(+)-Nortrachelogenin

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  • Identifiers

    CAS number
    61521-74-2

    Molecular formula
    C20H22O7

    SMILES
    COC1=C(C=CC(=C1)C[C@@H]2COC(=O)[C@]2(CC3=CC(=C(C=C3)O)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 69.2%
    Sweet 58.18%
    Spicy 47.24%
    Balsamic 43.29%
    Phenolic 42.21%
    Odorless 38.51%
    Creamy 38.27%
    Powdery 35.29%
    Smoky 31.61%
    Milky 28.86%

     

    Flavor
    Bitter 76.8%
    Bland 29.17%
    Vanilla 26.16%
    Sweet 24.9%
    Odorless 24.1%
    Sweet-like 23.0%
    Eugenol 22.01%
    Parsley 21.67%
    Ham 20.68%
    Allspice 20.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.69 (weak base)

    Molecular weight
    374.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    965°C

    Flash point

    • 229.41 ˚C est.

  • Synonyms

    • (+)-Nortrachelogenin
    • 61521-74-2
    • Wikstromol
    • 5HG1T9G09U
    • (3R-cis)-Dihydro-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-3-hydroxy-2(3H)-furanone
    • (3R,4R)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
    • (3R,4R)-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)oxolan-2-one
    • RefChem:1048983
    • (3R,4R)-3-hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
    • UNII-5HG1T9G09U
    • CHEMBL453799
    • orb1297081
    • SCHEMBL29847315
    • HY-N3171A
    • AKOS040762124
    • EBC-616563
    • 2(3H)-Furanone, dihydro-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-3-hydroxy-, (3R-cis)-
    • DA-48584
    • MS-26048
    • CS-0138773
    • G13051
    • Q27262210
    • (3R,4R)-3-Hydroxy-3,4-bis-(4-hydroxy-3-methoxy-benzyl)-dihydro-furan-2-one
    • (3R,4R)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one
    • 2(3H)-FURANONE, DIHYDRO-3-HYDROXY-3,4-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-, (3R,4R)-
    • 61521-74-2

