(3S,3aS,6S,6aR,9aR,9bS)-3a,4,5,6,6a,7,9a,9b-Octahydro-6,6a-dihydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one

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  • Identifiers

    CAS number
    93552-69-3

    Molecular formula
    C15H22O4

    SMILES
    C[C@H]1[C@@H]2CC[C@]([C@]3(CC=C([C@@H]3[C@H]2OC1=O)C)O)(C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 43.66%
    Sweet 40.43%
    Woody 35.9%
    Spicy 34.14%
    Vanilla 22.85%
    Phenolic 22.32%
    Mint 21.38%
    Caramellic 20.36%
    Burnt 20.1%
    Nutty 19.05%

     

    Flavor
    Bitter 74.97%
    Minty 27.56%
    Fatty 26.3%
    Sweet-like 22.39%
    Cedarleaf 22.05%
    Fenugreek 20.66%
    Leaves 20.51%
    Ripe apricot 20.33%
    Seedy 20.07%
    Cotton candy 20.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.23 (neutral)

    Molecular weight
    266.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    673°C

    Flash point

    • 178.6 ˚C est.

  • Synonyms

    • DTXSID301107482
    • (3S,3aS,6S,6aR,9aR,9bS)-3a,4,5,6,6a,7,9a,9b-Octahydro-6,6a-dihydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one
    • 93552-69-3
    • 93552-69-3

