Brusatol

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  • Identifiers

    CAS number
    14907-98-3

    Molecular formula
    C26H32O11

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 51.21%
    Sweet 34.29%
    Caramellic 30.67%
    Mint 26.04%
    Spicy 21.5%
    Burnt 21.48%
    Cooling 19.79%
    Roasted 18.02%
    Nutty 17.58%
    Lactonic 17.32%

     

    Flavor
    Bitter 87.37%
    Bland 23.73%
    Odorless 21.84%
    Sweet-like 21.42%
    Cedarleaf 21.27%
    Lovage 19.8%
    Parsley 19.77%
    Leaves 19.51%
    Ripe apricot 19.45%
    Fenugreek 19.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    4.55 (weak acid)

    Molecular weight
    520.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    1728°C

    Flash point

    • 222.84 ˚C est.

  • Synonyms

    • Brusatol
    • 14907-98-3
    • Yatansin
    • DTXSID70164163
    • 3ATY6SZ64B
    • NSC-172924
    • methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
    • methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo(12.5.0.01,6.02,17.08,13)nonadec-9-ene-17-carboxylate
    • RefChem:121751
    • DTXCID8086654
    • (11 beta,12 alpha,15 beta)-13,20-epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxopicras-3-en-21-oic acid, methyl ester
    • (+)-Brusatol
    • MFCD01746220
    • CHEBI:3197
    • CHEMBL459546
    • (1R,2S,3S,3aS,3a1R,4R,6aR,7aR,11aS,11bR)-Methyl 1,2,9-trihydroxy-8,11a-dimethyl-4-((3-methylbut-2-enoyl)oxy)-5,10-dioxo-2,3,3a,4,5,6a,7,7a,10,11,11a,11b-dodecahydro-1H-3,3a1-(epoxymethano)dibenzo[de,g]chromene-3-carboxylate
    • MFCD23726642
    • NSC 172924
    • BRN 1444847
    • methyl trihydroxy-dimethyl-(3-methylbut-2-enoyloxy)-dioxo-[?]carboxylate
    • Brusatol - Bio-X trade mark
    • Methyl 13,20-epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxopicras-3-en-21-oate (11beta,12alpha,15beta)-
    • orb1296128
    • SCHEMBL1276480
    • Brusatol, >=95% (HPLC)
    • GLXC-16649
    • BDBM50535743
    • AKOS016013415
    • CS-W019658
    • EBC-463094
    • FB30016
    • (11beta,12alpha,15beta)-13,20-Epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxopicras-3-en-21-oic acid, methyl ester
    • 2H-3,11c-beta-(Epoxymethano)phenanthro(10,1-bc)pyran-3-alpha(3a-beta-H)-carboxylic acid, 1,4,5,6a-beta,7,7a-alpha,10,11,11a,11b-alpha-decahydro-8,11a-beta-dimethyl-5,10-dioxo-1-beta,2-alpha,4-beta,9-tetrahydroxy-, methyl ester, 4-(3-methylcrotonate)
    • AS-55977
    • BB300035
    • DA-71777
    • HY-19543
    • Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-
    • SY108480
    • C08754
    • Q27105985
    • (1R,2S,3S,3aS,3a1R,4R,6aR,7aR,11aS,11bR)-Methyl1,2,9-trihydroxy-8,11a-dimethyl-4-((3-methylbut-2-enoyl)oxy)-5,10-dioxo-2,3,3a,4,5,6a,7,7a,10,11,11a,11b-dodecahydro-1H-3,3a1-(epoxymethano)dibenzo[de,g]chromene-3-carboxylate
    • 13,20-Epoxy-3,11b,12a-trihydroxy-15b-[(3-methyl-1-oxo-2-butenyl)oxy]-2,16-dioxopicras-3-en-21-oic acid methyl ester
    • 2H-3,11cbeta-(Epoxymethano)phenanthro[10,1-bc]pyran-3alpha(3abetaH)-carboxylic acid, 1,4,5,6abeta,7,7aalpha,10,11,11a,11balpha-decahydro-1beta,2alpha,4beta,9-tetrahydroxy-8,11abeta-dimethyl-5,10-dioxo-, methyl ester, 4-(3-methylcrotonate)
    • Crotonic acid, 3-methyl-, 4-ester with methyl 1,4,5,6abeta,7,7aalpha,10,11,11a,11balpha-decahydro-1beta,2alpha,4beta,9-tetrahydroxy-8,11abeta-dimethyl-5,10-dioxo-2H-3,11cbeta-(epoxymethano)phenanthro[10,1-bc]pyran-3alpha(3abetaH)-carboxylate
    • methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate
    • Methyl 3,11beta,12alpha-trihydroxy-15beta-[(3-methylbut-2-enoyl)oxy]-2,16-dioxo-13beta-13,20-epoxypicras-3-en-21-oate
    • Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-
    • Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-butenyl)oxy]-2,16-dioxo-, methyl ester, (11.beta.,12.alpha.,15.beta.)-
    • Picras-3-en-21-oicacid,13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-,methyl ester, (11b,12a,15b)-
    • 14907-98-3

