[(E)-5-(2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-hydroxy-1,1-dimethyl-4-oxo-hex-2-enyl] acetate

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  • Identifiers

    Molecular formula
    C32H46O8

    SMILES
    CC(=O)OC(C)(C)/C=C/C(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)O)C)C)C)O)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 60.6%
    Odorless 35.28%
    Dry 30.13%
    Mint 29.35%
    Cedar 27.73%
    Sweet 27.25%
    Amber 26.99%
    Floral 24.16%
    Cooling 23.65%
    Camphoreous 23.34%

     

    Flavor
    Bitter 88.11%
    Odorless 24.02%
    Bland 22.14%
    Cedarleaf 21.07%
    Sweet-like 20.9%
    Ripe apricot 19.83%
    Red fruit 19.63%
    Heather 19.5%
    Broom 19.48%
    Parsley 19.33%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    5.08 (weak acid)

    Molecular weight
    558.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    148°C

    Melting point expt.

    • 180 - 182 °C

    Flash point

    • 264.41 ˚C est.

  • Synonyms

    • Cucurbitacine (B)
    • MLS002702988
    • Amarin?
    • CHEMBL1728549
    • EBC-615351
    • AS-75927
    • SMR001566797
    • (2E)-5-(2,16-Dihydroxy-4,4,9,14-tetramethyl-3,11-dioxoestr-5-en-17-yl)-5-hydroxy-1,1-dimethyl-4-oxohex-2-en-1-yl acetate
    • [(E)-5-(2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-hydroxy-1,1-dimethyl-4-oxo-hex-2-enyl] acetate
    • 6-{2,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-7,10-dioxo-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
    • MLS002702988

