Isotetrandrine, (+)-

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  • Identifiers

    CAS number
    477-57-6

    Molecular formula
    C38H42N2O6

    SMILES
    CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 38.57%
    Sweet 38.52%
    Vanilla 36.75%
    Spicy 35.45%
    Animal 33.46%
    Smoky 28.17%
    Powdery 25.68%
    Odorless 22.87%
    Burnt 21.38%
    Balsamic 21.15%

     

    Flavor
    Bitter 92.23%
    Cedarleaf 21.15%
    Parsley 20.91%
    Sweet-like 20.21%
    Bland 19.69%
    Eugenol 19.42%
    Cereal 19.41%
    Indole 19.32%
    Very strong 19.3%
    Naphthalic 19.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.4

    pKa est.
    15.69 (strong base)

    Molecular weight
    622.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1169°C

    Flash point

    • 171.68 ˚C est.

  • Synonyms

    • Isotetrandrine
    • (R,S)-Tetrandrine
    • Isosinomenin A
    • O-Methylberbamine
    • O,O'-Dimethylobamegine
    • O,O'-Dimethylstepholine
    • (+)-Isotetrandrine
    • 6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman
    • 84T861CP2N
    • ISOTETRANDRINE, (+)-
    • Berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-
    • NSC-97338
    • RefChem:923809
    • 477-57-6
    • 1-ISOTETRANDRINE
    • Pheanthine (R,R)
    • (11S,31R)-16,36,37,54-tetramethoxy-12,32-dimethyl-11,12,13,14,31,32,33,34-octahydro-2,6-dioxa-1(7,1),3(8,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane
    • NSC 97338
    • (+/-)-Isotetrandrine
    • tetramethoxy(dimethyl)[?]
    • Isotetrandrine, (+/-)-
    • 1-Isotetrandrine, (+/-)-
    • Isotetrandine
    • C7WJK43784
    • CCRIS 6540
    • 2-Methylberbamine
    • 23495-90-1
    • Berbamine methyl ether
    • Isotetrandrine (R,S)
    • NCIMech_000062
    • NCIStruc1_000265
    • NCIStruc2_000039
    • Berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-, (+/-)-
    • MLS002472978
    • SCHEMBL718928
    • UNII-84T861CP2N
    • UNII-C7WJK43784
    • CHEMBL449690
    • ISOTETRANDRINE [WHO-DD]
    • SCHEMBL31729621
    • BDBM85444
    • DTXSID501316772
    • HMS2226F20
    • HY-N6045
    • NCI77037
    • TNP00326
    • CCG-36288
    • NCGC00013832
    • AKOS030497625
    • FI71710
    • NCGC00013832-02
    • NCGC00013832-03
    • NCGC00017376-01
    • NCGC00096942-01
    • CAS-518-34-3
    • MS-30800
    • SMR001397085
    • CS-0032236
    • NS00094024
    • SW219720-1
    • 477I576
    • BRD-K59640580-001-07-1
    • (4aS,16aR)-3,4,4a,5,16a,17,18,19-Octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2 inverted exclamation marka,3 inverted exclamation marka:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline
    • 16H-1,24:6,9-DIETHENO-11,15-METHENO-2H-PYRIDO(2',3':17,18)(1,11)DIOXACYCLOEICOSINO(2,3,4-IJ)ISOQUINOLINE, 3,4,4A,5,16A,17,18,19-OCTAHYDRO-12,21,22,26-TETRAMETHOXY-4,17-DIMETHYL-, (4AS,16AR)-
    • 16H-1,24:6,9-DIETHENO-11,15-METHENO-2H-PYRIDO(2',3':17,18)(1,11)DIOXACYCLOEICOSINO(2,3,4-IJ)ISOQUINOLINE, 3,4,4A,5,16A,17,18,19-OCTAHYDRO-12,21,22,26-TETRAMETHOXY-4,17-DIMETHYL-, (4AS-(4AR*,16AS*))-
    • 5956-77-4
    • 477-57-6

