Dihydrocubebin

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  • Identifiers

    CAS number
    24563-03-9

    Molecular formula
    C20H22O6

    SMILES
    C1OC2=C(O1)C=C(C=C2)C[C@@H](CO)[C@@H](CC3=CC4=C(C=C3)OCO4)CO

    Safety labels

  • Odor profile

    Fragrance
    Floral 42.95%
    Sweet 38.09%
    Balsamic 32.95%
    Odorless 31.73%
    Spicy 29.48%
    Fruity 26.6%
    Vanilla 25.66%
    Powdery 23.44%
    Animal 22.88%
    Fresh 20.9%

     

    Flavor
    Bitter 69.7%
    Bland 29.05%
    Odorless 27.09%
    Sweet-like 23.62%
    Mild 22.31%
    Cedarleaf 20.34%
    Parsley 19.91%
    Naphthalic 18.95%
    Ethyl benzoate 18.87%
    Eugenol 18.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    6.99 (neutral)

    Molecular weight
    358.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    906°C

    Flash point

    • 211.77 ˚C est.

  • Synonyms

    • Dihydrocubebin
    • 24563-03-9
    • (2R,3R)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butane-1,4-diol
    • CHEBI:543841
    • DTXSID00179301
    • 1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, (R*,R*)-(-)-
    • 1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, (R-(R*,R*))-
    • 1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, [R-(R*,R*)]-
    • RefChem:133775
    • GlyTouCan:G67392XW
    • DTXCID90101792
    • G67392XW
    • CHEMBL486597
    • 1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, (2R,3R)-
    • Cubebin, dihydro-
    • orb1942214
    • SCHEMBL15775181
    • JKCVMTYNARDGET-HOTGVXAUSA-N
    • (2R,3R)-2,3-bis[(2H-1,3-benzodioxol-5-yl)methyl]butane-1,4-diol
    • BDBM50241937
    • HY-N10421
    • DA-62877
    • 1,4-Butanediol, 2,3-dipiperonyl-, (-)-
    • H42741
    • Q27105171
    • (2R,3R)-2,3-bis(Benzo[d][1,3]dioxol-5-ylmethyl)butane-1,4-diol
    • 24563-03-9

