Piperlonguminine

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  • Identifiers

    CAS number
    5950-12-9

    Molecular formula
    C16H19NO3

    SMILES
    CC(C)CNC(=O)/C=C/C=C/C1=CC2=C(C=C1)OCO2

    Safety labels

  • Odor profile

    Fragrance
    Meaty 48.05%
    Spicy 42.92%
    Savory 40.9%
    Roasted 37.57%
    Cooked 27.2%
    Fruity 26.46%
    Herbal 26.45%
    Cooling 21.78%
    Odorless 21.4%
    Burnt 20.09%

     

    Flavor
    Bitter 43.81%
    Herbal 23.88%
    Odorless 22.38%
    Lovage 19.38%
    Nitrile 19.17%
    Cedarleaf 18.66%
    Oriental 18.57%
    Heather 18.56%
    Broom 18.53%
    Parsley 18.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    7.79 (neutral)

    Molecular weight
    273.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    577°C

    Melting point expt.

    • 167 - 169 °C

    Flash point

    • 192.09 ˚C est.

  • Synonyms

    • Piperlonguminine
    • 5950-12-9
    • Piperlonguminin
    • N-Isobutylpiperamide
    • Piperamide, N-isobutyl-
    • (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide
    • HN39MC8KIO
    • NSC-125178
    • DTXSID401021742
    • 2,4-Pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-, (2E,4E)-
    • 2,4-Pentadienamide, 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-, (E,E)-
    • RefChem:929336
    • DTXCID101506715
    • 2,4-pentadienamide, 5-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (2E,4E)
    • (E,E)-Piperlonguminine
    • 5-BENZO[1,3]DIOXOL-5-YL-N-(2-METHYLPROPYL)PENTA-2,4-DIENAMIDE
    • (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-N-isobutylpenta-2,4-dienamide
    • MFCD15146947
    • (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-isobutyl-penta-2,4-dienamide
    • (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide
    • NSC125178
    • Piperlonguminine [INCI]
    • UNII-HN39MC8KIO
    • MLS002473214
    • CHEMBL253973
    • orb1297237
    • SCHEMBL29105666
    • SCHEMBL29418167
    • CHEBI:173942
    • GLXC-05368
    • HMS2267F13
    • BDBM50415873
    • MSK189399
    • AKOS017343050
    • EBC-616426
    • MS-23883
    • SMR001397302
    • HY-126562
    • CS-0105301
    • E88652
    • Q15425267
    • (2E,4E)-5-(1,3-Benzodioxol-5-yl)-N-isobutyl-2,4-pentadienamide
    • (2E,4E)-5-(1,3-dioxaindan-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide
    • 5950-12-9

