24-Methylenecholesterol

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  • Identifiers

    CAS number
    474-63-5

    Molecular formula
    C28H46O

    SMILES
    C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 84.73%
    Sandalwood 53.69%
    Balsamic 43.94%
    Amber 41.43%
    Dry 37.93%
    Sweet 37.24%
    Spicy 36.01%
    Waxy 35.72%
    Vetiver 34.18%
    Cedar 33.85%

     

    Flavor
    Woody 55.65%
    Wood 44.5%
    Herb 39.11%
    Herbal 37.25%
    Spice 34.44%
    Waxy 24.51%
    Fir needle 23.71%
    Citrus 23.17%
    Terpene 23.05%
    Pine 22.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    8.6

    pKa est.
    7.74 (neutral)

    Molecular weight
    398.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    505°C

    Flash point

    • 211.5 ˚C est.

  • Synonyms

    • 24-Methylenecholesterol
    • Chalinasterol
    • Ostreasterol
    • 474-63-5
    • SJ0718OYKX
    • 24-methylene-cholest-5-en-3beta-ol
    • CHEBI:19812
    • DTXSID80963826
    • NSC-232664
    • (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
    • (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methyl-5-methylideneheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol
    • RefChem:910353
    • DTXCID601837713
    • ergosta-5,24(28)-dien-3 beta-ol
    • 24-methylencholesterol
    • 24-methylene-Cholesterol
    • 5,24(28)-Cholestadien-24-methylen-3beta-ol
    • Cholesterol, 24-methylene-
    • (3beta,14beta,17alpha)-ergosta-5,24(28)-dien-3-ol
    • UNII-SJ0718OYKX
    • Ergosta-5,24(28)-dien-3-ol #
    • Ergosta-5,24(28)-dien-3.beta.-ol
    • 24-Methylenecholesterol; NSC 232664; 24-Methylene-cholesterol; 24-Methylenecholest-5-en-3ss-ol; (3ss)-ergosta-5,24(28)-dien-3-ol; Ostreasterol
    • 94R
    • NSC 232664
    • 24-Methylene cholesterol
    • SCHEMBL42185
    • CHEMBL477971
    • orb1698870
    • INDVLXYUCBVVKW-PXBBAZSNSA-N
    • Ergosta-5,24(28)-dien-3-ol
    • AAA47463
    • Ergosta-5,24(28)-dien-3b-ol
    • MSK14726
    • Ergosta-5, 24(28)-dien-3b-ol
    • LMST01030099
    • MFCD00273053
    • Ergosta-5,24(28)-dien-3|A-ol
    • AKOS027326503
    • MSK14726-100M
    • EBC-618381
    • (1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol
    • (3b)-Ergosta-5,24(28)-dien-3-ol
    • Ergosta-5,24(24~1~)-dien-3beta-ol
    • HY-133968
    • CS-0136115
    • Ergosta-5,24(28)-dien-3-ol, (3beta)-
    • 24-Methylenecholesta-5,24(28)-dien-3beta-ol
    • Q27109256
    • 24-Methylenecholesta-5,24(28)-dien-3beta-ol Solution in Methanol, 100ug/mL
    • (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methyl-5-methyleneheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
    • (3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethyl-4-methylene-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
    • 474-63-5

