Mahanimbicine

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  • Identifiers

    CAS number
    28305-77-3

    Molecular formula
    C23H25NO

    SMILES
    CC1=CC2=C(C=C1)NC3=C2C=CC4=C3C=CC(O4)(C)CCC=C(C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 70.64%
    Floral 59.73%
    Neroli 33.31%
    Sweet 31.43%
    Animal 29.98%
    Musk 29.44%
    Raspberry 28.98%
    Berry 28.02%
    Fresh 26.92%
    Powdery 26.79%

     

    Flavor
    Bitter 62.82%
    Parsley 19.58%
    Lovage 19.36%
    Cedarleaf 19.32%
    Heather 18.83%
    Very strong 18.8%
    Indole 18.72%
    Ripe apricot 18.57%
    Red fruit 18.48%
    Broom 18.38%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.6

    pKa est.
    8.59 (weak base)

    Molecular weight
    331.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    566°C

    Melting point expt.

    • 142 °C

    Flash point

    • 224.59 ˚C est.

  • Synonyms

    • Mahanimbicine
    • DTXSID901317689
    • 28305-77-3
    • RefChem:1088743
    • DTXCID001747493
    • Isomahanimbine
    • (+)-Mahanimbicine
    • 26871-46-5
    • (-)-3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazole
    • 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole
    • 28305-78-4
    • orb1991591
    • CHEMBL2323762
    • SCHEMBL30125689
    • CHEBI:179459
    • AKOS027323265
    • FS-7576
    • DA-64550
    • HY-117396
    • CS-0065860
    • 3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazole
    • 5,13-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene
    • 26871-46-5