  • Applications

    The compound [(E)-5-(2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-hydroxy-1,1-dimethyl-4-oxo-hex-2-enyl] acetate is primarily used as an intermediate in steroid chemistry, serving as a building block for pharmaceutical steroid synthesis. In pharmaceutical development and chemical research, it is commonly evaluated as a scaffold for structure-activity relationship (SAR) studies and for derivatization to access corticosteroid- or related analogs. In academic and industrial R&D laboratories, it may function as a specialized chiral building block for the preparation of diverse steroid esters, enabling exploration of steroid-based libraries and synthetic routes. Its role is typically as an intermediate or precursor rather than a final active ingredient, and its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 54.23
    methanol 132.42
    isopropanol 18.4
    water 0.09
    ethyl acetate 11.51
    n-propanol 37.8
    acetone 43.83
    n-butanol 14.78
    acetonitrile 12.88
    DMF 382.32
    toluene 4.16
    isobutanol 13.04
    1,4-dioxane 75.99
    methyl acetate 17.99
    THF 196.03
    2-butanone 25.48
    n-pentanol 9.86
    sec-butanol 8.72
    n-hexane 0.27
    ethylene glycol 23.55
    NMP 221.8
    cyclohexane 0.29
    DMSO 217.46
    n-butyl acetate 5.05
    n-octanol 2.51
    chloroform 46.61
    n-propyl acetate 6.71
    acetic acid 74.02
    dichloromethane 42.64
    cyclohexanone 33.62
    propylene glycol 34.6
    isopropyl acetate 5.61
    DMAc 171.35
    2-ethoxyethanol 61.04
    isopentanol 5.82
    n-heptane 0.15
    ethyl formate 16.17
    1,2-dichloroethane 20.18
    n-hexanol 6.13
    2-methoxyethanol 165.54
    isobutyl acetate 3.59
    tetrachloromethane 3.46
    n-pentyl acetate 5.74
    transcutol 37.55
    n-heptanol 3.99
    ethylbenzene 1.67
    MIBK 5.94
    2-propoxyethanol 69.1
    tert-butanol 7.07
    MTBE 3.88
    2-butoxyethanol 24.26
    propionic acid 25.35
    o-xylene 1.76
    formic acid 68.24
    diethyl ether 10.28
    m-xylene 1.81
    p-xylene 1.88
    chlorobenzene 5.87
    dimethyl carbonate 24.79
    n-octane 0.07
    formamide 83.57
    cyclopentanone 97.43
    2-pentanone 14.89
    anisole 7.16
    cyclopentyl methyl ether 19.26
    gamma-butyrolactone 115.49
    1-methoxy-2-propanol 85.09
    pyridine 48.89
    3-pentanone 11.46
    furfural 72.31
    n-dodecane 0.04
    diethylene glycol 63.87
    diisopropyl ether 0.95
    tert-amyl alcohol 4.65
    acetylacetone 22.37
    n-hexadecane 0.05
    acetophenone 8.51
    methyl propionate 23.08
    isopentyl acetate 3.75
    trichloroethylene 47.43
    n-nonanol 2.61
    cyclohexanol 5.83
    benzyl alcohol 11.82
    2-ethylhexanol 1.83
    isooctanol 2.35
    dipropyl ether 3.93
    1,2-dichlorobenzene 4.87
    ethyl lactate 8.03
    propylene carbonate 25.85
    n-methylformamide 146.17
    2-pentanol 4.0
    n-pentane 0.27
    1-propoxy-2-propanol 24.46
    1-methoxy-2-propyl acetate 13.86
    2-(2-methoxypropoxy) propanol 11.26
    mesitylene 0.7
    ε-caprolactone 30.13
    p-cymene 0.61
    epichlorohydrin 117.94
    1,1,1-trichloroethane 7.99
    2-aminoethanol 56.58
    morpholine-4-carbaldehyde 198.49
    sulfolane 143.75
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 32.37
    n-hexyl acetate 6.12
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 18.43
    sec-butyl acetate 2.97
    tert-butyl acetate 4.88
    decalin 0.15
    glycerin 61.31
    diglyme 40.79
    acrylic acid 35.34
    isopropyl myristate 1.12
    n-butyric acid 21.35
    acetyl acetate 8.58
    di(2-ethylhexyl) phthalate 3.16
    ethyl propionate 6.24
    nitromethane 127.61
    1,2-diethoxyethane 8.11
    benzonitrile 6.93
    trioctyl phosphate 1.91
    1-bromopropane 6.6
    gamma-valerolactone 188.54
    n-decanol 1.33
    triethyl phosphate 2.43
    4-methyl-2-pentanol 1.77
    propionitrile 11.38
    vinylene carbonate 30.43
    1,1,2-trichlorotrifluoroethane 84.56
    DMS 8.33
    cumene 0.83
    2-octanol 1.65
    2-hexanone 8.57
    octyl acetate 2.32
    limonene 0.88
    1,2-dimethoxyethane 69.84
    ethyl orthosilicate 2.15
    tributyl phosphate 1.8
    diacetone alcohol 12.39
    N,N-dimethylaniline 5.08
    acrylonitrile 23.4
    aniline 9.79
    1,3-propanediol 53.86
    bromobenzene 4.88
    dibromomethane 19.51
    1,1,2,2-tetrachloroethane 32.01
    2-methyl-cyclohexyl acetate 3.68
    tetrabutyl urea 3.52
    diisobutyl methanol 0.78
    2-phenylethanol 9.08
    styrene 2.01
    dioctyl adipate 3.12
    dimethyl sulfate 47.19
    ethyl butyrate 3.73
    methyl lactate 26.04
    butyl lactate 8.23
    diethyl carbonate 2.52
    propanediol butyl ether 20.87
    triethyl orthoformate 3.58
    p-tert-butyltoluene 0.58
    methyl 4-tert-butylbenzoate 7.95
    morpholine 116.13
    tert-butylamine 1.99
    n-dodecanol 0.69
    dimethoxymethane 144.76
    ethylene carbonate 19.87
    cyrene 29.21
    2-ethoxyethyl acetate 14.08
    2-ethylhexyl acetate 2.81
    1,2,4-trichlorobenzene 7.81
    4-methylpyridine 24.35
    dibutyl ether 1.62
    2,6-dimethyl-4-heptanol 0.78
    DEF 29.27
    dimethyl isosorbide 25.32
    tetrachloroethylene 22.3
    eugenol 10.79
    triacetin 8.96
    span 80 11.35
    1,4-butanediol 18.17
    1,1-dichloroethane 11.81
    2-methyl-1-pentanol 4.28
    methyl formate 86.61
    2-methyl-1-butanol 6.72
    n-decane 0.11
    butyronitrile 7.67
    3,7-dimethyl-1-octanol 1.42
    1-chlorooctane 0.74
    1-chlorotetradecane 0.17
    n-nonane 0.1
    undecane 0.06
    tert-butylcyclohexane 0.12
    cyclooctane 0.1
    cyclopentanol 17.17
    tetrahydropyran 29.24
    tert-amyl methyl ether 3.44
    2,5,8-trioxanonane 20.19
    1-hexene 1.33
    2-isopropoxyethanol 21.18
    2,2,2-trifluoroethanol 24.85
    methyl butyrate 8.93

    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