Garcinone E

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  • Identifiers

    CAS number
    112649-21-5

    Molecular formula
    C28H32O6

    SMILES
    CC(=CCC1=C(C2=C(C=C1O)OC3=C(C(=C(C(=C3C2=O)CC=C(C)C)O)O)CC=C(C)C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 40.28%
    Phenolic 40.26%
    Fruity 37.41%
    Woody 34.24%
    Burnt 27.36%
    Dry 27.21%
    Odorless 24.4%
    Smoky 24.17%
    Herbal 21.32%
    Animal 20.58%

     

    Flavor
    Bitter 78.24%
    Parsley 19.9%
    Cedarleaf 19.76%
    Lovage 19.36%
    Heather 19.1%
    Broom 19.09%
    Oriental 19.07%
    Nitrile 18.79%
    Diterpene 18.69%
    Genet 18.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.9

    pKa est.
    10.59 (weak base)

    Molecular weight
    464.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2091°C

    Melting point expt.

    • 152.5 - 155.5 °C

    Flash point

    • 262.49 ˚C est.

  • Synonyms

    • Garcinone E
    • 112649-21-5
    • 2,3,6,8-tetrahydroxy-1,4,7-tris(3-methylbut-2-enyl)xanthen-9-one
    • 83JJA5L4ZG
    • 2,3,6,8-TETRAHYDROXY-1,4,7-TRIS(3-METHYLBUT-2-EN-1-YL)-9H-XANTHEN-9-ONE
    • DTXSID001318292
    • RefChem:37074
    • DTXCID201748104
    • CHEMBL454580
    • 1,4,7-Tris(3-methylbut-2-enyl)-2,3,6,8-tetrakis(oxidanyl)xanthen-9-one
    • 9H-Xanthen-9-one, 2,3,6,8-tetrahydroxy-1,4,7-tris(3-methyl-2-buten-1-yl)-
    • UNII-83JJA5L4ZG
    • MLS000863599
    • MEGxp0_001391
    • orb1682518
    • SCHEMBL4755998
    • SCHEMBL30436317
    • ACon0_000339
    • ACon1_001486
    • CHEBI:185712
    • cid_10298511
    • HMS2269C06
    • REGID_for_CID_10298511
    • BDBM50242205
    • AKOS040761773
    • 7-O-Demethyl-5-prenyl-alpha-mangostin
    • FS-7912
    • NCGC00180455-01
    • DA-63702
    • SMR000440775
    • HY-123901
    • CS-0086788
    • 7-O-DEMETHYL-5-PRENYL-.ALPHA.-MANGOSTIN
    • BRD-K71193328-001-01-5
    • 112649-21-5

