Epoxybergamottin

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  • Identifiers

    CAS number
    206978-14-5

    Molecular formula
    C21H22O5

    SMILES
    C/C(=C\COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/CCC4C(O4)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 47.4%
    Floral 43.56%
    Sweet 28.39%
    Fresh 24.4%
    Woody 23.36%
    Powdery 22.67%
    Berry 22.64%
    Animal 21.02%
    Neroli 20.74%
    Dry 19.96%

     

    Flavor
    Bitter 75.79%
    Parsley 20.22%
    Cedarleaf 19.85%
    Lovage 19.07%
    Heather 18.75%
    Bland 18.5%
    Carrot 18.49%
    Green pepper 18.38%
    Broom 18.37%
    Genet 18.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    7.97 (neutral)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    511°C

    Flash point

    • 205.98 ˚C est.

  • Synonyms

    • Epoxybergamottin
    • 4-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]furo[3,2-g]chromen-7-one
    • 4-((E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy)furo(3,2-g)chromen-7-one
    • RefChem:921062
    • 206978-14-5
    • 6',7'-Epoxybergamottin
    • starbld0018926
    • orb1692568
    • CHEMBL1957147
    • SCHEMBL29419949
    • CHEBI:171796
    • DTXSID701362169
    • LMPK12160610
    • AKOS040756050
    • AT44631
    • FE137821
    • PD044522
    • HY-126983
    • 6',7'-Epoxybergamottin, analytical standard
    • CS-0109052
    • C22153
    • Q3730718
    • 6 inverted exclamation mark ,7 inverted exclamation mark -Epoxybergamottin
    • 4-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methyl-pent-2-enoxy]furo[3,2-g]chromen-7-one
    • 4-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]uro[3,2-g]chromen-7-one
    • 4-((E)-3'-methyl-5'-(3'',3''-dimethyloxiran-2''-yl)pent-2'-enyloxy)-7H-furo[3,2-g][1]benzopyran-7-one
    • 4-{[(e)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl-2-pentenyl]oxy}-7h-furo[3,2-g]chromen-7-one
    • 206978-14-5

