Gentisin

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  • Identifiers

    CAS number
    437-50-3

    Molecular formula
    C14H10O5

    SMILES
    COC1=CC(=C2C(=C1)OC3=C(C2=O)C=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 60.17%
    Odorless 41.19%
    Burnt 34.72%
    Sweet 30.17%
    Vanilla 28.82%
    Medicinal 28.48%
    Fruity 26.94%
    Spicy 26.53%
    Smoky 26.14%
    Balsamic 23.81%

     

    Flavor
    Bitter 94.88%
    Odorless 22.18%
    Cedarleaf 20.0%
    Sweet-like 19.79%
    Parsley 19.75%
    Very strong 19.63%
    Lovage 19.55%
    Indole 19.45%
    Nitrile 19.28%
    Ripe apricot 18.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    9.27 (weak base)

    Molecular weight
    258.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    543°C

    Melting point expt.

    • 273 - 275 °C

    Flash point

    • 220.44 ˚C est.

    Solubility expt.

    • 0.3 mg/mL at 16 °C

  • Synonyms

    • Gentisin
    • 437-50-3
    • 1,7-dihydroxy-3-methoxy-9H-xanthen-9-one
    • Gentianin
    • GENTIANIC ACID
    • 1,7-Dihydroxy-3-methoxyxanthone
    • K57MOP2HM0
    • CHEBI:5324
    • DTXSID20195907
    • RefChem:37002
    • 1,7-dihydroxy-3-methoxyanthone
    • DTXCID20118398
    • 207-114-1
    • Gentisine
    • 1,7-Dihydroxy-3-methoxyxanthen-9-one
    • 9H-Xanthen-9-one, 1,7-dihydroxy-3-methoxy-
    • 4,7-Dihydroxy-2-methoxyxanthone
    • MFCD00075947
    • 1,7-dihydroxy-3-methoxy-xanthen-9-one
    • CHEMBL3093478
    • CCRIS 3151
    • EINECS 207-114-1
    • UNII-K57MOP2HM0
    • BRN 0384788
    • Gentianin?
    • GENTISIN [MI]
    • Xanthen-9-one, 1,7-dihydroxy-3-methoxy-
    • SCHEMBL996402
    • orb1297362
    • SCHEMBL29397329
    • SCHEMBL29405133
    • XOXYHGOIRWABTC-UHFFFAOYSA-N
    • 1,7-dihydroxy-3-methoxy-xanthone
    • HY-N4279
    • BDBM50611835
    • AKOS024258078
    • EBC-615542
    • DA-63740
    • MS-23634
    • CS-0032629
    • NS00031362
    • A11259
    • C10066
    • A1-01883
    • Q27106720
    • 437-50-3

