cis-Clovamide

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  • Identifiers

    CAS number
    53755-03-6

    Molecular formula
    C18H17NO7

    SMILES
    C1=CC(=C(C=C1C[C@@H](C(=O)O)NC(=O)/C=C\C2=CC(=C(C=C2)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 76.5%
    Savory 34.17%
    Meaty 22.36%
    Burnt 22.35%
    Milky 19.37%
    Spicy 18.83%
    Bitter 18.78%
    Cooked 18.28%
    Cooling 16.22%
    Phenolic 14.53%

     

    Flavor
    Bitter 81.79%
    Odorless 54.45%
    Bland 31.08%
    Mild 27.74%
    Sweet-like 22.91%
    Very mild 22.71%
    Nitrile 20.36%
    Cedarleaf 19.19%
    Yeast 19.18%
    Orange flower 18.97%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    10.28 (weak base)

    Molecular weight
    359.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    730°C

    Flash point

    • 313.13 ˚C est.

  • Synonyms

    • cis-Clovamide
    • Clovamide
    • 53755-03-6
    • WZC65G68KW
    • (2S)-3-(3,4-dihydroxyphenyl)-2-[[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid
    • DTXSID401046813
    • (2S)-3-(3,4-dihydroxyphenyl)-2-(((Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)amino)propanoic acid
    • RefChem:32551
    • DTXCID301528626
    • UNII-WZC65G68KW
    • orb1690475
    • SCHEMBL30633661
    • AKOS040758184
    • HY-122267A
    • DA-72237
    • CS-0203781
    • Q16919225
    • L-TYROSINE, N-((2Z)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)-3-HYDROXY-
    • L-TYROSINE, N-(3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)-3-HYDROXY-, (Z)-
    • 53755-03-6

