Friedelin

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  • Identifiers

    CAS number
    559-74-0

    Molecular formula
    C30H50O

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

    Safety labels

  • Odor profile

    Fragrance
    Woody 89.3%
    Amber 64.17%
    Dry 60.11%
    Cedar 52.52%
    Musk 50.03%
    Vetiver 38.19%
    Sandalwood 36.43%
    Spicy 33.7%
    Tobacco 32.9%
    Animal 32.84%

     

    Flavor
    Woody 58.5%
    Camphor 49.94%
    Sweet 45.68%
    Dry 42.02%
    Earthy 40.3%
    Pine 40.07%
    Earth 30.28%
    Fresh 29.96%
    Fir needle 28.94%
    Balsam 28.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    9.8

    pKa est.
    7.54 (neutral)

    Molecular weight
    426.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    504°C

    Flash point

    • 220.47 ˚C est.

  • Synonyms

    • Friedelin
    • 559-74-0
    • Friedeline
    • (-)-Friedelin
    • friedelanone
    • AK21264UAD
    • (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
    • (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethylicosahydropicen-3(2H)-one
    • CHEBI:5171
    • DTXSID101015732
    • NSC-55141
    • RefChem:141539
    • DTXCID901473918
    • 209-205-1
    • 24,25,26-trinoroleanan-3-one, 5,9,13-trimethyl-, (4beta,5beta,8alpha,9beta,10alpha,13alpha,14beta)-
    • D:A-Friedooleanan-3-one
    • Fridelin
    • MFCD00017296
    • CHEMBL485998
    • 24,25,26-Trinoroleanan-3-one, 5,9,13-trimethyl-,(4b,5b,8a,9b,10a,13a,14b)-
    • SR-05000002227
    • EINECS 209-205-1
    • UNII-AK21264UAD
    • NSC 55141
    • Friedelin (Standard)
    • 3-OXOFRIEDELANE
    • FRIEDELIN [MI]
    • Friedelin, technical grade
    • Friedelin, analytical standard
    • SCHEMBL193053
    • orb1297372
    • HY-N4110R
    • D:A-Friedooleanan-3-one (VAN)
    • OFMXGFHWLZPCFL-SVRPQWSVSA-N
    • HY-N4110
    • BDBM50241943
    • AKOS015897124
    • CCG-208470
    • FF66091
    • MS-27536
    • CS-0032118
    • NS00043099
    • C08626
    • 559F740
    • SR-05000002227-2
    • SR-05000002227-3
    • Q15410972
    • 24,25,26-TRINOROLEANAN-3-ONE, 5,9,13-TRIMETHYL-, (4.BETA.,5.BETA.,8.ALPHA.,9.BETA.,10.ALPHA.,13.ALPHA.,14.BETA.)-
    • 3(2H)-Picenone, eicosahydro-4,4a,6b,8a,11,11,12b,14a-octamethyl-, (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-
    • 3(2H)-PICENONE, EICOSAHYDRO-4,4A,6B,8A,11,11,12B,14A-OCTAMETHYL-, (4R-(4.ALPHA.,4A.ALPHA.,6A.BETA.,6B.ALPHA.,8A.ALPHA.,12A.ALPHA.,12B.BETA.,14A.ALPHA.,14B.BETA.))-
    • 559-74-0