  • Applications

    Garcinone E (CAS 112649-21-5) is a natural xanthone isolated from Garcinia species and is typically regarded as a reference compound and synthetic intermediate for further xanthone chemistry in medicinal chemistry and basic synthesis. Reported biological activities include antioxidant and antimicrobial effects, suggesting potential uses in cosmetics and personal care formulations under applicable regulation; it can also serve as a scaffold or precursor for derivative development in pharmaceutical research and materials science (polymers and coatings) in industrial R&D. Other potential avenues include agrochemical lead discovery in agriculture and materials technology, subject to safety assessment and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.7
    methanol 9.86
    isopropanol 11.37
    water 0.01
    ethyl acetate 35.04
    n-propanol 16.65
    acetone 33.24
    n-butanol 12.25
    acetonitrile 10.04
    DMF 147.21
    toluene 14.43
    isobutanol 12.83
    1,4-dioxane 45.37
    methyl acetate 45.94
    THF 171.99
    2-butanone 52.58
    n-pentanol 11.6
    sec-butanol 17.18
    n-hexane 0.79
    ethylene glycol 4.64
    NMP 305.77
    cyclohexane 0.84
    DMSO 111.69
    n-butyl acetate 28.98
    n-octanol 4.81
    chloroform 102.34
    n-propyl acetate 26.58
    acetic acid 60.6
    dichloromethane 83.77
    cyclohexanone 70.03
    propylene glycol 16.17
    isopropyl acetate 25.63
    DMAc 244.78
    2-ethoxyethanol 32.9
    isopentanol 11.02
    n-heptane 0.58
    ethyl formate 19.6
    1,2-dichloroethane 45.03
    n-hexanol 11.35
    2-methoxyethanol 58.11
    isobutyl acetate 17.21
    tetrachloromethane 7.3
    n-pentyl acetate 24.18
    transcutol 96.76
    n-heptanol 7.61
    ethylbenzene 7.07
    MIBK 21.62
    2-propoxyethanol 56.0
    tert-butanol 15.75
    MTBE 16.17
    2-butoxyethanol 33.46
    propionic acid 43.08
    o-xylene 8.99
    formic acid 15.87
    diethyl ether 12.31
    m-xylene 8.42
    p-xylene 10.1
    chlorobenzene 20.62
    dimethyl carbonate 46.15
    n-octane 0.29
    formamide 28.06
    cyclopentanone 139.53
    2-pentanone 36.88
    anisole 22.04
    cyclopentyl methyl ether 45.32
    gamma-butyrolactone 179.21
    1-methoxy-2-propanol 64.53
    pyridine 63.66
    3-pentanone 32.26
    furfural 105.78
    n-dodecane 0.22
    diethylene glycol 32.88
    diisopropyl ether 3.94
    tert-amyl alcohol 20.53
    acetylacetone 55.28
    n-hexadecane 0.26
    acetophenone 36.51
    methyl propionate 57.16
    isopentyl acetate 27.65
    trichloroethylene 151.63
    n-nonanol 5.5
    cyclohexanol 17.07
    benzyl alcohol 22.65
    2-ethylhexanol 7.77
    isooctanol 6.96
    dipropyl ether 11.63
    1,2-dichlorobenzene 21.78
    ethyl lactate 26.38
    propylene carbonate 83.39
    n-methylformamide 47.85
    2-pentanol 10.36
    n-pentane 0.62
    1-propoxy-2-propanol 43.71
    1-methoxy-2-propyl acetate 57.85
    2-(2-methoxypropoxy) propanol 40.35
    mesitylene 3.93
    ε-caprolactone 85.4
    p-cymene 5.06
    epichlorohydrin 187.59
    1,1,1-trichloroethane 38.45
    2-aminoethanol 12.59
    morpholine-4-carbaldehyde 168.16
    sulfolane 292.32
    2,2,4-trimethylpentane 0.69
    2-methyltetrahydrofuran 69.01
    n-hexyl acetate 22.06
    isooctane 0.33
    2-(2-butoxyethoxy)ethanol 43.31
    sec-butyl acetate 20.71
    tert-butyl acetate 28.65
    decalin 0.84
    glycerin 30.13
    diglyme 75.36
    acrylic acid 50.35
    isopropyl myristate 6.99
    n-butyric acid 44.66
    acetyl acetate 29.41
    di(2-ethylhexyl) phthalate 13.46
    ethyl propionate 28.44
    nitromethane 104.99
    1,2-diethoxyethane 24.2
    benzonitrile 17.4
    trioctyl phosphate 8.18
    1-bromopropane 19.25
    gamma-valerolactone 194.35
    n-decanol 3.79
    triethyl phosphate 15.84
    4-methyl-2-pentanol 6.53
    propionitrile 14.46
    vinylene carbonate 66.58
    1,1,2-trichlorotrifluoroethane 167.5
    DMS 43.71
    cumene 4.77
    2-octanol 5.12
    2-hexanone 25.98
    octyl acetate 10.93
    limonene 7.04
    1,2-dimethoxyethane 51.83
    ethyl orthosilicate 14.26
    tributyl phosphate 10.57
    diacetone alcohol 51.86
    N,N-dimethylaniline 18.41
    acrylonitrile 24.49
    aniline 28.62
    1,3-propanediol 18.94
    bromobenzene 19.09
    dibromomethane 40.98
    1,1,2,2-tetrachloroethane 112.45
    2-methyl-cyclohexyl acetate 22.68
    tetrabutyl urea 15.45
    diisobutyl methanol 5.02
    2-phenylethanol 23.88
    styrene 8.43
    dioctyl adipate 16.21
    dimethyl sulfate 113.95
    ethyl butyrate 21.58
    methyl lactate 55.3
    butyl lactate 29.88
    diethyl carbonate 15.78
    propanediol butyl ether 29.38
    triethyl orthoformate 19.46
    p-tert-butyltoluene 5.27
    methyl 4-tert-butylbenzoate 38.36
    morpholine 75.4
    tert-butylamine 6.4
    n-dodecanol 2.6
    dimethoxymethane 72.67
    ethylene carbonate 46.76
    cyrene 62.01
    2-ethoxyethyl acetate 45.94
    2-ethylhexyl acetate 21.95
    1,2,4-trichlorobenzene 40.72
    4-methylpyridine 55.94
    dibutyl ether 5.91
    2,6-dimethyl-4-heptanol 5.02
    DEF 61.55
    dimethyl isosorbide 90.52
    tetrachloroethylene 51.45
    eugenol 36.79
    triacetin 39.29
    span 80 34.77
    1,4-butanediol 7.4
    1,1-dichloroethane 37.7
    2-methyl-1-pentanol 12.48
    methyl formate 37.49
    2-methyl-1-butanol 14.55
    n-decane 0.39
    butyronitrile 10.96
    3,7-dimethyl-1-octanol 5.73
    1-chlorooctane 2.52
    1-chlorotetradecane 0.99
    n-nonane 0.34
    undecane 0.28
    tert-butylcyclohexane 0.76
    cyclooctane 0.32
    cyclopentanol 31.03
    tetrahydropyran 35.53
    tert-amyl methyl ether 17.36
    2,5,8-trioxanonane 50.61
    1-hexene 3.96
    2-isopropoxyethanol 26.01
    2,2,2-trifluoroethanol 26.43
    methyl butyrate 36.93

    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