Aspidospermidine

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  • Identifiers

    CAS number
    2912-09-6

    Molecular formula
    C19H26N2

    SMILES
    CC[C@]12CCCN3[C@H]1[C@@]4(CC3)[C@@H](CC2)NC5=CC=CC=C45

    Safety labels

  • Odor profile

    Fragrance
    Animal 46.16%
    Earthy 35.72%
    Fishy 33.13%
    Nutty 31.41%
    Roasted 29.31%
    Cheesy 25.48%
    Musty 25.28%
    Burnt 23.69%
    Popcorn 22.34%
    Odorless 21.28%

     

    Flavor
    Bitter 65.74%
    Animal 26.44%
    Alkaline 22.05%
    Cereal 21.75%
    Cedarleaf 20.85%
    Very strong 20.35%
    Indole 20.35%
    Shrimp 20.14%
    Moth ball 19.47%
    Patchouli 19.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    7.36 (neutral)

    Molecular weight
    282.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    477°C

    Flash point

    • 200.88 ˚C est.

  • Synonyms

    • Aspidospermidine
    • 38EV97NHY2
    • CHEBI:38486
    • DTXSID301045567
    • 2912-09-6
    • RefChem:916385
    • DTXCID301527492
    • 12-ethyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2,4,6-triene
    • (1R,9R,12R,19R)-12-Ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-triene
    • (+/-)-Aspidospermidine
    • Aspidospermidine, (+)-
    • MP7R4SKZ5T
    • Aspidospermidine, (+/-)-
    • SCHEMBL9082745
    • SCHEMBL9091821
    • SCHEMBL11869966
    • SCHEMBL20943630
    • (1R,9R,12R,19S)-12-Ethyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2,4,6-triene
    • [3aR-(3aalpha,5abeta,10bR*,13aalpha)]-3a-Ethyl-2,3,3a,4,5,5a,6,11,12,13a-decahydro-1H-indolizino[8,1-cd]carbazole
    • 1H-Indolizino[8,1-cd]carbazole, 3a-ethyl-2,3,3a,4,5,5a,6,11,12,13a-decahydro-, [3aR-(3aalpha,5abeta,10bR*,13aalpha)]-
    • 7689-02-3
    • rel-(3aR,3a1R,5aR,10bR)-3a-ethyl-2,3,3a,3a1,4,5,5a,6,11,12-decahydro-1H-indolizino[8,1-cd]carbazole
    • 2912-09-6

