1beta-hydroxy arbusculin A

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  • Identifiers

    CAS number
    50301-94-5

    Molecular formula
    C15H22O4

    SMILES
    C[C@@]12CC[C@@H]3[C@@H]([C@H]1[C@](CC[C@H]2O)(C)O)OC(=O)C3=C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 41.77%
    Odorless 40.82%
    Woody 38.29%
    Spicy 34.13%
    Mint 29.98%
    Camphoreous 25.09%
    Herbal 24.38%
    Cooling 24.07%
    Phenolic 21.74%
    Tobacco 20.83%

     

    Flavor
    Bitter 83.44%
    Minty 25.96%
    Cedarleaf 22.08%
    Sweet-like 20.86%
    Fatty 20.79%
    Ripe apricot 20.07%
    Fenugreek 19.95%
    Leaves 19.92%
    Lovage 19.89%
    Red fruit 19.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    8.15 (weak base)

    Molecular weight
    266.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    631°C

    Flash point

    • 203.67 ˚C est.

  • Synonyms

    • 1beta-hydroxy arbusculin A
    • 50301-94-5
    • (3aS,5aR,6R,9R,9aS,9bS)-6,9-dihydroxy-5a,9-dimethyl-3-methylidenedecahydronaphtho[1,2-b]furan-2(3H)-one
    • (3aS,5aR,6R,9R,9aS,9bS)-6,9-Dihydroxy-5a,9-dimethyl-3-methylenedecahydronaphtho[1,2-b]furan-2(9bH)-one
    • (3aS,5aR,6R,9R,9aS,9bS)-6,9-dihydroxy-5a,9-dimethyl-3-methylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one
    • 1beta-hydroxy-arbusculin A
    • CHEBI:66024
    • DTXSID001112589
    • Q27134527
    • (3aS,5aR,6R,9R,9aS,9bS)-Decahydro-6,9-dihydroxy-5a,9-dimethyl-3-methylenenaphtho[1,2-b]furan-2(3H)-one
    • 50301-94-5