  • Applications

    Brusatol, CAS 14907-98-3, is primarily used in biomedical and natural products research as a tool compound to investigate oxidative signaling and the NRF2/KEAP1 pathway, with preclinical evaluations of anticancer activity and as a basis for structure–activity relationship (SAR) studies and the synthesis of analogs. It is also employed in natural product chemistry for isolation, structural elucidation, and development of biologically active derivatives. These applications are typical of life-sciences and fundamental research, and its use is subject to local regulations and handling considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 39.19
    methanol 118.49
    isopropanol 19.32
    water 1.08
    ethyl acetate 32.31
    n-propanol 28.86
    acetone 69.98
    n-butanol 19.62
    acetonitrile 31.86
    DMF 207.64
    toluene 5.98
    isobutanol 12.25
    1,4-dioxane 60.7
    methyl acetate 42.53
    THF 127.27
    2-butanone 39.69
    n-pentanol 9.84
    sec-butanol 11.49
    n-hexane 0.21
    ethylene glycol 45.27
    NMP 277.28
    cyclohexane 0.4
    DMSO 287.59
    n-butyl acetate 11.83
    n-octanol 3.03
    chloroform 58.17
    n-propyl acetate 12.48
    acetic acid 354.08
    dichloromethane 56.97
    cyclohexanone 59.26
    propylene glycol 38.18
    isopropyl acetate 14.79
    DMAc 161.9
    2-ethoxyethanol 61.22
    isopentanol 9.73
    n-heptane 0.19
    ethyl formate 45.26
    1,2-dichloroethane 32.11
    n-hexanol 8.04
    2-methoxyethanol 168.62
    isobutyl acetate 4.98
    tetrachloromethane 6.62
    n-pentyl acetate 9.85
    transcutol 42.81
    n-heptanol 5.4
    ethylbenzene 1.72
    MIBK 11.11
    2-propoxyethanol 63.49
    tert-butanol 9.67
    MTBE 4.11
    2-butoxyethanol 29.39
    propionic acid 66.48
    o-xylene 3.06
    formic acid 258.99
    diethyl ether 11.92
    m-xylene 2.97
    p-xylene 2.02
    chlorobenzene 9.33
    dimethyl carbonate 59.72
    n-octane 0.1
    formamide 249.84
    cyclopentanone 120.63
    2-pentanone 31.17
    anisole 6.78
    cyclopentyl methyl ether 20.69
    gamma-butyrolactone 202.96
    1-methoxy-2-propanol 87.72
    pyridine 54.24
    3-pentanone 20.68
    furfural 141.47
    n-dodecane 0.07
    diethylene glycol 80.95
    diisopropyl ether 1.52
    tert-amyl alcohol 7.29
    acetylacetone 56.42
    n-hexadecane 0.08
    acetophenone 13.43
    methyl propionate 46.32
    isopentyl acetate 7.69
    trichloroethylene 80.72
    n-nonanol 3.31
    cyclohexanol 11.42
    benzyl alcohol 15.07
    2-ethylhexanol 3.08
    isooctanol 3.23
    dipropyl ether 4.46
    1,2-dichlorobenzene 8.79
    ethyl lactate 17.7
    propylene carbonate 69.51
    n-methylformamide 168.78
    2-pentanol 7.06
    n-pentane 0.37
    1-propoxy-2-propanol 26.82
    1-methoxy-2-propyl acetate 25.39
    2-(2-methoxypropoxy) propanol 16.38
