Chelidonine hydrochloride

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  • Identifiers

    CAS number
    4312-31-6

    Molecular formula
    C20H20ClNO5

    SMILES
    CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6.Cl

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 44.67%
    Sweet 30.35%
    Vanilla 27.74%
    Phenolic 26.39%
    Animal 26.21%
    Spicy 25.15%
    Powdery 19.37%
    Floral 19.09%
    Smoky 18.07%
    Creamy 17.35%

     

    Flavor
    Bitter 96.0%
    Bland 20.29%
    Sweet-like 19.54%
    Cedarleaf 18.72%
    Cereal 17.44%
    Indole 17.21%
    Very strong 17.13%
    Alkaline 17.09%
    Parsley 17.05%
    Naphthalic 16.75%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    5.4 (weak acid)

    Molecular weight
    389.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    734°C

    Flash point

    • 235.18 ˚C est.

  • Synonyms

    • Chelidonine hydrochloride
    • RefChem:918393
    • 4312-31-6
    • (+)-Chelidonine hydrochloride
    • Chelidonine, hydrochloride
    • Chelidonine (hydrochloride)
    • (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol;hydrochloride
    • (5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthredin-6-ol hydrochloride
    • orb1299919
    • SCHEMBL3366673
    • HY-N2369A
    • MFCD00274567
    • AKOS027383847
    • NSC 406034
    • TS-09649
    • CS-0143036
    • (1R,12R,13S)-24-Methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol;hydrochloride
    • 4312-31-6

