Gedunin

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  • Identifiers

    CAS number
    2753-30-2

    Molecular formula
    C28H34O7

    SMILES
    CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C@@]5(CC3)C)C6=COC=C6)C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Woody 44.67%
    Sweet 31.37%
    Mint 30.62%
    Spicy 29.45%
    Herbal 26.88%
    Fresh 24.57%
    Cedar 24.38%
    Tobacco 24.37%
    Odorless 24.25%
    Camphoreous 23.16%

     

    Flavor
    Bitter 88.71%
    Cedarleaf 21.86%
    Ripe apricot 21.16%
    Red fruit 20.82%
    Parsley 20.22%
    Sweet-like 19.74%
    Patchouli 19.53%
    Lovage 19.45%
    Broom 19.35%
    Fir 19.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    5.88 (weak acid)

    Molecular weight
    482.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    294°C

    Flash point

    • 190.3 ˚C est.

  • Synonyms

    • gedunin
    • 2753-30-2
    • NSC 113497
    • VH4BN8F5Z5
    • CHEBI:65954
    • NSC-113497
    • DTXSID3041033
    • (4aR,6R,6aS,6bR,7aS,10R,10aS,12aR,12bR)-10-(3-furyl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydrooxireno[c]phenanthro[1,2-d]pyran-6-yl acetate
    • ((1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo(9.8.0.02,4.02,8.012,17)nonadec-13-en-19-yl) acetate
    • (4aR,6R,6aS,6bR,7aS,10R,10aS,12aR,12bR)-10-(3-furyl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydrooxireno(c)phenanthro(1,2-d)pyran-6-yl acetate
    • [(1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-yl] acetate
    • RefChem:142813
    • DTXCID1021033
    • (-)-gedunin
    • C28H34O7
    • (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(Furan-3-yl)-4b,7,7,10a,12a-pentamethyl-3,8-dioxo-1,3,3a,4b,5,6,6a,7,8,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]oxireno[2,3-d]isochromen-5-yl acetate
    • Oxireno(c)phenanthro(1,2-d)pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-,(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-
    • Gedunin; (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyloxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione; Gedunine; NSC 113497; (5a,7a,13a,14ss,15ss,17aa)-7-(Acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-D-homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione
    • Gedunine\, (-)-gedunin
    • MLS000563507
    • SCHEMBL598969
    • CHEMBL465226
    • orb1704934
    • GLXC-03958
    • HMS2218K19
    • HMS3413L14
    • HMS3677L14
    • D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-, (5alpha,7alpha,13alpha,14beta,15beta,17aalpha)-
    • EX-A14226
    • AKOS024457597
    • EBC-460090
    • DA-63727
    • MS-28975
    • SMR000232316
    • XG161760
    • HY-107577
    • CS-0028900
    • G13062
    • SR-01000721401
    • A1-06837
    • SR-01000721401-2
    • BRD-K02703275-001-07-5
    • Q15917840
    • (1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.0^{2,4}.0^{2,8}.0^{12,17}]nonadec-13-en-19-yl acetate
    • (4aR,6R,6aS,6bR,7aS,10S,10aS,12aR,12bR)-10-(furan-3-yl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydronaphtho[2,1-f]oxireno[d]isochromen-6-yl acetate
    • [(1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(3-furyl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-yl] acetate
    • D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-(5alpha,7alpha,13alpha,14beta,15beta,17aalpha)-
    • 2753-30-2

