Palmatine

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  • Identifiers

    CAS number
    3486-67-7

    Molecular formula
    C21H22NO4+

    SMILES
    COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Spicy 47.37%
    Phenolic 46.64%
    Floral 44.44%
    Vanilla 42.89%
    Powdery 42.01%
    Sweet 40.96%
    Woody 35.25%
    Balsamic 34.47%
    Smoky 33.06%
    Musk 30.77%

     

    Flavor
    Bitter 91.99%
    Parsley 20.72%
    Eugenol 19.68%
    Cedarleaf 19.56%
    Very strong 19.24%
    Indole 19.06%
    Bland 19.04%
    Sweet-like 18.68%
    Ripe apricot 18.26%
    Flat 18.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    6.28 (neutral)

    Molecular weight
    352.4 g/mol

    Flash point

    • 212.98 ˚C est.

  • Synonyms

    • Palmatine
    • 3486-67-7
    • Berbericinine
    • O,O-Dimethyldemethyleneberberine
    • palmatine ion
    • palmatine cation
    • 7,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxyberbinium
    • 5,6-Dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium
    • DTXSID9048065
    • G50C034217
    • 5,6-Dihydro-2,3,9,10-tetramethoxydibenzo(a,g)quinolizinium
    • CHEBI:16096
    • 2,3,9,10-tetramethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium
    • 2,3,9,10-tetramethoxy-5,6-dihydroisoquino(3,2-a)isoquinolinium
    • RefChem:44890
    • DTXCID0028036
    • Palmatin
    • Burasaine
    • Dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
    • 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
    • GNF-PF-4086
    • Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
    • 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium
    • MFCD00221758
    • 5,6-Dihydro-2,3,9,10-tetramethoxy-dibenzo[a,g]quinolizinium
    • CHEMBL274189
    • BRN 1555498
    • SR-01000841226
    • C21H22NO4
    • Palmatine-chloride
    • UNII-G50C034217
    • PALMITINE
    • 7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxyberbinium
    • Spectrum_001849
    • SpecPlus_000619
    • SpecPlus_000738
    • PALMATINE [MI]
    • Prestwick0_000579
    • Prestwick1_000579
    • Prestwick2_000579
    • Prestwick3_000579
    • Spectrum2_000608
    • Spectrum3_000907
    • Spectrum4_001005
    • Spectrum5_000684
    • Spectrum5_001860
    • PALMATINE [WHO-DD]
    • BSPBio_000398
    • BSPBio_002629
    • KBioGR_001469
    • KBioSS_002363
    • 5-21-06-00202 (Beilstein Handbook Reference)
    • DivK1c_006715
    • DivK1c_006834
    • SCHEMBL562120
    • SPBio_000516
    • SPBio_002617
    • BPBio1_000438
    • CHEMBL206106
    • orb1301320
    • SCHEMBL29350054
    • SCHEMBL29471136
    • HY-N0110A
    • KBio1_001659
    • KBio1_001778
    • KBio2_002360
    • KBio2_004928
    • KBio2_007496
    • KBio3_001854
    • HMS3885G04
    • HMS5082A11
    • 2,3,9,10-tetramethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium
    • BBL028417
    • BDBM50292332
    • BERBINIUM, 7,8,13,13a-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-
    • s3769
    • STK801361
    • AKOS005612997
    • 2,3,9,10-tetramethoxy-protoberberine
    • AC-7992
    • CCG-268056
    • FP65894
    • SDCCGMLS-0066652.P001
    • NCGC00016631-01
    • NCGC00016631-02
    • NCGC00016631-03
    • NCGC00016631-12
    • NCI60_001757
    • CAS-3486-67-7
    • DB-048694
    • CS-0013950
    • NS00094853
    • C05315
    • AE-508/43280806
    • Q6634283
    • SR-01000841226-5
    • BRD-K58466253-003-04-1
    • BRD-K58466253-003-07-4
    • BRD-K58466253-003-14-0
    • PALMATINE (NEGATIVE MARKER) (CONSTITUENT OF GOLDENSEAL) [DSC]
    • 2,3,9,10-Tetramethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium; chloride
    • 3486-67-7

