Cyclobrassinin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    105748-58-1

    Molecular formula
    C11H10N2S2

    SMILES
    CSC1=NCC2=C(S1)NC3=CC=CC=C23

    Safety labels

  • Odor profile

    Fragrance
    Roasted 53.38%
    Meaty 53.18%
    Sulfurous 39.9%
    Cooked 36.18%
    Burnt 35.23%
    Nutty 33.25%
    Fatty 32.83%
    Savory 31.03%
    Earthy 29.87%
    Fruity 26.81%

     

    Flavor
    Bitter 63.73%
    Roasted 38.88%
    Scallion 22.58%
    Cooked 21.97%
    Cereal 21.77%
    Very strong 21.57%
    Taco 21.18%
    Indole 20.91%
    Nitrile 20.66%
    Bread crust 20.27%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    7.43 (neutral)

    Molecular weight
    234.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    629°C

    Melting point expt.

    • 136 - 137 °C

    Flash point

    • 244.41 ˚C est.

  • Synonyms

    • CYCLOBRASSININ
    • Cyclobrassinine
    • 105748-58-1
    • B98CHW7GLP
    • 1,3-Thiazino(6,5-b)indole, 4,9-dihydro-2-(methylthio)-
    • 2-methylsulfanyl-4,9-dihydro-[1,3]thiazino[6,5-b]indole
    • 2-(METHYLSULFANYL)-4H,9H-[1,3]THIAZINO[6,5-B]INDOLE
    • 2-(methylsulfanyl)-4H,9H-(1,3)thiazino(6,5-b)indole
    • 2-methylsulfanyl-4,9-dihydro-(1,3)thiazino(6,5-b)indole
    • RefChem:129383
    • 1,3-Thiazino[6,5-b]indole,4,9-dihydro-2-(methylthio)-
    • UNII-B98CHW7GLP
    • CHEMBL2442561
    • SCHEMBL12993646
    • DTXSID70909713
    • CHEBI:174193
    • 2-(Methylthio)-4,9-dihydro-[1,3]thiazino[6,5-b]indole
    • 2-methylsulanyl-4,9-dihydro-[1,3]thiazino[6,5-b]indole
    • 2-(Methylsulfanyl)-4,9-dihydro[1,3]thiazino[6,5-b]indole
    • 4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indole, 9CI
    • 4,9-DIHYDRO-2-(METHYLTHIO)-1,3-THIAZINO(6,5-B)INDOLE
    • 105748-58-1

