Ailanthone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    981-15-7

    Molecular formula
    C20H24O7

    SMILES
    CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)(OC5)O)C)O

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 46.68%
    Sweet 40.01%
    Spicy 32.33%
    Caramellic 28.05%
    Burnt 25.6%
    Woody 25.42%
    Mint 22.85%
    Nutty 20.18%
    Cooling 18.2%
    Phenolic 17.46%

     

    Flavor
    Bitter 89.92%
    Sweet-like 21.45%
    Cedarleaf 21.34%
    Fenugreek 19.56%
    Lovage 19.34%
    Ripe apricot 19.18%
    Leaves 19.17%
    Seedy 19.03%
    Bland 18.98%
    Parsley 18.86%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    6.73 (neutral)

    Molecular weight
    376.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    921°C

    Flash point

    • 237.27 ˚C est.

  • Synonyms

    • Ailanthone
    • 981-15-7
    • Ailantone
    • (1S,4R,5R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
    • DTXSID10913455
    • Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1beta,11beta,12alpha)-
    • (1S,4R,5R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo(9.8.0.01,7.04,19.013,18)nonadec-14-ene-9,16-dione
    • RefChem:110297
    • DTXCID301342460
    • 13-Dehydrochaparrinone
    • (1R,2R,3aS,3a1S,6aR,7aS,11S,11aS,11bR)-1,2,11-Trihydroxy-8,11a-dimethyl-3-methylene-2,3,3a,4,7,7a,11,11a-octahydro-1H-1,3a1-(epoxymethano)dibenzo[de,g]chromene-5,10(6aH,11bH)-dione
    • Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1-beta,11-beta,12-alpha)-
    • CHEBI:2522
    • CHEMBL161015
    • orb1296130
    • Ailanthone, >=98% (HPLC)
    • SCHEMBL10734384
    • HY-N1943
    • MFCD01729487
    • s6885
    • AKOS032962054
    • EBC-611035
    • 2H-1,11c-(Epoxymethano)phenanthro(10,1-bc)pyran-5,10(3H,6ah)-dione, 1,3a,4,7,7a,11,11a,11b-octahydro-8,11a-beta-dimethyl-3-methylene-1-alpha,2-beta,11-beta-trihydroxy-
    • DA-60860
    • MS-26104
    • CS-0018254
    • NS00094262
    • C08747
    • Q13923477
    • Z3251707588
    • 1beta,11alpha,12alpha-Trihydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione
    • (1S,4R,5R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
    • (1S,4R,5R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.0^{1,7}.0^{4,19}.0^{13,18}]nonadec-14-ene-9,16-dione
    • Picrasa-3,13(21)-dien-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1.beta.,11.beta.,12.alpha.)
    • Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1beta,11beta,12beta)-
    • TIX
    • 981-15-7

