(1S,3E,5R,6S,7R)-3-[(3,4-Dihydroxyphenyl)-hydroxymethylidene]-6-methyl-1,5,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione

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  • Identifiers

    CAS number
    147687-34-1

    Molecular formula
    C38H50O6

    SMILES
    CC(=CCC[C@]1([C@@H](C[C@@]2(C(=O)/C(=C(/C3=CC(=C(C=C3)O)O)\O)/C(=O)[C@]1(C2=O)CC=C(C)C)CC=C(C)C)CC=C(C)C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 50.18%
    Fruity 42.53%
    Herbal 42.29%
    Spicy 38.3%
    Sweet 36.32%
    Citrus 35.61%
    Floral 35.35%
    Fresh 34.23%
    Dry 31.52%
    Mint 27.63%

     

    Flavor
    Bitter 70.37%
    Herbal 21.43%
    Cedarleaf 19.88%
    Lovage 19.61%
    Heather 19.11%
    Broom 18.82%
    Genet 18.77%
    Basil 18.72%
    Parsley 18.63%
    Oriental 18.1%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    10.4

    pKa est.
    8.25 (weak base)

    Molecular weight
    602.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    597°C

    Flash point

    • 235.12 ˚C est.

  • Synonyms

    • Guttiferone A
    • 147687-34-1
    • (1S,3E,5R,6S,7R)-3-[(3,4-Dihydroxyphenyl)-hydroxymethylidene]-6-methyl-1,5,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione
    • guttiferone A, (rel-(+))-
    • CHEMBL5266878
    • CHEBI:70326
    • 147687-34-1

