Lupenone

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  • Identifiers

    CAS number
    1617-70-5

    Molecular formula
    C30H48O

    SMILES
    CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 86.67%
    Amber 51.97%
    Dry 50.63%
    Cedar 46.0%
    Sweet 45.59%
    Sandalwood 39.51%
    Musk 37.21%
    Vetiver 35.81%
    Spicy 34.27%
    Tobacco 32.29%

     

    Flavor
    Woody 66.55%
    Camphor 43.39%
    Sweet 38.56%
    Pine 37.23%
    Dry 37.06%
    Wood 36.79%
    Balsam 30.78%
    Fir needle 29.75%
    Herbal 29.31%
    Fresh 28.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    9.6

    pKa est.
    7.36 (neutral)

    Molecular weight
    424.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    507°C

    Flash point

    • 214.8 ˚C est.

  • Synonyms

    • LUPENONE
    • 1617-70-5
    • (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
    • (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta(a)chrysen-9-one
    • RefChem:154325
    • 834-243-6
    • lupeone
    • MFCD00083578
    • CHEMBL486393
    • Lup-20(30)-en-3-one
    • Lupenone (1 mg/mL in Ethyl Acetate)
    • (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
    • Lup-20(29)-en-3-one; Lup-20(30)-en-3-one
    • NSC 281807
    • 4-hydroxybenzyl aldehyde
    • orb1301564
    • SCHEMBL1224027
    • CHEBI:67823
    • GRBHNQFQFHLCHO-BHMAJAPKSA-N
    • BAA61770
    • HY-N2590
    • BDBM50241944
    • AKOS016009444
    • EBC-616598
    • (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-icosahydro-1H-cyclopenta[a]chrysen-9-one
    • (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)icosahydro-9H-cyclopenta[a]chrysen-9-one
    • AC-35031
    • AS-78715
    • DA-75157
    • CS-0022942
    • C16990
    • Q27136299
    • (1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one
    • 1617-70-5