  • Applications

    Epoxybergamottin is typically encountered as a minor component or synthetic intermediate in citrus-derived fragrance chemistry. In perfumery and cosmetics, it can function as an odorant or fragrance precursor contributing to citrus notes, and may appear in flavor and citrus-flavored formulations under controlled use. It is also evaluated in pharmaceutical research as a chemical probe for cytochrome P450 enzyme modulation and as a safety-relevant constituent in phototoxicity assessments of furanocoumarins. In industrial contexts such as coatings, inks, and household products, it may be used as a trace citrus-like fragrance additive or precursor within formulation limits and subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.13
    methanol 12.63
    isopropanol 14.19
    water 0.01
    ethyl acetate 36.97
    n-propanol 20.12
    acetone 46.11
    n-butanol 16.75
    acetonitrile 21.32
    DMF 35.49
    toluene 20.71
    isobutanol 15.73
    1,4-dioxane 90.07
    methyl acetate 47.24
    THF 122.67
    2-butanone 70.28
    n-pentanol 17.8
    sec-butanol 16.62
    n-hexane 0.31
    ethylene glycol 4.15
    NMP 39.11
    cyclohexane 1.05
    DMSO 75.31
    n-butyl acetate 24.27
    n-octanol 5.23
    chloroform 166.85
    n-propyl acetate 29.21
    acetic acid 37.18
    dichloromethane 136.03
    cyclohexanone 66.28
    propylene glycol 10.72
    isopropyl acetate 25.38
    DMAc 133.89
    2-ethoxyethanol 57.23
    isopentanol 17.75
    n-heptane 0.35
    ethyl formate 17.51
    1,2-dichloroethane 57.88
    n-hexanol 10.23
    2-methoxyethanol 58.49
    isobutyl acetate 24.14
    tetrachloromethane 5.13
    n-pentyl acetate 17.01
    transcutol 211.21
    n-heptanol 6.0
    ethylbenzene 7.59
    MIBK 24.88
    2-propoxyethanol 53.04
    tert-butanol 14.9
    MTBE 19.93
    2-butoxyethanol 28.78
    propionic acid 23.06
    o-xylene 8.92
    formic acid 8.95
    diethyl ether 18.8
    m-xylene 8.44
    p-xylene 11.04
    chlorobenzene 24.36
    dimethyl carbonate 17.19
    n-octane 0.17
    formamide 15.61
    cyclopentanone 58.19
    2-pentanone 35.42
    anisole 28.81
    cyclopentyl methyl ether 29.12
    gamma-butyrolactone 50.9
    1-methoxy-2-propanol 49.82
    pyridine 79.7
    3-pentanone 35.35
    furfural 47.27
    n-dodecane 0.34
    diethylene glycol 36.93
    diisopropyl ether 4.66
    tert-amyl alcohol 16.04
    acetylacetone 45.98
    n-hexadecane 0.42
    acetophenone 33.48
    methyl propionate 33.79
    isopentyl acetate 27.44
    trichloroethylene 134.1
    n-nonanol 6.74
    cyclohexanol 16.24
    benzyl alcohol 29.27
    2-ethylhexanol 7.61
    isooctanol 6.05
    dipropyl ether 10.38
    1,2-dichlorobenzene 19.58
    ethyl lactate 20.48
    propylene carbonate 27.58
    n-methylformamide 15.8
    2-pentanol 10.15
    n-pentane 0.3
    1-propoxy-2-propanol 37.41
    1-methoxy-2-propyl acetate 46.91
    2-(2-methoxypropoxy) propanol 48.93
    mesitylene 4.1
    ε-caprolactone 53.16
    p-cymene 5.0
    epichlorohydrin 109.59
    1,1,1-trichloroethane 35.05
    2-aminoethanol 11.59
    morpholine-4-carbaldehyde 69.4
    sulfolane 55.2
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 55.05
    n-hexyl acetate 20.39
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 60.38
    sec-butyl acetate 23.9
    tert-butyl acetate 24.09
    decalin 0.82
    glycerin 17.39
    diglyme 114.34
    acrylic acid 21.69
    isopropyl myristate 10.06
    n-butyric acid 29.71
    acetyl acetate 26.2
    di(2-ethylhexyl) phthalate 15.13
    ethyl propionate 23.87
    nitromethane 59.42
    1,2-diethoxyethane 49.61
    benzonitrile 24.59
    trioctyl phosphate 7.59
    1-bromopropane 22.86
    gamma-valerolactone 100.24
    n-decanol 5.24
    triethyl phosphate 14.82
    4-methyl-2-pentanol 7.78
    propionitrile 22.66
    vinylene carbonate 29.54
    1,1,2-trichlorotrifluoroethane 74.22
    DMS 30.78
    cumene 5.04
    2-octanol 3.71
    2-hexanone 33.89
    octyl acetate 12.84
    limonene 6.48
    1,2-dimethoxyethane 82.32
    ethyl orthosilicate 13.91
    tributyl phosphate 11.12
    diacetone alcohol 35.23
    N,N-dimethylaniline 16.84
    acrylonitrile 27.17
    aniline 27.35
    1,3-propanediol 23.47
    bromobenzene 24.98
    dibromomethane 66.74
    1,1,2,2-tetrachloroethane 100.32
    2-methyl-cyclohexyl acetate 24.81
    tetrabutyl urea 16.22
    diisobutyl methanol 5.43
    2-phenylethanol 24.06
    styrene 10.47
    dioctyl adipate 20.63
    dimethyl sulfate 23.9
    ethyl butyrate 20.89
    methyl lactate 22.24
    butyl lactate 18.74
    diethyl carbonate 17.55
    propanediol butyl ether 25.53
    triethyl orthoformate 20.99
    p-tert-butyltoluene 4.36
    methyl 4-tert-butylbenzoate 24.09
    morpholine 105.91
    tert-butylamine 5.82
    n-dodecanol 4.1
    dimethoxymethane 45.8
    ethylene carbonate 25.16
    cyrene 40.4
    2-ethoxyethyl acetate 44.27
    2-ethylhexyl acetate 20.98
    1,2,4-trichlorobenzene 31.28
    4-methylpyridine 48.42
    dibutyl ether 9.84
    2,6-dimethyl-4-heptanol 5.43
    DEF 34.13
    dimethyl isosorbide 65.42
    tetrachloroethylene 46.93
    eugenol 25.5
    triacetin 41.25
    span 80 28.11
    1,4-butanediol 11.74
    1,1-dichloroethane 49.15
    2-methyl-1-pentanol 18.16
    methyl formate 11.8
    2-methyl-1-butanol 16.83
    n-decane 0.49
    butyronitrile 19.97
    3,7-dimethyl-1-octanol 7.91
    1-chlorooctane 3.23
    1-chlorotetradecane 1.73
    n-nonane 0.33
    undecane 0.4
    tert-butylcyclohexane 0.62
    cyclooctane 0.29
    cyclopentanol 18.05
    tetrahydropyran 60.59
    tert-amyl methyl ether 16.02
    2,5,8-trioxanonane 81.34
    1-hexene 2.51
    2-isopropoxyethanol 42.4
    2,2,2-trifluoroethanol 11.39
    methyl butyrate 28.42

    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