Neferine

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  • Identifiers

    CAS number
    2292-16-2

    Molecular formula
    C38H44N2O6

    SMILES
    CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC)OC4=C(C=CC(=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 40.17%
    Spicy 37.79%
    Odorless 35.2%
    Sweet 33.7%
    Phenolic 33.44%
    Smoky 28.37%
    Animal 26.15%
    Balsamic 26.04%
    Powdery 24.69%
    Burnt 23.87%

     

    Flavor
    Bitter 90.73%
    Bland 25.83%
    Sweet-like 21.12%
    Cedarleaf 21.06%
    Odorless 20.62%
    Parsley 20.5%
    Eugenol 19.27%
    Very strong 19.14%
    Indole 19.05%
    Lovage 18.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.7

    pKa est.
    8.44 (weak base)

    Molecular weight
    624.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1233°C

    Flash point

    • 205.93 ˚C est.

  • Synonyms

    • Neferine
    • 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
    • DTXSID40177462
    • 4-(((1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)-2-(((1R)-6-methoxy-1-((4-methoxyphenyl)methyl)-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)oxy)phenol
    • RefChem:164995
    • DTXCID9099953
    • 2292-16-2
    • C38H44N2O6
    • MFCD01707128
    • BRN 1523459
    • (-)-Neferine
    • CHEMBL455560
    • SCHEMBL12807595
    • SCHEMBL29390208
    • SCHEMBL29754169
    • GTPL13234
    • CHEBI:176257
    • MSK157233
    • AKOS016002114
    • FN65588
    • DA-66010
    • Phenol, 4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)-2-((1,2,3,4-tetrahydro-6-methoxy-1-((4-methoxyphenyl)methyl)-2-methyl-7-isoquinolinyl)oxy)-
    • 292N162
    • 4-(((S)-6,7-Dimethoxy-2-Methyl-1,2,3,4-Tetrahydroisoquinolin-1-Yl)Methyl)-2-(((R)-6-Methoxy-1-(4-Methoxybenzyl)-2-Methyl-1,2,3,4-Tetrahydroisoquinolin-7-Yl)Oxy)Phenol
    • 4-{[(1R)-6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-({(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)phenol
    • 2292-16-2

