N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide

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  • Identifiers

    CAS number
    7553-53-9

    Molecular formula
    C18H27NO3

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

  • Odor profile

    Fragrance
    Herbal 42.53%
    Spicy 42.11%
    Savory 38.43%
    Cooling 37.12%
    Meaty 36.0%
    Odorless 32.32%
    Mint 31.26%
    Warm 23.65%
    Roasted 22.97%
    Animal 22.84%

     

    Flavor
    Herbal 56.24%
    Mild 29.38%
    Odorless 29.04%
    Spicy 28.0%
    Warm 27.58%
    Woody 27.17%
    Bland 26.75%
    Spice 21.13%
    Lovage 20.14%
    Creosote 19.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    9.98 (weak base)

    Molecular weight
    305.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    434°C

    Flash point

    • 186.64 ˚C est.

  • Synonyms

    • N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
    • 7553-53-9
    • trans-Capsaicin-d3
    • CAPSAICIN, NATURAL
    • N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
    • 6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (6Z)-
    • Zucapsaicin;Civamide;cis-Capsaicin
    • 6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-
    • MFCD00209942
    • Spectrum_000303
    • Prestwick0_000879
    • Prestwick1_000879
    • Spectrum2_000770
    • Spectrum3_001449
    • Spectrum4_001739
    • Capsaicin, natural extract
    • KBioGR_000268
    • KBioGR_002158
    • KBioSS_000268
    • KBioSS_000783
    • DivK1c_000354
    • SPBio_000820
    • SPBio_002878
    • CHEMBL3187928
    • KBio1_000354
    • KBio2_000268
    • KBio2_000783
    • KBio2_002836
    • KBio2_003351
    • KBio2_005404
    • KBio2_005919
    • KBio3_000535
    • KBio3_000536
    • KBio3_002417
    • DTXSID40859357
    • N-vanillyl-8-methyl-6-nonenamide
    • NINDS_000354
    • Bio1_000468
    • Bio1_000957
    • Bio1_001446
    • Bio2_000268
    • Bio2_000748
    • HMS3266C10
    • HMS3369C16
    • HMS3369I19
    • HMS3393O07
    • BCP10026
    • SYB89952
    • AKOS028109365
    • NCGC00017337-15
    • SY103308
    • DB-046768
    • Q27166370

