Actinodaphnine

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  • Identifiers

    CAS number
    517-69-1

    Molecular formula
    C18H17NO4

    SMILES
    COC1=C(C=C2C[C@H]3C4=C(C2=C1)C5=C(C=C4CCN3)OCO5)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 42.18%
    Phenolic 34.29%
    Spicy 32.2%
    Vanilla 31.03%
    Animal 25.51%
    Sweet 24.9%
    Smoky 23.68%
    Powdery 22.18%
    Balsamic 20.17%
    Burnt 19.96%

     

    Flavor
    Bitter 96.13%
    Bland 20.53%
    Sweet-like 19.35%
    Cedarleaf 18.86%
    Very strong 17.78%
    Cereal 17.75%
    Indole 17.71%
    Parsley 17.54%
    Alkaline 17.41%
    Lovage 16.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    6.98 (neutral)

    Molecular weight
    311.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    699°C

    Flash point

    • 239.14 ˚C est.

  • Synonyms

    • Actinodaphnine
    • Actinodaphine
    • 517-69-1
    • (+)-Actinodaphnine
    • UNII-227M8EVC3T
    • 227M8EVC3T
    • ACTINODAPHNINE [MI]
    • CHEBI:2444
    • (12S)-17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-16-ol
    • (S)-11-methoxy-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinolin-10-ol
    • 5H-Benzo(g)-1,3-benzodioxo(6,5,4-de)quinoline-10-ol, 6,7,7a,8-tetrahydro-1-methoxy-, (G)-
    • 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLIN-10-OL, 6,7,7A,8-TETRAHYDRO-11-METHOXY-, (7AS)-
    • SPECTRUM IN ACCORDANCE WITH THE ONE IN SCIFINDER
    • Actinodaphoine
    • (12S)-17-methoxy-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,14,16,18-hexaen-16-ol
    • (S)-11-methoxy-6,7,7a,8-tetrahydro-5H-benzo(g)(1,3)dioxolo(4',5':4,5)benzo(1,2,3-de)quinolin-10-ol
    • 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol, 6,7,7a,8-tetrahydro-11-methoxy-, (7aS)-
    • RefChem:109505
    • (+)-1,2-Methylenedioxy-9-hydroxy-10-methoxynoraporphine
    • 6a.alpha.-Noraporphin-9-ol, 10-methoxy-1,2-(methylenedioxy)-
    • (S)-11-Methoxy-6,7,7a,8-tetrahydro-5H-(1,3)dioxolo(4',5':4,5)benzo(1,2,3-de)benzo(g)quinolin-10-ol
    • (S)-11-Methoxy-6,7,7a,8-tetrahydro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinolin-10-ol
    • 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-10-ol, 6,7,7a,8-tetrahydro-11-methoxy-, (S)-
    • 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol, 6,7,7a,8-tetrahydro-11-methoxy-, (S)-
    • 6aalpha-Noraporphin-9-ol, 10-methoxy-1,2-(methylenedioxy)-
    • VYJUHRAQPIBWNV-UHFFFAOYSA-N
    • 1,2-Methylenedioxy-9-hydroxy-10-methoxynoraporphine
    • CHEMBL518088
    • orb1680496
    • SCHEMBL2450424
    • SCHEMBL30477775
    • DTXSID10965974
    • AKOS040763295
    • C09322
    • H50839
    • AK-693/21124020
    • Q27105670
    • 11-Methoxy-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-10-ol
    • (7aS)-11-Methoxy-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-10-ol
    • 517-69-1

