(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R,4S,5R)-4,5-dimethyl-6-oxooxan-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

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  • Identifiers

    CAS number
    108157-59-1

    Molecular formula
    C28H40O6

    SMILES
    C[C@H]1C[C@@H](OC(=O)[C@@H]1C)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 48.91%
    Odorless 39.39%
    Spicy 37.58%
    Mint 25.7%
    Cooling 23.97%
    Balsamic 22.59%
    Herbal 22.47%
    Sweet 21.99%
    Cedar 21.85%
    Fresh 20.4%

     

    Flavor
    Bitter 83.21%
    Fatty 25.3%
    Cedarleaf 23.62%
    Sweet-like 21.62%
    Minty 20.71%
    Ripe apricot 20.45%
    Lovage 20.19%
    Red fruit 20.02%
    Leaves 19.67%
    Patchouli 19.54%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    5.35 (weak acid)

    Molecular weight
    472.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    121°C

    Flash point

    • 213.89 ˚C est.

  • Synonyms

    • CHEMBL4562505
    • DTXSID701120280
    • 108157-59-1
    • (25R)-5,20-Dihydroxy-5alpha,6alpha,7beta-6,7:22,26-diepoxyergost-2-ene-1,26-dione
    • Ergost-2-en-26-oic acid, 6,7-epoxy-5,20,22-trihydroxy-1-oxo-, I -lactone, (5I+/-,6I+/-,7I+/-,22R,25R)-
    • 108157-59-1