  • Applications

    Isotetrandrine, (+)-, CAS 477-57-6, is primarily used in pharmaceutical research and natural product chemistry as a bioactive alkaloid, viewed as a lead compound and employed in in vitro calcium channel–blocking studies and related bioactivity assays; it also serves as a precursor or building block in the synthesis of bisbenzylisoquinoline alkaloids and in structure–activity relationship (SAR) investigations within this class; in natural product chemistry, it is isolated from Stephania tetrandra to support analytical characterization and planning of synthetic routes; potential applications are explored in early-stage drug discovery and medicinal chemistry research, with use governed by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.89
    methanol 1.16
    isopropanol 0.91
    water 0.03
    ethyl acetate 10.65
    n-propanol 1.53
    acetone 5.59
    n-butanol 1.59
    acetonitrile 2.14
    DMF 7.55
    toluene 6.98
    isobutanol 1.34
    1,4-dioxane 7.8
    methyl acetate 8.85
    THF 11.85
    2-butanone 8.21
    n-pentanol 1.9
    sec-butanol 1.31
    n-hexane 0.25
    ethylene glycol 0.88
    NMP 20.75
    cyclohexane 0.47
    DMSO 7.82
    n-butyl acetate 7.23
    n-octanol 1.51
    chloroform 68.09
    n-propyl acetate 6.74
    acetic acid 13.84
    dichloromethane 48.0
    cyclohexanone 15.5
    propylene glycol 0.77
    isopropyl acetate 6.78
    DMAc 21.04
    2-ethoxyethanol 5.29
    isopentanol 1.78
    n-heptane 0.36
    ethyl formate 7.37
    1,2-dichloroethane 16.14
    n-hexanol 1.87
    2-methoxyethanol 4.7
    isobutyl acetate 4.6
    tetrachloromethane 10.28
    n-pentyl acetate 8.25
    transcutol 10.93
    n-heptanol 2.05
    ethylbenzene 2.61
    MIBK 4.66
    2-propoxyethanol 7.38
    tert-butanol 1.26
    MTBE 2.14
    2-butoxyethanol 6.2
    propionic acid 7.66
    o-xylene 4.4
    formic acid 4.89
    diethyl ether 3.09
    m-xylene 4.43
    p-xylene 3.46
    chlorobenzene 12.57
    dimethyl carbonate 10.95
    n-octane 0.19
    formamide 4.85
    cyclopentanone 17.72
    2-pentanone 6.96
    anisole 4.24
    cyclopentyl methyl ether 6.57
    gamma-butyrolactone 25.15
    1-methoxy-2-propanol 3.95
    pyridine 13.51
    3-pentanone 7.98
    furfural 25.28
    n-dodecane 0.16
    diethylene glycol 5.19
    diisopropyl ether 1.28
    tert-amyl alcohol 1.7
    acetylacetone 12.5
    n-hexadecane 0.19
    acetophenone 8.34
    methyl propionate 10.74
    isopentyl acetate 6.74
    trichloroethylene 57.07
    n-nonanol 1.93
    cyclohexanol 2.91
    benzyl alcohol 5.44
    2-ethylhexanol 2.2
    isooctanol 2.08
    dipropyl ether 2.81
    1,2-dichlorobenzene 14.55
    ethyl lactate 5.29
    propylene carbonate 16.78
    n-methylformamide 5.11
    2-pentanol 1.27
    n-pentane 0.27
    1-propoxy-2-propanol 5.22
    1-methoxy-2-propyl acetate 11.44
    2-(2-methoxypropoxy) propanol 6.3
    mesitylene 2.4
    ε-caprolactone 18.61
    p-cymene 2.51
    epichlorohydrin 26.96
    1,1,1-trichloroethane 22.35
    2-aminoethanol 1.26
    morpholine-4-carbaldehyde 16.81
    sulfolane 28.3
    2,2,4-trimethylpentane 0.3
    2-methyltetrahydrofuran 7.32
    n-hexyl acetate 6.27
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 7.0
    sec-butyl acetate 5.16
    tert-butyl acetate 5.88
    decalin 0.4
    glycerin 2.31
    diglyme 13.11
    acrylic acid 10.93
    isopropyl myristate 2.6
    n-butyric acid 9.85
    acetyl acetate 13.64
    di(2-ethylhexyl) phthalate 4.85
    ethyl propionate 6.9
    nitromethane 18.96
    1,2-diethoxyethane 5.49
    benzonitrile 6.83
    trioctyl phosphate 3.02
    1-bromopropane 6.69
    gamma-valerolactone 25.46
    n-decanol 1.36
    triethyl phosphate 5.45
    4-methyl-2-pentanol 1.3
    propionitrile 3.14
    vinylene carbonate 22.2
    1,1,2-trichlorotrifluoroethane 38.25
    DMS 10.53
    cumene 1.91
    2-octanol 1.5
    2-hexanone 5.69
    octyl acetate 3.53
    limonene 2.78
    1,2-dimethoxyethane 7.09
    ethyl orthosilicate 4.92
    tributyl phosphate 3.66
    diacetone alcohol 6.29
    N,N-dimethylaniline 3.47
    acrylonitrile 5.38
    aniline 6.87
    1,3-propanediol 2.13
    bromobenzene 14.57
    dibromomethane 25.45
    1,1,2,2-tetrachloroethane 40.31
    2-methyl-cyclohexyl acetate 6.6
    tetrabutyl urea 4.47
    diisobutyl methanol 1.35
    2-phenylethanol 6.05
    styrene 2.87
    dioctyl adipate 4.78
    dimethyl sulfate 20.35
    ethyl butyrate 6.5
    methyl lactate 7.22
    butyl lactate 7.02
    diethyl carbonate 5.43
    propanediol butyl ether 3.77
    triethyl orthoformate 5.9
    p-tert-butyltoluene 2.14
    methyl 4-tert-butylbenzoate 8.88
    morpholine 7.26
    tert-butylamine 0.74
    n-dodecanol 0.98
    dimethoxymethane 7.68
    ethylene carbonate 16.96
    cyrene 11.2
    2-ethoxyethyl acetate 13.53
    2-ethylhexyl acetate 6.41
    1,2,4-trichlorobenzene 19.49
    4-methylpyridine 11.09
    dibutyl ether 2.01
    2,6-dimethyl-4-heptanol 1.35
    DEF 9.7
    dimethyl isosorbide 13.78
    tetrachloroethylene 29.17
    eugenol 7.83
    triacetin 10.47
    span 80 5.57
    1,4-butanediol 1.4
    1,1-dichloroethane 14.72
    2-methyl-1-pentanol 2.42
    methyl formate 6.38
    2-methyl-1-butanol 1.87
    n-decane 0.3
    butyronitrile 2.74
    3,7-dimethyl-1-octanol 1.86
    1-chlorooctane 1.31
    1-chlorotetradecane 0.61
    n-nonane 0.24
    undecane 0.21
    tert-butylcyclohexane 0.32
    cyclooctane 0.28
    cyclopentanol 3.1
    tetrahydropyran 5.59
    tert-amyl methyl ether 2.69
    2,5,8-trioxanonane 9.25
    1-hexene 0.94
    2-isopropoxyethanol 4.66
    2,2,2-trifluoroethanol 10.94
    methyl butyrate 7.69

    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