2H-Oxireno[g][2]benzopyran-2,6,7-triol, 1a,3,5,6,7,7a-hexahydro-5-methyl-1a-(3-methyl-2-butenyl)-, (1aR,2S,5S,6R,7R,7aS)-rel-

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  • Identifiers

    CAS number
    163365-14-8

    Molecular formula
    C15H22O5

    SMILES
    CC1C(C2=C(CO1)C(C3(C(C2O)O3)CC=C(C)C)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 43.86%
    Sweet 34.29%
    Spicy 26.02%
    Woody 22.49%
    Mint 21.95%
    Vanilla 21.37%
    Milky 19.09%
    Creamy 18.61%
    Cooling 18.37%
    Savory 16.11%

     

    Flavor
    Bitter 64.93%
    Fatty 28.26%
    Herbal 22.04%
    Sweet-like 21.92%
    Fresh 21.63%
    Cedarleaf 21.55%
    Leaves 19.85%
    Lovage 19.73%
    Green tea 19.66%
    Minty 19.58%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    7.5 (neutral)

    Molecular weight
    282.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    739°C

    Melting point expt.

    • 144 °C

    Flash point

    • 210.9 ˚C est.

  • Synonyms

    • 163365-14-8
    • 2H-Oxireno[g][2]benzopyran-2,6,7-triol, 1a,3,5,6,7,7a-hexahydro-5-methyl-1a-(3-methyl-2-butenyl)-, (1aR,2S,5S,6R,7R,7aS)-rel-
    • 2H-Oxireno(g)(2)benzopyran-2,6,7-triol, 1a,3,5,6,7,7a-hexahydro-5-methyl-1a-(3-methyl-2-butenyl)-, (1aR,2S,5S,6R,7R,7aS)-rel-
    • RefChem:268784
    • DTXSID501103800
    • 1a,3,5,6,7,7a-Hexahydro-5-methyl-1a-(3-methyl-2-butenyl)-2H-oxireno[g][2]benzopyran-2,6,7-triol, 9CI
    • 163365-14-8

