Rotundine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2934-97-6

    Molecular formula
    C21H25NO4

    SMILES
    COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Vanilla 43.55%
    Phenolic 39.15%
    Sweet 37.74%
    Spicy 37.64%
    Powdery 31.81%
    Smoky 29.22%
    Floral 28.43%
    Balsamic 28.11%
    Animal 27.52%
    Woody 25.47%

     

    Flavor
    Bitter 92.34%
    Bland 22.09%
    Parsley 20.77%
    Cedarleaf 20.61%
    Sweet-like 20.07%
    Eugenol 19.12%
    Cereal 18.98%
    Indole 18.85%
    Very strong 18.84%
    Carrot 18.56%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    6.25 (neutral)

    Molecular weight
    355.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    620°C

    Flash point

    • 199.49 ˚C est.

  • Synonyms

    • Rotundine
    • RefChem:930904
    • 2934-97-6
    • 10097-84-4
    • ROTUNDINUM
    • Hyndarin
    • 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
    • Tetrahydropalmatine, (+/-)-
    • CHEMBL187892
    • 78F8583LNQ
    • 2,3,9,10-Tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline
    • MFCD00214191
    • 2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
    • 3,4,10,11-tetramethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene
    • Palmatine, Tetrahydro derivative of
    • 2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline
    • Tetrahydropalmatine, dl-
    • 6H-Dibenzo[a,g]quinolizine,5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-
    • UNII-78F8583LNQ
    • (-)-Tetrahydropalmatine;L-Tetrahydropalmatine
    • D,L-Tetrahydropalmatine
    • Spectrum_001554
    • Tetrahydropalmatine CRS
    • SpecPlus_000956
    • Spectrum2_000736
    • Spectrum3_001650
    • Spectrum4_001749
    • Spectrum5_000578
    • racemic tetrahydropalmatine
    • Oprea1_616043
    • Oprea1_801288
    • BSPBio_003379
    • KBioGR_002198
    • KBioSS_002034
    • MLS006011812
    • DivK1c_007052
    • SCHEMBL230849
    • SPECTRUM1504178
    • Tetrahydropalmatine (Standard)
    • SPBio_000692
    • GNF-Pf-3943
    • MEGxp0_000623
    • orb1305125
    • orb3025422
    • SCHEMBL29689912
    • ACon1_002069
    • CHEBI:91709
    • HY-N0300R
    • KBio1_001996
    • KBio2_002034
    • KBio2_004602
    • KBio2_007170
    • KBio3_002599
    • (13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine
    • HMS3428E01
    • HMS3886C12
    • HMS5081I03
    • HMS5084N18
    • HY-N0300
    • MSK10243
    • BBL028394
    • BDBM50170666
    • CCG-40142
    • s5559
    • STK395032
    • AKOS000276804
    • AKOS016186982
    • EBC-615711
    • FD10012
    • FT66540
    • SDCCGMLS-0015237.P002
    • 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (+-)-
    • NCGC00073008-02
    • NCGC00073008-03
    • NCGC00073008-04
    • NCGC00095840-01
    • NCGC00095840-02
    • NCGC00095840-03
    • AS-12924
    • SMR004703491
    • ST097611
    • DB-047567
    • T3650
    • 97T844
    • A19519
    • AB00053100-09
    • AA-504/21003028
    • AE-508/21133034
    • AE-508/21133037
    • AN-706/21186100
    • BRD-A43940795-001-02-8
    • BRD-A43940795-001-03-6
    • Q27163527
    • 5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H- dibenzo[a,g]quinolizine
    • 6H-dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy
    • 2,3,9,10-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline
    • 6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (.+/-.)-
    • D-Tetrahydropalmatin; Rotundine; 5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g] quinolizine
    • 10097-84-4

