Senkirkine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2318-18-5

    Molecular formula
    C19H27NO6

    SMILES
    C/C=C\1/C[C@H]([C@@](C(=O)OC/C/2=C/CN(CC[C@H](C2=O)OC1=O)C)(C)O)C

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Caramellic 66.76%
    Sweet 57.66%
    Burnt 46.98%
    Roasted 39.65%
    Nutty 36.51%
    Coumarinic 30.08%
    Coffee 26.07%
    Hay 25.8%
    Spicy 25.32%
    Coconut 25.13%

     

    Flavor
    Bitter 45.38%
    Maple 35.14%
    Caramel 35.12%
    Sweet 25.99%
    Sugar 24.97%
    Minty 24.94%
    Spice 23.87%
    Coumarin 22.98%
    Cotton candy 22.62%
    Fenugreek 22.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.05 (neutral)

    Molecular weight
    365.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    868°C

    Melting point expt.

    • 198 °C

    Flash point

    • 208.45 ˚C est.

    Solubility expt.

    • Readily soluble in ethyl acetate and chloroform; less soluble in water, ethanol, acetone and benzene
    • In water, 8.6X10+4 mg/L @ 25 °C /Estimated/

  • Synonyms

    • Senkirkine
    • SENKIRKIN
    • Renardin
    • 2318-18-5
    • X65P7V4LVJ
    • NSC-89945
    • (1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
    • Senkirkine (neutral)
    • DTXSID4021266
    • 2,12-Dihydroxy-4-methyl-11,16-dioxosenecionanium
    • 4,8-Secosenecionan-8,11,16-trione, 12-hydroxy-4-methyl-
    • 12-Hydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione
    • Senecionanium, 8,12-dihydroxy-4-methyl-11,16-dioxo-
    • (1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo(9.5.1)heptadec-11-ene-3,8,17-trione
    • RefChem:47689
    • GlyTouCan:G10564DU
    • DTXCID701266
    • G10564DU
    • (1R,4E,6R,7R,11Z)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo(9.5.1)heptadec-11-ene-3,8,17-trione
    • Renardine (neutral)
    • Renardine
    • MFCD01684247
    • CHEMBL470059
    • AC1NQZ0B
    • UNII-X65P7V4LVJ
    • Renardine (neutral) (VAN)
    • Senkirkine (neutral) (VAN)
    • CCRIS 557
    • HSDB 3536
    • Senkirkine Impurity 1
    • SENKIRKINE [IARC]
    • Senkirkine, analytical standard
    • CHEBI:9111
    • (1R,4Z,6R,7R)-4-ETHYLIDENE-7-HYDROXY-6,7,14-TRIMETHYL-2,9-DIOXA-14-AZABICYCLO(9.5.1)HEPTADEC-11-ENE-3,8,17-TRIONE
    • MSK14181
    • Senkirkine 100 microg/mL in Water
    • DA-77796
    • FS161626
    • trans-15-Ethylidene-12-beta-hydroxy-4,12-alpha,13-beta-trimethyl 8-oxo-4,8 secosenec-1-enine
    • HY-122509
    • CS-0085930
    • NS00098511
    • Q27108274
    • 2,9-DIOXA-14-AZABICYCLO(9.5.1)HEPTADEC-11-ENE-3,8,17-TRIONE, 4-ETHYLIDENE-7-HYDROXY-6,7,14-TRIMETHYL-, (1R,4Z,6R,7R)-
    • 2318-18-5

