Eucannabinolide

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  • Identifiers

    CAS number
    38458-58-1

    Molecular formula
    C22H28O8

    SMILES
    C/C/1=C/CC(/C(=C\C2C(C(C1)OC(=O)/C(=C/CO)/CO)C(=C)C(=O)O2)/C)OC(=O)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 43.57%
    Sweet 34.81%
    Mint 28.83%
    Caramellic 28.81%
    Herbal 22.41%
    Nutty 20.98%
    Spicy 20.14%
    Burnt 19.98%
    Roasted 19.67%
    Floral 18.34%

     

    Flavor
    Bitter 62.29%
    Odorless 27.43%
    Very mild 24.77%
    Seedy 19.75%
    Cotton candy 19.73%
    Sweet-like 19.52%
    Extremely sweet 19.51%
    Bland 19.2%
    Fenugreek 19.14%
    Leaves 19.11%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.03 (neutral)

    Molecular weight
    420.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    978°C

    Flash point

    • 246.33 ˚C est.

  • Synonyms

    • Eucannabinolide
    • 38458-58-1
    • NSC 311052
    • 2-Butanoic acid, 4-hydroxy-2-(hydroxymethyl)-, 9-(acetyloxy)-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca(b)furan-4-yl ester, (3aR*,4S*(E),6E,9S*,10Z,11aR*)-
    • RefChem:139327
    • ((3aR,4R,6E,9S,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-4-yl) (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
    • [(3aR,4R,6E,9S,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
    • [(6Z,10Z)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
    • Schkuhrin I
    • 38458-58-1

