Isofraxidin

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  • Identifiers

    CAS number
    486-21-5

    Molecular formula
    C11H10O5

    SMILES
    COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 55.28%
    Vanilla 53.27%
    Phenolic 51.02%
    Fruity 42.9%
    Burnt 41.77%
    Caramellic 40.85%
    Spicy 39.01%
    Balsamic 36.46%
    Powdery 35.39%
    Creamy 34.44%

     

    Flavor
    Bitter 51.81%
    Sweet 45.97%
    Vanilla 34.52%
    Woody 34.08%
    Spice 30.65%
    Caramel 29.46%
    Smoky 29.35%
    Creamy 28.16%
    Powdery 27.29%
    Phenolic 23.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.78 (neutral)

    Molecular weight
    222.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    425°C

    Flash point

    • 171.48 ˚C est.

  • Synonyms

    • Isofraxidin
    • 486-21-5
    • 7-hydroxy-6,8-dimethoxychromen-2-one
    • 7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one
    • 6,8-dimethoxy-7-hydroxycoumarin
    • 7-Hydroxy-6,8-dimethoxycoumarin
    • NSC-324637
    • DTXSID70197557
    • 304915F056
    • iso-Fraxidin
    • RefChem:149345
    • DTXCID30120048
    • 6,8-Dimethoxy-7-hydroxy-coumarin
    • 879-621-1
    • Phytodolor
    • 7-hydroxy-6,8-dimethoxy-2H-chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-hydroxy-6,8-dimethoxy-
    • 6,8-Dimethoxyumbelliferone
    • MFCD00221757
    • 7-hydroxy-6,8-dimethoxy-chromen-2-one
    • Umbelliferone, 6,8-dimethoxy-
    • Coumarin, 7-hydroxy-6,8-dimethoxy-
    • NSC 324637
    • BRN 0202652
    • UNII-304915F056
    • Isofraxidin (Standard)
    • 5-18-04-00332 (Beilstein Handbook Reference)
    • CHEMBL451518
    • orb1301356
    • SCHEMBL3924718
    • Isofraxidin, analytical standard
    • SCHEMBL30098746
    • CHEBI:81121
    • HY-N0774R
    • WLZ4663
    • GLXC-07044
    • HMS5086A19
    • HY-N0774
    • MSK000535
    • NSC324637
    • s9240
    • ISOFRAXIDIN B814484K143
    • AKOS000278010
    • AC-8051
    • CCG-266730
    • EBC-615864
    • FI65562
    • BS-42209
    • DB-050272
    • CS-0009797
    • NS00134341
    • C17480
    • 486I215
    • 2H-1- Benzopyran-2-one, 7-hydroxy-6,8-dimethoxy-
    • Q15426264
    • 6,8-Dimethoxyumbelliferone; 7-Hydroxy-6,8-dimethoxychromen-2-one; 7-Hydroxy-6,8-dimethoxycoumarin
    • Isofraxidin7-hydroxy-6,8-dimethoxychromen-2-one; 6,8-Dimethoxyumbelliferone; 7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one
    • 486-21-5