  • Applications

    Senkirkine (CAS 2318-18-5) is primarily used as an intermediate in organic synthesis for pharmaceuticals and other specialty chemicals; it is commonly evaluated as a building block in medicinal chemistry programs and may serve as a reference material for analytical characterization. It may also function as a research chemical for structure-activity relationship (SAR) studies and for formulation development in niche coatings, inks, or polymer-related applications where its functional groups enable targeted transformations. In addition, Senkirkine can be used as a solvent or co-solvent in limited, well-controlled laboratory processes. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 206.42
    methanol 354.43
    isopropanol 119.3
    water 5.34
    ethyl acetate 125.71
    n-propanol 150.18
    acetone 217.49
    n-butanol 113.13
    acetonitrile 105.52
    DMF 611.44
    toluene 42.4
    isobutanol 94.06
    1,4-dioxane 203.01
    methyl acetate 146.04
    THF 266.04
    2-butanone 127.3
    n-pentanol 78.93
    sec-butanol 100.74
    n-hexane 2.06
    ethylene glycol 113.33
    NMP 539.56
    cyclohexane 4.21
    DMSO 672.73
    n-butyl acetate 58.76
    n-octanol 22.97
    chloroform 299.16
    n-propyl acetate 62.61
    acetic acid 948.62
    dichloromethane 271.44
    cyclohexanone 203.12
    propylene glycol 107.42
    isopropyl acetate 73.96
    DMAc 541.71
    2-ethoxyethanol 228.15
    isopentanol 82.4
    n-heptane 1.53
    ethyl formate 124.04
    1,2-dichloroethane 173.55
    n-hexanol 57.06
    2-methoxyethanol 424.98
    isobutyl acetate 32.42
    tetrachloromethane 43.7
    n-pentyl acetate 52.67
    transcutol 373.89
    n-heptanol 35.17
    ethylbenzene 20.87
    MIBK 64.93
    2-propoxyethanol 192.29
    tert-butanol 96.41
    MTBE 37.83
    2-butoxyethanol 115.25
    propionic acid 234.1
    o-xylene 35.25
    formic acid 766.47
    diethyl ether 55.79
    m-xylene 30.0
    p-xylene 26.52
    chlorobenzene 61.09
    dimethyl carbonate 144.79
    n-octane 1.0
    formamide 785.12
    cyclopentanone 252.17
    2-pentanone 108.47
    anisole 55.43
    cyclopentyl methyl ether 90.6
    gamma-butyrolactone 357.22
    1-methoxy-2-propanol 263.01
    pyridine 193.08
    3-pentanone 84.82
    furfural 330.2
    n-dodecane 0.92
    diethylene glycol 223.07
    diisopropyl ether 13.83
    tert-amyl alcohol 89.51
    acetylacetone 172.92
    n-hexadecane 1.04
    acetophenone 90.97
    methyl propionate 142.93
    isopentyl acetate 51.66
    trichloroethylene 385.99
    n-nonanol 24.18
    cyclohexanol 95.3
    benzyl alcohol 102.21
    2-ethylhexanol 26.25
    isooctanol 27.49
    dipropyl ether 20.19
    1,2-dichlorobenzene 69.31
    ethyl lactate 73.95
    propylene carbonate 199.78
    n-methylformamide 373.25
    2-pentanol 64.31
    n-pentane 2.98
    1-propoxy-2-propanol 97.85
    1-methoxy-2-propyl acetate 100.89
    2-(2-methoxypropoxy) propanol 95.05
    mesitylene 16.44
    ε-caprolactone 215.47
    p-cymene 13.65
    epichlorohydrin 333.25
    1,1,1-trichloroethane 116.92
    2-aminoethanol 165.68
    morpholine-4-carbaldehyde 488.15
    sulfolane 464.76
    2,2,4-trimethylpentane 2.46
    2-methyltetrahydrofuran 128.78
    n-hexyl acetate 57.33
    isooctane 1.49
    2-(2-butoxyethoxy)ethanol 132.4
    sec-butyl acetate 39.12
    tert-butyl acetate 64.77
    decalin 3.27
    glycerin 233.96
    diglyme 230.15
    acrylic acid 307.36
    isopropyl myristate 18.38
    n-butyric acid 237.33
    acetyl acetate 127.53
    di(2-ethylhexyl) phthalate 40.77
    ethyl propionate 58.33
    nitromethane 762.58
    1,2-diethoxyethane 64.26
    benzonitrile 85.27
    trioctyl phosphate 26.4
    1-bromopropane 56.44
    gamma-valerolactone 439.45
    n-decanol 16.95
    triethyl phosphate 34.67
    4-methyl-2-pentanol 34.42
    propionitrile 76.96
    vinylene carbonate 232.31
    1,1,2-trichlorotrifluoroethane 433.88
    DMS 94.12
    cumene 14.63
    2-octanol 19.34
    2-hexanone 58.19
    octyl acetate 29.01
    limonene 18.43
    1,2-dimethoxyethane 178.68
    ethyl orthosilicate 29.31
    tributyl phosphate 30.26
    diacetone alcohol 125.39
    N,N-dimethylaniline 47.98
    acrylonitrile 130.57
    aniline 104.84
    1,3-propanediol 217.56
    bromobenzene 51.26
    dibromomethane 153.83
    1,1,2,2-tetrachloroethane 277.32
    2-methyl-cyclohexyl acetate 43.84
    tetrabutyl urea 41.42
    diisobutyl methanol 15.89
    2-phenylethanol 79.79
    styrene 25.64
    dioctyl adipate 38.18
    dimethyl sulfate 277.6
    ethyl butyrate 40.65
    methyl lactate 176.46
    butyl lactate 67.49
    diethyl carbonate 36.91
    propanediol butyl ether 109.12
    triethyl orthoformate 34.3
    p-tert-butyltoluene 12.88
    methyl 4-tert-butylbenzoate 77.25
    morpholine 272.99
    tert-butylamine 36.18
    n-dodecanol 12.14
    dimethoxymethane 281.94
    ethylene carbonate 176.99
    cyrene 150.07
    2-ethoxyethyl acetate 106.33
    2-ethylhexyl acetate 37.27
    1,2,4-trichlorobenzene 99.62
    4-methylpyridine 155.38
    dibutyl ether 15.31
    2,6-dimethyl-4-heptanol 15.89
    DEF 187.34
    dimethyl isosorbide 150.98
    tetrachloroethylene 212.63
    eugenol 84.21
    triacetin 94.42
    span 80 79.78
    1,4-butanediol 97.85
    1,1-dichloroethane 127.98
    2-methyl-1-pentanol 65.62
    methyl formate 307.01
    2-methyl-1-butanol 86.69
    n-decane 1.49
    butyronitrile 63.62
    3,7-dimethyl-1-octanol 25.68
    1-chlorooctane 9.15
    1-chlorotetradecane 3.91
    n-nonane 1.17
    undecane 1.13
    tert-butylcyclohexane 2.24
    cyclooctane 1.68
    cyclopentanol 120.26
    tetrahydropyran 114.82
    tert-amyl methyl ether 40.39
    2,5,8-trioxanonane 152.7
    1-hexene 9.94
    2-isopropoxyethanol 122.24
    2,2,2-trifluoroethanol 377.83
    methyl butyrate 80.81

    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