Cubebinin

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  • Identifiers

    CAS number
    96238-92-5

    Molecular formula
    C24H32O8

    SMILES
    COC1=CC(=CC(=C1OC)OC)CC2COC(C2CC3=CC(=C(C(=C3)OC)OC)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 48.58%
    Spicy 48.02%
    Floral 43.6%
    Balsamic 31.88%
    Sweet 31.76%
    Woody 30.25%
    Powdery 29.81%
    Phenolic 27.76%
    Odorless 27.76%
    Smoky 25.48%

     

    Flavor
    Bitter 67.04%
    Bland 29.93%
    Parsley 23.25%
    Sweet-like 21.66%
    Eugenol 21.43%
    Cedarleaf 21.36%
    Carrot 20.74%
    Green pepper 20.24%
    Lovage 19.95%
    Spice 19.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    6.63 (neutral)

    Molecular weight
    448.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1016°C

    Flash point

    • 173.51 ˚C est.

  • Synonyms

    • Cubebinin
    • 3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol
    • CHEBI:175589
    • DTXSID901186880
    • 9-Hydroxy-3,3',4,4',5,5'-hexamethoxy-9,9'-epoxylignan
    • Tetrahydro-3,4-bis[(3,4,5-trimethoxyphenyl)methyl]-2-furanol
    • Tetrahydro-3,4-bis[(3,4,5-trimethoxyphenyl)methyl]-2-furanol, 9CI
    • 96238-92-5
    • 96238-92-5