  • Applications

    (+)-Nortrachelogenin is a lignan primarily handled as a chiral building block or intermediate for the preparation of more complex lignan derivatives in pharmaceutical and natural-product research. It may serve as an analytical reference standard in structural elucidation and purity assessments of related compounds. In industrial applications, it has been explored as an antioxidant or stabilizing additive for polymers, coatings, and cosmetic formulations, where polyphenolic lignans can contribute to oxidative protection. It can also be encountered as a component in plant-derived extracts used in cosmetics or fragrance chemistry, with potential exploration in aroma-related formulations. Given the above, use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 29.3
    methanol 33.21
    isopropanol 24.07
    water 0.16
    ethyl acetate 17.15
    n-propanol 22.5
    acetone 89.87
    n-butanol 12.33
    acetonitrile 15.45
    DMF 92.17
    toluene 2.32
    isobutanol 8.66
    1,4-dioxane 61.68
    methyl acetate 19.84
    THF 271.58
    2-butanone 34.02
    n-pentanol 8.78
    sec-butanol 14.32
    n-hexane 0.17
    ethylene glycol 20.42
    NMP 27.02
    cyclohexane 0.36
    DMSO 584.62
    n-butyl acetate 4.62
    n-octanol 6.94
    chloroform 15.7
    n-propyl acetate 7.08
    acetic acid 68.52
    dichloromethane 14.25
    cyclohexanone 32.39
    propylene glycol 19.11
    isopropyl acetate 12.46
    DMAc 92.36
    2-ethoxyethanol 69.85
    isopentanol 9.02
    n-heptane 0.35
    ethyl formate 13.01
    1,2-dichloroethane 11.45
    n-hexanol 6.45
    2-methoxyethanol 124.45
    isobutyl acetate 3.57
    tetrachloromethane 1.75
    n-pentyl acetate 9.38
    transcutol 72.89
    n-heptanol 7.97
    ethylbenzene 1.31
    MIBK 13.23
    2-propoxyethanol 43.01
    tert-butanol 31.29
    MTBE 12.83
    2-butoxyethanol 25.86
    propionic acid 17.84
    o-xylene 1.97
    formic acid 44.15
    diethyl ether 16.04
    m-xylene 1.54
    p-xylene 1.58
    chlorobenzene 2.19
    dimethyl carbonate 23.51
    n-octane 0.42
    formamide 90.14
    cyclopentanone 73.79
    2-pentanone 25.1
    anisole 7.18
    cyclopentyl methyl ether 15.72
    gamma-butyrolactone 65.95
    1-methoxy-2-propanol 69.82
    pyridine 18.14
    3-pentanone 13.4
    furfural 32.94
    n-dodecane 0.38
    diethylene glycol 52.83
    diisopropyl ether 3.12
    tert-amyl alcohol 18.31
    acetylacetone 54.06
    n-hexadecane 0.44
    acetophenone 8.89
    methyl propionate 19.25
    isopentyl acetate 5.82
    trichloroethylene 22.7
    n-nonanol 7.74
    cyclohexanol 9.41
    benzyl alcohol 9.05
    2-ethylhexanol 3.25
    isooctanol 6.49
    dipropyl ether 6.15
    1,2-dichlorobenzene 2.74
    ethyl lactate 9.65
    propylene carbonate 15.25
    n-methylformamide 44.67
    2-pentanol 7.78
    n-pentane 0.21
    1-propoxy-2-propanol 21.76
    1-methoxy-2-propyl acetate 16.9
    2-(2-methoxypropoxy) propanol 24.0
    mesitylene 1.12
    ε-caprolactone 20.31
    p-cymene 1.47
    epichlorohydrin 72.21
    1,1,1-trichloroethane 7.48
    2-aminoethanol 26.83
    morpholine-4-carbaldehyde 53.62
    sulfolane 91.32
    2,2,4-trimethylpentane 0.25
    2-methyltetrahydrofuran 31.65
    n-hexyl acetate 10.19
    isooctane 0.18
    2-(2-butoxyethoxy)ethanol 33.8
    sec-butyl acetate 4.58
    tert-butyl acetate 17.82
    decalin 0.24
    glycerin 46.34
    diglyme 63.86
    acrylic acid 19.71
    isopropyl myristate 5.32
    n-butyric acid 19.22
    acetyl acetate 15.61
    di(2-ethylhexyl) phthalate 5.96
    ethyl propionate 7.48
    nitromethane 140.76
    1,2-diethoxyethane 19.87
    benzonitrile 5.45
    trioctyl phosphate 5.31
    1-bromopropane 3.67
    gamma-valerolactone 81.85
    n-decanol 5.58
    triethyl phosphate 4.69
    4-methyl-2-pentanol 5.34
    propionitrile 10.2
    vinylene carbonate 13.49
    1,1,2-trichlorotrifluoroethane 52.25
    DMS 12.37
    cumene 1.08
    2-octanol 5.91
    2-hexanone 10.1
    octyl acetate 6.97
    limonene 2.1
    1,2-dimethoxyethane 70.6
    ethyl orthosilicate 4.72
    tributyl phosphate 5.1
    diacetone alcohol 36.56
    N,N-dimethylaniline 5.3
    acrylonitrile 14.82
    aniline 6.17
    1,3-propanediol 45.83
    bromobenzene 1.77
    dibromomethane 7.5
    1,1,2,2-tetrachloroethane 18.79
    2-methyl-cyclohexyl acetate 5.4
    tetrabutyl urea 8.73
    diisobutyl methanol 3.61
    2-phenylethanol 8.46
    styrene 1.48
    dioctyl adipate 8.96
    dimethyl sulfate 40.13
    ethyl butyrate 4.97
    methyl lactate 23.16
    butyl lactate 10.39
    diethyl carbonate 4.27
    propanediol butyl ether 21.56
    triethyl orthoformate 5.8
    p-tert-butyltoluene 1.57
    methyl 4-tert-butylbenzoate 15.88
    morpholine 65.96
    tert-butylamine 7.83
    n-dodecanol 4.08
    dimethoxymethane 112.0
    ethylene carbonate 12.2
    cyrene 23.05
    2-ethoxyethyl acetate 19.76
    2-ethylhexyl acetate 3.42
    1,2,4-trichlorobenzene 3.89
    4-methylpyridine 9.87
    dibutyl ether 6.26
    2,6-dimethyl-4-heptanol 3.61
    DEF 21.27
    dimethyl isosorbide 32.16
    tetrachloroethylene 12.01
    eugenol 16.48
    triacetin 17.33
    span 80 16.65
    1,4-butanediol 15.58
    1,1-dichloroethane 7.27
    2-methyl-1-pentanol 6.21
    methyl formate 40.57
    2-methyl-1-butanol 7.38
    n-decane 0.71
    butyronitrile 7.55
    3,7-dimethyl-1-octanol 5.32
    1-chlorooctane 2.64
    1-chlorotetradecane 1.23
    n-nonane 0.58
    undecane 0.5
    tert-butylcyclohexane 0.22
    cyclooctane 0.2
    cyclopentanol 15.67
    tetrahydropyran 28.15
    tert-amyl methyl ether 9.33
    2,5,8-trioxanonane 48.8
    1-hexene 0.87
    2-isopropoxyethanol 32.57
    2,2,2-trifluoroethanol 29.42
    methyl butyrate 8.66

    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