Arctigenin methyl ether

Overview IFRA Request a quote

  • Identifiers

    CAS number
    25488-59-9

    Molecular formula
    C22H26O6

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

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 56.72%
    Sweet 55.33%
    Floral 53.57%
    Spicy 53.02%
    Powdery 38.25%
    Balsamic 36.45%
    Woody 32.52%
    Creamy 30.98%
    Warm 28.4%
    Phenolic 27.16%

     

    Flavor
    Bitter 77.17%
    Bland 24.32%
    Parsley 22.81%
    Spice 21.3%
    Cedarleaf 21.17%
    Lovage 20.81%
    Eugenol 20.61%
    Sweet-like 20.12%
    Ethyl benzoate 19.97%
    Tarragon 19.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    6.75 (neutral)

    Molecular weight
    386.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    712°C

    Flash point

    • 175.34 ˚C est.

  • Synonyms

    • Arctigenin methyl ether
    • 25488-59-9
    • Methylarctigenin
    • MACULATIN
    • UNII-9TF8GZN966
    • 9TF8GZN966
    • MATAIRESINOL DIMETHYL ETHER
    • (-)-ARCITIN
    • 4,4'-DIMETHYLMATAIRESINOL
    • 2(3H)-Furanone, 3,4-bis((3,4-dimethoxyphenyl)methyl)dihydro-, (3R-trans)-
    • 2(3H)-FURANONE, 3,4-BIS((3,4-DIMETHOXYPHENYL)METHYL)DIHYDRO-, (3R,4R)-
    • RefChem:28169
    • (3r,4r)-3,4-bis(3,4-dimethoxybenzyl)dihydrofuran-2(3h)-one
    • (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]oxolan-2-one
    • 2,3-Bis(3,4-dimethoxybenzyl)butyrolactone
    • NSC675473
    • 3,4-Bis(3,4-dimethoxybenzyl)dihydro-2(3H)-furanone
    • Iriflophenone 2-O--rhamnoside
    • CHEMBL476709
    • orb3023817
    • SCHEMBL18677702
    • SCHEMBL30866208
    • Arctigenin methyl ether; Maculatin; Maculatin (lignan); Matairesinol dimethyl ether
    • HY-N3761
    • AKOS032948440
    • FD65292
    • FS-9661
    • NSC-675473
    • DA-72787
    • CS-0024168
    • H42753
    • AA-504/21163063
    • Q27273182
    • (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]tetrahydrofuran-2-one
    • [2-[(6-Deoxy--L-mannopyranosyl)oxy]-4,6-dihydroxyphenyl](4-hydroxyphenyl)methanone
    • 25488-59-9

