(12S)-19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-18-ol

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  • Identifiers

    CAS number
    80151-84-4

    Molecular formula
    C18H17NO4

    SMILES
    COC1=C(C=C2CCN[C@@H]3C2=C1C4=CC5=C(C=C4C3)OCO5)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 42.51%
    Phenolic 32.76%
    Spicy 31.12%
    Vanilla 26.27%
    Animal 25.89%
    Smoky 22.31%
    Sweet 21.37%
    Powdery 20.52%
    Burnt 19.59%
    Balsamic 17.95%

     

    Flavor
    Bitter 96.1%
    Bland 20.78%
    Sweet-like 19.34%
    Cedarleaf 18.89%
    Very strong 17.74%
    Cereal 17.72%
    Indole 17.69%
    Parsley 17.57%
    Alkaline 17.36%
    Lovage 16.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    7.03 (neutral)

    Molecular weight
    311.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    895°C

    Flash point

    • 232.91 ˚C est.

  • Synonyms

    • Norisodomesticine
    • CHEBI:169221
    • DTXSID701122800
    • (12S)-19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-18-ol
    • 80151-84-4
    • (6aS)-1-Methoxy-5,6,6a,7-tetrahydro-4H,10H-benzo[de][1,3]benzodioxolo[5,6-g]quinolin-2-ol
    • 4H-Benzo[de][1,3]benzodioxolo[5,6-g]quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (6aS)-
    • 80151-84-4