  • Applications

    Rotundine (CAS 2934-97-6) is typically used as a chemical intermediate in organic synthesis and as a building block in pharmaceutical research and development; it is also encountered as an analytical reference standard or laboratory reagent supporting method development and quality control; in specialty chemical applications, Rotundine is supplied as a raw material for projects involving natural product alkaloids; sources may come from plant extracts and its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.56
    methanol 4.81
    isopropanol 2.66
    water 0.11
    ethyl acetate 21.04
    n-propanol 3.98
    acetone 10.78
    n-butanol 4.4
    acetonitrile 7.09
    DMF 17.05
    toluene 5.48
    isobutanol 3.53
    1,4-dioxane 22.99
    methyl acetate 13.43
    THF 19.46
    2-butanone 11.27
    n-pentanol 4.69
    sec-butanol 1.99
    n-hexane 0.39
    ethylene glycol 2.91
    NMP 17.27
    cyclohexane 1.27
    DMSO 24.4
    n-butyl acetate 16.24
    n-octanol 3.42
    chloroform 83.71
    n-propyl acetate 15.86
    acetic acid 24.9
    dichloromethane 83.92
    cyclohexanone 27.45
    propylene glycol 0.63
    isopropyl acetate 14.78
    DMAc 27.05
    2-ethoxyethanol 19.99
    isopentanol 5.39
    n-heptane 0.82
    ethyl formate 19.62
    1,2-dichloroethane 46.15
    n-hexanol 6.24
    2-methoxyethanol 19.65
    isobutyl acetate 12.37
    tetrachloromethane 16.48
    n-pentyl acetate 15.99
    transcutol 31.99
    n-heptanol 5.71
    ethylbenzene 4.08
    MIBK 11.21
    2-propoxyethanol 24.17
    tert-butanol 3.48
    MTBE 3.22
    2-butoxyethanol 19.11
    propionic acid 9.0
    o-xylene 5.77
    formic acid 13.99
    diethyl ether 8.0
    m-xylene 5.25
    p-xylene 5.65
    chlorobenzene 15.28
    dimethyl carbonate 17.41
    n-octane 0.61
    formamide 20.15
    cyclopentanone 22.72
    2-pentanone 12.85
    anisole 8.08
    cyclopentyl methyl ether 9.8
    gamma-butyrolactone 37.19
    1-methoxy-2-propanol 9.93
    pyridine 20.8
    3-pentanone 12.42
    furfural 52.01
    n-dodecane 0.53
    diethylene glycol 26.43
    diisopropyl ether 3.44
    tert-amyl alcohol 2.67
    acetylacetone 24.39
    n-hexadecane 0.63
    acetophenone 16.6
    methyl propionate 15.21
    isopentyl acetate 17.21
    trichloroethylene 92.85
    n-nonanol 4.39
    cyclohexanol 5.77
    benzyl alcohol 10.72
    2-ethylhexanol 5.84
    isooctanol 5.7
    dipropyl ether 6.9
    1,2-dichlorobenzene 23.27
    ethyl lactate 9.61
    propylene carbonate 26.04
    n-methylformamide 14.09
    2-pentanol 2.43
    n-pentane 0.49
    1-propoxy-2-propanol 12.02
    1-methoxy-2-propyl acetate 23.9
    2-(2-methoxypropoxy) propanol 13.94
    mesitylene 4.19
    ε-caprolactone 27.99
    p-cymene 5.93
    epichlorohydrin 52.59
    1,1,1-trichloroethane 33.53
    2-aminoethanol 3.11
    morpholine-4-carbaldehyde 35.39
    sulfolane 38.72
    2,2,4-trimethylpentane 0.46
    2-methyltetrahydrofuran 10.52
    n-hexyl acetate 11.84
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 17.46
    sec-butyl acetate 10.82
    tert-butyl acetate 13.82
    decalin 1.06
    glycerin 3.79
    diglyme 44.78
    acrylic acid 13.13
    isopropyl myristate 6.12
    n-butyric acid 17.09
    acetyl acetate 27.02
    di(2-ethylhexyl) phthalate 9.42
    ethyl propionate 14.26
    nitromethane 43.16
    1,2-diethoxyethane 15.39
    benzonitrile 15.96
    trioctyl phosphate 6.39
    1-bromopropane 11.15
    gamma-valerolactone 47.57
    n-decanol 3.4
    triethyl phosphate 14.31
    4-methyl-2-pentanol 3.01
    propionitrile 8.89
    vinylene carbonate 36.08
    1,1,2-trichlorotrifluoroethane 56.68
    DMS 18.91
    cumene 4.08
    2-octanol 3.14
    2-hexanone 11.02
    octyl acetate 7.54
    limonene 6.03
    1,2-dimethoxyethane 28.18
    ethyl orthosilicate 12.52
    tributyl phosphate 8.12
    diacetone alcohol 13.45
    N,N-dimethylaniline 6.9
    acrylonitrile 13.81
    aniline 8.34
    1,3-propanediol 8.03
    bromobenzene 16.04
    dibromomethane 42.24
    1,1,2,2-tetrachloroethane 58.17
    2-methyl-cyclohexyl acetate 16.62
    tetrabutyl urea 10.57
    diisobutyl methanol 4.21
    2-phenylethanol 14.49
    styrene 4.18
    dioctyl adipate 11.5
    dimethyl sulfate 26.5
    ethyl butyrate 15.86
    methyl lactate 9.11
    butyl lactate 11.31
    diethyl carbonate 14.99
    propanediol butyl ether 7.11
    triethyl orthoformate 13.99
    p-tert-butyltoluene 4.77
    methyl 4-tert-butylbenzoate 18.65
    morpholine 18.27
    tert-butylamine 1.87
    n-dodecanol 2.69
    dimethoxymethane 24.76
    ethylene carbonate 31.88
    cyrene 22.04
    2-ethoxyethyl acetate 29.4
    2-ethylhexyl acetate 14.77
    1,2,4-trichlorobenzene 25.49
    4-methylpyridine 15.22
    dibutyl ether 4.94
    2,6-dimethyl-4-heptanol 4.21
    DEF 18.11
    dimethyl isosorbide 33.92
    tetrachloroethylene 57.81
    eugenol 18.8
    triacetin 19.58
    span 80 10.17
    1,4-butanediol 4.17
    1,1-dichloroethane 20.89
    2-methyl-1-pentanol 5.56
    methyl formate 16.85
    2-methyl-1-butanol 4.06
    n-decane 0.87
    butyronitrile 8.68
    3,7-dimethyl-1-octanol 4.17
    1-chlorooctane 3.19
    1-chlorotetradecane 1.68
    n-nonane 0.68
    undecane 0.65
    tert-butylcyclohexane 0.73
    cyclooctane 0.68
    cyclopentanol 4.48
    tetrahydropyran 11.54
    tert-amyl methyl ether 3.35
    2,5,8-trioxanonane 30.4
    1-hexene 1.49
    2-isopropoxyethanol 14.0
    2,2,2-trifluoroethanol 22.42
    methyl butyrate 17.23

    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