  • Applications

    Neferine, a bisbenzylisoquinoline alkaloid isolated from Nelumbo nucifera, is primarily of interest in pharmaceutical and natural product research as a bioactive scaffold and analytical reference. It is studied as a scaffold for medicinal chemistry and drug discovery, and also serves as a marker compound in analytical methods for lotus-derived extracts. It supports natural product research and quality control of botanical preparations. In cosmetics research, neferine is evaluated for potential antioxidant or skin-related applications as part of botanical formulations. In chemical synthesis, neferine can function as an intermediate or building block for the synthesis of related isoquinoline alkaloids, supporting studies in synthetic methods and structure-activity exploration.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.1
    methanol 0.21
    isopropanol 0.1
    water 0.0
    ethyl acetate 1.14
    n-propanol 0.21
    acetone 0.66
    n-butanol 0.21
    acetonitrile 0.26
    DMF 2.22
    toluene 1.06
    isobutanol 0.17
    1,4-dioxane 2.02
    methyl acetate 1.17
    THF 3.23
    2-butanone 1.29
    n-pentanol 0.23
    sec-butanol 0.19
    n-hexane 0.02
    ethylene glycol 0.11
    NMP 5.12
    cyclohexane 0.03
    DMSO 2.67
    n-butyl acetate 0.71
    n-octanol 0.26
    chloroform 22.51
    n-propyl acetate 0.82
    acetic acid 1.74
    dichloromethane 12.37
    cyclohexanone 2.57
    propylene glycol 0.15
    isopropyl acetate 0.8
    DMAc 6.15
    2-ethoxyethanol 1.25
    isopentanol 0.2
    n-heptane 0.04
    ethyl formate 0.95
    1,2-dichloroethane 3.31
    n-hexanol 0.16
    2-methoxyethanol 1.15
    isobutyl acetate 0.58
    tetrachloromethane 1.49
    n-pentyl acetate 1.36
    transcutol 3.77
    n-heptanol 0.28
    ethylbenzene 0.37
    MIBK 0.66
    2-propoxyethanol 1.38
    tert-butanol 0.17
    MTBE 0.37
    2-butoxyethanol 1.36
    propionic acid 0.97
    o-xylene 0.63
    formic acid 0.68
    diethyl ether 0.37
    m-xylene 0.63
    p-xylene 0.44
    chlorobenzene 2.22
    dimethyl carbonate 1.76
    n-octane 0.02
    formamide 0.81
    cyclopentanone 3.81
    2-pentanone 0.97
    anisole 1.19
    cyclopentyl methyl ether 1.2
    gamma-butyrolactone 4.77
    1-methoxy-2-propanol 0.9
    pyridine 3.0
    3-pentanone 1.17
    furfural 6.16
    n-dodecane 0.02
    diethylene glycol 0.84
    diisopropyl ether 0.14
    tert-amyl alcohol 0.26
    acetylacetone 2.07
    n-hexadecane 0.02
    acetophenone 1.68
    methyl propionate 1.54
    isopentyl acetate 0.78
    trichloroethylene 18.25
    n-nonanol 0.36
    cyclohexanol 0.32
    benzyl alcohol 0.99
    2-ethylhexanol 0.22
    isooctanol 0.31
    dipropyl ether 0.46
    1,2-dichlorobenzene 2.82
    ethyl lactate 0.79
    propylene carbonate 2.15
    n-methylformamide 1.04
    2-pentanol 0.15
    n-pentane 0.02
    1-propoxy-2-propanol 1.09
    1-methoxy-2-propyl acetate 1.82
    2-(2-methoxypropoxy) propanol 1.83
    mesitylene 0.31
    ε-caprolactone 2.78
    p-cymene 0.27
    epichlorohydrin 7.98
    1,1,1-trichloroethane 3.76
    2-aminoethanol 0.2
    morpholine-4-carbaldehyde 5.2
    sulfolane 7.37
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.33
    n-hexyl acetate 1.11
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 1.99
    sec-butyl acetate 0.63
    tert-butyl acetate 0.91
    decalin 0.04
    glycerin 0.43
    diglyme 4.78
    acrylic acid 1.56
    isopropyl myristate 0.43
    n-butyric acid 1.21
    acetyl acetate 1.54
    di(2-ethylhexyl) phthalate 0.82
    ethyl propionate 0.97
    nitromethane 4.23
    1,2-diethoxyethane 1.18
    benzonitrile 0.89
    trioctyl phosphate 0.49
    1-bromopropane 0.97
    gamma-valerolactone 7.92
    n-decanol 0.22
    triethyl phosphate 0.84
    4-methyl-2-pentanol 0.14
    propionitrile 0.34
    vinylene carbonate 3.34
    1,1,2-trichlorotrifluoroethane 12.18
    DMS 1.6
    cumene 0.22
    2-octanol 0.22
    2-hexanone 0.82
    octyl acetate 0.6
    limonene 0.31
    1,2-dimethoxyethane 2.23
    ethyl orthosilicate 0.84
    tributyl phosphate 0.51
    diacetone alcohol 1.11
    N,N-dimethylaniline 0.87
    acrylonitrile 0.73
    aniline 1.12
    1,3-propanediol 0.34
    bromobenzene 2.75
    dibromomethane 4.68
    1,1,2,2-tetrachloroethane 12.61
    2-methyl-cyclohexyl acetate 1.01
    tetrabutyl urea 0.8
    diisobutyl methanol 0.17
    2-phenylethanol 0.83
    styrene 0.44
    dioctyl adipate 0.96
    dimethyl sulfate 4.43
    ethyl butyrate 0.85
    methyl lactate 1.14
    butyl lactate 1.23
    diethyl carbonate 0.68
    propanediol butyl ether 1.05
    triethyl orthoformate 1.09
    p-tert-butyltoluene 0.27
    methyl 4-tert-butylbenzoate 2.2
    morpholine 1.85
    tert-butylamine 0.09
    n-dodecanol 0.14
    dimethoxymethane 2.08
    ethylene carbonate 2.19
    cyrene 2.86
    2-ethoxyethyl acetate 2.92
    2-ethylhexyl acetate 0.69
    1,2,4-trichlorobenzene 4.42
    4-methylpyridine 2.3
    dibutyl ether 0.38
    2,6-dimethyl-4-heptanol 0.17
    DEF 1.8
    dimethyl isosorbide 4.03
    tetrachloroethylene 7.29
    eugenol 1.82
    triacetin 2.54
    span 80 1.5
    1,4-butanediol 0.18
    1,1-dichloroethane 2.49
    2-methyl-1-pentanol 0.28
    methyl formate 1.31
    2-methyl-1-butanol 0.24
    n-decane 0.04
    butyronitrile 0.31
    3,7-dimethyl-1-octanol 0.28
    1-chlorooctane 0.21
    1-chlorotetradecane 0.07
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.03
    cyclooctane 0.02
    cyclopentanol 0.43
    tetrahydropyran 1.0
    tert-amyl methyl ether 0.45
    2,5,8-trioxanonane 3.1
    1-hexene 0.08
    2-isopropoxyethanol 0.95
    2,2,2-trifluoroethanol 1.42
    methyl butyrate 1.17

    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