  • Applications

    Friedelin is primarily used as an intermediate in the synthesis of triterpenoids and other natural product derivatives, providing a starting point for chemical modifications and biogenetic studies. In pharmaceutical research, it is evaluated as a scaffold for designing bioactive triterpenoids and related compounds, rather than as a direct therapeutic agent. In academia and analytical chemistry, friedelin is isolated from plant sources and used as a reference compound for analytical methods and structure-activity investigations. In cosmetics and personal care, plant-derived friedelin-containing extracts may be explored for potential formulation studies as part of waxy or emollient-rich ingredients, subject to regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.71
    methanol 4.72
    isopropanol 14.57
    water 0.03
    ethyl acetate 27.51
    n-propanol 19.5
    acetone 27.7
    n-butanol 22.27
    acetonitrile 9.64
    DMF 55.66
    toluene 56.7
    isobutanol 17.29
    1,4-dioxane 67.58
    methyl acetate 18.37
    THF 119.12
    2-butanone 32.22
    n-pentanol 14.85
    sec-butanol 10.88
    n-hexane 1.94
    ethylene glycol 1.24
    NMP 57.28
    cyclohexane 2.95
    DMSO 13.97
    n-butyl acetate 30.42
    n-octanol 12.87
    chloroform 75.8
    n-propyl acetate 22.49
    acetic acid 10.37
    dichloromethane 42.22
    cyclohexanone 57.07
    propylene glycol 3.27
    isopropyl acetate 33.77
    DMAc 58.24
    2-ethoxyethanol 22.86
    isopentanol 20.58
    n-heptane 2.31
    ethyl formate 10.07
    1,2-dichloroethane 28.06
    n-hexanol 20.56
    2-methoxyethanol 27.41
    isobutyl acetate 25.79
    tetrachloromethane 14.56
    n-pentyl acetate 39.64
    transcutol 76.89
    n-heptanol 19.81
    ethylbenzene 21.75
    MIBK 33.47
    2-propoxyethanol 61.33
    tert-butanol 14.94
    MTBE 21.21
    2-butoxyethanol 50.64
    propionic acid 11.78
    o-xylene 27.85
    formic acid 2.16
    diethyl ether 28.65
    m-xylene 40.85
    p-xylene 25.79
    chlorobenzene 41.73
    dimethyl carbonate 19.06
    n-octane 0.9
    formamide 4.22
    cyclopentanone 69.03
    2-pentanone 35.67
    anisole 47.11
    cyclopentyl methyl ether 50.66
    gamma-butyrolactone 55.31
    1-methoxy-2-propanol 42.03
    pyridine 64.55
    3-pentanone 31.07
    furfural 53.27
    n-dodecane 0.45
    diethylene glycol 20.49
    diisopropyl ether 13.04
    tert-amyl alcohol 10.5
    acetylacetone 47.89
    n-hexadecane 0.59
    acetophenone 39.84
    methyl propionate 28.42
    isopentyl acetate 39.43
    trichloroethylene 70.46
    n-nonanol 15.25
    cyclohexanol 17.57
    benzyl alcohol 27.84
    2-ethylhexanol 15.47
    isooctanol 18.19
    dipropyl ether 27.77
    1,2-dichlorobenzene 41.43
    ethyl lactate 14.76
    propylene carbonate 31.88
    n-methylformamide 13.57
    2-pentanol 14.66
    n-pentane 2.31
    1-propoxy-2-propanol 53.01
    1-methoxy-2-propyl acetate 60.57
    2-(2-methoxypropoxy) propanol 37.74
    mesitylene 22.36
    ε-caprolactone 51.53
    p-cymene 17.07
    epichlorohydrin 63.0
    1,1,1-trichloroethane 38.72
    2-aminoethanol 5.44
    morpholine-4-carbaldehyde 87.96
    sulfolane 52.36
    2,2,4-trimethylpentane 1.69
    2-methyltetrahydrofuran 45.14
    n-hexyl acetate 40.14
    isooctane 1.81
    2-(2-butoxyethoxy)ethanol 47.44
    sec-butyl acetate 21.82
    tert-butyl acetate 41.25
    decalin 2.73
    glycerin 5.86
    diglyme 93.13
    acrylic acid 10.03
    isopropyl myristate 15.83
    n-butyric acid 22.78
    acetyl acetate 25.15
    di(2-ethylhexyl) phthalate 20.34
    ethyl propionate 24.39
    nitromethane 20.72
    1,2-diethoxyethane 36.58
    benzonitrile 29.95
    trioctyl phosphate 13.82
    1-bromopropane 19.48
    gamma-valerolactone 114.98
    n-decanol 9.4
    triethyl phosphate 17.76
    4-methyl-2-pentanol 14.17
    propionitrile 17.9
    vinylene carbonate 34.42
    1,1,2-trichlorotrifluoroethane 37.04
    DMS 33.02
    cumene 15.19
    2-octanol 11.71
    2-hexanone 25.33
    octyl acetate 18.37
    limonene 17.16
    1,2-dimethoxyethane 51.78
    ethyl orthosilicate 19.31
    tributyl phosphate 13.16
    diacetone alcohol 34.74
    N,N-dimethylaniline 34.51
    acrylonitrile 17.27
    aniline 37.77
    1,3-propanediol 12.7
    bromobenzene 48.66
    dibromomethane 29.19
    1,1,2,2-tetrachloroethane 53.84
    2-methyl-cyclohexyl acetate 31.13
    tetrabutyl urea 19.78
    diisobutyl methanol 12.84
    2-phenylethanol 38.46
    styrene 23.01
    dioctyl adipate 24.21
    dimethyl sulfate 26.72
    ethyl butyrate 27.59
    methyl lactate 15.56
    butyl lactate 32.42
    diethyl carbonate 17.46
    propanediol butyl ether 31.28
    triethyl orthoformate 28.7
    p-tert-butyltoluene 17.68
    methyl 4-tert-butylbenzoate 55.69
    morpholine 68.68
    tert-butylamine 11.0
    n-dodecanol 5.74
    dimethoxymethane 57.6
    ethylene carbonate 27.37
    cyrene 38.18
    2-ethoxyethyl acetate 55.77
    2-ethylhexyl acetate 32.6
    1,2,4-trichlorobenzene 53.51
    4-methylpyridine 63.16
    dibutyl ether 15.0
    2,6-dimethyl-4-heptanol 12.84
    DEF 36.83
    dimethyl isosorbide 75.16
    tetrachloroethylene 36.04
    eugenol 50.08
    triacetin 45.56
    span 80 32.44
    1,4-butanediol 5.02
    1,1-dichloroethane 28.79
    2-methyl-1-pentanol 13.79
    methyl formate 9.53
    2-methyl-1-butanol 16.53
    n-decane 1.33
    butyronitrile 19.78
    3,7-dimethyl-1-octanol 13.85
    1-chlorooctane 8.25
    1-chlorotetradecane 2.14
    n-nonane 1.1
    undecane 0.73
    tert-butylcyclohexane 2.76
    cyclooctane 1.56
    cyclopentanol 17.41
    tetrahydropyran 55.1
    tert-amyl methyl ether 16.98
    2,5,8-trioxanonane 52.22
    1-hexene 7.77
    2-isopropoxyethanol 22.41
    2,2,2-trifluoroethanol 6.68
    methyl butyrate 26.24

    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