(+)-Isolariciresinol

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  • Identifiers

    CAS number
    548-29-8

    Molecular formula
    C20H24O6

    SMILES
    COC1=C(C=C2[C@@H]([C@H]([C@@H](CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 68.15%
    Sweet 55.62%
    Balsamic 44.16%
    Phenolic 41.72%
    Odorless 40.64%
    Spicy 37.73%
    Creamy 37.03%
    Powdery 33.4%
    Smoky 30.55%
    Milky 28.34%

     

    Flavor
    Bitter 73.91%
    Sweet 31.28%
    Odorless 27.3%
    Vanilla 25.71%
    Bland 25.37%
    Mild 24.93%
    Sweet-like 24.36%
    Eugenol 21.41%
    Parsley 20.99%
    Ham 20.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    9.47 (weak base)

    Molecular weight
    360.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1123°C

    Flash point

    • 245.74 ˚C est.

  • Synonyms

    • Isolariciresinol
    • (+)-Isolariciresinol
    • 548-29-8
    • (6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
    • FRJ46XRJ28
    • DTXSID20203273
    • CHEBI:69542
    • ISOLARICIRESINOL, (+)-
    • RefChem:40290
    • DTXCID20125764
    • Cyclolariciresinol
    • (+)-CYCLOLARICIRESINOL
    • CHEMBL399512
    • 1,2,3,4-Tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-naphthalenedimethanol
    • ((1S,2R,3R)-7-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-2,3-diyl)dimethanol
    • 2,3-Naphthalenedimethanol,1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-, (1S,2R,3R)-
    • (2R,3R,4S)-4-(4-hydroxy-3-methoxy-phenyl)-2,3-bis(hydroxymethyl)-7-methoxy-tetralin-6-ol
    • Isolariciresino
    • UNII-FRJ46XRJ28
    • orb1684515
    • SCHEMBL12427087
    • SCHEMBL30523895
    • SCHEMBL30977118
    • .ALPHA.-CONIDENDRYL ALCOHOL
    • Isolariciresinol (6CI); (+)-Cyclolariciresinol; (+)-Isolariciresinol; Isolariciresinol, (+)-; -Conidendryl alcohol
    • BDBM50223783
    • AKOS032948463
    • EBC-615748
    • FI71885
    • DA-74562
    • HY-14579
    • MS-25697
    • (+)-(6R,7S,8S)-ISOLARICIRESINOL
    • (+)-Isolariciresinol, >=95.0% (HPLC)
    • CS-0003457
    • G13419
    • AM-551/20868002
    • Q27137882
    • (6R,7R,8S)-8-(4-Hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydro-2-naphthalenol
    • 2,3-NAPHTHALENEDIMETHANOL, 1,2,3,4-TETRAHYDRO-7-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-6-METHOXY-, (1S,2R,3R)-
    • 2,3-Naphthalenedimethanol, 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-, (1S-(1alpha,2beta,3alpha))-
    • 548-29-8