  • Applications

    Aspidospermidine (CAS 2912-09-6) is primarily used as an intermediate in the chemical synthesis of complex monoterpenoid indole alkaloids, including routes toward anticancer agents such as vinblastine and vincristine; it is employed in pharmaceutical and medicinal chemistry research to study monoterpenoid indole alkaloid biosynthesis and to explore structure-activity relationships; it serves as a synthetic building block in total- and semi-synthesis workflows in academic and industrial settings; in enzymatic and chemoenzymatic studies, it acts as a substrate or probe to investigate alkaloid pathway enzymes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.67
    methanol 15.88
    isopropanol 13.53
    water 0.38
    ethyl acetate 58.35
    n-propanol 21.22
    acetone 66.0
    n-butanol 28.88
    acetonitrile 17.08
    DMF 107.2
    toluene 52.28
    isobutanol 21.32
    1,4-dioxane 103.91
    methyl acetate 48.39
    THF 147.06
    2-butanone 58.57
    n-pentanol 18.22
    sec-butanol 8.58
    n-hexane 0.66
    ethylene glycol 9.36
    NMP 125.48
    cyclohexane 3.74
    DMSO 46.8
    n-butyl acetate 75.5
    n-octanol 18.26
    chloroform 214.0
    n-propyl acetate 46.87
    acetic acid 41.78
    dichloromethane 154.68
    cyclohexanone 166.94
    propylene glycol 6.76
    isopropyl acetate 61.21
    DMAc 101.13
    2-ethoxyethanol 40.06
    isopentanol 34.3
    n-heptane 1.65
    ethyl formate 54.38
    1,2-dichloroethane 91.65
    n-hexanol 31.35
    2-methoxyethanol 62.3
    isobutyl acetate 58.16
    tetrachloromethane 31.52
    n-pentyl acetate 67.51
    transcutol 107.73
    n-heptanol 27.13
    ethylbenzene 15.41
    MIBK 59.43
    2-propoxyethanol 83.78
    tert-butanol 14.74
    MTBE 16.01
    2-butoxyethanol 69.15
    propionic acid 31.28
    o-xylene 28.43
    formic acid 18.43
    diethyl ether 21.74
    m-xylene 37.35
    p-xylene 24.53
    chlorobenzene 97.69
    dimethyl carbonate 55.7
    n-octane 1.29
    formamide 23.99
    cyclopentanone 188.3
    2-pentanone 66.66
    anisole 36.87
    cyclopentyl methyl ether 63.08
    gamma-butyrolactone 197.13
    1-methoxy-2-propanol 47.22
    pyridine 113.11
    3-pentanone 56.65
    furfural 184.83
    n-dodecane 1.72
    diethylene glycol 67.38
    diisopropyl ether 11.67
    tert-amyl alcohol 9.51
    acetylacetone 102.03
    n-hexadecane 2.11
    acetophenone 62.49
    methyl propionate 56.48
    isopentyl acetate 84.39
    trichloroethylene 231.77
    n-nonanol 20.88
    cyclohexanol 35.57
    benzyl alcohol 49.03
    2-ethylhexanol 26.63
    isooctanol 25.65
    dipropyl ether 19.92
    1,2-dichlorobenzene 98.66
    ethyl lactate 37.35
    propylene carbonate 125.84
    n-methylformamide 47.81
    2-pentanol 14.89
    n-pentane 1.34
    1-propoxy-2-propanol 54.6
    1-methoxy-2-propyl acetate 105.16
    2-(2-methoxypropoxy) propanol 51.71
    mesitylene 23.62
    ε-caprolactone 134.04
    p-cymene 21.98
    epichlorohydrin 166.07
    1,1,1-trichloroethane 83.53
    2-aminoethanol 14.79
    morpholine-4-carbaldehyde 155.04
    sulfolane 173.24
    2,2,4-trimethylpentane 1.57
    2-methyltetrahydrofuran 64.22
    n-hexyl acetate 63.24
    isooctane 1.76
    2-(2-butoxyethoxy)ethanol 66.64
    sec-butyl acetate 39.87
    tert-butyl acetate 60.53
    decalin 2.81
    glycerin 20.38
    diglyme 125.64
    acrylic acid 39.97
    isopropyl myristate 30.3
    n-butyric acid 71.35
    acetyl acetate 73.43
    di(2-ethylhexyl) phthalate 41.7
    ethyl propionate 41.74
    nitromethane 77.39
    1,2-diethoxyethane 47.39
    benzonitrile 79.18
    trioctyl phosphate 31.33
    1-bromopropane 31.18
    gamma-valerolactone 257.95
    n-decanol 16.11
    triethyl phosphate 36.92
    4-methyl-2-pentanol 17.47
    propionitrile 32.33
    vinylene carbonate 146.69
    1,1,2-trichlorotrifluoroethane 134.74
    DMS 72.01
    cumene 15.43
    2-octanol 14.8
    2-hexanone 41.98
    octyl acetate 37.12
    limonene 24.66
    1,2-dimethoxyethane 65.72
    ethyl orthosilicate 34.3
    tributyl phosphate 34.65
    diacetone alcohol 55.02
    N,N-dimethylaniline 26.81
    acrylonitrile 47.34
    aniline 60.68
    1,3-propanediol 32.44
    bromobenzene 98.3
    dibromomethane 77.93
    1,1,2,2-tetrachloroethane 150.17
    2-methyl-cyclohexyl acetate 55.61
    tetrabutyl urea 41.77
    diisobutyl methanol 17.58
    2-phenylethanol 66.57
    styrene 19.68
    dioctyl adipate 43.2
    dimethyl sulfate 76.22
    ethyl butyrate 52.31
    methyl lactate 41.21
    butyl lactate 51.83
    diethyl carbonate 42.89
    propanediol butyl ether 39.34
    triethyl orthoformate 46.31
    p-tert-butyltoluene 20.05
    methyl 4-tert-butylbenzoate 70.21
    morpholine 86.2
    tert-butylamine 8.05
    n-dodecanol 12.7
    dimethoxymethane 92.43
    ethylene carbonate 126.58
    cyrene 75.68
    2-ethoxyethyl acetate 94.24
    2-ethylhexyl acetate 70.01
    1,2,4-trichlorobenzene 114.29
    4-methylpyridine 109.48
    dibutyl ether 19.58
    2,6-dimethyl-4-heptanol 17.58
    DEF 66.93
    dimethyl isosorbide 103.62
    tetrachloroethylene 123.21
    eugenol 67.08
    triacetin 73.53
    span 80 45.4
    1,4-butanediol 15.38
    1,1-dichloroethane 65.56
    2-methyl-1-pentanol 22.17
    methyl formate 54.61
    2-methyl-1-butanol 25.09
    n-decane 2.68
    butyronitrile 35.44
    3,7-dimethyl-1-octanol 22.73
    1-chlorooctane 14.35
    1-chlorotetradecane 6.97
    n-nonane 1.91
    undecane 2.08
    tert-butylcyclohexane 2.27
    cyclooctane 1.89
    cyclopentanol 33.53
    tetrahydropyran 72.42
    tert-amyl methyl ether 13.92
    2,5,8-trioxanonane 82.82
    1-hexene 3.49
    2-isopropoxyethanol 36.47
    2,2,2-trifluoroethanol 38.16
    methyl butyrate 53.87

    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