  • Applications

    N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide (CAS 7553-53-9) is a vanillyl-based amide commonly used in perfumery as a fragrance ingredient and fixative, contributing a warm, vanilla-like note with improved scent longevity. In cosmetics and personal care, it may be formulated as a fragrance additive in creams, lotions, and body care products. In household products, it can serve as a scent ingredient in air fresheners, cleaners, and detergents to impart lasting fragrance. It is often evaluated as an intermediate in fragrance chemical synthesis, enabling the creation of more complex scent molecules. In the plastics and coatings sector, it may be used as a fragrance or odorant additive for specialty applications, subject to regulatory formulation limits. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 338.97
    methanol 418.05
    isopropanol 173.45
    water 0.12
    ethyl acetate 204.66
    n-propanol 164.94
    acetone 367.66
    n-butanol 116.96
    acetonitrile 72.69
    DMF 174.26
    toluene 28.49
    isobutanol 83.39
    1,4-dioxane 246.65
    methyl acetate 130.56
    THF 448.09
    2-butanone 172.94
    n-pentanol 79.12
    sec-butanol 105.74
    n-hexane 0.73
    ethylene glycol 22.21
    NMP 96.35
    cyclohexane 2.55
    DMSO 610.36
    n-butyl acetate 55.54
    n-octanol 26.0
    chloroform 200.78
    n-propyl acetate 75.15
    acetic acid 224.3
    dichloromethane 192.8
    cyclohexanone 178.95
    propylene glycol 79.37
    isopropyl acetate 89.6
    DMAc 292.86
    2-ethoxyethanol 201.09
    isopentanol 82.42
    n-heptane 0.91
    ethyl formate 76.77
    1,2-dichloroethane 142.27
    n-hexanol 53.08
    2-methoxyethanol 335.72
    isobutyl acetate 51.45
    tetrachloromethane 15.56
    n-pentyl acetate 45.28
    transcutol 418.08
    n-heptanol 30.96
    ethylbenzene 15.59
    MIBK 73.34
    2-propoxyethanol 144.97
    tert-butanol 179.99
    MTBE 95.87
    2-butoxyethanol 86.54
    propionic acid 95.93
    o-xylene 20.14
    formic acid 59.35
    diethyl ether 62.24
    m-xylene 21.12
    p-xylene 20.67
    chlorobenzene 42.66
    dimethyl carbonate 43.99
    n-octane 1.1
    formamide 102.06
    cyclopentanone 221.02
    2-pentanone 137.25
    anisole 49.88
    cyclopentyl methyl ether 78.41
    gamma-butyrolactone 196.46
    1-methoxy-2-propanol 217.39
    pyridine 100.11
    3-pentanone 74.7
    furfural 140.75
    n-dodecane 1.53
    diethylene glycol 124.55
    diisopropyl ether 14.26
    tert-amyl alcohol 109.36
    acetylacetone 170.55
    n-hexadecane 1.69
    acetophenone 59.52
    methyl propionate 100.92
    isopentyl acetate 59.31
    trichloroethylene 220.4
    n-nonanol 25.99
    cyclohexanol 76.2
    benzyl alcohol 61.83
    2-ethylhexanol 25.78
    isooctanol 27.34
    dipropyl ether 19.09
    1,2-dichlorobenzene 41.41
    ethyl lactate 47.2
    propylene carbonate 93.82
    n-methylformamide 88.17
    2-pentanol 56.77
    n-pentane 0.59
    1-propoxy-2-propanol 88.35
    1-methoxy-2-propyl acetate 88.4
    2-(2-methoxypropoxy) propanol 80.1
    mesitylene 12.86
    ε-caprolactone 131.05
    p-cymene 11.62
    epichlorohydrin 258.04
    1,1,1-trichloroethane 86.54
    2-aminoethanol 78.2
    morpholine-4-carbaldehyde 148.1
    sulfolane 229.87
    2,2,4-trimethylpentane 2.29
    2-methyltetrahydrofuran 153.01
    n-hexyl acetate 54.87
    isooctane 1.53
    2-(2-butoxyethoxy)ethanol 116.43
    sec-butyl acetate 51.2
    tert-butyl acetate 92.14
    decalin 2.75
    glycerin 86.31
    diglyme 210.09
    acrylic acid 70.7
    isopropyl myristate 22.32
    n-butyric acid 161.03
    acetyl acetate 85.29
    di(2-ethylhexyl) phthalate 31.24
    ethyl propionate 53.97
    nitromethane 288.74
    1,2-diethoxyethane 94.94
    benzonitrile 51.25
    trioctyl phosphate 21.5
    1-bromopropane 43.62
    gamma-valerolactone 263.57
    n-decanol 19.67
    triethyl phosphate 27.83
    4-methyl-2-pentanol 34.07
    propionitrile 54.52
    vinylene carbonate 74.64
    1,1,2-trichlorotrifluoroethane 161.68
    DMS 55.09
    cumene 12.73
    2-octanol 19.93
    2-hexanone 70.15
    octyl acetate 30.1
    limonene 15.66
    1,2-dimethoxyethane 197.95
    ethyl orthosilicate 28.04
    tributyl phosphate 25.07
    diacetone alcohol 126.78
    N,N-dimethylaniline 34.08
    acrylonitrile 64.12
    aniline 54.87
    1,3-propanediol 152.74
    bromobenzene 37.94
    dibromomethane 106.88
    1,1,2,2-tetrachloroethane 188.82
    2-methyl-cyclohexyl acetate 43.01
    tetrabutyl urea 33.88
    diisobutyl methanol 18.27
    2-phenylethanol 53.97
    styrene 18.47
    dioctyl adipate 40.24
    dimethyl sulfate 76.67
    ethyl butyrate 42.57
    methyl lactate 65.93
    butyl lactate 51.31
    diethyl carbonate 33.07
    propanediol butyl ether 86.22
    triethyl orthoformate 36.38
    p-tert-butyltoluene 11.59
    methyl 4-tert-butylbenzoate 60.36
    morpholine 281.34
    tert-butylamine 50.85
    n-dodecanol 14.99
    dimethoxymethane 190.66
    ethylene carbonate 68.99
    cyrene 82.13
    2-ethoxyethyl acetate 88.6
    2-ethylhexyl acetate 39.84
    1,2,4-trichlorobenzene 51.94
    4-methylpyridine 82.71
    dibutyl ether 24.19
    2,6-dimethyl-4-heptanol 18.27
    DEF 92.44
    dimethyl isosorbide 118.98
    tetrachloroethylene 104.54
    eugenol 65.6
    triacetin 77.39
    span 80 65.74
    1,4-butanediol 62.04
    1,1-dichloroethane 116.24
    2-methyl-1-pentanol 64.62
    methyl formate 74.7
    2-methyl-1-butanol 69.59
    n-decane 2.35
    butyronitrile 65.78
    3,7-dimethyl-1-octanol 27.56
    1-chlorooctane 12.96
    1-chlorotetradecane 5.65
    n-nonane 1.83
    undecane 1.83
    tert-butylcyclohexane 2.61
    cyclooctane 0.88
    cyclopentanol 74.79
    tetrahydropyran 171.73
    tert-amyl methyl ether 56.77
    2,5,8-trioxanonane 143.6
    1-hexene 6.19
    2-isopropoxyethanol 120.29
    2,2,2-trifluoroethanol 51.94
    methyl butyrate 76.32

    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