Thiocholesterol

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  • Identifiers

    CAS number
    1249-81-6

    Molecular formula
    C27H46S

    SMILES
    C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)S)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 60.95%
    Fruity 48.54%
    Tropical 44.41%
    Green 42.18%
    Spicy 34.43%
    Waxy 33.36%
    Fatty 31.94%
    Herbal 28.17%
    Fresh 27.96%
    Dry 27.31%

     

    Flavor
    Woody 40.77%
    Wood 35.54%
    Herb 31.92%
    Spice 31.4%
    Herbal 25.62%
    Fir needle 23.7%
    Waxy 23.66%
    Terpentine 22.37%
    Sandalwood 21.94%
    Pine 21.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    9.5

    pKa est.
    8.59 (weak base)

    Molecular weight
    402.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    506°C

    Flash point

    • 177.77 ˚C est.

  • Synonyms

    • Thiocholesterol
    • 1249-81-6
    • Cholest-5-ene-3-thiol, (3beta)-
    • DTXSID80883671
    • RefChem:189445
    • DTXCID201023178
    • 215-003-4
    • Cholesteryl mercaptan
    • Cholest-5-ene-3b-thiol
    • Cholest-5-ene-3beta-thiol
    • Cholest-5-ene-3-thiol, (3.beta.)-
    • 5-Cholestene-3beta-thiol
    • (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3-thiol
    • Cholest-5-ene-3.beta.-thiol
    • EINECS 215-003-4
    • NSC 137837
    • AI3-24121
    • Cholest-5-ene-3-thiol #
    • Cholest-5-ene-3|_-thiol
    • SCHEMBL26595
    • orb1911041
    • Cholest-5-ene-3-thiol, (3|A)-
    • HY-W414069
    • DB-246395
    • CS-0526314
    • NS00044873
    • H55659
    • 1249-81-6