  • Applications

    Mahanimbicine (CAS 28305-77-3) is a natural carbazole alkaloid that is primarily studied as a chemical lead and synthetic precursor for carbazole derivatives; in the literature it has shown antimicrobial and cytotoxic activity, making it a potential starting point for pharmaceutical derivative development; it is also used as an intermediate in the synthesis of more complex carbazole compounds in chemical manufacturing; in addition, it is evaluated as a research reagent in natural product chemistry and may be explored for agrochemical applications, such as insecticidal or antifungal activity, with use subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.0
    methanol 9.83
    isopropanol 10.78
    water 0.01
    ethyl acetate 70.26
    n-propanol 19.5
    acetone 44.52
    n-butanol 24.39
    acetonitrile 6.51
    DMF 50.61
    toluene 58.92
    isobutanol 17.58
    1,4-dioxane 132.75
    methyl acetate 55.86
    THF 220.6
    2-butanone 75.22
    n-pentanol 28.31
    sec-butanol 16.78
    n-hexane 4.64
    ethylene glycol 1.55
    NMP 65.88
    cyclohexane 6.09
    DMSO 29.16
    n-butyl acetate 98.52
    n-octanol 27.48
    chloroform 183.85
    n-propyl acetate 74.57
    acetic acid 18.16
    dichloromethane 158.68
    cyclohexanone 113.06
    propylene glycol 3.45
    isopropyl acetate 62.93
    DMAc 139.69
    2-ethoxyethanol 50.02
    isopentanol 29.06
    n-heptane 5.04
    ethyl formate 21.41
    1,2-dichloroethane 84.78
    n-hexanol 41.8
    2-methoxyethanol 39.51
    isobutyl acetate 87.32
    tetrachloromethane 12.86
    n-pentyl acetate 91.46
    transcutol 317.91
    n-heptanol 26.95
    ethylbenzene 34.63
    MIBK 57.76
    2-propoxyethanol 98.93
    tert-butanol 13.7
    MTBE 52.17
    2-butoxyethanol 64.68
    propionic acid 16.16
    o-xylene 29.73
    formic acid 3.84
    diethyl ether 58.94
    m-xylene 36.19
    p-xylene 47.6
    chlorobenzene 61.18
    dimethyl carbonate 30.52
    n-octane 3.17
    formamide 6.37
    cyclopentanone 110.54
    2-pentanone 65.91
    anisole 76.19
    cyclopentyl methyl ether 84.59
    gamma-butyrolactone 92.59
    1-methoxy-2-propanol 39.16
    pyridine 95.86
    3-pentanone 66.4
    furfural 75.65
    n-dodecane 3.73
    diethylene glycol 37.32
    diisopropyl ether 24.02
    tert-amyl alcohol 20.09
    acetylacetone 78.61
    n-hexadecane 4.5
    acetophenone 73.36
    methyl propionate 59.65
    isopentyl acetate 115.57
    trichloroethylene 186.98
    n-nonanol 32.76
    cyclohexanol 26.5
    benzyl alcohol 42.64
    2-ethylhexanol 39.51
    isooctanol 28.68
    dipropyl ether 53.66
    1,2-dichlorobenzene 54.84
    ethyl lactate 26.62
    propylene carbonate 60.05
    n-methylformamide 12.65
    2-pentanol 17.27
    n-pentane 3.23
    1-propoxy-2-propanol 66.4
    1-methoxy-2-propyl acetate 129.08
    2-(2-methoxypropoxy) propanol 94.0
    mesitylene 20.03
    ε-caprolactone 115.23
    p-cymene 25.36
    epichlorohydrin 156.54
    1,1,1-trichloroethane 68.37
    2-aminoethanol 5.21
    morpholine-4-carbaldehyde 122.48
    sulfolane 75.3
    2,2,4-trimethylpentane 4.17
    2-methyltetrahydrofuran 127.93
    n-hexyl acetate 108.84
    isooctane 2.88
    2-(2-butoxyethoxy)ethanol 122.57
    sec-butyl acetate 74.1
    tert-butyl acetate 66.9
    decalin 7.54
    glycerin 6.55
    diglyme 199.29
    acrylic acid 12.36
    isopropyl myristate 51.31
    n-butyric acid 36.15
    acetyl acetate 47.2
    di(2-ethylhexyl) phthalate 56.45
    ethyl propionate 63.54
    nitromethane 29.8
    1,2-diethoxyethane 155.77
    benzonitrile 36.73
    trioctyl phosphate 33.32
    1-bromopropane 59.71
    gamma-valerolactone 178.49
    n-decanol 25.08
    triethyl phosphate 45.85
    4-methyl-2-pentanol 18.22
    propionitrile 13.07
    vinylene carbonate 56.29
    1,1,2-trichlorotrifluoroethane 64.64
    DMS 97.11
    cumene 28.22
    2-octanol 20.04
    2-hexanone 79.7
    octyl acetate 61.1
    limonene 31.99
    1,2-dimethoxyethane 120.51
    ethyl orthosilicate 50.19
    tributyl phosphate 43.19
    diacetone alcohol 44.87
    N,N-dimethylaniline 57.79
    acrylonitrile 13.3
    aniline 36.82
    1,3-propanediol 13.47
    bromobenzene 76.54
    dibromomethane 93.85
    1,1,2,2-tetrachloroethane 133.07
    2-methyl-cyclohexyl acetate 89.29
    tetrabutyl urea 60.45
    diisobutyl methanol 21.84
    2-phenylethanol 64.89
    styrene 39.33
    dioctyl adipate 79.03
    dimethyl sulfate 36.51
    ethyl butyrate 72.13
    methyl lactate 19.28
    butyl lactate 51.12
    diethyl carbonate 49.82
    propanediol butyl ether 44.65
    triethyl orthoformate 69.58
    p-tert-butyltoluene 22.25
    methyl 4-tert-butylbenzoate 73.27
    morpholine 130.78
    tert-butylamine 9.42
    n-dodecanol 19.65
    dimethoxymethane 81.32
    ethylene carbonate 49.74
    cyrene 67.75
    2-ethoxyethyl acetate 151.33
    2-ethylhexyl acetate 108.07
    1,2,4-trichlorobenzene 73.19
    4-methylpyridine 94.31
    dibutyl ether 62.61
    2,6-dimethyl-4-heptanol 21.84
    DEF 68.18
    dimethyl isosorbide 153.89
    tetrachloroethylene 78.08
    eugenol 67.7
    triacetin 113.87
    span 80 68.31
    1,4-butanediol 7.5
    1,1-dichloroethane 63.23
    2-methyl-1-pentanol 42.98
    methyl formate 12.28
    2-methyl-1-butanol 29.74
    n-decane 6.2
    butyronitrile 19.81
    3,7-dimethyl-1-octanol 33.83
    1-chlorooctane 27.73
    1-chlorotetradecane 13.08
    n-nonane 4.89
    undecane 4.68
    tert-butylcyclohexane 7.06
    cyclooctane 3.05
    cyclopentanol 20.9
    tetrahydropyran 122.96
    tert-amyl methyl ether 47.64
    2,5,8-trioxanonane 153.37
    1-hexene 22.66
    2-isopropoxyethanol 55.77
    2,2,2-trifluoroethanol 6.6
    methyl butyrate 71.57

    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