  • Applications

    Applications for the chemical (3S,3aS,6S,6aR,9aR,9bS)-3a,4,5,6,6a,7,9a,9b-Octahydro-6,6a-dihydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one (CAS 93552-69-3) are primarily in fragrance chemistry as an intermediate and potential odorant; it can serve as a building block for aroma compounds and fragrance ingredients and is often evaluated for enantioselective syntheses. In cosmetics and personal care, it may be used as a fragrance component in formulations. In pharmaceuticals, it may function as a chiral intermediate in the synthesis of pharmaceutical compounds. In industrial manufacturing, coatings and inks, it can act as a specialty chemical intermediate or precursor for materials with defined stereochemistry. In polymers and plastics, it may be utilized as a chiral building block in niche polymer formulations. Its use is contingent on formulation constraints and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 126.73
    methanol 557.9
    isopropanol 135.37
    water 15.3
    ethyl acetate 85.71
    n-propanol 116.25
    acetone 238.04
    n-butanol 103.17
    acetonitrile 90.46
    DMF 799.77
    toluene 66.54
    isobutanol 82.66
    1,4-dioxane 346.67
    methyl acetate 108.04
    THF 432.02
    2-butanone 149.04
    n-pentanol 65.31
    sec-butanol 67.1
    n-hexane 1.24
    ethylene glycol 117.01
    NMP 319.11
    cyclohexane 4.32
    DMSO 608.35
    n-butyl acetate 57.98
    n-octanol 36.8
    chloroform 316.25
    n-propyl acetate 67.07
    acetic acid 152.94
    dichloromethane 254.44
    cyclohexanone 214.14
    propylene glycol 92.43
    isopropyl acetate 67.9
    DMAc 359.94
    2-ethoxyethanol 183.08
    isopentanol 79.43
    n-heptane 1.55
    ethyl formate 114.91
    1,2-dichloroethane 112.83
    n-hexanol 62.81
    2-methoxyethanol 409.36
    isobutyl acetate 50.1
    tetrachloromethane 34.98
    n-pentyl acetate 57.67
    transcutol 190.72
    n-heptanol 44.73
    ethylbenzene 32.4
    MIBK 80.08
    2-propoxyethanol 201.54
    tert-butanol 107.91
    MTBE 36.19
    2-butoxyethanol 113.91
    propionic acid 97.53
    o-xylene 44.49
    formic acid 220.38
    diethyl ether 46.89
    m-xylene 52.86
    p-xylene 50.41
    chlorobenzene 79.15
    dimethyl carbonate 108.49
    n-octane 1.42
    formamide 345.26
    cyclopentanone 310.69
    2-pentanone 111.11
    anisole 85.82
    cyclopentyl methyl ether 92.21
    gamma-butyrolactone 321.22
    1-methoxy-2-propanol 266.75
    pyridine 205.2
    3-pentanone 78.42
    furfural 323.09
    n-dodecane 1.78
    diethylene glycol 256.12
    diisopropyl ether 15.43
    tert-amyl alcohol 53.55
    acetylacetone 182.31
    n-hexadecane 2.12
    acetophenone 106.19
    methyl propionate 100.15
    isopentyl acetate 56.62
    trichloroethylene 264.59
    n-nonanol 36.35
    cyclohexanol 78.94
    benzyl alcohol 116.9
    2-ethylhexanol 31.46
    isooctanol 37.74
    dipropyl ether 22.63
    1,2-dichlorobenzene 78.92
    ethyl lactate 68.98
    propylene carbonate 147.95
    n-methylformamide 356.33
    2-pentanol 49.97
    n-pentane 1.55
    1-propoxy-2-propanol 103.01
    1-methoxy-2-propyl acetate 97.99
    2-(2-methoxypropoxy) propanol 87.59
    mesitylene 31.22
    ε-caprolactone 159.61
    p-cymene 21.92
    epichlorohydrin 279.88
    1,1,1-trichloroethane 85.52
    2-aminoethanol 150.85
    morpholine-4-carbaldehyde 431.74
    sulfolane 348.93
    2,2,4-trimethylpentane 1.73
    2-methyltetrahydrofuran 123.16
    n-hexyl acetate 68.5
    isooctane 1.82
    2-(2-butoxyethoxy)ethanol 107.63
    sec-butyl acetate 46.76
    tert-butyl acetate 66.86
    decalin 3.85
    glycerin 201.73
    diglyme 213.93
    acrylic acid 119.71
    isopropyl myristate 30.72
    n-butyric acid 119.76
    acetyl acetate 91.54
    di(2-ethylhexyl) phthalate 46.92
    ethyl propionate 62.74
    nitromethane 359.99
    1,2-diethoxyethane 59.81
    benzonitrile 117.24
    trioctyl phosphate 34.92
    1-bromopropane 38.14
    gamma-valerolactone 415.33
    n-decanol 26.73
    triethyl phosphate 34.77
    4-methyl-2-pentanol 39.04
    propionitrile 73.41
    vinylene carbonate 188.86
    1,1,2-trichlorotrifluoroethane 228.53
    DMS 80.95
    cumene 25.1
    2-octanol 29.83
    2-hexanone 71.24
    octyl acetate 39.87
    limonene 23.98
    1,2-dimethoxyethane 280.87
    ethyl orthosilicate 31.28
    tributyl phosphate 35.63
    diacetone alcohol 109.33
    N,N-dimethylaniline 66.3
    acrylonitrile 128.73
    aniline 96.35
    1,3-propanediol 193.71
    bromobenzene 72.9
    dibromomethane 115.91
    1,1,2,2-tetrachloroethane 191.32
    2-methyl-cyclohexyl acetate 51.51
    tetrabutyl urea 54.04
    diisobutyl methanol 22.76
    2-phenylethanol 89.73
    styrene 36.09
    dioctyl adipate 47.74
    dimethyl sulfate 188.47
    ethyl butyrate 48.04
    methyl lactate 121.42
    butyl lactate 59.54
    diethyl carbonate 38.92
    propanediol butyl ether 92.74
    triethyl orthoformate 38.67
    p-tert-butyltoluene 20.5
    methyl 4-tert-butylbenzoate 84.91
    morpholine 284.91
    tert-butylamine 39.03
    n-dodecanol 19.59
    dimethoxymethane 385.95
    ethylene carbonate 147.1
    cyrene 140.78
    2-ethoxyethyl acetate 80.68
    2-ethylhexyl acetate 43.95
    1,2,4-trichlorobenzene 93.69
    4-methylpyridine 173.98
    dibutyl ether 21.57
    2,6-dimethyl-4-heptanol 22.76
    DEF 138.22
    dimethyl isosorbide 146.49
    tetrachloroethylene 131.19
    eugenol 100.1
    triacetin 85.55
    span 80 73.44
    1,4-butanediol 87.64
    1,1-dichloroethane 96.56
    2-methyl-1-pentanol 53.38
    methyl formate 315.21
    2-methyl-1-butanol 63.77
    n-decane 2.96
    butyronitrile 73.31
    3,7-dimethyl-1-octanol 34.72
    1-chlorooctane 14.8
    1-chlorotetradecane 6.48
    n-nonane 2.2
    undecane 2.22
    tert-butylcyclohexane 2.99
    cyclooctane 1.9
    cyclopentanol 111.39
    tetrahydropyran 131.09
    tert-amyl methyl ether 29.2
    2,5,8-trioxanonane 149.21
    1-hexene 7.3
    2-isopropoxyethanol 108.51
    2,2,2-trifluoroethanol 108.84
    methyl butyrate 86.07

    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