  • Applications

    Gentisin (CAS 437-50-3) is primarily viewed as an intermediate in organic synthesis and may be evaluated as a fragrance ingredient for the perfume industry; it may be considered for cosmetic and personal care formulations as an aroma component; it can serve as a building block for coating systems, paints and inks or for polymer processing; it may act as an intermediate in pharmaceutical synthesis and as a reagent in materials science research. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.6
    methanol 3.9
    isopropanol 2.57
    water 0.01
    ethyl acetate 6.2
    n-propanol 2.99
    acetone 7.47
    n-butanol 3.22
    acetonitrile 4.26
    DMF 49.14
    toluene 0.28
    isobutanol 2.33
    1,4-dioxane 8.7
    methyl acetate 8.03
    THF 54.37
    2-butanone 12.19
    n-pentanol 1.75
    sec-butanol 3.22
    n-hexane 0.02
    ethylene glycol 4.91
    NMP 45.17
    cyclohexane 0.03
    DMSO 234.96
    n-butyl acetate 6.47
    n-octanol 1.17
    chloroform 1.24
    n-propyl acetate 5.16
    acetic acid 7.58
    dichloromethane 1.44
    cyclohexanone 13.86
    propylene glycol 4.3
    isopropyl acetate 4.32
    DMAc 83.68
    2-ethoxyethanol 14.52
    isopentanol 3.44
    n-heptane 0.03
    ethyl formate 5.35
    1,2-dichloroethane 2.57
    n-hexanol 2.03
    2-methoxyethanol 44.0
    isobutyl acetate 2.6
    tetrachloromethane 0.25
    n-pentyl acetate 2.77
    transcutol 39.62
    n-heptanol 1.38
    ethylbenzene 0.45
    MIBK 4.87
    2-propoxyethanol 19.98
    tert-butanol 4.21
    MTBE 1.91
    2-butoxyethanol 9.05
    propionic acid 5.35
    o-xylene 0.52
    formic acid 7.66
    diethyl ether 1.54
    m-xylene 0.35
    p-xylene 0.63
    chlorobenzene 0.63
    dimethyl carbonate 8.13
    n-octane 0.02
    formamide 19.82
    cyclopentanone 29.98
    2-pentanone 7.79
    anisole 3.54
    cyclopentyl methyl ether 6.85
    gamma-butyrolactone 31.62
    1-methoxy-2-propanol 26.66
    pyridine 6.24
    3-pentanone 5.08
    furfural 23.99
    n-dodecane 0.04
    diethylene glycol 25.75
    diisopropyl ether 0.49
    tert-amyl alcohol 4.56
    acetylacetone 11.9
    n-hexadecane 0.05
    acetophenone 5.91
    methyl propionate 9.04
    isopentyl acetate 6.23
    trichloroethylene 5.28
    n-nonanol 1.33
    cyclohexanol 3.26
    benzyl alcohol 3.93
    2-ethylhexanol 1.81
    isooctanol 1.37
    dipropyl ether 1.97
    1,2-dichlorobenzene 1.15
    ethyl lactate 6.53
    propylene carbonate 10.88
    n-methylformamide 18.48
    2-pentanol 1.84
    n-pentane 0.01
    1-propoxy-2-propanol 12.93
    1-methoxy-2-propyl acetate 13.65
    2-(2-methoxypropoxy) propanol 15.06
    mesitylene 0.27
    ε-caprolactone 13.55
    p-cymene 0.87
    epichlorohydrin 34.16
    1,1,1-trichloroethane 1.45
    2-aminoethanol 6.7
    morpholine-4-carbaldehyde 37.8
    sulfolane 66.94
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 13.41
    n-hexyl acetate 3.74
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 15.36
    sec-butyl acetate 3.38
    tert-butyl acetate 5.81
    decalin 0.07
    glycerin 18.68
    diglyme 31.06
    acrylic acid 6.82
    isopropyl myristate 1.76
    n-butyric acid 6.95
    acetyl acetate 3.78
    di(2-ethylhexyl) phthalate 3.23
    ethyl propionate 6.18
    nitromethane 28.05
    1,2-diethoxyethane 6.31
    benzonitrile 3.44
    trioctyl phosphate 2.2
    1-bromopropane 0.86
    gamma-valerolactone 39.41
    n-decanol 1.08
    triethyl phosphate 5.46
    4-methyl-2-pentanol 1.48
    propionitrile 4.58
    vinylene carbonate 8.16
    1,1,2-trichlorotrifluoroethane 31.14
    DMS 7.12
    cumene 0.5
    2-octanol 0.79
    2-hexanone 5.45
    octyl acetate 2.46
    limonene 1.07
    1,2-dimethoxyethane 28.87
    ethyl orthosilicate 4.21
    tributyl phosphate 3.28
    diacetone alcohol 16.22
    N,N-dimethylaniline 3.01
    acrylonitrile 7.97
    aniline 2.39
    1,3-propanediol 12.89
    bromobenzene 0.45
    dibromomethane 0.7
    1,1,2,2-tetrachloroethane 5.41
    2-methyl-cyclohexyl acetate 5.37
    tetrabutyl urea 4.95
    diisobutyl methanol 1.37
    2-phenylethanol 4.91
    styrene 0.41
    dioctyl adipate 4.02
    dimethyl sulfate 25.18
    ethyl butyrate 5.55
    methyl lactate 14.55
    butyl lactate 5.35
    diethyl carbonate 4.92
    propanediol butyl ether 7.0
    triethyl orthoformate 5.2
    p-tert-butyltoluene 0.73
    methyl 4-tert-butylbenzoate 7.09
    morpholine 18.09
    tert-butylamine 1.06
    n-dodecanol 0.82
    dimethoxymethane 23.31
    ethylene carbonate 7.05
    cyrene 14.33
    2-ethoxyethyl acetate 6.3
    2-ethylhexyl acetate 4.53
    1,2,4-trichlorobenzene 2.12
    4-methylpyridine 5.34
    dibutyl ether 1.61
    2,6-dimethyl-4-heptanol 1.37
    DEF 14.39
    dimethyl isosorbide 24.49
    tetrachloroethylene 2.93
    eugenol 8.59
    triacetin 6.62
    span 80 7.19
    1,4-butanediol 2.8
    1,1-dichloroethane 1.02
    2-methyl-1-pentanol 2.38
    methyl formate 11.49
    2-methyl-1-butanol 3.21
    n-decane 0.05
    butyronitrile 4.1
    3,7-dimethyl-1-octanol 1.61
    1-chlorooctane 0.4
    1-chlorotetradecane 0.21
    n-nonane 0.03
    undecane 0.04
    tert-butylcyclohexane 0.06
    cyclooctane 0.01
    cyclopentanol 4.93
    tetrahydropyran 5.21
    tert-amyl methyl ether 2.7
    2,5,8-trioxanonane 23.49
    1-hexene 0.16
    2-isopropoxyethanol 8.02
    2,2,2-trifluoroethanol 5.65
    methyl butyrate 8.51

    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