  • Applications

    Chelidonine hydrochloride (CAS 4312-31-6) is an isoquinoline-type alkaloid extracted from Chelidonium majus, mainly used in pharmaceutical research and development as a reference material and synthetic intermediate for isoquinoline alkaloid derivatives; it is evaluated in studies of biological activity and mechanism of action to support drug development and lead optimization. In the pharmaceutical industry, it often acts as a synthetic intermediate for alkaloid derivatives and as a reference standard for analytical methods related to alkaloids. In analytical and quality-control settings, chelidonine hydrochloride can serve as a reference or internal standard for HPLC/LC-MS methods to quantify alkaloids in samples. In scientific research and drug development, it is used as a test compound in SAR and bioactivity screening to support the design of new derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.86
    methanol 2.12
    isopropanol 0.78
    water 0.14
    ethyl acetate 4.22
    n-propanol 0.78
    acetone 4.55
    n-butanol 1.03
    acetonitrile 4.02
    DMF 14.24
    toluene 0.76
    isobutanol 0.73
    1,4-dioxane 4.99
    methyl acetate 3.43
    THF 6.52
    2-butanone 3.28
    n-pentanol 0.77
    sec-butanol 0.36
    n-hexane 0.01
    ethylene glycol 1.99
    NMP 9.71
    cyclohexane 0.04
    DMSO 18.51
    n-butyl acetate 5.82
    n-octanol 1.89
    chloroform 11.77
    n-propyl acetate 4.14
    acetic acid 12.31
    dichloromethane 8.36
    cyclohexanone 8.48
    propylene glycol 0.5
    isopropyl acetate 4.19
    DMAc 21.3
    2-ethoxyethanol 6.71
    isopentanol 1.7
    n-heptane 0.06
    ethyl formate 5.76
    1,2-dichloroethane 4.89
    n-hexanol 1.59
    2-methoxyethanol 11.36
    isobutyl acetate 3.97
    tetrachloromethane 1.76
    n-pentyl acetate 6.81
    transcutol 17.84
    n-heptanol 2.62
    ethylbenzene 0.42
    MIBK 4.38
    2-propoxyethanol 14.53
    tert-butanol 1.18
    MTBE 0.52
    2-butoxyethanol 12.27
    propionic acid 2.75
    o-xylene 0.72
    formic acid 12.91
    diethyl ether 0.81
    m-xylene 0.84
    p-xylene 0.72
    chlorobenzene 2.26
    dimethyl carbonate 8.37
    n-octane 0.05
    formamide 16.13
    cyclopentanone 9.24
    2-pentanone 3.93
    anisole 1.74
    cyclopentyl methyl ether 1.98
    gamma-butyrolactone 12.91
    1-methoxy-2-propanol 7.0
    pyridine 5.02
    3-pentanone 2.61
    furfural 20.74
    n-dodecane 0.08
    diethylene glycol 19.71
    diisopropyl ether 0.43
    tert-amyl alcohol 0.58
    acetylacetone 10.23
    n-hexadecane 0.1
    acetophenone 4.87
    methyl propionate 4.26
    isopentyl acetate 6.76
    trichloroethylene 14.97
    n-nonanol 2.42
    cyclohexanol 1.01
    benzyl alcohol 3.47
    2-ethylhexanol 1.57
    isooctanol 2.58
    dipropyl ether 1.39
    1,2-dichlorobenzene 3.68
    ethyl lactate 5.5
    propylene carbonate 9.4
    n-methylformamide 8.49
    2-pentanol 0.52
    n-pentane 0.02
    1-propoxy-2-propanol 8.4
    1-methoxy-2-propyl acetate 12.18
    2-(2-methoxypropoxy) propanol 11.01
    mesitylene 0.58
    ε-caprolactone 8.13
    p-cymene 1.15
    epichlorohydrin 13.7
    1,1,1-trichloroethane 4.12
    2-aminoethanol 1.53
    morpholine-4-carbaldehyde 20.27
    sulfolane 17.03
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.8
    n-hexyl acetate 5.83
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 12.18
    sec-butyl acetate 2.69
    tert-butyl acetate 4.37
    decalin 0.06
    glycerin 4.71
    diglyme 24.83
    acrylic acid 5.15
    isopropyl myristate 2.86
    n-butyric acid 6.02
    acetyl acetate 7.57
    di(2-ethylhexyl) phthalate 5.11
    ethyl propionate 3.73
    nitromethane 28.27
    1,2-diethoxyethane 4.73
    benzonitrile 6.28
    trioctyl phosphate 3.76
    1-bromopropane 0.94
    gamma-valerolactone 24.54
    n-decanol 1.7
    triethyl phosphate 5.17
    4-methyl-2-pentanol 0.92
    propionitrile 3.43
    vinylene carbonate 14.25
    1,1,2-trichlorotrifluoroethane 25.39
    DMS 6.94
    cumene 0.48
    2-octanol 1.28
    2-hexanone 3.19
    octyl acetate 3.81
    limonene 1.05
    1,2-dimethoxyethane 11.32
    ethyl orthosilicate 4.3
    tributyl phosphate 4.03
    diacetone alcohol 7.5
    N,N-dimethylaniline 1.63
    acrylonitrile 7.61
    aniline 2.19
    1,3-propanediol 4.35
    bromobenzene 2.06
    dibromomethane 3.69
    1,1,2,2-tetrachloroethane 10.13
    2-methyl-cyclohexyl acetate 5.65
    tetrabutyl urea 5.86
    diisobutyl methanol 1.23
    2-phenylethanol 5.98
    styrene 0.49
    dioctyl adipate 5.08
    dimethyl sulfate 13.99
    ethyl butyrate 4.87
    methyl lactate 6.98
    butyl lactate 7.92
    diethyl carbonate 5.06
    propanediol butyl ether 6.38
    triethyl orthoformate 5.18
    p-tert-butyltoluene 1.0
    methyl 4-tert-butylbenzoate 9.7
    morpholine 4.69
    tert-butylamine 0.38
    n-dodecanol 1.23
    dimethoxymethane 11.4
    ethylene carbonate 11.96
    cyrene 12.42
    2-ethoxyethyl acetate 11.34
    2-ethylhexyl acetate 5.0
    1,2,4-trichlorobenzene 4.58
    4-methylpyridine 4.34
    dibutyl ether 1.41
    2,6-dimethyl-4-heptanol 1.23
    DEF 6.09
    dimethyl isosorbide 18.52
    tetrachloroethylene 8.78
    eugenol 11.27
    triacetin 9.85
    span 80 6.9
    1,4-butanediol 1.74
    1,1-dichloroethane 2.82
    2-methyl-1-pentanol 1.07
    methyl formate 8.96
    2-methyl-1-butanol 0.88
    n-decane 0.13
    butyronitrile 2.99
    3,7-dimethyl-1-octanol 2.06
    1-chlorooctane 0.79
    1-chlorotetradecane 0.38
    n-nonane 0.09
    undecane 0.1
    tert-butylcyclohexane 0.05
    cyclooctane 0.03
    cyclopentanol 0.99
    tetrahydropyran 1.62
    tert-amyl methyl ether 0.55
    2,5,8-trioxanonane 18.68
    1-hexene 0.08
    2-isopropoxyethanol 4.72
    2,2,2-trifluoroethanol 12.28
    methyl butyrate 4.77

    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