Epsilon-Viniferin

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  • Identifiers

    CAS number
    62218-08-0

    Molecular formula
    C28H22O6

    SMILES
    C1=CC(=CC=C1/C=C/C2=C3[C@H]([C@@H](OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 55.39%
    Odorless 37.7%
    Fruity 36.6%
    Spicy 32.74%
    Medicinal 26.45%
    Burnt 25.47%
    Animal 24.39%
    Balsamic 23.39%
    Smoky 22.66%
    Bitter 20.44%

     

    Flavor
    Bitter 95.66%
    Very strong 20.03%
    Odorless 19.94%
    Cedarleaf 19.89%
    Nitrile 19.81%
    Indole 19.55%
    Sweet-like 19.25%
    Lovage 18.75%
    Parsley 18.47%
    Moth ball 18.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.4

    pKa est.
    10.08 (weak base)

    Molecular weight
    454.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1175°C

    Flash point

    • 292.75 ˚C est.

  • Synonyms

    • Epsilon-viniferin
    • 62218-08-0
    • epsilon-viniferine
    • 0K8Z2K6Y7O
    • 5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
    • 5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl]benzene-1,3-diol
    • DTXSID601028837
    • 5-((2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-((E)-2-(4-hydroxyphenyl)ethenyl)-2,3-dihydro-1-benzofuran-3-yl)benzene-1,3-diol
    • 5-((2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-((E)-2-(4-hydroxyphenyl)vinyl)-2,3-dihydrobenzofuran-3-yl)benzene-1,3-diol
    • 5-{(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl}benzene-1,3-diol
    • RefChem:591006
    • DTXCID201514468
    • C28H22O6
    • CHEMBL1224875
    • CHEBI:10556
    • MFCD12964987
    • (-)-.epsilon.-Viniferin
    • (-)-epsilon-Viniferin
    • AC1NQYZ4
    • (-)-Trans-epsilon-viniferin
    • -iniferin
    • Resveratrol dimer
    • _-Viniferin
    • ??-?Viniferin
    • W2075
    • .EPSILON.-VINIFERIN
    • VINIFERIN, EPSILON-
    • |A-?Viniferin (Standard)
    • SureCN3041632
    • UNII-0K8Z2K6Y7O
    • orb1309694
    • SCHEMBL3041632
    • epsilon-Viniferin , HPLC Grade
    • SCHEMBL29434008
    • HY-N3841R
    • (E)-.EPSILON.-VINIFERIN
    • HY-N3841
    • BDBM50531887
    • AKOS040733117
    • FV30429
    • 5-((2R,3R)-6-Hydroxy-2-(4-hydroxyphenyl)-4-((E)-4-hydroxystyryl)-2,3-dihydrobenzofuran-3-yl)benzene-1,3-diol
    • 5-(2,3-Dihydro-6-hydroxy-2(4-hydroxyphenyl)4-(2-(4-hydroxyphenyl)ethenyl)-3-benzofuranyl)-1,3-benzenediol
    • DA-63244
    • MS-28265
    • CS-0024314
    • G13814
    • Q5383943
    • 1,3-BENZENEDIOL, 5-((2R,3R)-2,3-DIHYDRO-6-HYDROXY-2-(4-HYDROXYPHENYL)-4-((1E)-2-(4-HYDROXYPHENYL)ETHENYL)-3-BENZOFURANYL)-
    • 1,3-Benzenediol, 5-(2,3-dihydro-6-hydroxy-2(4-hydroxyphenyl)4-(2-(4-hydroxyphenyl)ethenyl)-3-benzofuranyl)-
    • 1,3-BENZENEDIOL, 5-(2,3-DIHYDRO-6-HYDROXY-2-(4-HYDROXYPHENYL)-4-(2-(4-HYDROXYPHENYL)ETHENYL)-3-BENZOFURANYL)-, (2R-(2.ALPHA.,3.BETA.,4(E)))-
    • 1,3-Benzenediol, 5-[(2R,3R)-2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-3-benzofuranyl]-; 1,3-Benzenediol, 5-[2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)ethenyl]-3-benzofuranyl]-, [2R-[2a,3ss,4(E)]]-;
    • 5-((2R,3R)-2,3-DIHYDRO-6-HYDROXY-2-(4-HYDROXYPHENYL)-4-((1E)-2-(4-HYDROXYPHENYL)ETHENYL)-3-BENZOFURANYL)-1,3-BENZENEDIOL
    • 62218-08-0

