Garcinone B

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  • Identifiers

    CAS number
    76996-28-6

    Molecular formula
    C23H22O6

    SMILES
    CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C4=C(C(=C3)O)OC(C=C4)(C)C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 45.51%
    Spicy 38.97%
    Woody 32.43%
    Fruity 31.53%
    Odorless 29.19%
    Burnt 26.72%
    Dry 26.16%
    Smoky 24.5%
    Animal 21.15%
    Leathery 21.08%

     

    Flavor
    Bitter 89.99%
    Cedarleaf 20.2%
    Parsley 19.99%
    Lovage 19.59%
    Ripe apricot 18.68%
    Red fruit 18.63%
    Heather 18.22%
    Eugenol 18.15%
    Bland 18.13%
    Nitrile 18.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.3

    pKa est.
    9.88 (weak base)

    Molecular weight
    394.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1644°C

    Melting point expt.

    • 190 - 192 °C

    Flash point

    • 259.18 ˚C est.

  • Synonyms

    • garcinone B
    • 76996-28-6
    • 5,9,11-trihydroxy-3,3-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one
    • DTXSID801318177
    • 6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one
    • 5,9,11-trihydroxy-3,3-dimethyl-10-(3-methylbut-2-enyl)pyrano(3,2-a)xanthen-12-one
    • RefChem:142673
    • DTXCID101747965
    • 5,9,11-Trihydroxy-3,3-dimethyl-10-(3-methylbut-2-en-1-yl)pyrano[3,2-a]xanthen-12(3H)-one
    • CHEMBL560332
    • orb2278418
    • SCHEMBL17056912
    • SCHEMBL29456824
    • CHEBI:171874
    • DA-53510
    • HY-149373
    • CS-0881800
    • 5,9,11-Trihydroxy-3,3-dimethyl-10-(3-methyl-2-butenyl)pyrano[3,2-a]xanthen-12(3H)-one, 9CI
    • Pyrano[3,2-a]xanthen-12(3H)-one, 5,9,11-trihydroxy-3,3-dimethyl-10-(3-methyl-2-butenyl)-
    • 76996-28-6