  • Applications

    1beta-hydroxy arbusculin A (CAS 50301-94-5) is considered a synthetic intermediate and a chiral building block for research in pharmaceutical and agrochemical development; it may serve as an analytical reference standard to support method development and quality control in analytical chemistry (such as LC/GC-MS); it is explored as a natural product-derived lead and for the synthesis of more complex analogs in academic and industrial settings; and it can function as a starting point for asymmetric synthesis and related synthetic sequences, with use depending on local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 69.58
    methanol 393.84
    isopropanol 123.68
    water 3.66
    ethyl acetate 70.02
    n-propanol 91.69
    acetone 156.83
    n-butanol 94.13
    acetonitrile 57.49
    DMF 608.31
    toluene 44.31
    isobutanol 60.91
    1,4-dioxane 260.7
    methyl acetate 74.58
    THF 593.23
    2-butanone 98.57
    n-pentanol 37.59
    sec-butanol 40.44
    n-hexane 0.42
    ethylene glycol 57.28
    NMP 224.82
    cyclohexane 1.82
    DMSO 385.23
    n-butyl acetate 51.69
    n-octanol 21.39
    chloroform 196.59
    n-propyl acetate 43.98
    acetic acid 164.36
    dichloromethane 146.31
    cyclohexanone 175.53
    propylene glycol 50.42
    isopropyl acetate 62.5
    DMAc 225.75
    2-ethoxyethanol 106.04
    isopentanol 79.74
    n-heptane 0.62
    ethyl formate 77.82
    1,2-dichloroethane 75.22
    n-hexanol 49.42
    2-methoxyethanol 293.16
    isobutyl acetate 34.96
    tetrachloromethane 17.74
    n-pentyl acetate 41.45
    transcutol 230.7
    n-heptanol 30.44
    ethylbenzene 15.56
    MIBK 70.06
    2-propoxyethanol 163.57
    tert-butanol 104.67
    MTBE 21.38
    2-butoxyethanol 84.42
    propionic acid 78.73
    o-xylene 24.54
    formic acid 193.42
    diethyl ether 27.58
    m-xylene 38.26
    p-xylene 22.22
    chlorobenzene 53.11
    dimethyl carbonate 80.37
    n-octane 0.48
    formamide 247.93
    cyclopentanone 296.96
    2-pentanone 94.57
    anisole 49.09
    cyclopentyl methyl ether 95.09
    gamma-butyrolactone 312.5
    1-methoxy-2-propanol 229.1
    pyridine 147.85
    3-pentanone 53.32
    furfural 258.48
    n-dodecane 0.59
    diethylene glycol 185.59
    diisopropyl ether 9.76
    tert-amyl alcohol 34.92
    acetylacetone 144.9
    n-hexadecane 0.73
    acetophenone 65.99
    methyl propionate 76.72
    isopentyl acetate 53.38
    trichloroethylene 191.57
    n-nonanol 21.51
    cyclohexanol 62.1
    benzyl alcohol 70.49
    2-ethylhexanol 21.64
    isooctanol 25.16
    dipropyl ether 15.22
    1,2-dichlorobenzene 47.46
    ethyl lactate 47.71
    propylene carbonate 141.78
    n-methylformamide 279.17
    2-pentanol 39.41
    n-pentane 0.7
    1-propoxy-2-propanol 89.23
    1-methoxy-2-propyl acetate 91.33
    2-(2-methoxypropoxy) propanol 68.93
    mesitylene 20.05
    ε-caprolactone 134.77
    p-cymene 12.66
    epichlorohydrin 277.91
    1,1,1-trichloroethane 50.37
    2-aminoethanol 88.05
    morpholine-4-carbaldehyde 289.9
    sulfolane 297.77
    2,2,4-trimethylpentane 0.64
    2-methyltetrahydrofuran 129.68
    n-hexyl acetate 48.14
    isooctane 0.85
    2-(2-butoxyethoxy)ethanol 92.5
    sec-butyl acetate 32.61
    tert-butyl acetate 63.61
    decalin 1.43
    glycerin 129.76
    diglyme 185.91
    acrylic acid 92.81
    isopropyl myristate 19.16
    n-butyric acid 126.5
    acetyl acetate 70.56
    di(2-ethylhexyl) phthalate 31.29
    ethyl propionate 41.59
    nitromethane 264.2
    1,2-diethoxyethane 45.21
    benzonitrile 78.23
    trioctyl phosphate 23.91
    1-bromopropane 22.17
    gamma-valerolactone 351.41
    n-decanol 14.78
    triethyl phosphate 25.27
    4-methyl-2-pentanol 32.81
    propionitrile 54.78
    vinylene carbonate 148.57
    1,1,2-trichlorotrifluoroethane 186.13
    DMS 58.87
    cumene 11.24
    2-octanol 16.86
    2-hexanone 44.38
    octyl acetate 25.65
    limonene 13.83
    1,2-dimethoxyethane 183.97
    ethyl orthosilicate 22.9
    tributyl phosphate 24.63
    diacetone alcohol 105.59
    N,N-dimethylaniline 34.47
    acrylonitrile 97.76
    aniline 76.68
    1,3-propanediol 160.99
    bromobenzene 44.86
    dibromomethane 65.85
    1,1,2,2-tetrachloroethane 136.2
    2-methyl-cyclohexyl acetate 39.03
    tetrabutyl urea 36.05
    diisobutyl methanol 15.88
    2-phenylethanol 69.12
    styrene 17.36
    dioctyl adipate 32.23
    dimethyl sulfate 133.59
    ethyl butyrate 36.05
    methyl lactate 92.85
    butyl lactate 48.44
    diethyl carbonate 28.75
    propanediol butyl ether 67.57
    triethyl orthoformate 30.19
    p-tert-butyltoluene 12.21
    methyl 4-tert-butylbenzoate 63.04
    morpholine 260.44
    tert-butylamine 26.54
    n-dodecanol 10.08
    dimethoxymethane 297.13
    ethylene carbonate 124.77
    cyrene 96.33
    2-ethoxyethyl acetate 66.27
    2-ethylhexyl acetate 37.06
    1,2,4-trichlorobenzene 60.76
    4-methylpyridine 132.92
    dibutyl ether 12.64
    2,6-dimethyl-4-heptanol 15.88
    DEF 86.11
    dimethyl isosorbide 130.76
    tetrachloroethylene 89.14
    eugenol 69.97
    triacetin 59.92
    span 80 54.58
    1,4-butanediol 46.29
    1,1-dichloroethane 64.53
    2-methyl-1-pentanol 31.61
    methyl formate 228.44
    2-methyl-1-butanol 47.24
    n-decane 1.03
    butyronitrile 59.03
    3,7-dimethyl-1-octanol 22.62
    1-chlorooctane 6.94
    1-chlorotetradecane 2.67
    n-nonane 0.76
    undecane 0.75
    tert-butylcyclohexane 1.17
    cyclooctane 0.79
    cyclopentanol 101.7
    tetrahydropyran 128.83
    tert-amyl methyl ether 16.4
    2,5,8-trioxanonane 118.12
    1-hexene 2.75
    2-isopropoxyethanol 67.73
    2,2,2-trifluoroethanol 87.47
    methyl butyrate 56.49

    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