  • Applications

    Chemical name: 2H-Oxireno[g][2]benzopyran-2,6,7-triol, 1a,3,5,6,7,7a-hexahydro-5-methyl-1a-(3-methyl-2-butenyl)-, (1aR,2S,5S,6R,7R,7aS)-rel-; CAS number: 163365-14-8. In practical applications, this compound is generally regarded as a specialized organic building block and may be used as an intermediate in the synthesis of chiral benzopyran derivatives for pharmaceuticals; it is also evaluated as a fragrance precursor or odor-active component in perfumery and cosmetics; its triol and epoxide functionalities enable further derivatization, making it suitable as a reactive polyol building block for polymer and coating formulations such as polyurethanes and resins; and it serves as a scaffold for research in medicinal chemistry and synthetic methodology. Handling is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 22.32
    methanol 51.95
    isopropanol 12.9
    water 0.49
    ethyl acetate 16.09
    n-propanol 13.49
    acetone 25.65
    n-butanol 12.24
    acetonitrile 13.7
    DMF 43.6
    toluene 3.13
    isobutanol 8.1
    1,4-dioxane 38.56
    methyl acetate 15.37
    THF 75.19
    2-butanone 15.64
    n-pentanol 7.81
    sec-butanol 5.69
    n-hexane 0.16
    ethylene glycol 16.45
    NMP 20.02
    cyclohexane 0.73
    DMSO 73.13
    n-butyl acetate 11.2
    n-octanol 6.84
    chloroform 21.65
    n-propyl acetate 10.5
    acetic acid 49.75
    dichloromethane 14.06
    cyclohexanone 25.76
    propylene glycol 9.91
    isopropyl acetate 15.39
    DMAc 48.82
    2-ethoxyethanol 43.72
    isopentanol 12.72
    n-heptane 0.36
    ethyl formate 13.31
    1,2-dichloroethane 11.12
    n-hexanol 11.25
    2-methoxyethanol 85.15
    isobutyl acetate 9.23
    tetrachloromethane 2.83
    n-pentyl acetate 10.43
    transcutol 84.23
    n-heptanol 9.64
    ethylbenzene 2.33
    MIBK 16.45
    2-propoxyethanol 50.04
    tert-butanol 17.32
    MTBE 8.26
    2-butoxyethanol 34.0
    propionic acid 12.95
    o-xylene 3.05
    formic acid 47.81
    diethyl ether 8.83
    m-xylene 3.27
    p-xylene 3.42
    chlorobenzene 5.03
    dimethyl carbonate 16.7
    n-octane 0.28
    formamide 58.71
    cyclopentanone 30.55
    2-pentanone 16.39
    anisole 9.56
    cyclopentyl methyl ether 14.3
    gamma-butyrolactone 30.17
    1-methoxy-2-propanol 51.92
    pyridine 19.13
    3-pentanone 9.98
    furfural 35.0
    n-dodecane 0.31
    diethylene glycol 66.77
    diisopropyl ether 3.17
    tert-amyl alcohol 8.61
    acetylacetone 31.23
    n-hexadecane 0.36
    acetophenone 15.11
    methyl propionate 14.4
    isopentyl acetate 13.39
    trichloroethylene 24.39
    n-nonanol 7.92
    cyclohexanol 8.71
    benzyl alcohol 13.66
    2-ethylhexanol 6.04
    isooctanol 8.2
    dipropyl ether 5.16
    1,2-dichlorobenzene 6.1
    ethyl lactate 14.07
    propylene carbonate 16.44
    n-methylformamide 27.74
    2-pentanol 6.12
    n-pentane 0.23
    1-propoxy-2-propanol 27.41
    1-methoxy-2-propyl acetate 27.92
    2-(2-methoxypropoxy) propanol 27.47
    mesitylene 2.42
    ε-caprolactone 21.28
    p-cymene 3.0
    epichlorohydrin 40.21
    1,1,1-trichloroethane 7.53
    2-aminoethanol 19.96
    morpholine-4-carbaldehyde 46.3
    sulfolane 37.98
    2,2,4-trimethylpentane 0.27
    2-methyltetrahydrofuran 17.11
    n-hexyl acetate 12.48
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 39.93
    sec-butyl acetate 8.66
    tert-butyl acetate 18.25
    decalin 0.46
    glycerin 30.25
    diglyme 73.1
    acrylic acid 15.98
    isopropyl myristate 6.3
    n-butyric acid 22.8
    acetyl acetate 18.17
    di(2-ethylhexyl) phthalate 8.77
    ethyl propionate 10.02
    nitromethane 55.38
    1,2-diethoxyethane 17.24
    benzonitrile 11.0
    trioctyl phosphate 6.83
    1-bromopropane 3.24
    gamma-valerolactone 54.64
    n-decanol 5.54
    triethyl phosphate 8.63
    4-methyl-2-pentanol 7.36
    propionitrile 9.84
    vinylene carbonate 18.16
    1,1,2-trichlorotrifluoroethane 49.11
    DMS 13.87
    cumene 2.2
    2-octanol 4.97
    2-hexanone 9.71
    octyl acetate 8.02
    limonene 3.52
    1,2-dimethoxyethane 58.03
    ethyl orthosilicate 8.28
    tributyl phosphate 6.82
    diacetone alcohol 30.33
    N,N-dimethylaniline 7.67
    acrylonitrile 16.21
    aniline 8.58
    1,3-propanediol 37.23
    bromobenzene 3.95
    dibromomethane 7.35
    1,1,2,2-tetrachloroethane 19.89
    2-methyl-cyclohexyl acetate 11.6
    tetrabutyl urea 10.16
    diisobutyl methanol 4.84
    2-phenylethanol 17.53
    styrene 2.38
    dioctyl adipate 9.53
    dimethyl sulfate 24.46
    ethyl butyrate 9.97
    methyl lactate 21.16
    butyl lactate 12.91
    diethyl carbonate 9.02
    propanediol butyl ether 24.41
    triethyl orthoformate 10.2
    p-tert-butyltoluene 3.05
    methyl 4-tert-butylbenzoate 18.88
    morpholine 38.74
    tert-butylamine 6.16
    n-dodecanol 3.91
    dimethoxymethane 56.95
    ethylene carbonate 16.87
    cyrene 27.15
    2-ethoxyethyl acetate 20.93
    2-ethylhexyl acetate 8.81
    1,2,4-trichlorobenzene 8.53
    4-methylpyridine 12.94
    dibutyl ether 4.67
    2,6-dimethyl-4-heptanol 4.84
    DEF 17.51
    dimethyl isosorbide 37.58
    tetrachloroethylene 15.19
    eugenol 21.82
    triacetin 18.58
    span 80 18.95
    1,4-butanediol 12.51
    1,1-dichloroethane 6.99
    2-methyl-1-pentanol 7.76
    methyl formate 24.11
    2-methyl-1-butanol 7.95
    n-decane 0.5
    butyronitrile 9.59
    3,7-dimethyl-1-octanol 7.44
    1-chlorooctane 2.23
    1-chlorotetradecane 1.08
    n-nonane 0.37
    undecane 0.38
    tert-butylcyclohexane 0.38
    cyclooctane 0.33
    cyclopentanol 9.38
    tetrahydropyran 18.07
    tert-amyl methyl ether 6.1
    2,5,8-trioxanonane 49.38
    1-hexene 0.76
    2-isopropoxyethanol 27.33
    2,2,2-trifluoroethanol 21.23
    methyl butyrate 12.6

    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