  • Applications

    (+)-Isolariciresinol, CAS 548-29-8, is used as a chiral building block and intermediate in organic synthesis, particularly for lignan-type natural products and pharmaceutical research; serves as a scaffold for the development of lignan-type phytoestrogenic compounds; has potential as an antioxidant and may be used in cosmetic and personal care formulations; applied in analytical chemistry as a reference material for enantioselective analyses and method development; may serve as a starting material for bio-based polymers and materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.04
    methanol 30.14
    isopropanol 8.27
    water 0.33
    ethyl acetate 8.34
    n-propanol 11.66
    acetone 20.21
    n-butanol 6.28
    acetonitrile 5.57
    DMF 42.16
    toluene 1.25
    isobutanol 4.42
    1,4-dioxane 22.27
    methyl acetate 7.77
    THF 53.44
    2-butanone 8.54
    n-pentanol 4.48
    sec-butanol 4.53
    n-hexane 0.12
    ethylene glycol 23.26
    NMP 18.05
    cyclohexane 0.31
    DMSO 249.86
    n-butyl acetate 3.37
    n-octanol 4.29
    chloroform 6.08
    n-propyl acetate 4.03
    acetic acid 60.4
    dichloromethane 5.56
    cyclohexanone 14.39
    propylene glycol 14.14
    isopropyl acetate 5.74
    DMAc 52.25
    2-ethoxyethanol 38.94
    isopentanol 4.89
    n-heptane 0.27
    ethyl formate 6.88
    1,2-dichloroethane 5.91
    n-hexanol 4.54
    2-methoxyethanol 74.1
    isobutyl acetate 2.38
    tetrachloromethane 1.4
    n-pentyl acetate 5.8
    transcutol 54.44
    n-heptanol 5.87
    ethylbenzene 0.95
    MIBK 5.38
    2-propoxyethanol 28.59
    tert-butanol 11.93
    MTBE 3.65
    2-butoxyethanol 20.02
    propionic acid 10.99
    o-xylene 1.46
    formic acid 53.47
    diethyl ether 4.95
    m-xylene 1.26
    p-xylene 1.1
    chlorobenzene 1.53
    dimethyl carbonate 15.0
    n-octane 0.27
    formamide 79.58
    cyclopentanone 23.12
    2-pentanone 7.28
    anisole 3.87
    cyclopentyl methyl ether 7.37
    gamma-butyrolactone 27.15
    1-methoxy-2-propanol 36.62
    pyridine 7.92
    3-pentanone 5.17
    furfural 22.09
    n-dodecane 0.23
    diethylene glycol 49.69
    diisopropyl ether 1.39
    tert-amyl alcohol 6.53
    acetylacetone 20.39
    n-hexadecane 0.25
    acetophenone 6.07
    methyl propionate 9.09
    isopentyl acetate 4.07
    trichloroethylene 11.27
    n-nonanol 4.79
    cyclohexanol 5.03
    benzyl alcohol 6.5
    2-ethylhexanol 2.63
    isooctanol 4.89
    dipropyl ether 3.66
    1,2-dichlorobenzene 2.38
    ethyl lactate 8.34
    propylene carbonate 9.91
    n-methylformamide 26.52
    2-pentanol 3.29
    n-pentane 0.14
    1-propoxy-2-propanol 15.16
    1-methoxy-2-propyl acetate 12.54
    2-(2-methoxypropoxy) propanol 17.31
    mesitylene 0.98
    ε-caprolactone 12.02
    p-cymene 1.37
    epichlorohydrin 25.65
    1,1,1-trichloroethane 3.4
    2-aminoethanol 24.24
    morpholine-4-carbaldehyde 37.11
    sulfolane 50.97
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 8.63
    n-hexyl acetate 6.04
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 24.81
    sec-butyl acetate 2.56
    tert-butyl acetate 7.95
    decalin 0.22
    glycerin 45.34
    diglyme 42.75
    acrylic acid 17.13
    isopropyl myristate 3.09
    n-butyric acid 11.09
    acetyl acetate 9.84
    di(2-ethylhexyl) phthalate 4.64
    ethyl propionate 4.15
    nitromethane 75.05
    1,2-diethoxyethane 10.85
    benzonitrile 3.76
    trioctyl phosphate 4.03
    1-bromopropane 1.66
    gamma-valerolactone 38.08
    n-decanol 3.51
    triethyl phosphate 4.6
    4-methyl-2-pentanol 2.79
    propionitrile 4.2
    vinylene carbonate 9.9
    1,1,2-trichlorotrifluoroethane 44.17
    DMS 9.44
    cumene 0.85
    2-octanol 3.4
    2-hexanone 4.08
    octyl acetate 4.22
    limonene 1.76
    1,2-dimethoxyethane 33.46
    ethyl orthosilicate 4.4
    tributyl phosphate 3.88
    diacetone alcohol 17.81
    N,N-dimethylaniline 3.76
    acrylonitrile 7.41
    aniline 3.91
    1,3-propanediol 32.73
    bromobenzene 1.21
    dibromomethane 2.91
    1,1,2,2-tetrachloroethane 10.12
    2-methyl-cyclohexyl acetate 4.78
    tetrabutyl urea 6.14
    diisobutyl methanol 2.36
    2-phenylethanol 7.01
    styrene 0.96
    dioctyl adipate 5.72
    dimethyl sulfate 29.75
    ethyl butyrate 3.73
    methyl lactate 18.13
    butyl lactate 8.55
    diethyl carbonate 3.85
    propanediol butyl ether 16.76
    triethyl orthoformate 4.68
    p-tert-butyltoluene 1.39
    methyl 4-tert-butylbenzoate 12.56
    morpholine 25.46
    tert-butylamine 3.3
    n-dodecanol 2.58
    dimethoxymethane 45.32
    ethylene carbonate 8.81
    cyrene 20.25
    2-ethoxyethyl acetate 12.81
    2-ethylhexyl acetate 2.7
    1,2,4-trichlorobenzene 3.59
    4-methylpyridine 4.53
    dibutyl ether 3.05
    2,6-dimethyl-4-heptanol 2.36
    DEF 11.01
    dimethyl isosorbide 25.15
    tetrachloroethylene 8.44
    eugenol 13.69
    triacetin 11.85
    span 80 12.85
    1,4-butanediol 11.93
    1,1-dichloroethane 2.75
    2-methyl-1-pentanol 3.74
    methyl formate 23.49
    2-methyl-1-butanol 3.86
    n-decane 0.41
    butyronitrile 3.07
    3,7-dimethyl-1-octanol 3.43
    1-chlorooctane 1.52
    1-chlorotetradecane 0.73
    n-nonane 0.33
    undecane 0.29
    tert-butylcyclohexane 0.18
    cyclooctane 0.18
    cyclopentanol 6.01
    tetrahydropyran 8.67
    tert-amyl methyl ether 3.25
    2,5,8-trioxanonane 33.61
    1-hexene 0.47
    2-isopropoxyethanol 17.98
    2,2,2-trifluoroethanol 27.32
    methyl butyrate 4.8

    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