Medioresinol, (+)-

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  • Identifiers

    CAS number
    40957-99-1

    Molecular formula
    C21H24O7

    SMILES
    COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 74.4%
    Sweet 52.13%
    Spicy 51.55%
    Phenolic 46.56%
    Balsamic 43.95%
    Creamy 40.47%
    Smoky 38.86%
    Powdery 38.23%
    Floral 28.95%
    Odorless 28.66%

     

    Flavor
    Bitter 82.14%
    Bland 25.61%
    Sweet-like 22.91%
    Parsley 21.74%
    Eugenol 21.72%
    Cedarleaf 20.71%
    Naphthalic 20.15%
    Lovage 19.68%
    Allspice 19.58%
    Ham 19.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    7.3 (neutral)

    Molecular weight
    388.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    819°C

    Flash point

    • 227.49 ˚C est.

  • Synonyms

    • MEDIORESINOL
    • Medioresinol, (+)-
    • J74JLA8FFA
    • RefChem:925422
    • 40957-99-1
    • (+)-Medioresinol
    • Medioresil
    • (-)-medioresinol
    • 4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol
    • (+)-Mediaresinol
    • 4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenol
    • DL-Medioresinol
    • QCA4FQ7DGL
    • Medioresinol, (+/-)-
    • CHEMBL376507
    • orb1684421
    • SCHEMBL3486411
    • SCHEMBL29493619
    • CHEBI:67644
    • DTXSID50961334
    • 2,6-Dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenol; (+)-Mediaresinol
    • HY-N3307
    • AKOS040760549
    • 74465-40-0
    • DA-65316
    • FM159560
    • MS-26440
    • CS-0023864
    • C22585
    • G14091
    • Q27136115
    • 2,6-Dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenol
    • 4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxy-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxy-phenol
    • 4-[4-(4-Hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenol
    • Phenol, 2,6-dimethoxy-4-[(1R,3aS,4R,6aS)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, rel-
    • Phenol, 2,6-dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-
    • Phenol, 2,6-dimethoxy-4-[tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, (1alpha,3aalpha,4alpha,6aalpha)-
    • Phenol, 2,6-dimethoxy-4-[tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, (1alpha,3aalpha,4alpha,6aalpha)-(+/-)-
    • Phenol, 2,6-dimethoxy-4-[tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, [1S-(1alpha,3aalpha,4alpha,6aalpha)]-
    • 40957-99-1