  • Applications

    Isofraxidin (CAS 486-21-5) is a naturally occurring hydroxycoumarin that is primarily of interest as a bioactive compound; in industry it may be used as an intermediate in pharmaceutical synthesis, and as a cosmetic ingredient owing to reported antioxidant and anti-inflammatory activity; it may also be considered as a fragrance/aroma component for perfumery applications; its scaffold is of interest as a lead structure for agricultural research and crop protection chemistry; and it may serve as a stabilizer or antioxidant additive in cleaning formulations or coatings, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.55
    methanol 6.98
    isopropanol 3.34
    water 0.06
    ethyl acetate 6.39
    n-propanol 4.5
    acetone 17.64
    n-butanol 3.61
    acetonitrile 8.25
    DMF 73.24
    toluene 1.85
    isobutanol 3.2
    1,4-dioxane 22.42
    methyl acetate 10.88
    THF 40.41
    2-butanone 11.71
    n-pentanol 4.7
    sec-butanol 3.09
    n-hexane 0.21
    ethylene glycol 6.07
    NMP 50.62
    cyclohexane 0.51
    DMSO 102.22
    n-butyl acetate 7.99
    n-octanol 6.18
    chloroform 4.66
    n-propyl acetate 8.52
    acetic acid 12.22
    dichloromethane 14.36
    cyclohexanone 22.45
    propylene glycol 1.78
    isopropyl acetate 4.2
    DMAc 55.64
    2-ethoxyethanol 20.85
    isopentanol 4.23
    n-heptane 0.77
    ethyl formate 11.26
    1,2-dichloroethane 15.3
    n-hexanol 5.79
    2-methoxyethanol 32.11
    isobutyl acetate 4.9
    tetrachloromethane 1.15
    n-pentyl acetate 8.93
    transcutol 27.71
    n-heptanol 6.44
    ethylbenzene 2.43
    MIBK 5.41
    2-propoxyethanol 18.88
    tert-butanol 7.05
    MTBE 3.54
    2-butoxyethanol 16.46
    propionic acid 5.29
    o-xylene 2.99
    formic acid 12.68
    diethyl ether 3.6
    m-xylene 2.16
    p-xylene 4.07
    chlorobenzene 4.18
    dimethyl carbonate 8.53
    n-octane 0.53
    formamide 33.27
    cyclopentanone 30.23
    2-pentanone 7.39
    anisole 7.16
    cyclopentyl methyl ether 8.72
    gamma-butyrolactone 38.33
    1-methoxy-2-propanol 13.61
    pyridine 19.61
    3-pentanone 6.29
    furfural 45.96
    n-dodecane 0.6
    diethylene glycol 24.28
    diisopropyl ether 1.18
    tert-amyl alcohol 5.14
    acetylacetone 13.92
    n-hexadecane 0.7
    acetophenone 13.2
    methyl propionate 8.59
    isopentyl acetate 7.62
    trichloroethylene 20.39
    n-nonanol 6.51
    cyclohexanol 5.29
    benzyl alcohol 9.86
    2-ethylhexanol 5.32
    isooctanol 5.66
    dipropyl ether 4.98
    1,2-dichlorobenzene 6.58
    ethyl lactate 6.21
    propylene carbonate 14.49
    n-methylformamide 28.09
    2-pentanol 2.02
    n-pentane 0.19
    1-propoxy-2-propanol 10.89
    1-methoxy-2-propyl acetate 10.65
    2-(2-methoxypropoxy) propanol 15.07
    mesitylene 1.65
    ε-caprolactone 18.25
    p-cymene 3.88
    epichlorohydrin 43.33
    1,1,1-trichloroethane 4.84
    2-aminoethanol 5.94
    morpholine-4-carbaldehyde 49.85
    sulfolane 61.81
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 15.96
    n-hexyl acetate 10.73
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 19.11
    sec-butyl acetate 4.2
    tert-butyl acetate 6.34
    decalin 0.54
    glycerin 8.15
    diglyme 44.92
    acrylic acid 7.41
    isopropyl myristate 4.77
    n-butyric acid 6.26
    acetyl acetate 4.66
    di(2-ethylhexyl) phthalate 7.07
    ethyl propionate 6.59
    nitromethane 34.94
    1,2-diethoxyethane 10.78
    benzonitrile 11.24
    trioctyl phosphate 5.39
    1-bromopropane 3.62
    gamma-valerolactone 47.56
    n-decanol 5.17
    triethyl phosphate 7.21
    4-methyl-2-pentanol 1.99
    propionitrile 6.78
    vinylene carbonate 15.29
    1,1,2-trichlorotrifluoroethane 33.08
    DMS 9.98
    cumene 2.6
    2-octanol 4.41
    2-hexanone 9.0
    octyl acetate 6.85
    limonene 4.54
    1,2-dimethoxyethane 46.72
    ethyl orthosilicate 6.48
    tributyl phosphate 5.61
    diacetone alcohol 12.55
    N,N-dimethylaniline 8.25
    acrylonitrile 12.85
    aniline 4.88
    1,3-propanediol 9.57
    bromobenzene 3.58
    dibromomethane 6.44
    1,1,2,2-tetrachloroethane 13.51
    2-methyl-cyclohexyl acetate 9.24
    tetrabutyl urea 10.38
    diisobutyl methanol 3.54
    2-phenylethanol 10.97
    styrene 2.29
    dioctyl adipate 8.24
    dimethyl sulfate 21.54
    ethyl butyrate 7.3
    methyl lactate 7.22
    butyl lactate 7.22
    diethyl carbonate 6.27
    propanediol butyl ether 10.48
    triethyl orthoformate 7.08
    p-tert-butyltoluene 3.35
    methyl 4-tert-butylbenzoate 15.97
    morpholine 24.55
    tert-butylamine 3.21
    n-dodecanol 4.03
    dimethoxymethane 31.32
    ethylene carbonate 11.8
    cyrene 21.13
    2-ethoxyethyl acetate 13.56
    2-ethylhexyl acetate 6.23
    1,2,4-trichlorobenzene 8.44
    4-methylpyridine 14.03
    dibutyl ether 5.36
    2,6-dimethyl-4-heptanol 3.54
    DEF 16.86
    dimethyl isosorbide 29.29
    tetrachloroethylene 11.95
    eugenol 16.81
    triacetin 12.43
    span 80 10.62
    1,4-butanediol 5.3
    1,1-dichloroethane 4.39
    2-methyl-1-pentanol 4.75
    methyl formate 28.29
    2-methyl-1-butanol 3.51
    n-decane 0.92
    butyronitrile 5.93
    3,7-dimethyl-1-octanol 4.96
    1-chlorooctane 3.44
    1-chlorotetradecane 1.74
    n-nonane 0.75
    undecane 0.73
    tert-butylcyclohexane 0.43
    cyclooctane 0.23
    cyclopentanol 7.15
    tetrahydropyran 10.39
    tert-amyl methyl ether 3.44
    2,5,8-trioxanonane 32.05
    1-hexene 1.04
    2-isopropoxyethanol 12.61
    2,2,2-trifluoroethanol 8.86
    methyl butyrate 11.09

    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