Cnicin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    24394-09-0

    Molecular formula
    C20H26O7

    SMILES
    C/C/1=C\CC/C(=C/[C@@H]2[C@@H]([C@H](C1)OC(=O)C(=C)[C@H](CO)O)C(=C)C(=O)O2)/CO

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 42.98%
    Odorless 39.81%
    Caramellic 31.29%
    Mint 26.31%
    Spicy 23.2%
    Nutty 22.34%
    Burnt 20.17%
    Herbal 20.03%
    Lactonic 19.21%
    Buttery 18.97%

     

    Flavor
    Bitter 76.53%
    Odorless 28.03%
    Very mild 23.81%
    Bland 21.39%
    Sweet-like 20.75%
    Cedarleaf 19.13%
    Lovage 19.1%
    Leaves 18.92%
    Seedy 18.92%
    Fenugreek 18.77%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    6.37 (neutral)

    Molecular weight
    378.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1046°C

    Flash point

    • 246.23 ˚C est.

  • Synonyms

    • Cnicin
    • Centaurin
    • 24394-09-0
    • Cnicine
    • Cynisin
    • C998MWY30L
    • DTXSID90878518
    • ((3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-4-yl) (3R)-3,4-dihydroxy-2-methylene-butanoate
    • [(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3R)-3,4-dihydroxy-2-methylene-butanoate
    • [(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
    • RefChem:127181
    • DTXCID701016564
    • ((3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-4-yl) (3R)-3,4-dihydroxy-2-methylidenebutanoate
    • 246-221-8
    • CHEBI:3768
    • UNII-C998MWY30L
    • EINECS 246-221-8
    • C09362
    • CNICIN [MI]
    • orb1684687
    • SCHEMBL1869092
    • ZTDFZLVUIVPZDU-QGNHJMHWSA-N
    • AKOS040760342
    • FC65567
    • HY-137984
    • CS-0143484
    • Q5137363
    • (3aR,4S,6E,10Z,11aR)-10-(Hydroxymethyl)-6-methyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl (3R)-3,4-dihydroxy-2-methylidenebutanoate
    • (3R)-3,4-DIHYDROXY-2-METHYLENEBUTANOIC ACID (3AR,4S,6E,10Z,11AR)-2,3,3A,4,5,8,9,11A-OCTAHYDRO-10-(HYDROXYMETHYL)-6-METHYL-3-METHYLENE-2-OXOCYCLODECA(B)FURAN-4-YL ESTER
    • (Z,E)-6.ALPHA.,8.ALPHA.,15-TRIHYDROXYGERMACRA-1(10),4,11(13)-TRIEN-12-OIC ACID 12,6-LACTONE 8-(3,4-DIHYDROXY-2-METHYLENEBUTYRATE)
    • 2,3,3a,4,5,8,9,11a-Octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca(b)furan-4-yl 3,4-dihydroxy-2-methylenebutyrate
    • Butanoic acid, 3,4-dihydroxy-2-methylene-, 2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca(b)furan-4-yl ester, (3aR-(3aR*,4S*(R*),6E,10Z,11aR*))-
    • Germacra-1(10),4,11(13)-trien-12-oic acid, 6-alpha,8-alpha,15-trihydroxy-, 12,6-lactone, 8-(3,4-dihydroxy-2-methylenebutyrate)
    • 24394-09-0