  • Applications

    Medioresinol, (+)- (CAS 40957-99-1) is a natural polyphenolic lignan that is mainly used as an intermediate and building block in organic synthesis, particularly for preparing lignans and other complex polyphenolic frameworks; it is also examined as a chiral building block for pharmaceutical and materials chemistry, and may serve as a potential antioxidant in polymer formulations or cosmetic-relevant systems; in research settings, it can be used as a reagent and reference material for asymmetric synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.48
    methanol 5.29
    isopropanol 2.55
    water 0.64
    ethyl acetate 14.55
    n-propanol 2.7
    acetone 17.25
    n-butanol 2.87
    acetonitrile 12.7
    DMF 34.0
    toluene 2.83
    isobutanol 2.17
    1,4-dioxane 20.7
    methyl acetate 12.44
    THF 53.19
    2-butanone 9.35
    n-pentanol 2.43
    sec-butanol 1.97
    n-hexane 0.15
    ethylene glycol 5.0
    NMP 28.5
    cyclohexane 0.45
    DMSO 57.65
    n-butyl acetate 5.3
    n-octanol 4.08
    chloroform 51.31
    n-propyl acetate 6.3
    acetic acid 50.11
    dichloromethane 47.08
    cyclohexanone 19.29
    propylene glycol 2.07
    isopropyl acetate 11.24
    DMAc 56.84
    2-ethoxyethanol 18.2
    isopentanol 3.64
    n-heptane 0.44
    ethyl formate 9.47
    1,2-dichloroethane 19.97
    n-hexanol 3.08
    2-methoxyethanol 27.36
    isobutyl acetate 5.0
    tetrachloromethane 5.11
    n-pentyl acetate 8.17
    transcutol 41.56
    n-heptanol 4.82
    ethylbenzene 1.74
    MIBK 8.91
    2-propoxyethanol 19.28
    tert-butanol 4.93
    MTBE 4.42
    2-butoxyethanol 17.47
    propionic acid 9.79
    o-xylene 2.55
    formic acid 35.75
    diethyl ether 5.09
    m-xylene 2.55
    p-xylene 2.31
    chlorobenzene 5.34
    dimethyl carbonate 25.46
    n-octane 0.32
    formamide 50.35
    cyclopentanone 32.86
    2-pentanone 9.58
    anisole 6.06
    cyclopentyl methyl ether 11.28
    gamma-butyrolactone 48.62
    1-methoxy-2-propanol 18.4
    pyridine 14.76
    3-pentanone 9.26
    furfural 38.83
    n-dodecane 0.32
    diethylene glycol 23.05
    diisopropyl ether 2.2
    tert-amyl alcohol 3.52
    acetylacetone 31.76
    n-hexadecane 0.37
    acetophenone 10.11
    methyl propionate 14.0
    isopentyl acetate 7.17
    trichloroethylene 60.51
    n-nonanol 4.75
    cyclohexanol 4.48
    benzyl alcohol 6.76
    2-ethylhexanol 2.8
    isooctanol 4.64
    dipropyl ether 4.81
    1,2-dichlorobenzene 8.36
    ethyl lactate 8.63
    propylene carbonate 20.5
    n-methylformamide 17.66
    2-pentanol 2.25
    n-pentane 0.18
    1-propoxy-2-propanol 11.77
    1-methoxy-2-propyl acetate 16.61
    2-(2-methoxypropoxy) propanol 17.36
    mesitylene 1.75
    ε-caprolactone 17.91
    p-cymene 2.59
    epichlorohydrin 52.73
    1,1,1-trichloroethane 16.51
    2-aminoethanol 5.02
    morpholine-4-carbaldehyde 43.21
    sulfolane 57.53
    2,2,4-trimethylpentane 0.24
    2-methyltetrahydrofuran 11.9
    n-hexyl acetate 8.96
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 20.6
    sec-butyl acetate 5.18
    tert-butyl acetate 13.79
    decalin 0.35
    glycerin 12.35
    diglyme 47.65
    acrylic acid 17.71
    isopropyl myristate 4.79
    n-butyric acid 13.97
    acetyl acetate 25.59
    di(2-ethylhexyl) phthalate 6.31
    ethyl propionate 7.97
    nitromethane 101.52
    1,2-diethoxyethane 10.45
    benzonitrile 7.87
    trioctyl phosphate 4.86
    1-bromopropane 4.07
    gamma-valerolactone 49.95
    n-decanol 3.27
    triethyl phosphate 7.92
    4-methyl-2-pentanol 2.76
    propionitrile 7.26
    vinylene carbonate 24.94
    1,1,2-trichlorotrifluoroethane 61.43
    DMS 13.53
    cumene 1.53
    2-octanol 3.08
    2-hexanone 5.55
    octyl acetate 5.83
    limonene 2.98
    1,2-dimethoxyethane 26.73
    ethyl orthosilicate 7.24
    tributyl phosphate 5.33
    diacetone alcohol 17.7
    N,N-dimethylaniline 5.37
    acrylonitrile 15.27
    aniline 5.57
    1,3-propanediol 9.18
    bromobenzene 5.6
    dibromomethane 19.06
    1,1,2,2-tetrachloroethane 37.05
    2-methyl-cyclohexyl acetate 8.55
    tetrabutyl urea 7.6
    diisobutyl methanol 2.86
    2-phenylethanol 7.93
    styrene 1.84
    dioctyl adipate 8.22
    dimethyl sulfate 44.27
    ethyl butyrate 7.22
    methyl lactate 14.61
    butyl lactate 9.44
    diethyl carbonate 7.3
    propanediol butyl ether 10.96
    triethyl orthoformate 8.17
    p-tert-butyltoluene 2.47
    methyl 4-tert-butylbenzoate 16.88
    morpholine 19.23
    tert-butylamine 2.0
    n-dodecanol 2.38
    dimethoxymethane 38.91
    ethylene carbonate 20.26
    cyrene 22.78
    2-ethoxyethyl acetate 15.51
    2-ethylhexyl acetate 5.26
    1,2,4-trichlorobenzene 11.28
    4-methylpyridine 9.28
    dibutyl ether 4.17
    2,6-dimethyl-4-heptanol 2.86
    DEF 16.78
    dimethyl isosorbide 33.65
    tetrachloroethylene 25.98
    eugenol 16.28
    triacetin 18.91
    span 80 11.89
    1,4-butanediol 3.88
    1,1-dichloroethane 11.76
    2-methyl-1-pentanol 3.06
    methyl formate 20.42
    2-methyl-1-butanol 2.79
    n-decane 0.58
    butyronitrile 5.3
    3,7-dimethyl-1-octanol 4.06
    1-chlorooctane 2.3
    1-chlorotetradecane 1.05
    n-nonane 0.47
    undecane 0.41
    tert-butylcyclohexane 0.28
    cyclooctane 0.29
    cyclopentanol 4.99
    tetrahydropyran 9.46
    tert-amyl methyl ether 4.0
    2,5,8-trioxanonane 34.32
    1-hexene 0.57
    2-isopropoxyethanol 12.62
    2,2,2-trifluoroethanol 36.78
    methyl butyrate 8.42

    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