Homocapsaicin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    58493-48-4

    Molecular formula
    C19H29NO3

    SMILES
    CC(C)/C=C/CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Herbal 41.66%
    Spicy 41.45%
    Savory 38.31%
    Meaty 35.85%
    Cooling 35.73%
    Odorless 32.71%
    Mint 30.13%
    Animal 23.85%
    Warm 23.68%
    Roasted 22.27%

     

    Flavor
    Herbal 56.53%
    Mild 29.23%
    Woody 28.76%
    Odorless 28.54%
    Warm 27.85%
    Bland 27.75%
    Spicy 27.21%
    Spice 21.31%
    Lovage 20.2%
    Parsley 19.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    9.82 (weak base)

    Molecular weight
    319.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    454°C

    Melting point expt.

    • 64.5 - 65.5 °C

    Flash point

    • 190.92 ˚C est.

  • Synonyms

    • homocapsaicin
    • Homocapsaicin I
    • 58493-48-4
    • E-Homocapsaicin
    • S5KLC0JPH3
    • UNII-S5KLC0JPH3
    • N-VANILLYL-9-METHYLDEC-7-(E)-ENAMIDE
    • TRANS-N-VANILLYL-9-METHYLDEC-7-ENAMIDE
    • VANILLYLAMIDE OF 9-METHYLDEC-TRANS-7-ENOIC ACID
    • (3e)-n-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide
    • 7-DECENAMIDE, N-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-9-METHYL-, (E)-
    • RefChem:39045
    • HOMOCAPSAICIN (CONSTITUENT OF CAPSICUM)
    • HomocapsaicinI
    • (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldec-7-enamide
    • (e)-n-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide
    • (7E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldec-7-enamide
    • 7-Decenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-9-methyl-, (7E)-
    • HOMOCAPSAICIN [DSC]
    • SCHEMBL1878909
    • DTXSID50894012
    • 9-methyl-N-vanillyl-7-decenamide
    • CHEBI:165229
    • JKIHLSTUOQHAFF-VQHVLOKHSA-N
    • trans-9-methyl-N-vanillyl-7-decenamide
    • G90827
    • HOMOCAPSAICIN (CONSTITUENT OF CAPSICUM) [DSC]
    • N-[(4-Hydroxy-3-methoxyphenyl)methyl]-9-methyl-7-decenamide, 9CI
    • 58493-48-4