  • Applications

    Piperlonguminine, CAS 5950-12-9, is primarily used as a natural product research tool in pharmaceutical and biological studies, often functioning as a precursor or building block in organic synthesis and as a reference standard in chemical analysis; in practical research contexts it is investigated for cellular biological activity and mechanisms of action, and may be treated as a lead compound for compound development and preclinical testing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 122.05
    methanol 116.48
    isopropanol 79.6
    water 0.24
    ethyl acetate 83.13
    n-propanol 87.65
    acetone 123.1
    n-butanol 76.44
    acetonitrile 86.11
    DMF 147.22
    toluene 18.15
    isobutanol 59.29
    1,4-dioxane 104.4
    methyl acetate 97.61
    THF 201.23
    2-butanone 118.53
    n-pentanol 71.63
    sec-butanol 77.63
    n-hexane 0.96
    ethylene glycol 38.36
    NMP 68.18
    cyclohexane 1.59
    DMSO 238.08
    n-butyl acetate 51.87
    n-octanol 23.81
    chloroform 266.29
    n-propyl acetate 63.28
    acetic acid 131.79
    dichloromethane 222.87
    cyclohexanone 92.25
    propylene glycol 81.21
    isopropyl acetate 48.2
    DMAc 255.38
    2-ethoxyethanol 170.97
    isopentanol 68.84
    n-heptane 0.93
    ethyl formate 62.46
    1,2-dichloroethane 122.69
    n-hexanol 48.62
    2-methoxyethanol 206.12
    isobutyl acetate 50.13
    tetrachloromethane 11.78
    n-pentyl acetate 32.9
    transcutol 324.75
    n-heptanol 25.48
    ethylbenzene 13.73
    MIBK 52.6
    2-propoxyethanol 123.26
    tert-butanol 67.23
    MTBE 42.94
    2-butoxyethanol 71.6
    propionic acid 74.98
    o-xylene 12.86
    formic acid 62.78
    diethyl ether 40.79
    m-xylene 13.13
    p-xylene 18.88
    chlorobenzene 38.41
    dimethyl carbonate 42.8
    n-octane 0.9
    formamide 96.35
    cyclopentanone 109.48
    2-pentanone 74.92
    anisole 45.2
    cyclopentyl methyl ether 43.72
    gamma-butyrolactone 114.99
    1-methoxy-2-propanol 156.27
    pyridine 97.52
    3-pentanone 53.51
    furfural 109.63
    n-dodecane 1.37
    diethylene glycol 129.04
    diisopropyl ether 10.33
    tert-amyl alcohol 62.69
    acetylacetone 80.56
    n-hexadecane 1.5
    acetophenone 55.58
    methyl propionate 73.26
    isopentyl acetate 53.11
    trichloroethylene 239.35
    n-nonanol 23.88
    cyclohexanol 46.12
    benzyl alcohol 61.2
    2-ethylhexanol 26.15
    isooctanol 23.43
    dipropyl ether 18.85
    1,2-dichlorobenzene 37.02
    ethyl lactate 54.11
    propylene carbonate 75.22
    n-methylformamide 79.55
    2-pentanol 46.64
    n-pentane 0.82
    1-propoxy-2-propanol 76.9
    1-methoxy-2-propyl acetate 70.53
    2-(2-methoxypropoxy) propanol 80.81
    mesitylene 8.11
    ε-caprolactone 82.63
    p-cymene 10.69
    epichlorohydrin 178.95
    1,1,1-trichloroethane 63.46
    2-aminoethanol 77.83
    morpholine-4-carbaldehyde 107.65
    sulfolane 108.53
    2,2,4-trimethylpentane 1.52
    2-methyltetrahydrofuran 88.57
    n-hexyl acetate 45.37
    isooctane 1.02
    2-(2-butoxyethoxy)ethanol 108.76
    sec-butyl acetate 45.87
    tert-butyl acetate 44.46
    decalin 1.88
    glycerin 99.49
    diglyme 160.76
    acrylic acid 70.82
    isopropyl myristate 20.57
    n-butyric acid 98.33
    acetyl acetate 49.64
    di(2-ethylhexyl) phthalate 29.6
    ethyl propionate 49.45
    nitromethane 158.33
    1,2-diethoxyethane 73.07
    benzonitrile 54.35
    trioctyl phosphate 19.42
    1-bromopropane 48.21
    gamma-valerolactone 136.4
    n-decanol 18.8
    triethyl phosphate 26.23
    4-methyl-2-pentanol 31.58
    propionitrile 64.76
    vinylene carbonate 69.98
    1,1,2-trichlorotrifluoroethane 151.46
    DMS 49.45
    cumene 11.4
    2-octanol 17.49
    2-hexanone 62.6
    octyl acetate 26.85
    limonene 11.74
    1,2-dimethoxyethane 151.57
    ethyl orthosilicate 25.17
    tributyl phosphate 24.06
    diacetone alcohol 74.9
    N,N-dimethylaniline 28.99
    acrylonitrile 81.6
    aniline 44.47
    1,3-propanediol 110.28
    bromobenzene 34.32
    dibromomethane 120.98
    1,1,2,2-tetrachloroethane 180.66
    2-methyl-cyclohexyl acetate 38.2
    tetrabutyl urea 32.18
    diisobutyl methanol 15.85
    2-phenylethanol 51.79
    styrene 17.2
    dioctyl adipate 34.48
    dimethyl sulfate 60.55
    ethyl butyrate 38.73
    methyl lactate 64.27
    butyl lactate 43.52
    diethyl carbonate 32.96
    propanediol butyl ether 74.85
    triethyl orthoformate 32.81
    p-tert-butyltoluene 9.16
    methyl 4-tert-butylbenzoate 44.74
    morpholine 156.5
    tert-butylamine 27.99
    n-dodecanol 14.77
    dimethoxymethane 114.17
    ethylene carbonate 59.72
    cyrene 66.28
    2-ethoxyethyl acetate 62.3
    2-ethylhexyl acetate 39.54
    1,2,4-trichlorobenzene 45.64
    4-methylpyridine 70.95
    dibutyl ether 22.58
    2,6-dimethyl-4-heptanol 15.85
    DEF 69.79
    dimethyl isosorbide 88.74
    tetrachloroethylene 90.3
    eugenol 57.46
    triacetin 58.58
    span 80 54.28
    1,4-butanediol 63.74
    1,1-dichloroethane 105.34
    2-methyl-1-pentanol 64.67
    methyl formate 61.74
    2-methyl-1-butanol 63.24
    n-decane 1.95
    butyronitrile 64.41
    3,7-dimethyl-1-octanol 27.48
    1-chlorooctane 11.78
    1-chlorotetradecane 5.64
    n-nonane 1.55
    undecane 1.58
    tert-butylcyclohexane 1.62
    cyclooctane 0.63
    cyclopentanol 48.84
    tetrahydropyran 80.5
    tert-amyl methyl ether 34.38
    2,5,8-trioxanonane 122.83
    1-hexene 8.4
    2-isopropoxyethanol 109.12
    2,2,2-trifluoroethanol 52.7
    methyl butyrate 64.34

    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