoxyphenyl)-4-tetradecen-3-one; trans-[10]-Shogaol
    • trans-10-shogaol
    • (E)-10-shogaol
    • [10]-Shogaol (Standard)
    • UNII-UP39BHE708
    • 1-(4-Hydroxy-3-methoxyphenyl)-4-tetradecen-3-one
    • MEGxp0_001221
    • orb1301795
    • SCHEMBL4885150
    • SCHEMBL29564502
    • ACon1_001059
    • HY-N2434R
    • CHEBI:192883
    • FADFGCOCHHNRHF-VAWYXSNFSA-N
    • HY-N2434
    • MSK40215
    • BDBM50317423
    • ZB1863
    • AKOS030530375
    • EBC-615851
    • NCGC00169717-01
    • NCGC00169717-02
    • AC-34350
    • DA-59829
    • FS145198
    • MS-25013
    • CS-0022652
    • BRD-K70733829-001-01-3
    • Q27291178
    • (E)-1-(4-Hydroxy-3-methoxy-phenyl)-tetradec-4-en-3-one
    • (e)-1-(4-hydroxy-3-methoxyphenyl) tetradec-4-ene-3-one
    • NCGC00169717-02!(E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
    • 10-Shogaol(10)-Shogaol; trans-(10)-Shogaol; (E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
    • 36752-54-2