  • Applications

    Cubebinin, CAS 96238-92-5, is a natural lignan isolated from Piper cubeba and is primarily used as a chemical intermediate and a chiral building block for the synthesis of lignan derivatives in manufacturing and research. In the pharmaceutical and medicinal chemistry context, it is often employed as a building block for generating derivative compounds to explore structure-activity relationships and as a material for early-stage synthetic work in the laboratory. In natural product research, cubebinin is treated as a reference substance and a stepping stone for developing related lignans. In analytical chemistry, it can serve as a reference standard or benchmark to support identification and quantification of lignans in natural samples.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.24
    methanol 9.92
    isopropanol 6.68
    water 0.27
    ethyl acetate 25.42
    n-propanol 8.64
    acetone 38.52
    n-butanol 6.75
    acetonitrile 19.97
    DMF 41.01
    toluene 5.73
    isobutanol 6.16
    1,4-dioxane 38.52
    methyl acetate 26.46
    THF 55.92
    2-butanone 26.74
    n-pentanol 8.02
    sec-butanol 6.73
    n-hexane 0.66
    ethylene glycol 6.07
    NMP 49.24
    cyclohexane 1.87
    DMSO 95.9
    n-butyl acetate 13.52
    n-octanol 7.21
    chloroform 82.26
    n-propyl acetate 15.84
    acetic acid 39.0
    dichloromethane 78.54
    cyclohexanone 43.65
    propylene glycol 4.11
    isopropyl acetate 14.96
    DMAc 61.52
    2-ethoxyethanol 27.26
    isopentanol 6.54
    n-heptane 1.05
    ethyl formate 21.96
    1,2-dichloroethane 42.86
    n-hexanol 7.46
    2-methoxyethanol 26.87
    isobutyl acetate 10.28
    tetrachloromethane 14.37
    n-pentyl acetate 16.55
    transcutol 26.8
    n-heptanol 7.86
    ethylbenzene 3.91
    MIBK 12.48
    2-propoxyethanol 24.77
    tert-butanol 8.14
    MTBE 7.55
    2-butoxyethanol 21.58
    propionic acid 18.21
    o-xylene 5.26
    formic acid 20.37
    diethyl ether 10.44
    m-xylene 3.97
    p-xylene 5.68
    chlorobenzene 14.7
    dimethyl carbonate 22.73
    n-octane 0.87
    formamide 30.59
    cyclopentanone 59.51
    2-pentanone 19.59
    anisole 9.09
    cyclopentyl methyl ether 14.26
    gamma-butyrolactone 67.2
    1-methoxy-2-propanol 18.19
    pyridine 29.54
    3-pentanone 18.88
    furfural 51.45
    n-dodecane 0.79
    diethylene glycol 23.68
    diisopropyl ether 3.15
    tert-amyl alcohol 7.83
    acetylacetone 37.7
    n-hexadecane 0.89
    acetophenone 17.32
    methyl propionate 22.89
    isopentyl acetate 12.85
    trichloroethylene 85.92
    n-nonanol 7.83
    cyclohexanol 9.12
    benzyl alcohol 11.71
    2-ethylhexanol 5.97
    isooctanol 7.11
    dipropyl ether 6.57
    1,2-dichlorobenzene 18.0
    ethyl lactate 13.22
    propylene carbonate 32.65
    n-methylformamide 25.22
    2-pentanol 4.41
    n-pentane 0.71
    1-propoxy-2-propanol 14.62
    1-methoxy-2-propyl acetate 19.77
    2-(2-methoxypropoxy) propanol 16.69
    mesitylene 2.63
    ε-caprolactone 36.95
    p-cymene 4.46
    epichlorohydrin 70.49
    1,1,1-trichloroethane 34.87
    2-aminoethanol 8.02
    morpholine-4-carbaldehyde 45.19
    sulfolane 89.1
    2,2,4-trimethylpentane 0.63
    2-methyltetrahydrofuran 23.39
    n-hexyl acetate 15.09
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 19.35
    sec-butyl acetate 9.57
    tert-butyl acetate 14.65
    decalin 1.09
    glycerin 10.31
    diglyme 41.05
    acrylic acid 22.48
    isopropyl myristate 6.56
    n-butyric acid 20.2
    acetyl acetate 28.04
    di(2-ethylhexyl) phthalate 10.04
    ethyl propionate 13.83
    nitromethane 83.2
    1,2-diethoxyethane 15.2
    benzonitrile 15.84
    trioctyl phosphate 7.7
    1-bromopropane 13.18
    gamma-valerolactone 66.99
    n-decanol 5.76
    triethyl phosphate 11.29
    4-methyl-2-pentanol 3.6
    propionitrile 14.2
    vinylene carbonate 34.84
    1,1,2-trichlorotrifluoroethane 64.86
    DMS 19.99
    cumene 3.2
    2-octanol 5.45
    2-hexanone 15.58
    octyl acetate 9.25
    limonene 5.42
    1,2-dimethoxyethane 36.26
    ethyl orthosilicate 9.28
    tributyl phosphate 8.45
    diacetone alcohol 18.14
    N,N-dimethylaniline 7.17
    acrylonitrile 22.26
    aniline 8.91
    1,3-propanediol 11.48
    bromobenzene 14.17
    dibromomethane 42.2
    1,1,2,2-tetrachloroethane 63.76
    2-methyl-cyclohexyl acetate 12.88
    tetrabutyl urea 11.73
    diisobutyl methanol 3.75
    2-phenylethanol 13.1
    styrene 4.11
    dioctyl adipate 12.23
    dimethyl sulfate 44.99
    ethyl butyrate 12.41
    methyl lactate 16.71
    butyl lactate 13.72
    diethyl carbonate 10.95
    propanediol butyl ether 13.52
    triethyl orthoformate 10.22
    p-tert-butyltoluene 3.77
    methyl 4-tert-butylbenzoate 21.44
    morpholine 33.79
    tert-butylamine 4.04
    n-dodecanol 4.22
    dimethoxymethane 34.13
    ethylene carbonate 29.72
    cyrene 27.85
    2-ethoxyethyl acetate 25.95
    2-ethylhexyl acetate 10.38
    1,2,4-trichlorobenzene 21.63
    4-methylpyridine 19.49
    dibutyl ether 6.44
    2,6-dimethyl-4-heptanol 3.75
    DEF 25.75
    dimethyl isosorbide 30.11
    tetrachloroethylene 47.74
    eugenol 18.64
    triacetin 24.69
    span 80 13.44
    1,4-butanediol 8.18
    1,1-dichloroethane 27.88
    2-methyl-1-pentanol 7.46
    methyl formate 27.61
    2-methyl-1-butanol 6.48
    n-decane 1.33
    butyronitrile 11.87
    3,7-dimethyl-1-octanol 5.96
    1-chlorooctane 5.06
    1-chlorotetradecane 2.33
    n-nonane 1.09
    undecane 0.98
    tert-butylcyclohexane 0.74
    cyclooctane 0.74
    cyclopentanol 11.97
    tetrahydropyran 19.86
    tert-amyl methyl ether 7.15
    2,5,8-trioxanonane 27.96
    1-hexene 2.13
    2-isopropoxyethanol 18.47
    2,2,2-trifluoroethanol 34.49
    methyl butyrate 18.19

    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