  • Applications

    Cnicin is a sesquiterpene lactone found in certain plants and is commonly evaluated as a natural product with antimicrobial and insecticidal properties; in pharmaceutical and chemical research it is often used as a scaffold for bioactivity studies and for developing synthetic methods; in agriculture it is explored as a potential biopesticide or plant-defense compound; in industrial contexts it can serve as an intermediate or building block in organic synthesis; and in phytochemical analysis it is used as a reference material or analytical standard for method development and quality control.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 134.4
    methanol 260.59
    isopropanol 67.81
    water 0.39
    ethyl acetate 59.0
    n-propanol 111.02
    acetone 156.7
    n-butanol 85.07
    acetonitrile 27.42
    DMF 345.3
    toluene 11.18
    isobutanol 50.62
    1,4-dioxane 104.35
    methyl acetate 60.01
    THF 309.18
    2-butanone 93.74
    n-pentanol 54.05
    sec-butanol 57.55
    n-hexane 0.6
    ethylene glycol 27.46
    NMP 273.22
    cyclohexane 1.37
    DMSO 471.69
    n-butyl acetate 21.07
    n-octanol 15.17
    chloroform 52.33
    n-propyl acetate 27.65
    acetic acid 344.3
    dichloromethane 48.39
    cyclohexanone 125.37
    propylene glycol 49.38
    isopropyl acetate 33.61
    DMAc 440.16
    2-ethoxyethanol 185.1
    isopentanol 51.42
    n-heptane 0.52
    ethyl formate 43.63
    1,2-dichloroethane 37.04
    n-hexanol 29.31
    2-methoxyethanol 326.79
    isobutyl acetate 13.65
    tetrachloromethane 5.08
    n-pentyl acetate 22.98
    transcutol 249.54
    n-heptanol 20.98
    ethylbenzene 5.56
    MIBK 39.82
    2-propoxyethanol 117.05
    tert-butanol 50.26
    MTBE 19.37
    2-butoxyethanol 73.03
    propionic acid 85.63
    o-xylene 8.45
    formic acid 189.7
    diethyl ether 32.08
    m-xylene 8.66
    p-xylene 7.18
    chlorobenzene 11.5
    dimethyl carbonate 48.18
    n-octane 0.4
    formamide 248.63
    cyclopentanone 165.82
    2-pentanone 83.31
    anisole 22.1
    cyclopentyl methyl ether 61.95
    gamma-butyrolactone 167.32
    1-methoxy-2-propanol 211.79
    pyridine 69.58
    3-pentanone 49.43
    furfural 105.25
    n-dodecane 0.37
    diethylene glycol 108.23
    diisopropyl ether 6.05
    tert-amyl alcohol 47.38
    acetylacetone 91.9
    n-hexadecane 0.43
    acetophenone 35.01
    methyl propionate 68.31
    isopentyl acetate 21.04
    trichloroethylene 81.27
    n-nonanol 15.58
    cyclohexanol 49.66
    benzyl alcohol 42.76
    2-ethylhexanol 12.52
    isooctanol 15.65
    dipropyl ether 10.56
    1,2-dichlorobenzene 11.19
    ethyl lactate 34.91
    propylene carbonate 64.92
    n-methylformamide 174.14
    2-pentanol 37.22
    n-pentane 0.78
    1-propoxy-2-propanol 58.4
    1-methoxy-2-propyl acetate 47.46
    2-(2-methoxypropoxy) propanol 60.35
    mesitylene 5.13
    ε-caprolactone 111.0
    p-cymene 3.95
    epichlorohydrin 177.12
    1,1,1-trichloroethane 20.56
    2-aminoethanol 84.74
    morpholine-4-carbaldehyde 241.98
    sulfolane 221.08
    2,2,4-trimethylpentane 0.72
    2-methyltetrahydrofuran 100.99
    n-hexyl acetate 29.03
    isooctane 0.48
    2-(2-butoxyethoxy)ethanol 94.33
    sec-butyl acetate 17.43
    tert-butyl acetate 33.46
    decalin 0.91
    glycerin 99.29
    diglyme 148.44
    acrylic acid 90.32
    isopropyl myristate 9.22
    n-butyric acid 115.61
    acetyl acetate 34.95
    di(2-ethylhexyl) phthalate 17.05
    ethyl propionate 25.47
    nitromethane 260.29
    1,2-diethoxyethane 36.87
    benzonitrile 20.59
    trioctyl phosphate 12.44
    1-bromopropane 14.15
    gamma-valerolactone 262.52
    n-decanol 9.9
    triethyl phosphate 13.75
    4-methyl-2-pentanol 19.16
    propionitrile 25.87
    vinylene carbonate 56.6
    1,1,2-trichlorotrifluoroethane 164.33
    DMS 30.46
    cumene 3.95
    2-octanol 11.11
    2-hexanone 36.55
    octyl acetate 14.63
    limonene 6.35
    1,2-dimethoxyethane 140.14
    ethyl orthosilicate 13.2
    tributyl phosphate 13.45
    diacetone alcohol 84.44
    N,N-dimethylaniline 18.63
    acrylonitrile 39.13
    aniline 32.16
    1,3-propanediol 146.61
    bromobenzene 8.72
    dibromomethane 25.18
    1,1,2,2-tetrachloroethane 65.76
    2-methyl-cyclohexyl acetate 21.14
    tetrabutyl urea 21.85
    diisobutyl methanol 6.74
    2-phenylethanol 31.05
    styrene 6.58
    dioctyl adipate 19.59
    dimethyl sulfate 84.64
    ethyl butyrate 16.89
    methyl lactate 75.85
    butyl lactate 33.57
    diethyl carbonate 11.88
    propanediol butyl ether 65.54
    triethyl orthoformate 16.06
    p-tert-butyltoluene 3.96
    methyl 4-tert-butylbenzoate 36.67
    morpholine 191.2
    tert-butylamine 13.3
    n-dodecanol 6.48
    dimethoxymethane 205.53
    ethylene carbonate 48.49
    cyrene 82.56
    2-ethoxyethyl acetate 46.67
    2-ethylhexyl acetate 14.47
    1,2,4-trichlorobenzene 19.71
    4-methylpyridine 51.78
    dibutyl ether 8.83
    2,6-dimethyl-4-heptanol 6.74
    DEF 105.56
    dimethyl isosorbide 83.15
    tetrachloroethylene 40.83
    eugenol 42.42
    triacetin 39.43
    span 80 50.28
    1,4-butanediol 51.26
    1,1-dichloroethane 24.99
    2-methyl-1-pentanol 38.58
    methyl formate 109.68
    2-methyl-1-butanol 53.09
    n-decane 0.69
    butyronitrile 24.38
    3,7-dimethyl-1-octanol 12.81
    1-chlorooctane 4.14
    1-chlorotetradecane 1.47
    n-nonane 0.55
    undecane 0.48
    tert-butylcyclohexane 0.66
    cyclooctane 0.62
    cyclopentanol 73.83
    tetrahydropyran 73.28
    tert-amyl methyl ether 21.98
    2,5,8-trioxanonane 99.2
    1-hexene 3.63
    2-isopropoxyethanol 86.28
    2,2,2-trifluoroethanol 81.73
    methyl butyrate 37.75

    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