  • Applications

    Palmatine, CAS 3486-67-7, is a natural yellow-orange pigment alkaloid that finds practical use in several industrial contexts. In cosmetics and personal care, it is evaluated as a pigmentary colorant in formulations. In coatings and inks, it serves as a colorant to impart distinct hues. In polymers and plastics, it is considered as a pigment additive or masterbatch component to achieve targeted coloration. In industrial manufacturing and chemical synthesis, palmatine is often used as an intermediate or reference compound within protoberberine alkaloid chemistry. In pharmaceutical and natural product research, it is frequently studied for its alkaloid framework and potential applications, with usage governed by regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.98
    methanol 3.95
    isopropanol 2.88
    water 0.05
    ethyl acetate 22.47
    n-propanol 4.25
    acetone 14.56
    n-butanol 4.21
    acetonitrile 9.83
    DMF 15.17
    toluene 6.13
    isobutanol 3.4
    1,4-dioxane 26.54
    methyl acetate 15.04
    THF 33.38
    2-butanone 13.5
    n-pentanol 5.17
    sec-butanol 2.41
    n-hexane 1.0
    ethylene glycol 2.28
    NMP 17.87
    cyclohexane 2.45
    DMSO 26.39
    n-butyl acetate 16.13
    n-octanol 3.43
    chloroform 76.66
    n-propyl acetate 17.49
    acetic acid 19.64
    dichloromethane 99.34
    cyclohexanone 25.71
    propylene glycol 0.42
    isopropyl acetate 14.41
    DMAc 24.19
    2-ethoxyethanol 19.86
    isopentanol 4.83
    n-heptane 1.61
    ethyl formate 16.0
    1,2-dichloroethane 60.26
    n-hexanol 6.53
    2-methoxyethanol 16.89
    isobutyl acetate 13.28
    tetrachloromethane 16.49
    n-pentyl acetate 14.87
    transcutol 27.92
    n-heptanol 5.44
    ethylbenzene 5.75
    MIBK 10.56
    2-propoxyethanol 22.7
    tert-butanol 3.73
    MTBE 4.54
    2-butoxyethanol 15.66
    propionic acid 8.29
    o-xylene 6.39
    formic acid 10.86
    diethyl ether 13.33
    m-xylene 5.41
    p-xylene 7.83
    chlorobenzene 14.81
    dimethyl carbonate 15.81
    n-octane 1.13
    formamide 19.17
    cyclopentanone 27.22
    2-pentanone 13.11
    anisole 9.98
    cyclopentyl methyl ether 13.43
    gamma-butyrolactone 38.3
    1-methoxy-2-propanol 7.97
    pyridine 26.6
    3-pentanone 13.66
    furfural 45.84
    n-dodecane 0.79
    diethylene glycol 20.92
    diisopropyl ether 4.62
    tert-amyl alcohol 3.01
    acetylacetone 22.68
    n-hexadecane 0.94
    acetophenone 17.21
    methyl propionate 16.26
    isopentyl acetate 16.35
    trichloroethylene 101.54
    n-nonanol 4.31
    cyclohexanol 5.51
    benzyl alcohol 10.04
    2-ethylhexanol 6.2
    isooctanol 5.4
    dipropyl ether 9.84
    1,2-dichlorobenzene 21.72
    ethyl lactate 7.78
    propylene carbonate 20.97
    n-methylformamide 11.82
    2-pentanol 2.71
    n-pentane 1.08
    1-propoxy-2-propanol 10.35
    1-methoxy-2-propyl acetate 20.7
    2-(2-methoxypropoxy) propanol 11.41
    mesitylene 4.14
    ε-caprolactone 24.88
    p-cymene 6.7
    epichlorohydrin 61.21
    1,1,1-trichloroethane 36.13
    2-aminoethanol 2.73
    morpholine-4-carbaldehyde 30.3
    sulfolane 36.88
    2,2,4-trimethylpentane 0.7
    2-methyltetrahydrofuran 16.49
    n-hexyl acetate 11.7
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 14.68
    sec-butyl acetate 12.06
    tert-butyl acetate 13.7
    decalin 1.67
    glycerin 2.31
    diglyme 38.14
    acrylic acid 10.79
    isopropyl myristate 6.01
    n-butyric acid 12.29
    acetyl acetate 23.48
    di(2-ethylhexyl) phthalate 7.77
    ethyl propionate 16.48
    nitromethane 41.59
    1,2-diethoxyethane 17.84
    benzonitrile 14.01
    trioctyl phosphate 5.47
    1-bromopropane 16.92
    gamma-valerolactone 41.65
    n-decanol 3.42
    triethyl phosphate 13.51
    4-methyl-2-pentanol 2.82
    propionitrile 10.22
    vinylene carbonate 27.68
    1,1,2-trichlorotrifluoroethane 47.25
    DMS 18.53
    cumene 5.48
    2-octanol 3.4
    2-hexanone 13.68
    octyl acetate 7.18
    limonene 7.12
    1,2-dimethoxyethane 31.62
    ethyl orthosilicate 12.46
    tributyl phosphate 7.2
    diacetone alcohol 11.13
    N,N-dimethylaniline 8.73
    acrylonitrile 14.87
    aniline 7.64
    1,3-propanediol 6.12
    bromobenzene 16.1
    dibromomethane 54.74
    1,1,2,2-tetrachloroethane 59.72
    2-methyl-cyclohexyl acetate 16.38
    tetrabutyl urea 9.68
    diisobutyl methanol 4.31
    2-phenylethanol 13.92
    styrene 5.78
    dioctyl adipate 10.26
    dimethyl sulfate 24.48
    ethyl butyrate 16.78
    methyl lactate 6.3
    butyl lactate 8.64
    diethyl carbonate 15.19
    propanediol butyl ether 4.98
    triethyl orthoformate 13.44
    p-tert-butyltoluene 5.31
    methyl 4-tert-butylbenzoate 15.85
    morpholine 21.26
    tert-butylamine 2.43
    n-dodecanol 2.8
    dimethoxymethane 26.07
    ethylene carbonate 24.17
    cyrene 18.34
    2-ethoxyethyl acetate 26.45
    2-ethylhexyl acetate 14.62
    1,2,4-trichlorobenzene 23.28
    4-methylpyridine 15.18
    dibutyl ether 6.29
    2,6-dimethyl-4-heptanol 4.31
    DEF 17.41
    dimethyl isosorbide 29.69
    tetrachloroethylene 61.87
    eugenol 16.45
    triacetin 16.48
    span 80 7.85
    1,4-butanediol 3.27
    1,1-dichloroethane 24.5
    2-methyl-1-pentanol 5.63
    methyl formate 14.17
    2-methyl-1-butanol 3.94
    n-decane 1.33
    butyronitrile 9.53
    3,7-dimethyl-1-octanol 4.06
    1-chlorooctane 4.22
    1-chlorotetradecane 2.17
    n-nonane 1.13
    undecane 0.98
    tert-butylcyclohexane 1.12
    cyclooctane 1.14
    cyclopentanol 5.19
    tetrahydropyran 16.37
    tert-amyl methyl ether 4.61
    2,5,8-trioxanonane 25.97
    1-hexene 3.14
    2-isopropoxyethanol 13.99
    2,2,2-trifluoroethanol 17.15
    methyl butyrate 18.17

    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