  • Applications

    24-Methylenecholesterol is a sterol used as an intermediate in the synthesis of steroidal compounds for pharmaceutical research and development; it is also used as a reference standard for analytical methods to quantify sterols in natural materials and foods; in cosmetics and personal care, it can act as a cholesterol-like lipid component that influences texture and skin compatibility; in biochemical and materials research, it is studied for membrane-mimetic applications and may be incorporated as a specialty additive in certain polymer/plastics formulations; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.59
    methanol 8.44
    isopropanol 60.06
    water 0.05
    ethyl acetate 67.83
    n-propanol 62.39
    acetone 55.79
    n-butanol 79.29
    acetonitrile 6.61
    DMF 37.45
    toluene 137.3
    isobutanol 46.71
    1,4-dioxane 149.65
    methyl acetate 26.78
    THF 306.39
    2-butanone 60.79
    n-pentanol 31.62
    sec-butanol 31.46
    n-hexane 4.65
    ethylene glycol 0.83
    NMP 34.06
    cyclohexane 13.17
    DMSO 14.55
    n-butyl acetate 74.59
    n-octanol 23.79
    chloroform 147.28
    n-propyl acetate 37.62
    acetic acid 12.14
    dichloromethane 77.04
    cyclohexanone 94.68
    propylene glycol 2.5
    isopropyl acetate 90.8
    DMAc 58.15
    2-ethoxyethanol 44.27
    isopentanol 76.64
    n-heptane 7.47
    ethyl formate 13.61
    1,2-dichloroethane 54.68
    n-hexanol 52.6
    2-methoxyethanol 58.79
    isobutyl acetate 43.96
    tetrachloromethane 25.83
    n-pentyl acetate 70.2
    transcutol 384.41
    n-heptanol 37.02
    ethylbenzene 35.71
    MIBK 85.16
    2-propoxyethanol 122.94
    tert-butanol 50.38
    MTBE 90.62
    2-butoxyethanol 89.66
    propionic acid 12.03
    o-xylene 54.5
    formic acid 2.28
    diethyl ether 133.26
    m-xylene 88.98
    p-xylene 34.86
    chlorobenzene 62.27
    dimethyl carbonate 19.35
    n-octane 1.96
    formamide 4.06
    cyclopentanone 91.38
    2-pentanone 87.26
    anisole 70.99
    cyclopentyl methyl ether 120.52
    gamma-butyrolactone 58.86
    1-methoxy-2-propanol 84.02
    pyridine 101.21
    3-pentanone 53.99
    furfural 47.17
    n-dodecane 1.06
    diethylene glycol 31.81
    diisopropyl ether 44.64
    tert-amyl alcohol 27.15
    acetylacetone 89.43
    n-hexadecane 1.33
    acetophenone 48.54
    methyl propionate 44.51
    isopentyl acetate 100.08
    trichloroethylene 103.42
    n-nonanol 28.51
    cyclohexanol 43.14
    benzyl alcohol 36.12
    2-ethylhexanol 37.01
    isooctanol 36.18
    dipropyl ether 79.08
    1,2-dichlorobenzene 53.37
    ethyl lactate 16.43
    propylene carbonate 34.81
    n-methylformamide 9.06
    2-pentanol 49.43
    n-pentane 9.28
    1-propoxy-2-propanol 111.94
    1-methoxy-2-propyl acetate 145.05
    2-(2-methoxypropoxy) propanol 76.77
    mesitylene 49.86
    ε-caprolactone 81.52
    p-cymene 31.61
    epichlorohydrin 98.44
    1,1,1-trichloroethane 60.5
    2-aminoethanol 5.37
    morpholine-4-carbaldehyde 74.91
    sulfolane 43.36
    2,2,4-trimethylpentane 4.33
    2-methyltetrahydrofuran 119.1
    n-hexyl acetate 70.32
    isooctane 5.85
    2-(2-butoxyethoxy)ethanol 126.75
    sec-butyl acetate 44.2
    tert-butyl acetate 110.24
    decalin 5.47
    glycerin 5.48
    diglyme 230.21
    acrylic acid 7.01
    isopropyl myristate 32.04
    n-butyric acid 50.71
    acetyl acetate 43.46
    di(2-ethylhexyl) phthalate 30.21
    ethyl propionate 38.51
    nitromethane 17.24
    1,2-diethoxyethane 134.92
    benzonitrile 31.53
    trioctyl phosphate 20.94
    1-bromopropane 53.11
    gamma-valerolactone 143.71
    n-decanol 18.14
    triethyl phosphate 29.93
    4-methyl-2-pentanol 45.7
    propionitrile 20.27
    vinylene carbonate 32.66
    1,1,2-trichlorotrifluoroethane 40.44
    DMS 38.31
    cumene 24.2
    2-octanol 20.83
    2-hexanone 39.12
    octyl acetate 34.13
    limonene 35.21
    1,2-dimethoxyethane 101.57
    ethyl orthosilicate 38.04
    tributyl phosphate 21.97
    diacetone alcohol 75.15
    N,N-dimethylaniline 46.63
    acrylonitrile 13.53
    aniline 73.65
    1,3-propanediol 28.07
    bromobenzene 77.46
    dibromomethane 62.93
    1,1,2,2-tetrachloroethane 86.58
    2-methyl-cyclohexyl acetate 57.19
    tetrabutyl urea 30.84
    diisobutyl methanol 34.96
    2-phenylethanol 62.62
    styrene 38.03
    dioctyl adipate 41.82
    dimethyl sulfate 21.51
    ethyl butyrate 60.91
    methyl lactate 16.6
    butyl lactate 48.93
    diethyl carbonate 34.04
    propanediol butyl ether 46.75
    triethyl orthoformate 66.27
    p-tert-butyltoluene 32.02
    methyl 4-tert-butylbenzoate 75.61
    morpholine 156.79
    tert-butylamine 38.76
    n-dodecanol 11.64
    dimethoxymethane 113.45
    ethylene carbonate 34.03
    cyrene 44.21
    2-ethoxyethyl acetate 110.93
    2-ethylhexyl acetate 75.9
    1,2,4-trichlorobenzene 62.92
    4-methylpyridine 103.39
    dibutyl ether 41.6
    2,6-dimethyl-4-heptanol 34.96
    DEF 55.34
    dimethyl isosorbide 124.8
    tetrachloroethylene 57.32
    eugenol 66.64
    triacetin 68.2
    span 80 59.73
    1,4-butanediol 5.81
    1,1-dichloroethane 58.66
    2-methyl-1-pentanol 33.0
    methyl formate 6.42
    2-methyl-1-butanol 52.46
    n-decane 2.88
    butyronitrile 35.81
    3,7-dimethyl-1-octanol 34.68
    1-chlorooctane 14.74
    1-chlorotetradecane 4.18
    n-nonane 2.41
    undecane 1.62
    tert-butylcyclohexane 5.24
    cyclooctane 5.42
    cyclopentanol 28.06
    tetrahydropyran 196.13
    tert-amyl methyl ether 48.96
    2,5,8-trioxanonane 128.94
    1-hexene 15.64
    2-isopropoxyethanol 44.38
    2,2,2-trifluoroethanol 5.42
    methyl butyrate 38.04

    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