  • Applications

    Garcinone B (CAS 76996-28-6) is a Garcinia-derived xanthone-type polyphenol that is commonly evaluated for pharmaceutical research as a scaffold and lead for derivative synthesis, in cosmetics/personal care as a natural pigment or antioxidant component, and as an intermediate in organic synthesis to access garcinone analogs; it may also be used as a pigment or dye in coatings and inks, and is studied for antimicrobial and other bioactivities in laboratory settings, with potential use as an analytical reference material in metabolite profiling, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.95
    methanol 4.52
    isopropanol 3.53
    water 0.01
    ethyl acetate 10.53
    n-propanol 5.63
    acetone 18.56
    n-butanol 4.07
    acetonitrile 7.59
    DMF 75.49
    toluene 2.59
    isobutanol 4.32
    1,4-dioxane 20.76
    methyl acetate 17.34
    THF 77.54
    2-butanone 23.27
    n-pentanol 3.93
    sec-butanol 3.96
    n-hexane 0.07
    ethylene glycol 3.82
    NMP 110.95
    cyclohexane 0.12
    DMSO 126.69
    n-butyl acetate 12.4
    n-octanol 2.73
    chloroform 25.77
    n-propyl acetate 11.57
    acetic acid 28.05
    dichloromethane 20.46
    cyclohexanone 34.76
    propylene glycol 7.47
    isopropyl acetate 7.79
    DMAc 121.37
    2-ethoxyethanol 17.65
    isopentanol 4.18
    n-heptane 0.09
    ethyl formate 9.48
    1,2-dichloroethane 12.83
    n-hexanol 3.44
    2-methoxyethanol 35.01
    isobutyl acetate 9.31
    tetrachloromethane 1.22
    n-pentyl acetate 10.2
    transcutol 57.31
    n-heptanol 3.4
    ethylbenzene 1.44
    MIBK 8.45
    2-propoxyethanol 33.04
    tert-butanol 4.63
    MTBE 2.97
    2-butoxyethanol 18.79
    propionic acid 14.84
    o-xylene 1.63
    formic acid 10.09
    diethyl ether 2.49
    m-xylene 1.64
    p-xylene 2.64
    chlorobenzene 5.04
    dimethyl carbonate 18.08
    n-octane 0.06
    formamide 15.54
    cyclopentanone 68.82
    2-pentanone 12.59
    anisole 6.91
    cyclopentyl methyl ether 11.5
    gamma-butyrolactone 80.15
    1-methoxy-2-propanol 29.28
    pyridine 25.14
    3-pentanone 10.2
    furfural 47.6
    n-dodecane 0.1
    diethylene glycol 27.96
    diisopropyl ether 0.82
    tert-amyl alcohol 4.57
    acetylacetone 22.75
    n-hexadecane 0.12
    acetophenone 13.69
    methyl propionate 18.35
    isopentyl acetate 13.58
    trichloroethylene 45.79
    n-nonanol 3.16
    cyclohexanol 5.13
    benzyl alcohol 9.65
    2-ethylhexanol 3.04
    isooctanol 3.16
    dipropyl ether 3.36
    1,2-dichlorobenzene 5.46
    ethyl lactate 12.56
    propylene carbonate 30.25
    n-methylformamide 24.61
    2-pentanol 2.22
    n-pentane 0.06
    1-propoxy-2-propanol 21.56
    1-methoxy-2-propyl acetate 25.42
    2-(2-methoxypropoxy) propanol 23.77
    mesitylene 0.81
    ε-caprolactone 34.28
    p-cymene 1.68
    epichlorohydrin 76.75
    1,1,1-trichloroethane 9.63
    2-aminoethanol 7.19
    morpholine-4-carbaldehyde 77.49
    sulfolane 136.5
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 21.28
    n-hexyl acetate 10.69
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 26.84
    sec-butyl acetate 7.88
    tert-butyl acetate 9.33
    decalin 0.16
    glycerin 19.53
    diglyme 42.76
    acrylic acid 19.38
    isopropyl myristate 4.73
    n-butyric acid 14.67
    acetyl acetate 9.69
    di(2-ethylhexyl) phthalate 9.06
    ethyl propionate 10.58
    nitromethane 58.23
    1,2-diethoxyethane 11.39
    benzonitrile 11.06
    trioctyl phosphate 6.03
    1-bromopropane 3.74
    gamma-valerolactone 97.35
    n-decanol 2.38
    triethyl phosphate 8.0
    4-methyl-2-pentanol 1.97
    propionitrile 8.08
    vinylene carbonate 26.72
    1,1,2-trichlorotrifluoroethane 68.51
    DMS 19.42
    cumene 1.2
    2-octanol 2.14
    2-hexanone 12.53
    octyl acetate 6.67
    limonene 1.93
    1,2-dimethoxyethane 30.83
    ethyl orthosilicate 6.65
    tributyl phosphate 7.44
    diacetone alcohol 21.03
    N,N-dimethylaniline 5.85
    acrylonitrile 14.62
    aniline 7.78
    1,3-propanediol 10.27
    bromobenzene 4.33
    dibromomethane 8.56
    1,1,2,2-tetrachloroethane 35.41
    2-methyl-cyclohexyl acetate 11.49
    tetrabutyl urea 11.57
    diisobutyl methanol 2.08
    2-phenylethanol 11.54
    styrene 1.83
    dioctyl adipate 9.99
    dimethyl sulfate 42.65
    ethyl butyrate 9.78
    methyl lactate 23.62
    butyl lactate 14.42
    diethyl carbonate 7.81
    propanediol butyl ether 17.28
    triethyl orthoformate 9.02
    p-tert-butyltoluene 1.44
    methyl 4-tert-butylbenzoate 15.71
    morpholine 33.78
    tert-butylamine 1.32
    n-dodecanol 1.78
    dimethoxymethane 32.33
    ethylene carbonate 19.93
    cyrene 31.9
    2-ethoxyethyl acetate 19.69
    2-ethylhexyl acetate 10.03
    1,2,4-trichlorobenzene 10.95
    4-methylpyridine 20.49
    dibutyl ether 2.9
    2,6-dimethyl-4-heptanol 2.08
    DEF 21.0
    dimethyl isosorbide 45.48
    tetrachloroethylene 13.55
    eugenol 17.85
    triacetin 20.03
    span 80 16.66
    1,4-butanediol 4.27
    1,1-dichloroethane 9.5
    2-methyl-1-pentanol 4.25
    methyl formate 20.17
    2-methyl-1-butanol 4.29
    n-decane 0.14
    butyronitrile 6.45
    3,7-dimethyl-1-octanol 3.38
    1-chlorooctane 1.05
    1-chlorotetradecane 0.56
    n-nonane 0.1
    undecane 0.12
    tert-butylcyclohexane 0.13
    cyclooctane 0.05
    cyclopentanol 9.74
    tetrahydropyran 11.61
    tert-amyl methyl ether 3.15
    2,5,8-trioxanonane 33.39
    1-hexene 0.57
    2-isopropoxyethanol 13.19
    2,2,2-trifluoroethanol 8.97
    methyl butyrate 15.08

    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