  • Applications

    (10)-Shogaol (CAS 36752-54-2) is a ginger-derived compound that is typically encountered as an aroma and flavor constituent with a characteristic spicy, ginger-like character. In practical applications, it is used as a fragrance ingredient in perfumery; as a flavor additive or precursor in ginger-flavored foods and beverages; in cosmetics and personal care products to impart a ginger-spice scent; and it may serve as a chemical intermediate or research reference in pharmaceutical/biochemical studies focused on ginger constituents or as a starting point for synthesizing related gingerol/shogaol derivatives. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1218.44
    methanol 1321.92
    isopropanol 686.41
    water 0.06
    ethyl acetate 1596.81
    n-propanol 857.97
    acetone 2387.25
    n-butanol 518.67
    acetonitrile 665.05
    DMF 765.04
    toluene 208.34
    isobutanol 409.28
    1,4-dioxane 1256.58
    methyl acetate 936.98
    THF 2176.89
    2-butanone 1279.37
    n-pentanol 266.71
    sec-butanol 482.78
    n-hexane 5.51
    ethylene glycol 32.39
    NMP 366.53
    cyclohexane 52.46
    DMSO 2195.74
    n-butyl acetate 391.85
    n-octanol 74.23
    chloroform 1304.39
    n-propyl acetate 616.48
    acetic acid 589.31
    dichloromethane 1751.2
    cyclohexanone 1319.57
    propylene glycol 108.2
    isopropyl acetate 696.54
    DMAc 856.93
    2-ethoxyethanol 616.22
    isopentanol 348.8
    n-heptane 6.27
    ethyl formate 440.37
    1,2-dichloroethane 1404.06
    n-hexanol 153.11
    2-methoxyethanol 998.03
    isobutyl acetate 304.4
    tetrachloromethane 153.02
    n-pentyl acetate 322.15
    transcutol 1477.53
    n-heptanol 87.47
    ethylbenzene 85.04
    MIBK 427.53
    2-propoxyethanol 403.13
    tert-butanol 710.95
    MTBE 749.87
    2-butoxyethanol 259.74
    propionic acid 402.2
    o-xylene 103.95
    formic acid 97.78
    diethyl ether 841.19
    m-xylene 100.05
    p-xylene 113.3
    chlorobenzene 289.18
    dimethyl carbonate 208.2
    n-octane 6.07
    formamide 273.11
    cyclopentanone 1324.41
    2-pentanone 1059.11
    anisole 249.4
    cyclopentyl methyl ether 544.67
    gamma-butyrolactone 1074.86
    1-methoxy-2-propanol 638.19
    pyridine 763.59
    3-pentanone 567.1
    furfural 558.52
    n-dodecane 5.79
    diethylene glycol 213.47
    diisopropyl ether 110.1
    tert-amyl alcohol 446.91
    acetylacetone 1100.16
    n-hexadecane 6.77
    acetophenone 267.39
    methyl propionate 694.65
    isopentyl acetate 332.98
    trichloroethylene 1652.49
    n-nonanol 74.5
    cyclohexanol 411.4
    benzyl alcohol 206.15
    2-ethylhexanol 85.61
    isooctanol 85.36
    dipropyl ether 146.34
    1,2-dichlorobenzene 254.54
    ethyl lactate 154.73
    propylene carbonate 466.36
    n-methylformamide 424.95
    2-pentanol 263.46
    n-pentane 6.11
    1-propoxy-2-propanol 280.72
    1-methoxy-2-propyl acetate 399.39
    2-(2-methoxypropoxy) propanol 195.53
    mesitylene 60.92
    ε-caprolactone 880.54
    p-cymene 47.41
    epichlorohydrin 1594.5
    1,1,1-trichloroethane 884.36
    2-aminoethanol 150.45
    morpholine-4-carbaldehyde 514.47
    sulfolane 995.73
    2,2,4-trimethylpentane 10.63
    2-methyltetrahydrofuran 1027.56
    n-hexyl acetate 291.67
    isooctane 7.48
    2-(2-butoxyethoxy)ethanol 328.65
    sec-butyl acetate 341.48
    tert-butyl acetate 615.94
    decalin 17.45
    glycerin 111.72
    diglyme 805.51
    acrylic acid 218.02
    isopropyl myristate 89.38
    n-butyric acid 806.34
    acetyl acetate 572.38
    di(2-ethylhexyl) phthalate 81.96
    ethyl propionate 435.72
    nitromethane 1399.57
    1,2-diethoxyethane 521.16
    benzonitrile 246.5
    trioctyl phosphate 59.76
    1-bromopropane 562.54
    gamma-valerolactone 1401.42
    n-decanol 52.38
    triethyl phosphate 110.86
    4-methyl-2-pentanol 118.15
    propionitrile 466.8
    vinylene carbonate 366.51
    1,1,2-trichlorotrifluoroethane 592.52
    DMS 252.26
    cumene 52.57
    2-octanol 66.25
    2-hexanone 451.77
    octyl acetate 119.1
    limonene 78.33
    1,2-dimethoxyethane 943.61
    ethyl orthosilicate 109.71
    tributyl phosphate 80.29
    diacetone alcohol 521.81
    N,N-dimethylaniline 125.1
    acrylonitrile 454.44
    aniline 256.68
    1,3-propanediol 379.37
    bromobenzene 296.36
    dibromomethane 980.95
    1,1,2,2-tetrachloroethane 1336.76
    2-methyl-cyclohexyl acetate 179.39
    tetrabutyl urea 108.5
    diisobutyl methanol 66.63
    2-phenylethanol 166.31
    styrene 119.8
    dioctyl adipate 152.78
    dimethyl sulfate 280.29
    ethyl butyrate 291.9
    methyl lactate 175.93
    butyl lactate 198.08
    diethyl carbonate 184.44
    propanediol butyl ether 192.82
    triethyl orthoformate 172.3
    p-tert-butyltoluene 46.31
    methyl 4-tert-butylbenzoate 205.88
    morpholine 1620.34
    tert-butylamine 255.74
    n-dodecanol 38.96
    dimethoxymethane 894.65
    ethylene carbonate 398.62
    cyrene 189.44
    2-ethoxyethyl acetate 480.32
    2-ethylhexyl acetate 226.68
    1,2,4-trichlorobenzene 284.13
    4-methylpyridine 533.0
    dibutyl ether 150.48
    2,6-dimethyl-4-heptanol 66.63
    DEF 636.18
    dimethyl isosorbide 369.53
    tetrachloroethylene 739.63
    eugenol 196.2
    triacetin 310.37
    span 80 166.13
    1,4-butanediol 111.56
    1,1-dichloroethane 1205.47
    2-methyl-1-pentanol 214.06
    methyl formate 323.22
    2-methyl-1-butanol 306.21
    n-decane 10.52
    butyronitrile 508.95
    3,7-dimethyl-1-octanol 89.19
    1-chlorooctane 62.58
    1-chlorotetradecane 22.15
    n-nonane 9.05
    undecane 7.34
    tert-butylcyclohexane 14.44
    cyclooctane 8.42
    cyclopentanol 385.36
    tetrahydropyran 1679.1
    tert-amyl methyl ether 332.16
    2,5,8-trioxanonane 427.91
    1-hexene 53.96
    2-isopropoxyethanol 360.27
    2,2,2-trifluoroethanol 140.75
    methyl butyrate 606.57

    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