  • Applications

    Chemical name: (1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R,4S,5R)-4,5-dimethyl-6-oxooxan-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one; CAS number: 108157-59-1. In real-world use, the compound is primarily employed as a chiral building block and intermediate in pharmaceutical research to construct complex natural product-like scaffolds; in organic synthesis it serves as a stereochemically defined multi-ring framework suitable for library development; it is also evaluated as a starting material for agrochemical and industrial intermediates, and for the synthesis of complex natural product analogs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.29
    methanol 10.56
    isopropanol 6.55
    water 0.04
    ethyl acetate 10.28
    n-propanol 9.13
    acetone 17.34
    n-butanol 7.64
    acetonitrile 10.17
    DMF 27.13
    toluene 5.85
    isobutanol 5.4
    1,4-dioxane 21.83
    methyl acetate 9.97
    THF 42.16
    2-butanone 15.82
    n-pentanol 5.86
    sec-butanol 3.42
    n-hexane 0.22
    ethylene glycol 2.94
    NMP 28.48
    cyclohexane 0.5
    DMSO 35.33
    n-butyl acetate 7.33
    n-octanol 2.73
    chloroform 19.48
    n-propyl acetate 6.32
    acetic acid 20.53
    dichloromethane 13.08
    cyclohexanone 24.25
    propylene glycol 2.86
    isopropyl acetate 8.52
    DMAc 34.48
    2-ethoxyethanol 15.62
    isopentanol 6.19
    n-heptane 0.22
    ethyl formate 7.15
    1,2-dichloroethane 9.03
    n-hexanol 6.7
    2-methoxyethanol 23.74
    isobutyl acetate 5.24
    tetrachloromethane 3.63
    n-pentyl acetate 8.27
    transcutol 23.65
    n-heptanol 5.12
    ethylbenzene 2.43
    MIBK 9.24
    2-propoxyethanol 26.65
    tert-butanol 5.21
    MTBE 4.1
    2-butoxyethanol 17.14
    propionic acid 9.13
    o-xylene 3.25
    formic acid 9.78
    diethyl ether 6.83
    m-xylene 3.47
    p-xylene 2.84
    chlorobenzene 6.93
    dimethyl carbonate 9.92
    n-octane 0.1
    formamide 13.79
    cyclopentanone 30.49
    2-pentanone 13.21
    anisole 6.69
    cyclopentyl methyl ether 9.85
    gamma-butyrolactone 26.59
    1-methoxy-2-propanol 19.61
    pyridine 19.63
    3-pentanone 11.15
    furfural 21.79
    n-dodecane 0.08
    diethylene glycol 18.6
    diisopropyl ether 1.92
    tert-amyl alcohol 3.31
    acetylacetone 17.48
    n-hexadecane 0.1
    acetophenone 8.99
    methyl propionate 11.93
    isopentyl acetate 8.02
    trichloroethylene 19.04
    n-nonanol 3.41
    cyclohexanol 4.9
    benzyl alcohol 8.17
    2-ethylhexanol 3.21
    isooctanol 3.96
    dipropyl ether 3.62
    1,2-dichlorobenzene 6.03
    ethyl lactate 5.8
    propylene carbonate 11.52
    n-methylformamide 14.69
    2-pentanol 3.39
    n-pentane 0.26
    1-propoxy-2-propanol 13.95
    1-methoxy-2-propyl acetate 14.92
    2-(2-methoxypropoxy) propanol 12.11
    mesitylene 1.95
    ε-caprolactone 17.99
    p-cymene 1.84
    epichlorohydrin 29.17
    1,1,1-trichloroethane 8.09
    2-aminoethanol 6.38
    morpholine-4-carbaldehyde 32.33
    sulfolane 32.04
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 12.45
    n-hexyl acetate 8.81
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 15.72
    sec-butyl acetate 4.65
    tert-butyl acetate 8.35
    decalin 0.31
    glycerin 7.81
    diglyme 26.97
    acrylic acid 10.95
    isopropyl myristate 2.96
    n-butyric acid 13.69
    acetyl acetate 10.16
    di(2-ethylhexyl) phthalate 6.02
    ethyl propionate 6.44
    nitromethane 28.3
    1,2-diethoxyethane 6.92
    benzonitrile 8.38
    trioctyl phosphate 3.87
    1-bromopropane 4.12
    gamma-valerolactone 47.25
    n-decanol 2.01
    triethyl phosphate 4.4
    4-methyl-2-pentanol 3.03
    propionitrile 9.4
    vinylene carbonate 14.09
    1,1,2-trichlorotrifluoroethane 22.43
    DMS 8.88
    cumene 1.68
    2-octanol 2.11
    2-hexanone 8.5
    octyl acetate 4.57
    limonene 2.15
    1,2-dimethoxyethane 19.5
    ethyl orthosilicate 4.16
    tributyl phosphate 3.58
    diacetone alcohol 12.11
    N,N-dimethylaniline 4.66
    acrylonitrile 13.38
    aniline 8.63
    1,3-propanediol 12.09
    bromobenzene 6.16
    dibromomethane 8.97
    1,1,2,2-tetrachloroethane 13.51
    2-methyl-cyclohexyl acetate 6.81
    tetrabutyl urea 5.49
    diisobutyl methanol 1.96
    2-phenylethanol 11.3
    styrene 2.75
    dioctyl adipate 5.81
    dimethyl sulfate 14.57
    ethyl butyrate 5.69
    methyl lactate 10.96
    butyl lactate 8.54
    diethyl carbonate 4.39
    propanediol butyl ether 10.01
    triethyl orthoformate 5.37
    p-tert-butyltoluene 1.74
    methyl 4-tert-butylbenzoate 11.48
    morpholine 23.84
    tert-butylamine 2.13
    n-dodecanol 1.21
    dimethoxymethane 25.33
    ethylene carbonate 12.17
    cyrene 15.24
    2-ethoxyethyl acetate 14.4
    2-ethylhexyl acetate 5.88
    1,2,4-trichlorobenzene 8.41
    4-methylpyridine 13.81
    dibutyl ether 1.78
    2,6-dimethyl-4-heptanol 1.96
    DEF 12.21
    dimethyl isosorbide 19.73
    tetrachloroethylene 10.49
    eugenol 12.69
    triacetin 10.94
    span 80 10.09
    1,4-butanediol 5.2
    1,1-dichloroethane 7.32
    2-methyl-1-pentanol 4.52
    methyl formate 10.42
    2-methyl-1-butanol 4.73
    n-decane 0.18
    butyronitrile 7.78
    3,7-dimethyl-1-octanol 2.51
    1-chlorooctane 1.06
    1-chlorotetradecane 0.37
    n-nonane 0.14
    undecane 0.11
    tert-butylcyclohexane 0.25
    cyclooctane 0.2
    cyclopentanol 6.91
    tetrahydropyran 13.01
    tert-amyl methyl ether 3.06
    2,5,8-trioxanonane 18.65
    1-hexene 1.0
    2-isopropoxyethanol 10.34
    2,2,2-trifluoroethanol 9.47
    methyl butyrate 7.67

    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