  • Applications

    Epsilon-Viniferin is a natural polyphenolic stilbene dimer found in grapevines and other plants. In practical applications, it is mainly regarded as a bioactive intermediate and a potential antioxidant, with evaluative use as an additive for antioxidant or stabilization effects in cosmetic formulations and polymer systems; it is also studied as a precursor or lead for the synthesis of other stilbene derivatives in pharmaceutical and natural product research, and is considered in nutraceutical research for functional ingredient contexts. Its exact applications depend on regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.76
    methanol 13.4
    isopropanol 5.88
    water 0.06
    ethyl acetate 6.04
    n-propanol 10.44
    acetone 18.12
    n-butanol 6.74
    acetonitrile 5.09
    DMF 71.83
    toluene 0.52
    isobutanol 3.86
    1,4-dioxane 18.1
    methyl acetate 8.9
    THF 70.32
    2-butanone 19.39
    n-pentanol 3.7
    sec-butanol 6.05
    n-hexane 0.03
    ethylene glycol 9.82
    NMP 21.82
    cyclohexane 0.03
    DMSO 180.49
    n-butyl acetate 3.12
    n-octanol 2.58
    chloroform 1.56
    n-propyl acetate 3.16
    acetic acid 29.2
    dichloromethane 0.68
    cyclohexanone 11.56
    propylene glycol 23.85
    isopropyl acetate 4.04
    DMAc 85.77
    2-ethoxyethanol 33.1
    isopentanol 3.7
    n-heptane 0.06
    ethyl formate 6.83
    1,2-dichloroethane 1.1
    n-hexanol 2.11
    2-methoxyethanol 89.22
    isobutyl acetate 1.65
    tetrachloromethane 0.21
    n-pentyl acetate 3.58
    transcutol 72.16
    n-heptanol 2.58
    ethylbenzene 0.23
    MIBK 4.72
    2-propoxyethanol 32.12
    tert-butanol 3.98
    MTBE 2.55
    2-butoxyethanol 18.03
    propionic acid 13.72
    o-xylene 0.32
    formic acid 18.62
    diethyl ether 3.09
    m-xylene 0.35
    p-xylene 0.23
    chlorobenzene 0.46
    dimethyl carbonate 9.71
    n-octane 0.04
    formamide 31.99
    cyclopentanone 27.79
    2-pentanone 10.2
    anisole 2.67
    cyclopentyl methyl ether 5.25
    gamma-butyrolactone 26.27
    1-methoxy-2-propanol 71.27
    pyridine 9.84
    3-pentanone 5.93
    furfural 18.52
    n-dodecane 0.05
    diethylene glycol 30.75
    diisopropyl ether 0.47
    tert-amyl alcohol 4.25
    acetylacetone 19.44
    n-hexadecane 0.06
    acetophenone 3.31
    methyl propionate 10.23
    isopentyl acetate 2.96
    trichloroethylene 3.75
    n-nonanol 3.07
    cyclohexanol 2.59
    benzyl alcohol 4.06
    2-ethylhexanol 1.15
    isooctanol 1.95
    dipropyl ether 3.14
    1,2-dichlorobenzene 0.44
    ethyl lactate 7.5
    propylene carbonate 7.42
    n-methylformamide 31.98
    2-pentanol 3.02
    n-pentane 0.03
    1-propoxy-2-propanol 23.21
    1-methoxy-2-propyl acetate 13.72
    2-(2-methoxypropoxy) propanol 20.8
    mesitylene 0.19
