(-)-Arctigenin

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  • Identifiers

    CAS number
    7770-78-7

    Molecular formula
    C21H24O6

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

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 66.69%
    Sweet 61.21%
    Spicy 59.86%
    Balsamic 42.61%
    Floral 40.74%
    Powdery 38.77%
    Creamy 36.18%
    Phenolic 35.31%
    Clove 31.81%
    Woody 30.24%

     

    Flavor
    Bitter 78.22%
    Bland 25.71%
    Spice 23.26%
    Parsley 22.4%
    Eugenol 21.0%
    Lovage 20.86%
    Cedarleaf 20.82%
    Sweet-like 20.53%
    Woody 20.24%
    Ethyl benzoate 20.16%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    8.13 (weak base)

    Molecular weight
    372.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    734°C

    Flash point

    • 189.21 ˚C est.

  • Synonyms

    • Arctigenin
    • (-)-Arctigenin
    • 7770-78-7
    • (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
    • U76MR9VS6M
    • 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-
    • 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-
    • DTXSID60998919
    • (3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-3-((4-hydroxy-3-methoxyphenyl)methyl)oxolan-2-one
    • 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-
    • RefChem:27994
    • DTXCID201425899
    • (+/-)-Arctigenin
    • Arctigenin, (+/-)-
    • (3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
    • MFCD00870597
    • Arctigenin, trans-((+/-)-
    • 2FD8L150E7
    • 144901-91-7
    • (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
    • 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-rel-
    • 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, trans-
    • (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3- [(4-hydroxy-3-methoxyphenyl)methyl]-2-tetrahydrofuranone
    • (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one
    • UNII-U76MR9VS6M
    • Arctigenen
    • UNII-2FD8L150E7
    • Arctigenin?
    • Arctigenin (Standard)
    • Tocris-1777
    • CHEBI:79
    • ARCTIGENIN, (-)-
    • SCHEMBL381820
    • CHEMBL435734
    • MEGxp0_001799
    • orb1304801
    • SCHEMBL30164934
    • SCHEMBL30356507
    • ACon1_000416
    • GTPL13586
    • HY-N0035R
    • ARCTIGENIN, TRANS-(-)-
    • GLXC-05692
    • HMS3268E18
    • HMS3412H04
    • HMS3676H04
    • HY-N0035
    • BDBM50375656
    • EBC-17078
    • HB0119
    • s3897
    • STL565840
    • AKOS015897121
    • CCG-268327
    • FA41645
    • NCGC00025291-01
    • NCGC00025291-02
    • NCGC00025291-03
    • NCGC00025291-04
    • AC-33952
    • AS-56162
    • DA-50673
    • SY068308
    • (-)-Arctigenin, >=95% (LC/MS-ELSD)
    • A3117
    • NS00123849
    • 770A787
    • SR-01000597504
    • Q-100825
    • Q4787603
    • SR-01000597504-1
    • BRD-K53523901-001-01-0
    • BRD-K53523901-001-04-4
    • (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-methoxy-4-oxidanyl-phenyl)methyl]oxolan-2-one
    • (3R-trans)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy- 3-methoxyphenyl)methyl]-4,5-dihydrofuran-2(3H)-one
    • 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-; 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-; (-)-Arctigenin; (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone; Arctigenin
    • 4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-(3R,4R)-2(3H)-Furanone
    • 4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-(3R-trans)-2(3H)-Furanone
    • EQC
    • 7770-78-7