  • Applications

    Homocapsaicin (CAS 58493-48-4) is a capsaicinoid primarily used as an intermediate for synthesizing capsaicinoid derivatives and as a reference compound in analytical methods to quantify capsaicinoids in foods and spice-containing products. It is often evaluated for potential roles in agricultural formulations as an insect deterrent or irritant-active component, and may be studied in flavor and pungency perception research as a model compound. Additionally, it can serve as a technical standard in chromatographic methods (e.g., HPLC) for quality control of capsaicinoids, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 398.78
    methanol 497.32
    isopropanol 190.88
    water 0.12
    ethyl acetate 251.52
    n-propanol 188.88
    acetone 450.22
    n-butanol 133.95
    acetonitrile 83.62
    DMF 187.16
    toluene 34.07
    isobutanol 93.44
    1,4-dioxane 280.8
    methyl acetate 152.41
    THF 537.74
    2-butanone 206.93
    n-pentanol 86.1
    sec-butanol 118.99
    n-hexane 0.81
    ethylene glycol 20.93
    NMP 110.27
    cyclohexane 3.44
    DMSO 684.75
    n-butyl acetate 65.35
    n-octanol 28.6
    chloroform 241.93
    n-propyl acetate 90.12
    acetic acid 254.46
    dichloromethane 238.53
    cyclohexanone 224.14
    propylene glycol 76.33
    isopropyl acetate 113.31
    DMAc 320.44
    2-ethoxyethanol 217.98
    isopentanol 94.4
    n-heptane 1.03
    ethyl formate 91.87
    1,2-dichloroethane 176.79
    n-hexanol 56.62
    2-methoxyethanol 372.23
    isobutyl acetate 60.28
    tetrachloromethane 20.74
    n-pentyl acetate 56.3
    transcutol 479.85
    n-heptanol 34.46
    ethylbenzene 17.61
    MIBK 86.6
    2-propoxyethanol 158.24
    tert-butanol 193.42
    MTBE 114.44
    2-butoxyethanol 99.28
    propionic acid 107.3
    o-xylene 22.97
    formic acid 63.72
    diethyl ether 77.49
    m-xylene 23.91
    p-xylene 23.56
    chlorobenzene 51.43
    dimethyl carbonate 51.31
    n-octane 1.24
    formamide 114.81
    cyclopentanone 266.92
    2-pentanone 173.57
    anisole 55.13
    cyclopentyl methyl ether 94.14
    gamma-butyrolactone 232.41
    1-methoxy-2-propanol 242.73
    pyridine 117.81
    3-pentanone 90.97
    furfural 161.42
    n-dodecane 1.71
    diethylene glycol 127.83
    diisopropyl ether 16.89
    tert-amyl alcohol 120.01
    acetylacetone 213.05
    n-hexadecane 1.89
    acetophenone 66.18
    methyl propionate 118.43
    isopentyl acetate 69.32
    trichloroethylene 265.41
    n-nonanol 28.8
    cyclohexanol 90.26
    benzyl alcohol 67.39
    2-ethylhexanol 27.86
    isooctanol 30.56
    dipropyl ether 22.05
    1,2-dichlorobenzene 48.46
    ethyl lactate 51.27
    propylene carbonate 112.1
    n-methylformamide 99.0
    2-pentanol 63.59
    n-pentane 0.69
    1-propoxy-2-propanol 96.12
    1-methoxy-2-propyl acetate 102.25
    2-(2-methoxypropoxy) propanol 86.63
    mesitylene 14.89
    ε-caprolactone 162.11
    p-cymene 13.07
    epichlorohydrin 309.32
    1,1,1-trichloroethane 111.16
    2-aminoethanol 79.02
    morpholine-4-carbaldehyde 164.94
    sulfolane 266.25
    2,2,4-trimethylpentane 2.64
    2-methyltetrahydrofuran 182.84
    n-hexyl acetate 65.88
    isooctane 1.72
    2-(2-butoxyethoxy)ethanol 129.47
    sec-butyl acetate 61.14
    tert-butyl acetate 113.65
    decalin 3.18
    glycerin 83.34
    diglyme 242.19
    acrylic acid 77.41
    isopropyl myristate 25.63
    n-butyric acid 195.87
    acetyl acetate 105.67
    di(2-ethylhexyl) phthalate 34.85
    ethyl propionate 63.57
    nitromethane 343.0
    1,2-diethoxyethane 112.04
    benzonitrile 57.1
    trioctyl phosphate 23.96
    1-bromopropane 54.11
    gamma-valerolactone 316.71
    n-decanol 21.5
    triethyl phosphate 31.07
    4-methyl-2-pentanol 37.35
    propionitrile 61.15
    vinylene carbonate 86.22
    1,1,2-trichlorotrifluoroethane 182.64
    DMS 62.84
    cumene 14.19
    2-octanol 22.51
    2-hexanone 81.98
    octyl acetate 34.36
    limonene 17.69
    1,2-dimethoxyethane 219.99
    ethyl orthosilicate 31.45
    tributyl phosphate 27.87
    diacetone alcohol 148.9
    N,N-dimethylaniline 36.93
    acrylonitrile 70.23
    aniline 62.45
    1,3-propanediol 166.83
    bromobenzene 46.34
    dibromomethane 131.02
    1,1,2,2-tetrachloroethane 228.5
    2-methyl-cyclohexyl acetate 48.91
    tetrabutyl urea 37.73
    diisobutyl methanol 20.07
    2-phenylethanol 58.95
    styrene 21.09
    dioctyl adipate 45.97
    dimethyl sulfate 86.88
    ethyl butyrate 49.48
    methyl lactate 72.45
    butyl lactate 60.31
    diethyl carbonate 37.43
    propanediol butyl ether 95.68
    triethyl orthoformate 41.6
    p-tert-butyltoluene 13.09
    methyl 4-tert-butylbenzoate 68.37
    morpholine 321.87
    tert-butylamine 56.1
    n-dodecanol 16.2
    dimethoxymethane 222.3
    ethylene carbonate 82.26
    cyrene 89.71
    2-ethoxyethyl acetate 107.19
    2-ethylhexyl acetate 46.78
    1,2,4-trichlorobenzene 59.93
    4-methylpyridine 96.85
    dibutyl ether 28.47
    2,6-dimethyl-4-heptanol 20.07
    DEF 109.88
    dimethyl isosorbide 133.74
    tetrachloroethylene 127.74
    eugenol 73.14
    triacetin 90.22
    span 80 73.41
    1,4-butanediol 61.62
    1,1-dichloroethane 144.94
    2-methyl-1-pentanol 71.73
    methyl formate 83.72
    2-methyl-1-butanol 79.04
    n-decane 2.64
    butyronitrile 76.03
    3,7-dimethyl-1-octanol 30.52
    1-chlorooctane 14.67
    1-chlorotetradecane 6.32
    n-nonane 2.05
    undecane 2.05
    tert-butylcyclohexane 2.97
    cyclooctane 1.05
    cyclopentanol 87.19
    tetrahydropyran 212.47
    tert-amyl methyl ether 65.53
    2,5,8-trioxanonane 159.91
    1-hexene 6.79
    2-isopropoxyethanol 129.3
    2,2,2-trifluoroethanol 58.0
    methyl butyrate 91.35

    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