  • Applications

    Thiocholesterol (CAS 1249-81-6) is viewed as an intermediate and building block for steroid synthesis and related derivatives in pharmaceutical and biochemical research; with a thiol group enabling bioconjugation and surface functionality, it is used to study lipids and to develop functional coatings and films on materials. In the field of polymers and plastics, it can be incorporated into polymer chains to introduce a cholesterol-like moiety and to improve lipid-related properties of the material. It is also used in coatings and inks and in electronic applications as a building block for self-assembled or surface-functionalized layers based on thiol chemistry; additionally, it may serve as an analytical reference in lipid analysis and lipidomics research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.06
    methanol 1.71
    isopropanol 10.64
    water 0.03
    ethyl acetate 49.25
    n-propanol 15.93
    acetone 30.69
    n-butanol 27.87
    acetonitrile 4.71
    DMF 18.72
    toluene 129.83
    isobutanol 16.83
    1,4-dioxane 87.69
    methyl acetate 21.16
    THF 155.61
    2-butanone 45.38
    n-pentanol 21.45
    sec-butanol 12.63
    n-hexane 8.63
    ethylene glycol 0.39
    NMP 54.43
    cyclohexane 23.28
    DMSO 9.34
    n-butyl acetate 80.31
    n-octanol 23.88
    chloroform 111.51
    n-propyl acetate 43.44
    acetic acid 6.02
    dichloromethane 73.05
    cyclohexanone 111.85
    propylene glycol 1.14
    isopropyl acetate 68.29
    DMAc 50.65
    2-ethoxyethanol 21.2
    isopentanol 33.5
    n-heptane 15.8
    ethyl formate 10.55
    1,2-dichloroethane 51.86
    n-hexanol 39.56
    2-methoxyethanol 16.62
    isobutyl acetate 56.11
    tetrachloromethane 26.89
    n-pentyl acetate 74.62
    transcutol 168.21
    n-heptanol 33.2
    ethylbenzene 48.31
    MIBK 73.21
    2-propoxyethanol 60.94
    tert-butanol 13.37
    MTBE 47.25
    2-butoxyethanol 57.17
    propionic acid 7.74
    o-xylene 66.25
    formic acid 1.03
    diethyl ether 69.78
    m-xylene 89.57
    p-xylene 56.53
    chlorobenzene 76.09
    dimethyl carbonate 16.53
    n-octane 4.49
    formamide 1.69
    cyclopentanone 94.99
    2-pentanone 67.28
    anisole 77.7
    cyclopentyl methyl ether 116.95
    gamma-butyrolactone 55.94
    1-methoxy-2-propanol 26.4
    pyridine 80.22
    3-pentanone 59.31
    furfural 45.28
    n-dodecane 2.83
    diethylene glycol 14.18
    diisopropyl ether 42.31
    tert-amyl alcohol 14.7
    acetylacetone 70.08
    n-hexadecane 3.56
    acetophenone 67.14
    methyl propionate 36.53
    isopentyl acetate 105.78
    trichloroethylene 100.17
    n-nonanol 30.09
    cyclohexanol 35.36
    benzyl alcohol 33.78
    2-ethylhexanol 44.77
    isooctanol 35.61
    dipropyl ether 87.37
    1,2-dichlorobenzene 72.55
    ethyl lactate 16.6
    propylene carbonate 38.92
    n-methylformamide 4.58
    2-pentanol 23.54
    n-pentane 11.67
    1-propoxy-2-propanol 65.67
    1-methoxy-2-propyl acetate 117.25
    2-(2-methoxypropoxy) propanol 61.8
    mesitylene 57.32
    ε-caprolactone 92.74
    p-cymene 50.38
    epichlorohydrin 75.44
    1,1,1-trichloroethane 69.47
    2-aminoethanol 1.81
    morpholine-4-carbaldehyde 65.53
    sulfolane 55.19
    2,2,4-trimethylpentane 6.76
    2-methyltetrahydrofuran 109.58
    n-hexyl acetate 77.83
    isooctane 7.2
    2-(2-butoxyethoxy)ethanol 76.84
    sec-butyl acetate 52.89
    tert-butyl acetate 89.46
    decalin 13.35
    glycerin 2.59
    diglyme 141.64
    acrylic acid 5.24
    isopropyl myristate 41.75
    n-butyric acid 31.25
    acetyl acetate 41.51
    di(2-ethylhexyl) phthalate 36.39
    ethyl propionate 45.87
    nitromethane 9.48
    1,2-diethoxyethane 94.34
    benzonitrile 35.13
    trioctyl phosphate 26.21
    1-bromopropane 52.42
    gamma-valerolactone 114.02
    n-decanol 21.03
    triethyl phosphate 42.74
    4-methyl-2-pentanol 27.14
    propionitrile 12.35
    vinylene carbonate 34.47
    1,1,2-trichlorotrifluoroethane 32.01
    DMS 45.19
    cumene 36.84
    2-octanol 21.39
    2-hexanone 51.34
    octyl acetate 43.33
    limonene 58.57
    1,2-dimethoxyethane 58.23
    ethyl orthosilicate 50.09
    tributyl phosphate 28.12
    diacetone alcohol 50.93
    N,N-dimethylaniline 58.01
    acrylonitrile 9.04
    aniline 54.66
    1,3-propanediol 7.69
    bromobenzene 106.25
    dibromomethane 58.23
    1,1,2,2-tetrachloroethane 80.0
    2-methyl-cyclohexyl acetate 83.42
    tetrabutyl urea 41.13
    diisobutyl methanol 35.53
    2-phenylethanol 58.08
    styrene 53.34
    dioctyl adipate 54.98
    dimethyl sulfate 21.96
    ethyl butyrate 78.09
    methyl lactate 11.97
    butyl lactate 42.09
    diethyl carbonate 45.73
    propanediol butyl ether 26.58
    triethyl orthoformate 79.61
    p-tert-butyltoluene 49.94
    methyl 4-tert-butylbenzoate 78.86
    morpholine 76.3
    tert-butylamine 13.37
    n-dodecanol 15.23
    dimethoxymethane 44.82
    ethylene carbonate 34.33
    cyrene 51.01
    2-ethoxyethyl acetate 93.95
    2-ethylhexyl acetate 100.57
    1,2,4-trichlorobenzene 90.9
    4-methylpyridine 89.55
    dibutyl ether 50.07
    2,6-dimethyl-4-heptanol 35.53
    DEF 56.65
    dimethyl isosorbide 119.7
    tetrachloroethylene 53.32
    eugenol 63.71
    triacetin 74.7
    span 80 51.44
    1,4-butanediol 3.25
    1,1-dichloroethane 49.17
    2-methyl-1-pentanol 28.57
    methyl formate 3.85
    2-methyl-1-butanol 29.26
    n-decane 6.67
    butyronitrile 20.91
    3,7-dimethyl-1-octanol 33.83
    1-chlorooctane 25.72
    1-chlorotetradecane 9.87
    n-nonane 5.35
    undecane 4.09
    tert-butylcyclohexane 10.72
    cyclooctane 11.22
    cyclopentanol 22.61
    tetrahydropyran 130.22
    tert-amyl methyl ether 41.37
    2,5,8-trioxanonane 94.96
    1-hexene 24.77
    2-isopropoxyethanol 27.42
    2,2,2-trifluoroethanol 3.94
    methyl butyrate 45.51

    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