  • Applications

    Chemical name: (1S,3E,5R,6S,7R)-3-[(3,4-Dihydroxyphenyl)-hydroxymethylidene]-6-methyl-1,5,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione; CAS number: 147687-34-1. In practical terms, this polycyclic terpenoid-like compound is most often encountered as a synthetic intermediate and a chiral building block in pharmaceutical development, where it can serve as a scaffold for natural-product–type drug candidates and as a starting point for structure–activity relationship exploration. It is also used as a research reagent in advanced organic synthesis, enabling asymmetric transformations and diversification of complex terpene-like frameworks. In industrial settings, it may be employed as a specialty chemical precursor for the preparation of complex bioactive molecules and related intermediates, and it can function as a reference material or analytical standard for methods targeting polycyclic terpenoid–type compounds. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 51.28
    methanol 37.37
    isopropanol 52.34
    water 0.01
    ethyl acetate 62.11
    n-propanol 68.68
    acetone 93.34
    n-butanol 44.25
    acetonitrile 20.88
    DMF 332.18
    toluene 48.72
    isobutanol 46.58
    1,4-dioxane 152.51
    methyl acetate 75.51
    THF 508.07
    2-butanone 110.12
    n-pentanol 42.82
    sec-butanol 56.21
    n-hexane 4.08
    ethylene glycol 9.05
    NMP 421.09
    cyclohexane 3.92
    DMSO 169.62
    n-butyl acetate 47.84
    n-octanol 16.68
    chloroform 168.51
    n-propyl acetate 47.08
    acetic acid 94.13
    dichloromethane 107.71
    cyclohexanone 140.1
    propylene glycol 37.36
    isopropyl acetate 54.25
    DMAc 372.29
    2-ethoxyethanol 94.38
    isopentanol 33.12
    n-heptane 2.25
    ethyl formate 36.34
    1,2-dichloroethane 72.33
    n-hexanol 37.11
    2-methoxyethanol 147.3
    isobutyl acetate 34.47
    tetrachloromethane 20.21
    n-pentyl acetate 50.36
    transcutol 168.68
    n-heptanol 22.43
    ethylbenzene 24.22
    MIBK 48.99
    2-propoxyethanol 148.69
    tert-butanol 51.68
    MTBE 50.95
    2-butoxyethanol 73.55
    propionic acid 65.51
    o-xylene 27.66
    formic acid 23.0
    diethyl ether 51.18
    m-xylene 28.09
    p-xylene 26.66
    chlorobenzene 46.69
    dimethyl carbonate 67.29
    n-octane 1.19
    formamide 34.81
    cyclopentanone 259.91
    2-pentanone 83.82
    anisole 49.75
    cyclopentyl methyl ether 135.84
    gamma-butyrolactone 276.2
    1-methoxy-2-propanol 167.69
    pyridine 144.93
    3-pentanone 70.35
    furfural 133.64
    n-dodecane 0.73
    diethylene glycol 63.35
    diisopropyl ether 13.58
    tert-amyl alcohol 54.13
    acetylacetone 96.8
    n-hexadecane 0.86
    acetophenone 58.48
    methyl propionate 95.12
    isopentyl acetate 43.94
    trichloroethylene 184.53
    n-nonanol 17.35
    cyclohexanol 43.81
    benzyl alcohol 53.98
    2-ethylhexanol 18.61
    isooctanol 18.7
    dipropyl ether 31.72
    1,2-dichlorobenzene 41.49
    ethyl lactate 39.12
    propylene carbonate 102.06
    n-methylformamide 97.57
    2-pentanol 36.63
    n-pentane 3.77
    1-propoxy-2-propanol 101.18
    1-methoxy-2-propyl acetate 91.45
    2-(2-methoxypropoxy) propanol 58.83
    mesitylene 13.17
    ε-caprolactone 140.96
    p-cymene 10.99
    epichlorohydrin 279.72
    1,1,1-trichloroethane 80.35
    2-aminoethanol 36.54
    morpholine-4-carbaldehyde 303.92
    sulfolane 345.54
    2,2,4-trimethylpentane 2.45
    2-methyltetrahydrofuran 189.42
    n-hexyl acetate 49.01
    isooctane 1.44
    2-(2-butoxyethoxy)ethanol 77.24
    sec-butyl acetate 36.87
    tert-butyl acetate 60.23
    decalin 3.1
    glycerin 48.66
    diglyme 124.61
    acrylic acid 60.33
    isopropyl myristate 14.56
    n-butyric acid 78.39
    acetyl acetate 41.51
    di(2-ethylhexyl) phthalate 21.84
    ethyl propionate 45.95
    nitromethane 125.01
    1,2-diethoxyethane 55.8
    benzonitrile 35.26
    trioctyl phosphate 15.27
    1-bromopropane 49.26
    gamma-valerolactone 337.86
    n-decanol 11.14
    triethyl phosphate 19.86
    4-methyl-2-pentanol 20.35
    propionitrile 34.5
    vinylene carbonate 83.84
    1,1,2-trichlorotrifluoroethane 181.27
    DMS 54.96
    cumene 14.21
    2-octanol 15.68
    2-hexanone 58.27
    octyl acetate 22.67
    limonene 16.15
    1,2-dimethoxyethane 122.52
    ethyl orthosilicate 20.21
    tributyl phosphate 16.9
    diacetone alcohol 92.92
    N,N-dimethylaniline 47.79
    acrylonitrile 46.69
    aniline 58.57
    1,3-propanediol 49.77
    bromobenzene 45.64
    dibromomethane 73.53
    1,1,2,2-tetrachloroethane 154.05
    2-methyl-cyclohexyl acetate 34.82
    tetrabutyl urea 26.61
    diisobutyl methanol 10.84
    2-phenylethanol 53.06
    styrene 26.04
    dioctyl adipate 26.55
    dimethyl sulfate 126.73
    ethyl butyrate 33.78
    methyl lactate 81.35
    butyl lactate 51.77
    diethyl carbonate 20.07
    propanediol butyl ether 69.12
    triethyl orthoformate 30.18
    p-tert-butyltoluene 11.98
    methyl 4-tert-butylbenzoate 58.84
    morpholine 241.81
    tert-butylamine 23.1
    n-dodecanol 7.14
    dimethoxymethane 209.41
    ethylene carbonate 65.51
    cyrene 98.5
    2-ethoxyethyl acetate 77.98
    2-ethylhexyl acetate 34.24
    1,2,4-trichlorobenzene 64.04
    4-methylpyridine 117.29
    dibutyl ether 17.04
    2,6-dimethyl-4-heptanol 10.84
    DEF 119.94
    dimethyl isosorbide 128.09
    tetrachloroethylene 81.28
    eugenol 55.6
    triacetin 54.32
    span 80 56.02
    1,4-butanediol 22.96
    1,1-dichloroethane 83.63
    2-methyl-1-pentanol 34.23
    methyl formate 71.15
    2-methyl-1-butanol 39.68
    n-decane 1.52
    butyronitrile 29.82
    3,7-dimethyl-1-octanol 15.68
    1-chlorooctane 8.61
    1-chlorotetradecane 2.9
    n-nonane 1.37
    undecane 1.01
    tert-butylcyclohexane 2.97
    cyclooctane 1.6
    cyclopentanol 83.89
    tetrahydropyran 133.99
    tert-amyl methyl ether 47.84
    2,5,8-trioxanonane 70.71
    1-hexene 17.42
    2-isopropoxyethanol 65.61
    2,2,2-trifluoroethanol 33.13
    methyl butyrate 58.09

    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