    mesitylene 1.25
    ε-caprolactone 66.15
    p-cymene 1.22
    epichlorohydrin 139.07
    1,1,1-trichloroethane 15.9
    2-aminoethanol 53.87
    morpholine-4-carbaldehyde 200.69
    sulfolane 249.99
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 35.3
    n-hexyl acetate 8.91
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 23.7
    sec-butyl acetate 5.8
    tert-butyl acetate 9.98
    decalin 0.19
    glycerin 106.44
    diglyme 44.13
    acrylic acid 113.7
    isopropyl myristate 2.21
    n-butyric acid 69.09
    acetyl acetate 35.97
    di(2-ethylhexyl) phthalate 5.66
    ethyl propionate 11.68
    nitromethane 333.03
    1,2-diethoxyethane 9.15
    benzonitrile 14.1
    trioctyl phosphate 4.08
    1-bromopropane 8.57
    gamma-valerolactone 234.73
    n-decanol 2.04
    triethyl phosphate 5.21
    4-methyl-2-pentanol 3.24
    propionitrile 19.28
    vinylene carbonate 78.36
    1,1,2-trichlorotrifluoroethane 164.93
    DMS 18.37
    cumene 1.05
    2-octanol 2.3
    2-hexanone 11.92
    octyl acetate 4.48
    limonene 1.73
    1,2-dimethoxyethane 48.73
    ethyl orthosilicate 4.06
    tributyl phosphate 3.78
    diacetone alcohol 26.62
    N,N-dimethylaniline 4.67
    acrylonitrile 44.06
    aniline 16.24
    1,3-propanediol 77.48
    bromobenzene 7.02
    dibromomethane 26.05
    1,1,2,2-tetrachloroethane 50.23
    2-methyl-cyclohexyl acetate 6.93
    tetrabutyl urea 5.79
    diisobutyl methanol 1.38
    2-phenylethanol 13.93
    styrene 2.24
    dioctyl adipate 5.73
    dimethyl sulfate 110.84
    ethyl butyrate 8.28
    methyl lactate 69.43
    butyl lactate 13.65
    diethyl carbonate 6.33
    propanediol butyl ether 22.38
    triethyl orthoformate 6.3
    p-tert-butyltoluene 1.04
    methyl 4-tert-butylbenzoate 12.58
    morpholine 83.03
    tert-butylamine 2.41
    n-dodecanol 1.2
    dimethoxymethane 109.74
    ethylene carbonate 57.16
    cyrene 43.25
    2-ethoxyethyl acetate 23.36
    2-ethylhexyl acetate 5.72
    1,2,4-trichlorobenzene 14.34
    4-methylpyridine 33.08
    dibutyl ether 1.69
    2,6-dimethyl-4-heptanol 1.38
    DEF 46.48
    dimethyl isosorbide 31.46
    tetrachloroethylene 38.74
    eugenol 15.52
    triacetin 17.66
    span 80 16.51
    1,4-butanediol 23.97
    1,1-dichloroethane 20.26
    2-methyl-1-pentanol 5.71
    methyl formate 139.58
    2-methyl-1-butanol 10.01
    n-decane 0.15
    butyronitrile 15.3
    3,7-dimethyl-1-octanol 2.1
    1-chlorooctane 1.06
    1-chlorotetradecane 0.34
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.12
    cyclooctane 0.16
    cyclopentanol 23.99
    tetrahydropyran 24.85
    tert-amyl methyl ether 4.33
    2,5,8-trioxanonane 26.32
    1-hexene 1.16
    2-isopropoxyethanol 24.84
    2,2,2-trifluoroethanol 144.9
    methyl butyrate 16.72

    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