    ε-caprolactone 11.88
    p-cymene 0.3
    epichlorohydrin 27.27
    1,1,1-trichloroethane 0.71
    2-aminoethanol 19.04
    morpholine-4-carbaldehyde 45.16
    sulfolane 51.25
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 8.69
    n-hexyl acetate 4.82
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 30.37
    sec-butyl acetate 1.98
    tert-butyl acetate 4.95
    decalin 0.03
    glycerin 54.54
    diglyme 48.13
    acrylic acid 16.85
    isopropyl myristate 2.5
    n-butyric acid 13.39
    acetyl acetate 4.56
    di(2-ethylhexyl) phthalate 3.27
    ethyl propionate 3.78
    nitromethane 55.81
    1,2-diethoxyethane 10.55
    benzonitrile 1.92
    trioctyl phosphate 2.59
    1-bromopropane 0.52
    gamma-valerolactone 67.4
    n-decanol 2.09
    triethyl phosphate 2.26
    4-methyl-2-pentanol 1.51
    propionitrile 5.26
    vinylene carbonate 7.23
    1,1,2-trichlorotrifluoroethane 48.34
    DMS 5.0
    cumene 0.15
    2-octanol 1.53
    2-hexanone 4.36
    octyl acetate 3.43
    limonene 0.44
    1,2-dimethoxyethane 37.17
    ethyl orthosilicate 2.11
    tributyl phosphate 2.58
    diacetone alcohol 16.91
    N,N-dimethylaniline 1.46
    acrylonitrile 9.81
    aniline 2.66
    1,3-propanediol 26.42
    bromobenzene 0.28
    dibromomethane 0.36
    1,1,2,2-tetrachloroethane 4.3
    2-methyl-cyclohexyl acetate 2.62
    tetrabutyl urea 4.42
    diisobutyl methanol 0.99
    2-phenylethanol 3.27
    styrene 0.27
    dioctyl adipate 5.3
    dimethyl sulfate 17.96
    ethyl butyrate 3.59
    methyl lactate 24.95
    butyl lactate 8.17
    diethyl carbonate 2.15
    propanediol butyl ether 19.84
    triethyl orthoformate 4.17
    p-tert-butyltoluene 0.32
    methyl 4-tert-butylbenzoate 7.53
    morpholine 34.09
    tert-butylamine 0.88
    n-dodecanol 1.45
    dimethoxymethane 48.49
    ethylene carbonate 5.67
    cyrene 16.68
    2-ethoxyethyl acetate 9.3
    2-ethylhexyl acetate 1.73
    1,2,4-trichlorobenzene 0.91
    4-methylpyridine 4.06
    dibutyl ether 2.64
    2,6-dimethyl-4-heptanol 0.99
    DEF 13.01
    dimethyl isosorbide 25.56
    tetrachloroethylene 2.13
    eugenol 9.11
    triacetin 10.16
    span 80 15.32
    1,4-butanediol 6.85
    1,1-dichloroethane 0.82
    2-methyl-1-pentanol 2.31
    methyl formate 20.76
    2-methyl-1-butanol 4.04
    n-decane 0.1
    butyronitrile 3.7
    3,7-dimethyl-1-octanol 2.22
    1-chlorooctane 0.5
    1-chlorotetradecane 0.21
    n-nonane 0.07
    undecane 0.07
    tert-butylcyclohexane 0.02
    cyclooctane 0.02
    cyclopentanol 5.16
    tetrahydropyran 7.67
    tert-amyl methyl ether 2.89
    2,5,8-trioxanonane 35.87
    1-hexene 0.17
    2-isopropoxyethanol 14.16
    2,2,2-trifluoroethanol 8.15
    methyl butyrate 5.13

    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