  • Applications

    For the compound (12S)-19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-18-ol (CAS 80151-84-4), applications are primarily in pharmaceutical and complex organic synthesis contexts: as a chiral building block and intermediate for constructing polycyclic, nitrogen-containing frameworks; used as a scaffold for medicinal chemistry lead generation and SAR optimization; employed as a synthetic precursor in natural-product-like compound assembly; studied as a reference scaffold in asymmetric synthesis and method development; and used as a reference material in analytical workflows in both academic and industrial settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.52
    methanol 3.9
    isopropanol 1.75
    water 0.1
    ethyl acetate 5.42
    n-propanol 1.83
    acetone 6.81
    n-butanol 2.41
    acetonitrile 3.37
    DMF 23.36
    toluene 1.0
    isobutanol 1.6
    1,4-dioxane 7.56
    methyl acetate 4.26
    THF 11.19
    2-butanone 4.84
    n-pentanol 2.13
    sec-butanol 0.82
    n-hexane 0.03
    ethylene glycol 4.89
    NMP 16.61
    cyclohexane 0.1
    DMSO 33.11
    n-butyl acetate 7.78
    n-octanol 3.38
    chloroform 8.81
    n-propyl acetate 6.59
    acetic acid 16.36
    dichloromethane 8.99
    cyclohexanone 14.32
    propylene glycol 1.29
    isopropyl acetate 5.46
    DMAc 27.8
    2-ethoxyethanol 11.91
    isopentanol 3.44
    n-heptane 0.14
    ethyl formate 8.33
    1,2-dichloroethane 6.94
    n-hexanol 3.87
    2-methoxyethanol 20.54
    isobutyl acetate 5.53
    tetrachloromethane 1.91
    n-pentyl acetate 9.63
    transcutol 24.32
    n-heptanol 5.03
    ethylbenzene 0.83
    MIBK 5.64
    2-propoxyethanol 21.14
    tert-butanol 2.51
    MTBE 0.82
    2-butoxyethanol 17.42
    propionic acid 4.35
    o-xylene 1.15
    formic acid 17.28
    diethyl ether 1.39
    m-xylene 1.26
    p-xylene 1.3
    chlorobenzene 3.19
    dimethyl carbonate 9.98
    n-octane 0.14
    formamide 23.27
    cyclopentanone 13.82
    2-pentanone 5.78
    anisole 2.9
    cyclopentyl methyl ether 3.46
    gamma-butyrolactone 18.0
    1-methoxy-2-propanol 11.49
    pyridine 7.88
    3-pentanone 3.59
    furfural 27.39
    n-dodecane 0.2
    diethylene glycol 29.89
    diisopropyl ether 0.71
    tert-amyl alcohol 1.32
    acetylacetone 12.16
    n-hexadecane 0.23
    acetophenone 7.68
    methyl propionate 5.65
    isopentyl acetate 8.45
    trichloroethylene 15.45
    n-nonanol 4.13
    cyclohexanol 2.52
    benzyl alcohol 6.24
    2-ethylhexanol 3.24
    isooctanol 4.68
    dipropyl ether 2.31
    1,2-dichlorobenzene 4.87
    ethyl lactate 8.05
    propylene carbonate 13.12
    n-methylformamide 12.87
    2-pentanol 1.12
    n-pentane 0.05
    1-propoxy-2-propanol 11.58
    1-methoxy-2-propyl acetate 13.88
    2-(2-methoxypropoxy) propanol 13.6
    mesitylene 1.02
    ε-caprolactone 13.14
    p-cymene 2.07
    epichlorohydrin 18.51
    1,1,1-trichloroethane 3.94
    2-aminoethanol 3.9
    morpholine-4-carbaldehyde 28.84
    sulfolane 27.42
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 3.53
    n-hexyl acetate 8.44
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 17.03
    sec-butyl acetate 4.08
    tert-butyl acetate 5.62
    decalin 0.14
    glycerin 10.78
    diglyme 29.94
    acrylic acid 7.94
    isopropyl myristate 4.27
    n-butyric acid 8.76
    acetyl acetate 7.68
    di(2-ethylhexyl) phthalate 7.18
    ethyl propionate 5.06
    nitromethane 25.48
    1,2-diethoxyethane 7.71
    benzonitrile 8.06
    trioctyl phosphate 5.77
    1-bromopropane 1.48
    gamma-valerolactone 32.03
    n-decanol 3.16
    triethyl phosphate 6.58
    4-methyl-2-pentanol 1.66
    propionitrile 3.55
    vinylene carbonate 16.43
    1,1,2-trichlorotrifluoroethane 33.4
    DMS 9.75
    cumene 0.96
    2-octanol 2.61
    2-hexanone 5.64
    octyl acetate 5.63
    limonene 2.13
    1,2-dimethoxyethane 16.42
    ethyl orthosilicate 5.63
    tributyl phosphate 5.75
    diacetone alcohol 10.5
    N,N-dimethylaniline 3.12
    acrylonitrile 7.31
    aniline 3.5
    1,3-propanediol 8.88
    bromobenzene 2.57
    dibromomethane 4.05
    1,1,2,2-tetrachloroethane 11.34
    2-methyl-cyclohexyl acetate 7.85
    tetrabutyl urea 8.61
    diisobutyl methanol 2.23
    2-phenylethanol 9.18
    styrene 0.93
    dioctyl adipate 7.12
    dimethyl sulfate 17.28
    ethyl butyrate 6.58
    methyl lactate 10.45
    butyl lactate 10.35
    diethyl carbonate 6.34
    propanediol butyl ether 9.97
    triethyl orthoformate 6.48
    p-tert-butyltoluene 1.75
    methyl 4-tert-butylbenzoate 12.68
    morpholine 8.59
    tert-butylamine 0.88
    n-dodecanol 2.39
    dimethoxymethane 17.21
    ethylene carbonate 14.17
    cyrene 17.74
    2-ethoxyethyl acetate 15.59
    2-ethylhexyl acetate 6.55
    1,2,4-trichlorobenzene 6.14
    4-methylpyridine 6.48
    dibutyl ether 2.7
    2,6-dimethyl-4-heptanol 2.23
    DEF 9.75
    dimethyl isosorbide 22.21
    tetrachloroethylene 10.26
    eugenol 14.4
    triacetin 11.96
    span 80 9.87
    1,4-butanediol 3.78
    1,1-dichloroethane 3.06
    2-methyl-1-pentanol 2.65
    methyl formate 12.82
    2-methyl-1-butanol 1.94
    n-decane 0.29
    butyronitrile 4.07
    3,7-dimethyl-1-octanol 3.42
    1-chlorooctane 1.58
    1-chlorotetradecane 0.84
    n-nonane 0.2
    undecane 0.23
    tert-butylcyclohexane 0.1
    cyclooctane 0.07
    cyclopentanol 2.39
    tetrahydropyran 3.2
    tert-amyl methyl ether 0.95
    2,5,8-trioxanonane 22.87
    1-hexene 0.2
    2-isopropoxyethanol 8.2
    2,2,2-trifluoroethanol 13.54
    methyl butyrate 7.17

    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