  • Applications

    cis-Clovamide (CAS 53755-03-6) is considered a potentially valuable component in fragrance and cosmetics, commonly evaluated as an odorant or fragrance ingredient for perfumes and personal care products; owing to its catechol-like structure, it may function as an antioxidant and stabilizer in formulations for polymers, plastics, and coatings, and it is seen as a building block for more complex organic syntheses in industrial manufacturing; additional potential applications include use in household care formulations as a fragrance or stabilizing additive and in coatings/inks as a stabilizer or antioxidant additive, with all uses subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 214.68
    methanol 257.93
    isopropanol 140.53
    water 5.98
    ethyl acetate 32.08
    n-propanol 131.29
    acetone 257.25
    n-butanol 52.48
    acetonitrile 29.94
    DMF 362.66
    toluene 1.02
    isobutanol 29.56
    1,4-dioxane 116.76
    methyl acetate 43.31
    THF 564.59
    2-butanone 108.9
    n-pentanol 26.06
    sec-butanol 68.57
    n-hexane 0.15
    ethylene glycol 152.54
    NMP 70.83
    cyclohexane 0.17
    DMSO 1412.32
    n-butyl acetate 3.14
    n-octanol 6.16
    chloroform 0.28
    n-propyl acetate 7.45
    acetic acid 152.3
    dichloromethane 0.4
    cyclohexanone 32.99
    propylene glycol 130.39
    isopropyl acetate 13.07
    DMAc 393.68
    2-ethoxyethanol 354.94
    isopentanol 19.43
    n-heptane 0.26
    ethyl formate 28.84
    1,2-dichloroethane 1.5
    n-hexanol 8.14
    2-methoxyethanol 877.03
    isobutyl acetate 1.13
    tetrachloromethane 0.12
    n-pentyl acetate 3.88
    transcutol 73.74
    n-heptanol 7.14
    ethylbenzene 0.62
    MIBK 10.96
    2-propoxyethanol 82.3
    tert-butanol 102.87
    MTBE 19.03
    2-butoxyethanol 35.12
    propionic acid 47.22
    o-xylene 0.86
    formic acid 228.41
    diethyl ether 25.44
    m-xylene 0.6
    p-xylene 0.59
    chlorobenzene 0.24
    dimethyl carbonate 23.92
    n-octane 0.22
    formamide 604.98
    cyclopentanone 116.06
    2-pentanone 53.53
    anisole 6.1
    cyclopentyl methyl ether 23.76
    gamma-butyrolactone 104.2
    1-methoxy-2-propanol 310.94
    pyridine 27.08
    3-pentanone 20.5
    furfural 34.5
    n-dodecane 0.19
    diethylene glycol 108.82
    diisopropyl ether 2.07
    tert-amyl alcohol 51.68
    acetylacetone 63.66
    n-hexadecane 0.21
    acetophenone 5.95
    methyl propionate 36.56
    isopentyl acetate 2.15
    trichloroethylene 1.55
    n-nonanol 6.71
    cyclohexanol 15.76
    benzyl alcohol 10.55
    2-ethylhexanol 1.98
    isooctanol 3.61
    dipropyl ether 8.67
    1,2-dichlorobenzene 0.18
    ethyl lactate 9.32
    propylene carbonate 9.26
    n-methylformamide 254.0
    2-pentanol 20.85
    n-pentane 0.18
    1-propoxy-2-propanol 32.16
    1-methoxy-2-propyl acetate 10.07
    2-(2-methoxypropoxy) propanol 19.71
    mesitylene 0.35
    ε-caprolactone 26.36
    p-cymene 0.34
    epichlorohydrin 92.34
    1,1,1-trichloroethane 0.46
    2-aminoethanol 231.32
    morpholine-4-carbaldehyde 125.19
    sulfolane 118.39
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 79.77
    n-hexyl acetate 5.0
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 41.95
    sec-butyl acetate 3.48
    tert-butyl acetate 12.64
    decalin 0.07
    glycerin 206.24
    diglyme 75.56
    acrylic acid 41.57
    isopropyl myristate 2.4
    n-butyric acid 38.69
    acetyl acetate 7.24
    di(2-ethylhexyl) phthalate 1.69
    ethyl propionate 8.98
    nitromethane 328.39
    1,2-diethoxyethane 18.09
    benzonitrile 1.77
    trioctyl phosphate 1.91
    1-bromopropane 0.74
    gamma-valerolactone 179.09
    n-decanol 5.1
    triethyl phosphate 1.54
    4-methyl-2-pentanol 4.98
    propionitrile 11.59
    vinylene carbonate 5.86
    1,1,2-trichlorotrifluoroethane 40.45
    DMS 3.51
    cumene 0.33
    2-octanol 3.88
    2-hexanone 12.78
    octyl acetate 4.18
    limonene 0.55
    1,2-dimethoxyethane 219.39
    ethyl orthosilicate 1.7
    tributyl phosphate 1.59
    diacetone alcohol 51.46
    N,N-dimethylaniline 3.28
    acrylonitrile 17.14
    aniline 7.72
    1,3-propanediol 292.43
    bromobenzene 0.11
    dibromomethane 0.21
    1,1,2,2-tetrachloroethane 1.98
    2-methyl-cyclohexyl acetate 1.63
    tetrabutyl urea 4.99
    diisobutyl methanol 1.43
    2-phenylethanol 4.58
    styrene 0.63
    dioctyl adipate 3.39
    dimethyl sulfate 30.81
    ethyl butyrate 3.69
    methyl lactate 44.77
    butyl lactate 5.22
    diethyl carbonate 1.75
    propanediol butyl ether 22.87
    triethyl orthoformate 3.32
    p-tert-butyltoluene 0.38
    methyl 4-tert-butylbenzoate 6.36
    morpholine 228.57
    tert-butylamine 13.68
    n-dodecanol 3.62
    dimethoxymethane 274.41
    ethylene carbonate 6.11
    cyrene 21.93
    2-ethoxyethyl acetate 9.63
    2-ethylhexyl acetate 1.09
    1,2,4-trichlorobenzene 0.39
    4-methylpyridine 11.4
    dibutyl ether 5.13
    2,6-dimethyl-4-heptanol 1.43
    DEF 50.19
    dimethyl isosorbide 16.64
    tetrachloroethylene 1.24
    eugenol 6.86
    triacetin 5.05
    span 80 12.18
    1,4-butanediol 79.0
    1,1-dichloroethane 0.75
    2-methyl-1-pentanol 9.87
    methyl formate 142.84
    2-methyl-1-butanol 19.73
    n-decane 0.32
    butyronitrile 9.38
    3,7-dimethyl-1-octanol 2.6
    1-chlorooctane 0.92
    1-chlorotetradecane 0.44
    n-nonane 0.27
    undecane 0.24
    tert-butylcyclohexane 0.05
    cyclooctane 0.09
    cyclopentanol 51.96
    tetrahydropyran 53.03
    tert-amyl methyl ether 14.1
    2,5,8-trioxanonane 52.93
    1-hexene 0.84
    2-isopropoxyethanol 93.91
    2,2,2-trifluoroethanol 37.46
    methyl butyrate 11.93

    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