Caulophyllogenin

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  • Identifiers

    CAS number
    52936-64-8

    Molecular formula
    C30H48O5

    SMILES
    C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)O)C)C)(C)CO)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 78.48%
    Amber 49.0%
    Balsamic 48.94%
    Cedar 44.03%
    Dry 42.23%
    Sandalwood 38.04%
    Spicy 37.62%
    Camphoreous 36.32%
    Sweet 35.73%
    Pine 32.78%

     

    Flavor
    Woody 54.44%
    Bitter 46.22%
    Camphor 41.47%
    Pine 41.41%
    Balsam 38.48%
    Herbal 37.11%
    Sweet 33.93%
    Spicy 30.35%
    Earthy 29.94%
    Earth 26.66%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.2

    pKa est.
    5.74 (weak acid)

    Molecular weight
    488.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    137°C

    Flash point

    • 287.2 ˚C est.

  • Synonyms

    • Caulophyllogenin
    • 52936-64-8
    • DTXSID40967406
    • (3beta,4alpha,16alpha)-3,16,23-Trihydroxyolean-12-en-28-oic acid
    • RefChem:918139
    • DTXCID601395006
    • (3beta,16alpha)-3,16,23-trihydroxyolean-12-en-28-oic acid
    • 258-265-5
    • (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-5,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
    • MFCD00017384
    • EINECS 258-265-5
    • orb1297430
    • SCHEMBL2597674
    • CHEMBL2386968
    • CHEBI:191082
    • FABOBEOYNMHSHB-UAWZMHPWSA-N
    • HY-N7687
    • AKOS040760315
    • EBC-615641
    • FC65490
    • FS-7265
    • (4aR,5R,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-5,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
    • CS-0135213
    • NS00057172
    • E80736
    • 936C648
    • 3beta,16alpha,23-Trihydroxyolean-12-en-28-oic acid
    • Q27456067
    • 5VN
    • 52936-64-8