  • Applications

    Ailanthone (CAS 981-15-7) is a naturally occurring quassinoid studied largely in natural product and pharmaceutical research. Its applications are primarily research-oriented: it is investigated as a lead compound and model for structure-activity investigations in natural product chemistry; it is evaluated for biological activity in preclinical pharmacology, including cytotoxicity and enzyme-inhibition assays; it is explored for ecological and agronomic relevance as an allelopathic/biopesticide candidate in agriculture; it is frequently used as a reference standard and benchmark in isolation, purification, and method development within natural products laboratories; and its exploration as a scaffold for developing natural product–based agrochemicals continues, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.5
    methanol 147.71
    isopropanol 7.4
    water 1.32
    ethyl acetate 14.06
    n-propanol 10.37
    acetone 51.13
    n-butanol 6.62
    acetonitrile 17.05
    DMF 240.83
    toluene 4.0
    isobutanol 3.79
    1,4-dioxane 58.87
    methyl acetate 15.65
    THF 126.86
    2-butanone 16.56
    n-pentanol 3.17
    sec-butanol 2.29
    n-hexane 0.1
    ethylene glycol 31.89
    NMP 137.69
    cyclohexane 0.23
    DMSO 251.91
    n-butyl acetate 7.15
    n-octanol 1.89
    chloroform 15.33
    n-propyl acetate 6.93
    acetic acid 86.78
    dichloromethane 17.63
    cyclohexanone 36.82
    propylene glycol 11.55
    isopropyl acetate 8.56
    DMAc 98.01
    2-ethoxyethanol 36.75
    isopentanol 3.99
    n-heptane 0.12
    ethyl formate 22.25
    1,2-dichloroethane 11.98
    n-hexanol 4.21
    2-methoxyethanol 153.48
    isobutyl acetate 3.29
    tetrachloromethane 2.16
    n-pentyl acetate 6.42
    transcutol 24.4
    n-heptanol 3.62
    ethylbenzene 1.45
    MIBK 8.34
    2-propoxyethanol 48.78
    tert-butanol 4.12
    MTBE 1.17
    2-butoxyethanol 20.29
    propionic acid 15.37
    o-xylene 2.18
    formic acid 166.08
    diethyl ether 5.37
    m-xylene 2.75
    p-xylene 1.81
    chlorobenzene 4.77
    dimethyl carbonate 36.04
    n-octane 0.07
    formamide 195.12
    cyclopentanone 87.02
    2-pentanone 17.0
    anisole 5.09
    cyclopentyl methyl ether 14.35
    gamma-butyrolactone 113.92
    1-methoxy-2-propanol 63.61
    pyridine 34.06
    3-pentanone 9.91
    furfural 93.19
    n-dodecane 0.05
    diethylene glycol 80.02
    diisopropyl ether 0.85
    tert-amyl alcohol 1.65
    acetylacetone 40.97
    n-hexadecane 0.06
    acetophenone 9.79
    methyl propionate 21.68
    isopentyl acetate 5.52
    trichloroethylene 31.05
    n-nonanol 2.14
    cyclohexanol 4.1
    benzyl alcohol 9.47
    2-ethylhexanol 1.86
    isooctanol 2.52
    dipropyl ether 3.05
    1,2-dichlorobenzene 4.79
    ethyl lactate 9.88
    propylene carbonate 32.31
    n-methylformamide 147.62
    2-pentanol 1.99
    n-pentane 0.12
    1-propoxy-2-propanol 18.66
    1-methoxy-2-propyl acetate 20.21
    2-(2-methoxypropoxy) propanol 11.83
    mesitylene 1.43
    ε-caprolactone 29.2
    p-cymene 1.15
    epichlorohydrin 90.68
    1,1,1-trichloroethane 4.65
    2-aminoethanol 28.41
    morpholine-4-carbaldehyde 151.85
    sulfolane 141.8
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 16.08
    n-hexyl acetate 5.87
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 16.24
    sec-butyl acetate 3.36
    tert-butyl acetate 7.72
    decalin 0.12
    glycerin 56.34
    diglyme 37.57
    acrylic acid 29.38
    isopropyl myristate 1.88
    n-butyric acid 21.31
    acetyl acetate 16.79
    di(2-ethylhexyl) phthalate 4.35
    ethyl propionate 6.88
    nitromethane 184.98
    1,2-diethoxyethane 6.49
    benzonitrile 9.74
    trioctyl phosphate 3.15
    1-bromopropane 2.55
    gamma-valerolactone 175.67
    n-decanol 1.33
    triethyl phosphate 3.84
    4-methyl-2-pentanol 1.75
    propionitrile 9.1
    vinylene carbonate 41.39
    1,1,2-trichlorotrifluoroethane 80.17
    DMS 10.73
    cumene 0.87
    2-octanol 1.41
    2-hexanone 6.05
    octyl acetate 3.11
    limonene 1.32
    1,2-dimethoxyethane 50.3
    ethyl orthosilicate 2.98
    tributyl phosphate 2.87
    diacetone alcohol 18.87
    N,N-dimethylaniline 3.94
    acrylonitrile 22.55
    aniline 8.55
    1,3-propanediol 39.69
    bromobenzene 3.72
    dibromomethane 7.09
    1,1,2,2-tetrachloroethane 17.11
    2-methyl-cyclohexyl acetate 5.29
    tetrabutyl urea 5.1
    diisobutyl methanol 1.32
    2-phenylethanol 10.77
    styrene 1.67
    dioctyl adipate 4.32
    dimethyl sulfate 63.42
    ethyl butyrate 5.65
    methyl lactate 38.16
    butyl lactate 8.78
    diethyl carbonate 4.3
    propanediol butyl ether 13.07
    triethyl orthoformate 4.62
    p-tert-butyltoluene 1.12
    methyl 4-tert-butylbenzoate 10.5
    morpholine 59.62
    tert-butylamine 0.96
    n-dodecanol 0.8
    dimethoxymethane 141.18
    ethylene carbonate 30.75
    cyrene 29.49
    2-ethoxyethyl acetate 14.4
    2-ethylhexyl acetate 3.89
    1,2,4-trichlorobenzene 6.67
    4-methylpyridine 20.35
    dibutyl ether 1.21
    2,6-dimethyl-4-heptanol 1.32
    DEF 25.55
    dimethyl isosorbide 26.72
    tetrachloroethylene 16.57
    eugenol 13.62
    triacetin 10.17
    span 80 10.13
    1,4-butanediol 10.33
    1,1-dichloroethane 5.06
    2-methyl-1-pentanol 1.96
    methyl formate 134.06
    2-methyl-1-butanol 2.71
    n-decane 0.11
    butyronitrile 7.39
    3,7-dimethyl-1-octanol 1.53
    1-chlorooctane 0.6
    1-chlorotetradecane 0.2
    n-nonane 0.09
    undecane 0.07
    tert-butylcyclohexane 0.07
    cyclooctane 0.11
    cyclopentanol 8.99
    tetrahydropyran 14.24
    tert-amyl methyl ether 1.25
    2,5,8-trioxanonane 23.28
    1-hexene 0.47
    2-isopropoxyethanol 12.8
    2,2,2-trifluoroethanol 41.47
    methyl butyrate 9.83

    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