  • Applications

    Eucannabinolide, CAS 38458-58-1, is primarily considered as an intermediate in organic synthesis for industrial-scale production; it may function as an odorant or fragrance component in perfumery and cosmetics; it may be used as a fragrance ingredient in consumer care products; it could be employed in coatings and inks formulations as a specialty additive; and it may be evaluated for pharmaceutical research and synthetic chemistry as a reference compound or starting material, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 127.29
    methanol 135.65
    isopropanol 96.24
    water 0.1
    ethyl acetate 73.55
    n-propanol 126.1
    acetone 203.85
    n-butanol 109.73
    acetonitrile 48.84
    DMF 252.11
    toluene 10.19
    isobutanol 66.49
    1,4-dioxane 136.86
    methyl acetate 83.94
    THF 418.05
    2-butanone 155.42
    n-pentanol 79.29
    sec-butanol 89.87
    n-hexane 0.56
    ethylene glycol 11.72
    NMP 276.9
    cyclohexane 0.94
    DMSO 456.68
    n-butyl acetate 29.46
    n-octanol 13.01
    chloroform 156.28
    n-propyl acetate 41.19
    acetic acid 316.68
    dichloromethane 126.95
    cyclohexanone 175.89
    propylene glycol 25.17
    isopropyl acetate 35.51
    DMAc 457.65
    2-ethoxyethanol 179.91
    isopentanol 64.71
    n-heptane 0.25
    ethyl formate 58.46
    1,2-dichloroethane 76.11
    n-hexanol 28.21
    2-methoxyethanol 228.53
    isobutyl acetate 20.06
    tetrachloromethane 9.62
    n-pentyl acetate 25.08
    transcutol 161.49
    n-heptanol 16.89
    ethylbenzene 6.47
    MIBK 39.6
    2-propoxyethanol 114.03
    tert-butanol 57.45
    MTBE 23.41
    2-butoxyethanol 66.85
    propionic acid 87.96
    o-xylene 7.25
    formic acid 102.24
    diethyl ether 40.66
    m-xylene 5.98
    p-xylene 9.05
    chlorobenzene 19.72
    dimethyl carbonate 46.27
    n-octane 0.2
    formamide 134.08
    cyclopentanone 223.74
    2-pentanone 102.81
    anisole 28.91
    cyclopentyl methyl ether 57.2
    gamma-butyrolactone 209.28
    1-methoxy-2-propanol 156.26
    pyridine 101.47
    3-pentanone 63.61
    furfural 125.73
    n-dodecane 0.26
    diethylene glycol 71.96
    diisopropyl ether 4.57
    tert-amyl alcohol 59.36
    acetylacetone 87.02
    n-hexadecane 0.31
    acetophenone 43.21
    methyl propionate 76.8
    isopentyl acetate 26.31
    trichloroethylene 172.49
    n-nonanol 14.33
    cyclohexanol 56.83
    benzyl alcohol 50.38
    2-ethylhexanol 11.62
    isooctanol 12.8
    dipropyl ether 10.7
    1,2-dichlorobenzene 19.21
    ethyl lactate 35.19
    propylene carbonate 80.89
    n-methylformamide 125.53
    2-pentanol 42.68
    n-pentane 0.54
    1-propoxy-2-propanol 56.36
    1-methoxy-2-propyl acetate 46.26
    2-(2-methoxypropoxy) propanol 56.27
    mesitylene 3.02
    ε-caprolactone 148.95
    p-cymene 3.31
    epichlorohydrin 259.12
    1,1,1-trichloroethane 45.96
    2-aminoethanol 44.53
    morpholine-4-carbaldehyde 230.18
    sulfolane 254.9
    2,2,4-trimethylpentane 0.53
    2-methyltetrahydrofuran 150.85
    n-hexyl acetate 33.19
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 73.99
    sec-butyl acetate 22.79
    tert-butyl acetate 28.41
    decalin 0.8
    glycerin 46.11
    diglyme 129.98
    acrylic acid 83.59
    isopropyl myristate 9.67
    n-butyric acid 131.72
    acetyl acetate 39.93
    di(2-ethylhexyl) phthalate 19.15
    ethyl propionate 34.81
    nitromethane 277.34
    1,2-diethoxyethane 37.79
    benzonitrile 31.1
    trioctyl phosphate 12.62
    1-bromopropane 33.82
    gamma-valerolactone 310.3
    n-decanol 9.06
    triethyl phosphate 17.16
    4-methyl-2-pentanol 16.11
    propionitrile 46.64
    vinylene carbonate 74.24
    1,1,2-trichlorotrifluoroethane 179.03
    DMS 29.78
    cumene 4.41
    2-octanol 9.41
    2-hexanone 60.67
    octyl acetate 16.14
    limonene 5.05
    1,2-dimethoxyethane 174.52
    ethyl orthosilicate 15.74
    tributyl phosphate 15.43
    diacetone alcohol 65.94
    N,N-dimethylaniline 20.6
    acrylonitrile 56.1
    aniline 35.14
    1,3-propanediol 100.49
    bromobenzene 15.25
    dibromomethane 67.93
    1,1,2,2-tetrachloroethane 132.77
    2-methyl-cyclohexyl acetate 25.21
    tetrabutyl urea 24.4
    diisobutyl methanol 5.29
    2-phenylethanol 35.04
    styrene 8.63
    dioctyl adipate 23.01
    dimethyl sulfate 84.54
    ethyl butyrate 22.97
    methyl lactate 56.13
    butyl lactate 30.89
    diethyl carbonate 16.23
    propanediol butyl ether 48.42
    triethyl orthoformate 19.37
    p-tert-butyltoluene 2.86
    methyl 4-tert-butylbenzoate 36.9
    morpholine 232.58
    tert-butylamine 14.52
    n-dodecanol 5.68
    dimethoxymethane 149.96
    ethylene carbonate 66.59
    cyrene 84.01
    2-ethoxyethyl acetate 45.45
    2-ethylhexyl acetate 18.2
    1,2,4-trichlorobenzene 32.0
    4-methylpyridine 80.12
    dibutyl ether 10.21
    2,6-dimethyl-4-heptanol 5.29
    DEF 110.17
    dimethyl isosorbide 79.93
    tetrachloroethylene 69.63
    eugenol 41.94
    triacetin 38.85
    span 80 42.04
    1,4-butanediol 43.48
    1,1-dichloroethane 65.79
    2-methyl-1-pentanol 55.21
    methyl formate 83.72
    2-methyl-1-butanol 71.88
    n-decane 0.49
    butyronitrile 46.43
    3,7-dimethyl-1-octanol 11.18
    1-chlorooctane 4.06
    1-chlorotetradecane 1.38
    n-nonane 0.36
    undecane 0.35
    tert-butylcyclohexane 0.54
    cyclooctane 0.26
    cyclopentanol 86.53
    tetrahydropyran 112.67
    tert-amyl methyl ether 22.99
    2,5,8-trioxanonane 83.82
    1-hexene 5.33
    2-isopropoxyethanol 94.71
    2,2,2-trifluoroethanol 75.98
    methyl butyrate 54.88

    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