  • Applications

    Arctigenin methyl ether (CAS 25488-59-9) is a lignan-derived chemical primarily used as an intermediate in organic synthesis and as a building block for the development of lignan derivatives in pharmaceutical research. It is often evaluated as a scaffold for polyphenolic compounds in cosmetic and personal care applications, subject to regulatory limits. The compound may also be explored as an antioxidant/stabilizing additive or functional component in polymer, coating, and adhesive formulations. Additionally, it can serve as a research chemical for agrochemical and materials science development, with applications limited by local regulations and formulation requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.54
    methanol 8.88
    isopropanol 8.13
    water 0.18
    ethyl acetate 39.71
    n-propanol 8.72
    acetone 70.69
    n-butanol 7.31
    acetonitrile 39.01
    DMF 47.87
    toluene 10.25
    isobutanol 6.94
    1,4-dioxane 63.43
    methyl acetate 42.99
    THF 118.31
    2-butanone 38.51
    n-pentanol 9.61
    sec-butanol 7.84
    n-hexane 0.79
    ethylene glycol 4.91
    NMP 34.76
    cyclohexane 2.14
    DMSO 140.1
    n-butyl acetate 16.72
    n-octanol 7.02
    chloroform 179.77
    n-propyl acetate 25.35
    acetic acid 51.38
    dichloromethane 191.06
    cyclohexanone 56.25
    propylene glycol 3.63
    isopropyl acetate 25.98
    DMAc 77.14
    2-ethoxyethanol 39.86
    isopentanol 8.38
    n-heptane 1.21
    ethyl formate 26.11
    1,2-dichloroethane 86.81
    n-hexanol 7.86
    2-methoxyethanol 33.87
    isobutyl acetate 16.4
    tetrachloromethane 20.75
    n-pentyl acetate 20.01
    transcutol 42.21
    n-heptanol 8.26
    ethylbenzene 6.81
    MIBK 19.89
    2-propoxyethanol 31.41
    tert-butanol 13.47
    MTBE 13.08
    2-butoxyethanol 24.64
    propionic acid 21.17
    o-xylene 8.36
    formic acid 21.26
    diethyl ether 18.15
    m-xylene 6.73
    p-xylene 10.09
    chlorobenzene 22.29
    dimethyl carbonate 37.14
    n-octane 1.06
    formamide 41.12
    cyclopentanone 77.01
    2-pentanone 28.1
    anisole 17.3
    cyclopentyl methyl ether 22.89
    gamma-butyrolactone 95.47
    1-methoxy-2-propanol 23.12
    pyridine 43.68
    3-pentanone 27.14
    furfural 66.56
    n-dodecane 0.93
    diethylene glycol 27.33
    diisopropyl ether 5.96
    tert-amyl alcohol 10.88
    acetylacetone 66.83
    n-hexadecane 1.08
    acetophenone 27.8
    methyl propionate 33.97
    isopentyl acetate 17.57
    trichloroethylene 169.5
    n-nonanol 8.05
    cyclohexanol 11.09
    benzyl alcohol 17.17
    2-ethylhexanol 6.42
    isooctanol 8.04
    dipropyl ether 10.69
    1,2-dichlorobenzene 27.26
    ethyl lactate 16.12
    propylene carbonate 42.0
    n-methylformamide 27.24
    2-pentanol 5.52
    n-pentane 0.74
    1-propoxy-2-propanol 18.45
    1-methoxy-2-propyl acetate 28.04
    2-(2-methoxypropoxy) propanol 21.65
    mesitylene 4.75
    ε-caprolactone 43.41
    p-cymene 6.08
    epichlorohydrin 121.39
    1,1,1-trichloroethane 70.92
    2-aminoethanol 7.19
    morpholine-4-carbaldehyde 51.93
    sulfolane 91.72
    2,2,4-trimethylpentane 0.79
    2-methyltetrahydrofuran 33.57
    n-hexyl acetate 17.99
    isooctane 0.52
    2-(2-butoxyethoxy)ethanol 24.95
    sec-butyl acetate 16.2
    tert-butyl acetate 27.56
    decalin 1.32
    glycerin 10.57
    diglyme 62.57
    acrylic acid 25.9
    isopropyl myristate 8.6
    n-butyric acid 23.74
    acetyl acetate 46.86
    di(2-ethylhexyl) phthalate 11.17
    ethyl propionate 22.86
    nitromethane 136.37
    1,2-diethoxyethane 25.32
    benzonitrile 23.09
    trioctyl phosphate 8.03
    1-bromopropane 20.83
    gamma-valerolactone 88.96
    n-decanol 6.04
    triethyl phosphate 15.71
    4-methyl-2-pentanol 5.1
    propionitrile 23.29
    vinylene carbonate 46.02
    1,1,2-trichlorotrifluoroethane 74.22
    DMS 28.06
    cumene 5.59
    2-octanol 5.94
    2-hexanone 22.11
    octyl acetate 10.75
    limonene 6.68
    1,2-dimethoxyethane 59.02
    ethyl orthosilicate 13.81
    tributyl phosphate 9.5
    diacetone alcohol 27.21
    N,N-dimethylaniline 13.0
    acrylonitrile 36.66
    aniline 13.87
    1,3-propanediol 12.45
    bromobenzene 23.64
    dibromomethane 89.57
    1,1,2,2-tetrachloroethane 108.66
    2-methyl-cyclohexyl acetate 18.34
    tetrabutyl urea 13.63
    diisobutyl methanol 5.37
    2-phenylethanol 16.91
    styrene 7.6
    dioctyl adipate 15.66
    dimethyl sulfate 57.14
    ethyl butyrate 17.99
    methyl lactate 18.69
    butyl lactate 14.9
    diethyl carbonate 16.83
    propanediol butyl ether 14.16
    triethyl orthoformate 15.89
    p-tert-butyltoluene 5.35
    methyl 4-tert-butylbenzoate 28.17
    morpholine 49.73
    tert-butylamine 6.42
    n-dodecanol 4.67
    dimethoxymethane 59.82
    ethylene carbonate 40.6
    cyrene 32.52
    2-ethoxyethyl acetate 35.48
    2-ethylhexyl acetate 13.47
    1,2,4-trichlorobenzene 32.22
    4-methylpyridine 28.14
    dibutyl ether 10.0
    2,6-dimethyl-4-heptanol 5.37
    DEF 30.63
    dimethyl isosorbide 43.02
    tetrachloroethylene 77.41
    eugenol 25.61
    triacetin 33.59
    span 80 15.26
    1,4-butanediol 9.48
    1,1-dichloroethane 56.95
    2-methyl-1-pentanol 9.7
    methyl formate 34.15
    2-methyl-1-butanol 7.25
    n-decane 1.65
    butyronitrile 18.06
    3,7-dimethyl-1-octanol 6.63
    1-chlorooctane 5.88
    1-chlorotetradecane 2.69
    n-nonane 1.37
    undecane 1.18
    tert-butylcyclohexane 1.05
    cyclooctane 0.89
    cyclopentanol 13.17
    tetrahydropyran 32.53
    tert-amyl methyl ether 11.09
    2,5,8-trioxanonane 42.49
    1-hexene 3.08
    2-isopropoxyethanol 28.0
    2,2,2-trifluoroethanol 41.74
    methyl butyrate 27.07

    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