  • Applications

    Cyclobrassinin (CAS 105748-58-1) is primarily encountered in academic and pharmaceutical research as a bioactive natural product and a scaffold for medicinal chemistry. In industry contexts, it is often used as a research intermediate and a lead structure for the development of indole-based bioactive compounds; it serves as a basis for exploring plant defense–related biochemical pathways in agrochemical and phytochemical studies; it is employed in synthetic chemistry as a starting point or building block for semi-synthetic routes to related indole alkaloids; and it is utilized in analytical chemistry as a reference substrate for method development and profiling of Brassicaceae-derived metabolites. Its applications are largely research-focused and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.77
    methanol 10.78
    isopropanol 6.26
    water 0.01
    ethyl acetate 35.89
    n-propanol 10.68
    acetone 53.28
    n-butanol 11.55
    acetonitrile 8.44
    DMF 288.46
    toluene 17.58
    isobutanol 8.52
    1,4-dioxane 125.67
    methyl acetate 42.67
    THF 193.53
    2-butanone 51.66
    n-pentanol 10.56
    sec-butanol 6.7
    n-hexane 0.31
    ethylene glycol 5.87
    NMP 171.4
    cyclohexane 0.98
    DMSO 111.32
    n-butyl acetate 44.14
    n-octanol 4.42
    chloroform 73.64
    n-propyl acetate 35.96
    acetic acid 26.33
    dichloromethane 67.98
    cyclohexanone 98.33
    propylene glycol 5.06
    isopropyl acetate 31.82
    DMAc 211.69
    2-ethoxyethanol 42.98
    isopentanol 14.3
    n-heptane 0.68
    ethyl formate 32.22
    1,2-dichloroethane 50.45
    n-hexanol 13.48
    2-methoxyethanol 70.47
    isobutyl acetate 34.17
    tetrachloromethane 6.77
    n-pentyl acetate 34.71
    transcutol 156.12
    n-heptanol 9.96
    ethylbenzene 7.66
    MIBK 33.41
    2-propoxyethanol 63.07
    tert-butanol 11.24
    MTBE 17.98
    2-butoxyethanol 43.34
    propionic acid 17.89
    o-xylene 10.46
    formic acid 12.34
    diethyl ether 16.93
    m-xylene 11.78
    p-xylene 12.43
    chlorobenzene 41.12
    dimethyl carbonate 49.94
    n-octane 0.38
    formamide 25.94
    cyclopentanone 147.7
    2-pentanone 41.19
    anisole 45.45
    cyclopentyl methyl ether 43.35
    gamma-butyrolactone 148.71
    1-methoxy-2-propanol 42.79
    pyridine 99.3
    3-pentanone 36.82
    furfural 187.68
    n-dodecane 0.51
    diethylene glycol 57.08
    diisopropyl ether 6.28
    tert-amyl alcohol 10.66
    acetylacetone 88.04
    n-hexadecane 0.63
    acetophenone 52.83
    methyl propionate 42.41
    isopentyl acetate 50.62
    trichloroethylene 143.08
    n-nonanol 6.06
    cyclohexanol 13.51
    benzyl alcohol 39.8
    2-ethylhexanol 12.72
    isooctanol 10.63
    dipropyl ether 14.54
    1,2-dichlorobenzene 43.16
    ethyl lactate 23.83
    propylene carbonate 81.42
    n-methylformamide 54.49
    2-pentanol 6.67
    n-pentane 0.39
    1-propoxy-2-propanol 38.57
    1-methoxy-2-propyl acetate 74.78
    2-(2-methoxypropoxy) propanol 52.07
    mesitylene 7.88
    ε-caprolactone 86.46
    p-cymene 10.03
    epichlorohydrin 174.96
    1,1,1-trichloroethane 35.65
    2-aminoethanol 9.28
    morpholine-4-carbaldehyde 236.7
    sulfolane 160.9
    2,2,4-trimethylpentane 0.7
    2-methyltetrahydrofuran 67.15
    n-hexyl acetate 27.13
    isooctane 0.6
    2-(2-butoxyethoxy)ethanol 65.35
    sec-butyl acetate 28.95
    tert-butyl acetate 41.4
    decalin 1.09
    glycerin 18.83
    diglyme 138.47
    acrylic acid 25.03
    isopropyl myristate 16.08
    n-butyric acid 31.6
    acetyl acetate 38.11
    di(2-ethylhexyl) phthalate 28.13
    ethyl propionate 31.29
    nitromethane 82.47
    1,2-diethoxyethane 53.93
    benzonitrile 47.5
    trioctyl phosphate 15.59
    1-bromopropane 13.62
    gamma-valerolactone 274.06
    n-decanol 5.35
    triethyl phosphate 27.08
    4-methyl-2-pentanol 7.5
    propionitrile 14.41
    vinylene carbonate 96.53
    1,1,2-trichlorotrifluoroethane 117.33
    DMS 55.66
    cumene 7.16
    2-octanol 5.24
    2-hexanone 34.56
    octyl acetate 19.47
    limonene 12.61
    1,2-dimethoxyethane 110.4
    ethyl orthosilicate 25.32
    tributyl phosphate 19.56
    diacetone alcohol 44.45
    N,N-dimethylaniline 29.6
    acrylonitrile 27.93
    aniline 34.5
    1,3-propanediol 19.56
    bromobenzene 37.89
    dibromomethane 28.95
    1,1,2,2-tetrachloroethane 91.51
    2-methyl-cyclohexyl acetate 37.74
    tetrabutyl urea 28.71
    diisobutyl methanol 9.16
    2-phenylethanol 41.78
    styrene 12.12
    dioctyl adipate 31.11
    dimethyl sulfate 88.57
    ethyl butyrate 33.28
    methyl lactate 32.85
    butyl lactate 30.84
    diethyl carbonate 29.59
    propanediol butyl ether 25.59
    triethyl orthoformate 32.65
    p-tert-butyltoluene 10.33
    methyl 4-tert-butylbenzoate 46.2
    morpholine 107.64
    tert-butylamine 5.54
    n-dodecanol 4.67
    dimethoxymethane 116.81
    ethylene carbonate 73.92
    cyrene 74.85
    2-ethoxyethyl acetate 75.31
    2-ethylhexyl acetate 40.16
    1,2,4-trichlorobenzene 58.77
    4-methylpyridine 80.76
    dibutyl ether 10.02
    2,6-dimethyl-4-heptanol 9.16
    DEF 68.49
    dimethyl isosorbide 102.56
    tetrachloroethylene 54.72
    eugenol 58.11
    triacetin 50.37
    span 80 37.53
    1,4-butanediol 8.9
    1,1-dichloroethane 27.66
    2-methyl-1-pentanol 14.5
    methyl formate 56.75
    2-methyl-1-butanol 12.1
    n-decane 0.61
    butyronitrile 15.83
    3,7-dimethyl-1-octanol 7.98
    1-chlorooctane 3.69
    1-chlorotetradecane 2.54
    n-nonane 0.44
    undecane 0.55
    tert-butylcyclohexane 1.1
    cyclooctane 0.41
    cyclopentanol 16.36
    tetrahydropyran 56.61
    tert-amyl methyl ether 16.76
    2,5,8-trioxanonane 100.81
    1-hexene 2.31
    2-isopropoxyethanol 31.93
    2,2,2-trifluoroethanol 18.59
    methyl butyrate 43.11

    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