  • Applications

    Lupenone (CAS 1617-70-5) is a five-ring triterpenoid commonly regarded as an intermediate and a starting material for organic synthesis, particularly in the development of lupeol-related triterpenoid derivatives in pharmaceutical research. It is often used as a precursor for semi-synthetic transformations to generate biologically active derivatives. In natural products chemistry, lupenone serves as a reference material for analysis and purification of pentacyclic triterpenoids. Additionally, it provides a building block for libraries of triterpenoid derivatives used in research and development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.33
    methanol 6.36
    isopropanol 19.85
    water 0.06
    ethyl acetate 24.54
    n-propanol 24.02
    acetone 23.31
    n-butanol 30.12
    acetonitrile 12.48
    DMF 44.4
    toluene 63.13
    isobutanol 20.3
    1,4-dioxane 53.68
    methyl acetate 14.85
    THF 112.12
    2-butanone 27.31
    n-pentanol 16.93
    sec-butanol 12.2
    n-hexane 1.09
    ethylene glycol 1.48
    NMP 45.52
    cyclohexane 1.97
    DMSO 11.48
    n-butyl acetate 23.68
    n-octanol 10.18
    chloroform 80.39
    n-propyl acetate 17.98
    acetic acid 11.56
    dichloromethane 42.06
    cyclohexanone 49.12
    propylene glycol 3.58
    isopropyl acetate 31.59
    DMAc 42.45
    2-ethoxyethanol 24.05
    isopentanol 27.76
    n-heptane 1.23
    ethyl formate 8.48
    1,2-dichloroethane 24.28
    n-hexanol 21.22
    2-methoxyethanol 32.74
    isobutyl acetate 21.41
    tetrachloromethane 13.17
    n-pentyl acetate 31.67
    transcutol 74.68
    n-heptanol 18.24
    ethylbenzene 19.94
    MIBK 33.2
    2-propoxyethanol 66.48
    tert-butanol 18.24
    MTBE 17.24
    2-butoxyethanol 48.37
    propionic acid 10.77
    o-xylene 26.64
    formic acid 2.76
    diethyl ether 23.52
    m-xylene 43.08
    p-xylene 22.74
    chlorobenzene 43.63
    dimethyl carbonate 16.35
    n-octane 0.43
    formamide 5.21
    cyclopentanone 58.93
    2-pentanone 32.16
    anisole 45.58
    cyclopentyl methyl ether 42.91
    gamma-butyrolactone 47.72
    1-methoxy-2-propanol 50.61
    pyridine 69.14
    3-pentanone 24.18
    furfural 52.26
    n-dodecane 0.22
    diethylene glycol 24.0
    diisopropyl ether 10.13
    tert-amyl alcohol 10.3
    acetylacetone 43.0
    n-hexadecane 0.29
    acetophenone 37.07
    methyl propionate 23.56
    isopentyl acetate 34.02
    trichloroethylene 68.33
    n-nonanol 11.84
    cyclohexanol 18.6
    benzyl alcohol 31.66
    2-ethylhexanol 13.49
    isooctanol 16.68
    dipropyl ether 19.3
    1,2-dichlorobenzene 40.85
    ethyl lactate 12.63
    propylene carbonate 27.82
    n-methylformamide 12.31
    2-pentanol 16.81
    n-pentane 1.65
    1-propoxy-2-propanol 51.48
    1-methoxy-2-propyl acetate 56.06
    2-(2-methoxypropoxy) propanol 33.83
    mesitylene 21.7
    ε-caprolactone 42.21
    p-cymene 13.78
    epichlorohydrin 57.79
    1,1,1-trichloroethane 32.9
    2-aminoethanol 6.56
    morpholine-4-carbaldehyde 67.43
    sulfolane 40.28
    2,2,4-trimethylpentane 1.16
    2-methyltetrahydrofuran 39.1
    n-hexyl acetate 30.57
    isooctane 1.34
    2-(2-butoxyethoxy)ethanol 43.31
    sec-butyl acetate 17.85
    tert-butyl acetate 38.65
    decalin 1.75
    glycerin 6.97
    diglyme 79.49
    acrylic acid 9.85
    isopropyl myristate 11.77
    n-butyric acid 26.59
    acetyl acetate 22.42
    di(2-ethylhexyl) phthalate 18.88
    ethyl propionate 19.8
    nitromethane 20.01
    1,2-diethoxyethane 27.85
    benzonitrile 31.51
    trioctyl phosphate 11.4
    1-bromopropane 17.11
    gamma-valerolactone 100.42
    n-decanol 7.03
    triethyl phosphate 14.76
    4-methyl-2-pentanol 16.6
    propionitrile 20.97
    vinylene carbonate 30.18
    1,1,2-trichlorotrifluoroethane 35.47
    DMS 25.0
    cumene 12.78
    2-octanol 9.85
    2-hexanone 20.64
    octyl acetate 13.76
    limonene 13.18
    1,2-dimethoxyethane 43.92
    ethyl orthosilicate 16.53
    tributyl phosphate 10.58
    diacetone alcohol 36.76
    N,N-dimethylaniline 30.94
    acrylonitrile 20.76
    aniline 42.56
    1,3-propanediol 18.23
    bromobenzene 51.34
    dibromomethane 28.75
    1,1,2,2-tetrachloroethane 50.18
    2-methyl-cyclohexyl acetate 27.44
    tetrabutyl urea 15.53
    diisobutyl methanol 11.54
    2-phenylethanol 41.18
    styrene 22.77
    dioctyl adipate 19.84
    dimethyl sulfate 21.56
    ethyl butyrate 22.27
    methyl lactate 15.65
    butyl lactate 28.21
    diethyl carbonate 14.82
    propanediol butyl ether 28.06
    triethyl orthoformate 23.96
    p-tert-butyltoluene 14.47
    methyl 4-tert-butylbenzoate 51.01
    morpholine 59.84
    tert-butylamine 12.16
    n-dodecanol 4.11
    dimethoxymethane 54.54
    ethylene carbonate 23.94
    cyrene 38.04
    2-ethoxyethyl acetate 45.61
    2-ethylhexyl acetate 25.86
    1,2,4-trichlorobenzene 51.51
    4-methylpyridine 68.53
    dibutyl ether 9.34
    2,6-dimethyl-4-heptanol 11.54
    DEF 28.12
    dimethyl isosorbide 65.86
    tetrachloroethylene 34.04
    eugenol 50.22
    triacetin 35.33
    span 80 28.72
    1,4-butanediol 6.07
    1,1-dichloroethane 26.85
    2-methyl-1-pentanol 15.64
    methyl formate 8.15
    2-methyl-1-butanol 20.29
    n-decane 0.67
    butyronitrile 22.71
    3,7-dimethyl-1-octanol 11.99
    1-chlorooctane 5.1
    1-chlorotetradecane 1.23
    n-nonane 0.54
    undecane 0.36
    tert-butylcyclohexane 1.77
    cyclooctane 0.98
    cyclopentanol 17.5
    tetrahydropyran 46.9
    tert-amyl methyl ether 13.04
    2,5,8-trioxanonane 45.67
    1-hexene 5.62
    2-isopropoxyethanol 21.61
    2,2,2-trifluoroethanol 6.71
    methyl butyrate 20.57

    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