  • Applications

    Caulophyllogenin is primarily of interest in pharmaceutical research and steroid chemistry as a synthetic building block and intermediate for related steroidal frameworks and semi-synthetic derivatives. It is commonly used as a starting material in the preparation of steroidal compounds and can serve as a reference standard or analytical calibrant in natural product isolation, structure elucidation, and method development. In academic and industrial settings, it is evaluated for structure–activity relationship (SAR) studies and broader natural product chemistry investigations, including SAR exploration of related steroidal skeletons. Applications are typically confined to laboratory synthesis, characterization, and exploratory research, and are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.81
    methanol 18.45
    isopropanol 6.78
    water 0.01
    ethyl acetate 4.32
    n-propanol 14.82
    acetone 6.92
    n-butanol 8.45
    acetonitrile 1.43
    DMF 91.03
    toluene 3.87
    isobutanol 6.57
    1,4-dioxane 37.69
    methyl acetate 4.18
    THF 100.36
    2-butanone 8.81
    n-pentanol 6.37
    sec-butanol 4.22
    n-hexane 0.19
    ethylene glycol 1.88
    NMP 49.5
    cyclohexane 0.22
    DMSO 27.85
    n-butyl acetate 4.26
    n-octanol 2.26
    chloroform 12.1
    n-propyl acetate 2.94
    acetic acid 7.53
    dichloromethane 6.98
    cyclohexanone 13.86
    propylene glycol 5.49
    isopropyl acetate 3.77
    DMAc 43.71
    2-ethoxyethanol 22.8
    isopentanol 4.79
    n-heptane 0.16
    ethyl formate 3.19
    1,2-dichloroethane 4.5
    n-hexanol 6.99
    2-methoxyethanol 48.66
    isobutyl acetate 2.49
    tetrachloromethane 1.37
    n-pentyl acetate 6.16
    transcutol 28.78
    n-heptanol 4.91
    ethylbenzene 1.74
    MIBK 4.71
    2-propoxyethanol 46.73
    tert-butanol 3.89
    MTBE 3.37
    2-butoxyethanol 21.43
    propionic acid 4.82
    o-xylene 2.04
    formic acid 5.11
    diethyl ether 5.65
    m-xylene 2.66
    p-xylene 1.69
    chlorobenzene 2.88
    dimethyl carbonate 6.26
    n-octane 0.07
    formamide 6.57
    cyclopentanone 29.34
    2-pentanone 7.16
    anisole 5.58
    cyclopentyl methyl ether 15.27
    gamma-butyrolactone 25.01
    1-methoxy-2-propanol 41.96
    pyridine 20.52
    3-pentanone 5.21
    furfural 17.89
    n-dodecane 0.03
    diethylene glycol 23.38
    diisopropyl ether 1.08
    tert-amyl alcohol 3.0
    acetylacetone 8.95
    n-hexadecane 0.03
    acetophenone 5.56
    methyl propionate 7.48
    isopentyl acetate 4.32
    trichloroethylene 12.22
    n-nonanol 2.48
    cyclohexanol 4.06
    benzyl alcohol 8.0
    2-ethylhexanol 2.36
    isooctanol 3.38
    dipropyl ether 3.58
    1,2-dichlorobenzene 2.59
    ethyl lactate 3.81
    propylene carbonate 6.95
    n-methylformamide 19.81
    2-pentanol 3.0
    n-pentane 0.2
    1-propoxy-2-propanol 22.59
    1-methoxy-2-propyl acetate 13.56
    2-(2-methoxypropoxy) propanol 10.82
    mesitylene 1.31
    ε-caprolactone 12.25
    p-cymene 1.15
    epichlorohydrin 32.7
    1,1,1-trichloroethane 2.63
    2-aminoethanol 9.61
    morpholine-4-carbaldehyde 66.88
    sulfolane 33.1
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 17.35
    n-hexyl acetate 5.93
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 17.85
    sec-butyl acetate 2.16
    tert-butyl acetate 4.63
    decalin 0.18
    glycerin 10.73
    diglyme 30.88
    acrylic acid 5.28
    isopropyl myristate 1.23
    n-butyric acid 7.25
    acetyl acetate 2.83
    di(2-ethylhexyl) phthalate 3.13
    ethyl propionate 2.99
    nitromethane 10.53
    1,2-diethoxyethane 6.75
    benzonitrile 3.47
    trioctyl phosphate 2.07
    1-bromopropane 2.32
    gamma-valerolactone 55.7
    n-decanol 1.19
    triethyl phosphate 2.04
    4-methyl-2-pentanol 2.05
    propionitrile 2.54
    vinylene carbonate 7.87
    1,1,2-trichlorotrifluoroethane 24.51
    DMS 5.17
    cumene 1.15
    2-octanol 1.83
    2-hexanone 4.61
    octyl acetate 2.22
    limonene 1.45
    1,2-dimethoxyethane 24.87
    ethyl orthosilicate 2.28
    tributyl phosphate 1.61
    diacetone alcohol 9.28
    N,N-dimethylaniline 4.5
    acrylonitrile 3.97
    aniline 6.09
    1,3-propanediol 14.15
    bromobenzene 2.46
    dibromomethane 4.03
    1,1,2,2-tetrachloroethane 10.54
    2-methyl-cyclohexyl acetate 3.63
    tetrabutyl urea 2.81
    diisobutyl methanol 1.26
    2-phenylethanol 8.82
    styrene 1.77
    dioctyl adipate 2.78
    dimethyl sulfate 11.36
    ethyl butyrate 2.86
    methyl lactate 9.37
    butyl lactate 7.74
    diethyl carbonate 1.64
    propanediol butyl ether 16.01
    triethyl orthoformate 3.48
    p-tert-butyltoluene 1.2
    methyl 4-tert-butylbenzoate 8.94
    morpholine 63.02
    tert-butylamine 1.4
    n-dodecanol 0.57
    dimethoxymethane 56.97
    ethylene carbonate 5.96
    cyrene 16.5
    2-ethoxyethyl acetate 11.62
    2-ethylhexyl acetate 3.29
    1,2,4-trichlorobenzene 4.39
    4-methylpyridine 11.57
    dibutyl ether 1.19
    2,6-dimethyl-4-heptanol 1.26
    DEF 11.18
    dimethyl isosorbide 20.73
    tetrachloroethylene 7.56
    eugenol 10.27
    triacetin 6.4
    span 80 10.58
    1,4-butanediol 4.54
    1,1-dichloroethane 3.08
    2-methyl-1-pentanol 3.53
    methyl formate 10.31
    2-methyl-1-butanol 4.72
    n-decane 0.08
    butyronitrile 2.6
    3,7-dimethyl-1-octanol 1.79
    1-chlorooctane 0.58
    1-chlorotetradecane 0.12
    n-nonane 0.07
    undecane 0.04
    tert-butylcyclohexane 0.17
    cyclooctane 0.12
    cyclopentanol 8.15
    tetrahydropyran 17.32
    tert-amyl methyl ether 2.94
    2,5,8-trioxanonane 16.0
    1-hexene 0.87
    2-isopropoxyethanol 11.18
    2,2,2-trifluoroethanol 2.48
    methyl butyrate 3.83

    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