  • Applications

    Dihydrocubebin (CAS 24563-03-9) is a lignan that serves mainly as an intermediate in the synthesis of related natural products and lignan derivatives for pharmaceutical R&D. It is occasionally evaluated as a fragrance precursor or minor aroma component in perfumery and cosmetics, where its spicy, peppery aroma can inform formulation development within regulatory constraints. In industrial manufacturing, it provides a chemical building block for downstream lignan compounds and can be used as a reference material for quality control. In analytical contexts, dihydrocubebin may function as a marker for profiling Piper cubeba essential oil and assessing authenticity. Overall, its applications are driven by research and formulation exploration, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.6
    methanol 18.18
    isopropanol 13.74
    water 0.57
    ethyl acetate 16.88
    n-propanol 11.51
    acetone 47.4
    n-butanol 10.41
    acetonitrile 24.05
    DMF 65.38
    toluene 2.04
    isobutanol 7.17
    1,4-dioxane 33.2
    methyl acetate 18.23
    THF 110.32
    2-butanone 23.67
    n-pentanol 8.54
    sec-butanol 8.79
    n-hexane 0.15
    ethylene glycol 12.99
    NMP 18.9
    cyclohexane 0.37
    DMSO 248.33
    n-butyl acetate 8.08
    n-octanol 7.57
    chloroform 50.51
    n-propyl acetate 10.4
    acetic acid 57.9
    dichloromethane 38.46
    cyclohexanone 25.13
    propylene glycol 13.02
    isopropyl acetate 14.78
    DMAc 96.37
    2-ethoxyethanol 56.2
    isopentanol 10.38
    n-heptane 0.48
    ethyl formate 14.88
    1,2-dichloroethane 20.61
    n-hexanol 7.05
    2-methoxyethanol 80.23
    isobutyl acetate 7.82
    tetrachloromethane 3.93
    n-pentyl acetate 10.96
    transcutol 104.34
    n-heptanol 7.99
    ethylbenzene 1.44
    MIBK 15.24
    2-propoxyethanol 44.17
    tert-butanol 17.83
    MTBE 6.83
    2-butoxyethanol 27.84
    propionic acid 16.54
    o-xylene 1.8
    formic acid 38.0
    diethyl ether 8.18
    m-xylene 1.69
    p-xylene 2.2
    chlorobenzene 4.62
    dimethyl carbonate 19.9
    n-octane 0.48
    formamide 77.45
    cyclopentanone 45.17
    2-pentanone 19.06
    anisole 6.99
    cyclopentyl methyl ether 12.14
    gamma-butyrolactone 47.19
    1-methoxy-2-propanol 55.18
    pyridine 17.88
    3-pentanone 11.69
    furfural 33.58
    n-dodecane 0.54
    diethylene glycol 53.39
    diisopropyl ether 2.87
    tert-amyl alcohol 10.76
    acetylacetone 39.92
    n-hexadecane 0.62
    acetophenone 11.16
    methyl propionate 15.61
    isopentyl acetate 10.33
    trichloroethylene 50.43
    n-nonanol 8.62
    cyclohexanol 7.84
    benzyl alcohol 11.21
    2-ethylhexanol 4.99
    isooctanol 7.42
    dipropyl ether 6.57
    1,2-dichlorobenzene 6.29
    ethyl lactate 15.18
    propylene carbonate 20.13
    n-methylformamide 30.51
    2-pentanol 7.08
    n-pentane 0.17
    1-propoxy-2-propanol 26.38
    1-methoxy-2-propyl acetate 22.92
    2-(2-methoxypropoxy) propanol 29.05
    mesitylene 1.33
    ε-caprolactone 19.46
    p-cymene 2.24
    epichlorohydrin 64.43
    1,1,1-trichloroethane 14.55
    2-aminoethanol 16.86
    morpholine-4-carbaldehyde 43.04
    sulfolane 61.53
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 18.64
    n-hexyl acetate 12.45
    isooctane 0.18
    2-(2-butoxyethoxy)ethanol 39.8
    sec-butyl acetate 7.18
    tert-butyl acetate 15.83
    decalin 0.31
    glycerin 35.84
    diglyme 73.35
    acrylic acid 20.46
    isopropyl myristate 7.0
    n-butyric acid 24.99
    acetyl acetate 19.91
    di(2-ethylhexyl) phthalate 8.36
    ethyl propionate 9.69
    nitromethane 118.15
    1,2-diethoxyethane 22.41
    benzonitrile 10.46
    trioctyl phosphate 6.96
    1-bromopropane 5.29
    gamma-valerolactone 57.9
    n-decanol 6.53
    triethyl phosphate 8.46
    4-methyl-2-pentanol 5.99
    propionitrile 12.83
    vinylene carbonate 19.81
    1,1,2-trichlorotrifluoroethane 62.84
    DMS 13.48
    cumene 1.36
    2-octanol 5.73
    2-hexanone 11.3
    octyl acetate 8.56
    limonene 2.68
    1,2-dimethoxyethane 59.2
    ethyl orthosilicate 8.34
    tributyl phosphate 7.9
    diacetone alcohol 30.0
    N,N-dimethylaniline 5.51
    acrylonitrile 21.35
    aniline 6.24
    1,3-propanediol 32.3
    bromobenzene 4.18
    dibromomethane 16.76
    1,1,2,2-tetrachloroethane 38.03
    2-methyl-cyclohexyl acetate 9.7
    tetrabutyl urea 12.02
    diisobutyl methanol 4.31
    2-phenylethanol 11.46
    styrene 1.7
    dioctyl adipate 11.26
    dimethyl sulfate 35.51
    ethyl butyrate 9.15
    methyl lactate 22.04
    butyl lactate 14.42
    diethyl carbonate 8.48
    propanediol butyl ether 22.95
    triethyl orthoformate 10.27
    p-tert-butyltoluene 2.04
    methyl 4-tert-butylbenzoate 17.34
    morpholine 40.19
    tert-butylamine 5.16
    n-dodecanol 5.06
    dimethoxymethane 61.19
    ethylene carbonate 17.59
    cyrene 27.05
    2-ethoxyethyl acetate 21.31
    2-ethylhexyl acetate 6.83
    1,2,4-trichlorobenzene 8.06
    4-methylpyridine 10.13
    dibutyl ether 7.68
    2,6-dimethyl-4-heptanol 4.31
    DEF 18.97
    dimethyl isosorbide 39.92
    tetrachloroethylene 22.01
    eugenol 20.5
    triacetin 22.18
    span 80 18.68
    1,4-butanediol 15.9
    1,1-dichloroethane 14.99
    2-methyl-1-pentanol 7.54
    methyl formate 27.87
    2-methyl-1-butanol 7.74
    n-decane 0.87
    butyronitrile 12.03
    3,7-dimethyl-1-octanol 7.42
    1-chlorooctane 3.5
    1-chlorotetradecane 1.75
    n-nonane 0.7
    undecane 0.66
    tert-butylcyclohexane 0.25
    cyclooctane 0.2
    cyclopentanol 10.75
    tetrahydropyran 17.78
    tert-amyl methyl ether 5.88
    2,5,8-trioxanonane 56.66
    1-hexene 0.83
    2-isopropoxyethanol 31.47
    2,2,2-trifluoroethanol 36.41
    methyl butyrate 12.16

    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