  • Applications

    Actinodaphnine (CAS 517-69-1) is a natural isoquinoline alkaloid primarily used in pharmaceutical and medicinal-chemistry contexts as an intermediate and building block for the synthesis of complex alkaloids. It is commonly employed in organic synthesis as a starting material and analytical reference in natural-product isolation and method development, and it has been evaluated in preclinical pharmacology research for various biological activities. It may also serve as a reference material for process optimization and structure-activity studies. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.68
    methanol 5.07
    isopropanol 2.78
    water 0.11
    ethyl acetate 8.3
    n-propanol 2.89
    acetone 10.26
    n-butanol 3.74
    acetonitrile 4.57
    DMF 30.22
    toluene 1.24
    isobutanol 2.43
    1,4-dioxane 10.47
    methyl acetate 6.54
    THF 15.71
    2-butanone 7.32
    n-pentanol 3.15
    sec-butanol 1.36
    n-hexane 0.04
    ethylene glycol 7.23
    NMP 18.34
    cyclohexane 0.15
    DMSO 43.82
    n-butyl acetate 10.45
    n-octanol 3.7
    chloroform 11.5
    n-propyl acetate 8.96
    acetic acid 26.4
    dichloromethane 11.24
    cyclohexanone 17.46
    propylene glycol 2.35
    isopropyl acetate 7.95
    DMAc 36.65
    2-ethoxyethanol 17.72
    isopentanol 5.14
    n-heptane 0.17
    ethyl formate 11.05
    1,2-dichloroethane 8.97
    n-hexanol 5.13
    2-methoxyethanol 29.93
    isobutyl acetate 7.52
    tetrachloromethane 2.34
    n-pentyl acetate 11.18
    transcutol 39.72
    n-heptanol 5.96
    ethylbenzene 0.97
    MIBK 7.61
    2-propoxyethanol 28.64
    tert-butanol 4.09
    MTBE 1.4
    2-butoxyethanol 21.76
    propionic acid 6.54
    o-xylene 1.43
    formic acid 25.15
    diethyl ether 2.29
    m-xylene 1.5
    p-xylene 1.54
    chlorobenzene 3.49
    dimethyl carbonate 13.12
    n-octane 0.17
    formamide 33.39
    cyclopentanone 16.81
    2-pentanone 8.2
    anisole 3.61
    cyclopentyl methyl ether 4.7
    gamma-butyrolactone 22.73
    1-methoxy-2-propanol 17.32
    pyridine 9.67
    3-pentanone 5.2
    furfural 33.72
    n-dodecane 0.24
    diethylene glycol 41.53
    diisopropyl ether 1.07
    tert-amyl alcohol 2.13
    acetylacetone 16.75
    n-hexadecane 0.29
    acetophenone 9.3
    methyl propionate 8.05
    isopentyl acetate 11.08
    trichloroethylene 19.73
    n-nonanol 4.67
    cyclohexanol 3.66
    benzyl alcohol 7.8
    2-ethylhexanol 4.13
    isooctanol 5.62
    dipropyl ether 3.19
    1,2-dichlorobenzene 5.43
    ethyl lactate 10.64
    propylene carbonate 16.14
    n-methylformamide 17.13
    2-pentanol 1.82
    n-pentane 0.07
    1-propoxy-2-propanol 15.82
    1-methoxy-2-propyl acetate 18.85
    2-(2-methoxypropoxy) propanol 17.88
    mesitylene 1.24
    ε-caprolactone 16.58
    p-cymene 2.47
    epichlorohydrin 23.04
    1,1,1-trichloroethane 5.4
    2-aminoethanol 5.91
    morpholine-4-carbaldehyde 36.58
    sulfolane 32.57
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 4.91
    n-hexyl acetate 9.73
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 23.36
    sec-butyl acetate 5.82
    tert-butyl acetate 8.25
    decalin 0.18
    glycerin 17.38
    diglyme 40.13
    acrylic acid 11.57
    isopropyl myristate 5.28
    n-butyric acid 13.23
    acetyl acetate 11.44
    di(2-ethylhexyl) phthalate 8.41
    ethyl propionate 6.87
    nitromethane 36.95
    1,2-diethoxyethane 11.02
    benzonitrile 9.34
    trioctyl phosphate 6.76
    1-bromopropane 2.01
    gamma-valerolactone 39.27
    n-decanol 3.65
    triethyl phosphate 8.46
    4-methyl-2-pentanol 2.49
    propionitrile 4.89
    vinylene carbonate 19.88
    1,1,2-trichlorotrifluoroethane 44.7
    DMS 12.81
    cumene 1.15
    2-octanol 3.12
    2-hexanone 7.13
    octyl acetate 6.74
    limonene 2.65
    1,2-dimethoxyethane 22.71
    ethyl orthosilicate 7.32
    tributyl phosphate 7.04
    diacetone alcohol 14.94
    N,N-dimethylaniline 3.78
    acrylonitrile 9.63
    aniline 4.41
    1,3-propanediol 13.74
    bromobenzene 2.85
    dibromomethane 5.1
    1,1,2,2-tetrachloroethane 14.87
    2-methyl-cyclohexyl acetate 9.62
    tetrabutyl urea 10.13
    diisobutyl methanol 3.06
    2-phenylethanol 11.07
    styrene 1.1
    dioctyl adipate 8.82
    dimethyl sulfate 22.37
    ethyl butyrate 8.75
    methyl lactate 14.9
    butyl lactate 12.63
    diethyl carbonate 8.6
    propanediol butyl ether 13.17
    triethyl orthoformate 8.56
    p-tert-butyltoluene 2.14
    methyl 4-tert-butylbenzoate 14.96
    morpholine 12.02
    tert-butylamine 1.4
    n-dodecanol 2.84
    dimethoxymethane 23.61
    ethylene carbonate 17.38
    cyrene 20.88
    2-ethoxyethyl acetate 19.82
    2-ethylhexyl acetate 8.39
    1,2,4-trichlorobenzene 7.26
    4-methylpyridine 7.42
    dibutyl ether 3.54
    2,6-dimethyl-4-heptanol 3.06
    DEF 12.58
    dimethyl isosorbide 27.21
    tetrachloroethylene 12.92
    eugenol 17.13
    triacetin 15.17
    span 80 12.51
    1,4-butanediol 5.63
    1,1-dichloroethane 4.22
    2-methyl-1-pentanol 3.74
    methyl formate 16.28
    2-methyl-1-butanol 2.97
    n-decane 0.34
    butyronitrile 5.41
    3,7-dimethyl-1-octanol 4.2
    1-chlorooctane 1.79
    1-chlorotetradecane 0.99
    n-nonane 0.24
    undecane 0.28
    tert-butylcyclohexane 0.14
    cyclooctane 0.1
    cyclopentanol 3.41
    tetrahydropyran 4.9
    tert-amyl methyl ether 1.5
    2,5,8-trioxanonane 31.38
    1-hexene 0.28
    2-isopropoxyethanol 12.26
    2,2,2-trifluoroethanol 19.61
    methyl butyrate 9.63

    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