  • Applications

    Gedunin (CAS 2753-30-2) is a neem-derived limonoid primarily evaluated in research as a bioactive natural product with potential applications across several industries. In agriculture, it has been studied for insecticidal, antifeedant, and nematicidal activities and as a scaffold for the development of new agrochemicals. In pharmaceutical research, Gedunin is investigated as a lead compound or pharmacophore for anticancer studies, notably as an Hsp90 inhibitor that can modulate cancer cell signaling. In natural product chemistry, it serves as a reference compound and extraction target from neem, supporting analytical characterization and library development of limonoids. In summary, Gedunin may be used as a starting point for semisynthetic derivatives in both pharmaceutical and agrochemical discovery programs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.63
    methanol 6.66
    isopropanol 2.82
    water 0.03
    ethyl acetate 19.39
    n-propanol 5.6
    acetone 36.96
    n-butanol 3.78
    acetonitrile 39.07
    DMF 70.17
    toluene 13.65
    isobutanol 3.76
    1,4-dioxane 35.17
    methyl acetate 27.99
    THF 65.84
    2-butanone 30.11
    n-pentanol 4.27
    sec-butanol 2.61
    n-hexane 0.19
    ethylene glycol 3.51
    NMP 131.25
    cyclohexane 0.47
    DMSO 55.25
    n-butyl acetate 8.79
    n-octanol 1.77
    chloroform 82.81
    n-propyl acetate 12.7
    acetic acid 47.97
    dichloromethane 65.3
    cyclohexanone 45.7
    propylene glycol 3.46
    isopropyl acetate 12.06
    DMAc 95.36
    2-ethoxyethanol 16.6
    isopentanol 3.58
    n-heptane 0.16
    ethyl formate 13.44
    1,2-dichloroethane 30.84
    n-hexanol 4.24
    2-methoxyethanol 23.4
    isobutyl acetate 9.14
    tetrachloromethane 7.39
    n-pentyl acetate 8.47
    transcutol 17.98
    n-heptanol 3.14
    ethylbenzene 4.53
    MIBK 11.37
    2-propoxyethanol 26.18
    tert-butanol 3.15
    MTBE 4.1
    2-butoxyethanol 14.29
    propionic acid 19.71
    o-xylene 6.42
    formic acid 18.63
    diethyl ether 6.4
    m-xylene 6.53
    p-xylene 6.7
    chlorobenzene 23.33
    dimethyl carbonate 28.33
    n-octane 0.06
    formamide 27.22
    cyclopentanone 78.8
    2-pentanone 18.9
    anisole 13.93
    cyclopentyl methyl ether 16.35
    gamma-butyrolactone 90.0
    1-methoxy-2-propanol 17.97
    pyridine 56.31
    3-pentanone 19.28
    furfural 69.35
    n-dodecane 0.07
    diethylene glycol 20.58
    diisopropyl ether 1.84
    tert-amyl alcohol 2.84
    acetylacetone 36.03
    n-hexadecane 0.09
    acetophenone 21.46
    methyl propionate 25.83
    isopentyl acetate 8.99
    trichloroethylene 93.27
    n-nonanol 2.27
    cyclohexanol 4.68
    benzyl alcohol 14.87
    2-ethylhexanol 2.59
    isooctanol 2.71
    dipropyl ether 3.63
    1,2-dichlorobenzene 21.18
    ethyl lactate 10.46
    propylene carbonate 34.15
    n-methylformamide 33.06
    2-pentanol 1.93
    n-pentane 0.16
    1-propoxy-2-propanol 12.05
    1-methoxy-2-propyl acetate 19.25
    2-(2-methoxypropoxy) propanol 13.88
    mesitylene 3.12
    ε-caprolactone 38.39
    p-cymene 2.58
    epichlorohydrin 81.71
    1,1,1-trichloroethane 28.32
    2-aminoethanol 6.54
    morpholine-4-carbaldehyde 83.74
    sulfolane 95.28
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 23.76
    n-hexyl acetate 8.54
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 13.97
    sec-butyl acetate 8.25
    tert-butyl acetate 11.6
    decalin 0.38
    glycerin 9.92
    diglyme 28.17
    acrylic acid 30.24
    isopropyl myristate 3.06
    n-butyric acid 18.48
    acetyl acetate 25.49
    di(2-ethylhexyl) phthalate 7.64
    ethyl propionate 12.9
    nitromethane 101.13
    1,2-diethoxyethane 6.35
    benzonitrile 21.94
    trioctyl phosphate 3.93
    1-bromopropane 8.44
    gamma-valerolactone 107.14
    n-decanol 1.4
    triethyl phosphate 6.45
    4-methyl-2-pentanol 1.95
    propionitrile 21.8
    vinylene carbonate 43.13
    1,1,2-trichlorotrifluoroethane 62.18
    DMS 15.4
    cumene 2.85
    2-octanol 1.31
    2-hexanone 14.54
    octyl acetate 4.67
    limonene 2.93
    1,2-dimethoxyethane 24.25
    ethyl orthosilicate 5.41
    tributyl phosphate 3.97
    diacetone alcohol 15.81
    N,N-dimethylaniline 8.97
    acrylonitrile 41.67
    aniline 17.58
    1,3-propanediol 8.24
    bromobenzene 24.52
    dibromomethane 34.2
    1,1,2,2-tetrachloroethane 54.32
    2-methyl-cyclohexyl acetate 10.35
    tetrabutyl urea 6.5
    diisobutyl methanol 1.53
    2-phenylethanol 15.53
    styrene 6.25
    dioctyl adipate 7.31
    dimethyl sulfate 48.23
    ethyl butyrate 8.25
    methyl lactate 19.91
    butyl lactate 8.52
    diethyl carbonate 7.32
    propanediol butyl ether 8.2
    triethyl orthoformate 6.76
    p-tert-butyltoluene 2.25
    methyl 4-tert-butylbenzoate 15.41
    morpholine 35.8
    tert-butylamine 1.24
    n-dodecanol 0.9
    dimethoxymethane 38.19
    ethylene carbonate 30.91
    cyrene 30.38
    2-ethoxyethyl acetate 16.79
    2-ethylhexyl acetate 7.46
    1,2,4-trichlorobenzene 32.98
    4-methylpyridine 39.26
    dibutyl ether 1.53
    2,6-dimethyl-4-heptanol 1.53
    DEF 22.91
    dimethyl isosorbide 26.72
    tetrachloroethylene 33.95
    eugenol 17.0
    triacetin 16.61
    span 80 10.72
    1,4-butanediol 4.77
    1,1-dichloroethane 25.18
    2-methyl-1-pentanol 4.06
    methyl formate 27.61
    2-methyl-1-butanol 3.44
    n-decane 0.14
    butyronitrile 12.74
    3,7-dimethyl-1-octanol 1.99
    1-chlorooctane 1.0
    1-chlorotetradecane 0.39
    n-nonane 0.1
    undecane 0.09
    tert-butylcyclohexane 0.28
    cyclooctane 0.18
    cyclopentanol 8.94
    tetrahydropyran 16.79
    tert-amyl methyl ether 3.91
    2,5,8-trioxanonane 20.54
    1-hexene 1.12
    2-isopropoxyethanol 11.63
    2,2,2-trifluoroethanol 22.72
    methyl butyrate 14.91

    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