  • Applications

    (-)-Arctigenin, CAS 7770-78-7, is a plant-derived bioactive compound that is evaluated in research and development for pharmaceutical and medicinal chemistry contexts; it is often used as a synthetic intermediate or a reference compound for lignan derivatives. In cosmetics and personal care, arctigenin is explored as a bioactive ingredient with potential antioxidant and anti-inflammatory properties. In agricultural and agrochemical research, it is assessed as a bioactive lead for development of plant-protection or crop-acting agents. In chemical synthesis, arctigenin serves as an intermediate or reference standard for the preparation and derivatization of lignan compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.58
    methanol 10.13
    isopropanol 9.17
    water 0.08
    ethyl acetate 23.66
    n-propanol 8.59
    acetone 63.06
    n-butanol 6.56
    acetonitrile 22.13
    DMF 40.92
    toluene 5.99
    isobutanol 6.0
    1,4-dioxane 50.34
    methyl acetate 25.62
    THF 146.55
    2-butanone 28.16
    n-pentanol 7.95
    sec-butanol 7.44
    n-hexane 0.33
    ethylene glycol 5.94
    NMP 19.51
    cyclohexane 0.86
    DMSO 217.42
    n-butyl acetate 9.08
    n-octanol 6.33
    chloroform 75.93
    n-propyl acetate 13.88
    acetic acid 47.49
    dichloromethane 76.04
    cyclohexanone 39.06
    propylene glycol 5.54
    isopropyl acetate 16.41
    DMAc 61.03
    2-ethoxyethanol 37.73
    isopentanol 7.47
    n-heptane 0.58
    ethyl formate 14.95
    1,2-dichloroethane 40.1
    n-hexanol 6.41
    2-methoxyethanol 39.03
    isobutyl acetate 10.1
    tetrachloromethane 6.75
    n-pentyl acetate 13.49
    transcutol 55.32
    n-heptanol 7.61
    ethylbenzene 3.81
    MIBK 15.16
    2-propoxyethanol 31.24
    tert-butanol 17.11
    MTBE 10.65
    2-butoxyethanol 23.22
    propionic acid 15.73
    o-xylene 4.58
    formic acid 20.54
    diethyl ether 11.98
    m-xylene 3.85
    p-xylene 5.4
    chlorobenzene 10.13
    dimethyl carbonate 23.88
    n-octane 0.63
    formamide 38.94
    cyclopentanone 62.47
    2-pentanone 19.63
    anisole 12.39
    cyclopentyl methyl ether 16.02
    gamma-butyrolactone 65.36
    1-methoxy-2-propanol 28.09
    pyridine 28.39
    3-pentanone 16.28
    furfural 45.85
    n-dodecane 0.63
    diethylene glycol 30.39
    diisopropyl ether 3.89
    tert-amyl alcohol 10.67
    acetylacetone 51.71
    n-hexadecane 0.74
    acetophenone 18.78
    methyl propionate 19.69
    isopentyl acetate 11.71
    trichloroethylene 79.98
    n-nonanol 7.36
    cyclohexanol 8.69
    benzyl alcohol 13.43
    2-ethylhexanol 4.83
    isooctanol 7.36
    dipropyl ether 7.36
    1,2-dichlorobenzene 12.36
    ethyl lactate 12.18
    propylene carbonate 23.81
    n-methylformamide 20.77
    2-pentanol 4.94
    n-pentane 0.28
    1-propoxy-2-propanol 17.54
    1-methoxy-2-propyl acetate 21.12
    2-(2-methoxypropoxy) propanol 22.86
    mesitylene 2.7
    ε-caprolactone 25.56
    p-cymene 3.67
    epichlorohydrin 82.87
    1,1,1-trichloroethane 29.53
    2-aminoethanol 8.12
    morpholine-4-carbaldehyde 39.08
    sulfolane 76.05
    2,2,4-trimethylpentane 0.41
    2-methyltetrahydrofuran 24.41
    n-hexyl acetate 13.59
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 27.68
    sec-butyl acetate 9.36
    tert-butyl acetate 21.71
    decalin 0.66
    glycerin 15.0
    diglyme 61.37
    acrylic acid 19.65
    isopropyl myristate 7.2
    n-butyric acid 17.67
    acetyl acetate 29.09
    di(2-ethylhexyl) phthalate 9.19
    ethyl propionate 12.43
    nitromethane 117.79
    1,2-diethoxyethane 21.05
    benzonitrile 14.53
    trioctyl phosphate 6.82
    1-bromopropane 9.9
    gamma-valerolactone 66.14
    n-decanol 5.63
    triethyl phosphate 9.64
    4-methyl-2-pentanol 4.58
    propionitrile 15.48
    vinylene carbonate 25.38
    1,1,2-trichlorotrifluoroethane 55.11
    DMS 19.42
    cumene 3.13
    2-octanol 5.3
    2-hexanone 15.38
    octyl acetate 8.82
    limonene 4.14
    1,2-dimethoxyethane 51.54
    ethyl orthosilicate 8.83
    tributyl phosphate 7.6
    diacetone alcohol 27.47
    N,N-dimethylaniline 8.9
    acrylonitrile 24.27
    aniline 9.43
    1,3-propanediol 15.5
    bromobenzene 10.01
    dibromomethane 35.83
    1,1,2,2-tetrachloroethane 55.78
    2-methyl-cyclohexyl acetate 12.47
    tetrabutyl urea 11.24
    diisobutyl methanol 4.52
    2-phenylethanol 13.47
    styrene 4.35
    dioctyl adipate 13.1
    dimethyl sulfate 39.72
    ethyl butyrate 9.91
    methyl lactate 16.42
    butyl lactate 12.37
    diethyl carbonate 9.55
    propanediol butyl ether 15.86
    triethyl orthoformate 10.31
    p-tert-butyltoluene 3.48
    methyl 4-tert-butylbenzoate 22.32
    morpholine 41.16
    tert-butylamine 5.81
    n-dodecanol 4.31
    dimethoxymethane 56.96
    ethylene carbonate 21.53
    cyrene 27.2
    2-ethoxyethyl acetate 26.98
    2-ethylhexyl acetate 8.05
    1,2,4-trichlorobenzene 15.6
    4-methylpyridine 17.37
    dibutyl ether 7.67
    2,6-dimethyl-4-heptanol 4.52
    DEF 18.45
    dimethyl isosorbide 39.0
    tetrachloroethylene 35.71
    eugenol 22.19
    triacetin 26.06
    span 80 15.57
    1,4-butanediol 9.26
    1,1-dichloroethane 26.19
    2-methyl-1-pentanol 7.8
    methyl formate 24.49
    2-methyl-1-butanol 5.97
    n-decane 1.08
    butyronitrile 11.08
    3,7-dimethyl-1-octanol 6.08
    1-chlorooctane 4.11
    1-chlorotetradecane 1.95
    n-nonane 0.87
    undecane 0.79
    tert-butylcyclohexane 0.56
    cyclooctane 0.39
    cyclopentanol 10.76
    tetrahydropyran 23.68
    tert-amyl methyl ether 7.82
    2,5,8-trioxanonane 44.46
    1-hexene 1.69
    2-isopropoxyethanol 26.31
    2,2,2-trifluoroethanol 29.13
    methyl butyrate 14.47

    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