Lasiocarpine N-oxide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    127-30-0

    Molecular formula
    C21H33NO8

    SMILES
    C/C=C(/C)\C(=O)O[C@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)OC)(C(C)(C)O)O)[O-]

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 51.36%
    Sweet 27.7%
    Mint 26.32%
    Cooling 24.06%
    Woody 22.65%
    Milky 21.97%
    Musk 19.15%
    Buttery 18.09%
    Creamy 18.03%
    Dry 18.01%

     

    Flavor
    Bitter 77.01%
    Odorless 30.92%
    Fruity 26.78%
    Bland 26.28%
    Sweet-like 21.6%
    Mild 20.64%
    Cedarleaf 19.43%
    Heather 19.01%
    Broom 18.97%
    Parsley 18.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    4.77 (weak acid)

    Molecular weight
    427.5 g/mol

    Flash point

    • -348.77 ˚C est.

  • Synonyms

    • Lasiocarpine N-oxide
    • UNII-A5T652CQAX
    • A5T652CQAX
    • BRN 0060898
    • LASIOCARPINE, N-OXIDE
    • LASIOCARPINE, 4-OXIDE
    • 4-21-00-02054 (Beilstein Handbook Reference)
    • [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate
    • 2-Butenoic acid, 2-methyl-, (1S,7aR)-7-(((2R)-2,3-dihydroxy-2-((1S)-1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-4-oxido-1H-pyrrolizin-1-yl ester, (2Z)-
    • 2-BUTENOIC ACID, 2-METHYL-, 7-((2,3-DIHYDROXY-2-(1-METHOXYETHYL)-3-METHYL-1-OXOBUTOXY)METHYL)-2,3,5,7A-TETRAHYDRO-1H-PYRROLIZIN-1-YL ESTER, N-OXIDE, (1S-(1.ALPHA.(Z),7(S*(R*)),7A.ALPHA.))-
    • ((7S,8R)-7-((Z)-2-methylbut-2-enoyl)oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl)methyl (2R)-2,3-dihydroxy-2-((1S)-1-methoxyethyl)-3-methylbutanoate
    • RefChem:152403
    • 2-BUTENOIC ACID, 2-METHYL-, 7-((2,3-DIHYDROXY-2-(1-METHOXYETHYL)-3-METHYL-1-OXOBUTOXY)METHYL)-2,3,5,7A-TETRAHYDRO-1H-PYRROLIZIN-1-YL ESTER, N-OXIDE, (1S-(1ALPHA(Z),7(S*(R*)),7AALPHA))-
    • 127-30-0
    • NSC35046
    • (1S,7aR)-7-((((R)-2,3-dihydroxy-2-((S)-1-methoxyethyl)-3-methylbutanoyl)oxy)methyl)-1-(((Z)-2-methylbut-2-enoyl)oxy)-2,3,5,7a-tetrahydropyrrolizine 4(1H)-oxide
    • Lasiocarpine-N-oxide
    • MSK14170
    • NSC-35046
    • DA-54802
    • FL168447
    • NS00067008
    • Lasiocarpine-N-oxide 100 microg/mL in Water
    • Q27273665
    • 127-30-0

  • Applications

    Lasiocarpine N-oxide (CAS 127-30-0) is a pyrrolizidine alkaloid derivative; due to its toxicity and complex metabolism, direct commercial applications are limited and use is mainly in research and analytical testing contexts. Common applications include serving as a reference standard and aiding method development for detecting and quantifying PA in foods, botanicals, and personal care products (e.g., LC-MS/GC-MS methods); supporting toxicology research and metabolism studies; contributing to safety and exposure assessments for herbal products or dietary supplements; and studying the environmental fate and distribution of PA in soils, water, and biota. Work in these areas is typically conducted in academic or regulatory laboratories and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 213.27
    methanol 330.84
    isopropanol 152.54
    water 1.49
    ethyl acetate 105.61
    n-propanol 196.32
    acetone 298.46
    n-butanol 137.92
    acetonitrile 110.54
    DMF 471.19
    toluene 23.41
    isobutanol 106.84
    1,4-dioxane 200.38
    methyl acetate 120.39
    THF 429.36
    2-butanone 179.2
    n-pentanol 83.42
    sec-butanol 120.43
    n-hexane 1.64
    ethylene glycol 65.13
    NMP 379.81
    cyclohexane 2.91
    DMSO 660.05
    n-butyl acetate 38.3
    n-octanol 27.05
    chloroform 327.86
    n-propyl acetate 51.69
    acetic acid 565.98
    dichloromethane 264.83
    cyclohexanone 216.74
    propylene glycol 92.5
    isopropyl acetate 60.82
    DMAc 424.43
    2-ethoxyethanol 242.46
    isopentanol 76.33
    n-heptane 0.98
    ethyl formate 110.43
    1,2-dichloroethane 149.72
    n-hexanol 46.79
    2-methoxyethanol 391.22
    isobutyl acetate 28.99
    tetrachloromethane 32.65
    n-pentyl acetate 42.73
    transcutol 237.6
    n-heptanol 29.99
    ethylbenzene 11.07
    MIBK 62.89
    2-propoxyethanol 184.81
    tert-butanol 98.54
    MTBE 38.26
    2-butoxyethanol 110.52
    propionic acid 161.99
    o-xylene 14.43
    formic acid 366.72
    diethyl ether 73.29
    m-xylene 13.43
    p-xylene 13.72
    chlorobenzene 41.61
    dimethyl carbonate 80.99
    n-octane 0.72
    formamide 379.2
    cyclopentanone 289.5
    2-pentanone 141.51
    anisole 34.17
    cyclopentyl methyl ether 80.53
    gamma-butyrolactone 319.95
    1-methoxy-2-propanol 279.0
    pyridine 139.1
    3-pentanone 94.3
    furfural 243.28
    n-dodecane 0.64
    diethylene glycol 172.1
    diisopropyl ether 10.22
    tert-amyl alcohol 77.97
    acetylacetone 170.41
    n-hexadecane 0.72
    acetophenone 54.3
    methyl propionate 111.85
    isopentyl acetate 34.61
    trichloroethylene 327.7
    n-nonanol 26.71
    cyclohexanol 76.79
    benzyl alcohol 63.03
    2-ethylhexanol 17.4
    isooctanol 22.17
    dipropyl ether 19.43
    1,2-dichlorobenzene 42.48
    ethyl lactate 51.61
    propylene carbonate 125.51
    n-methylformamide 293.71
    2-pentanol 59.78
    n-pentane 2.29
    1-propoxy-2-propanol 88.61
    1-methoxy-2-propyl acetate 69.32
    2-(2-methoxypropoxy) propanol 78.35
    mesitylene 6.4
    ε-caprolactone 183.51
    p-cymene 6.34
    epichlorohydrin 383.73
    1,1,1-trichloroethane 99.28
    2-aminoethanol 143.4
    morpholine-4-carbaldehyde 336.01
    sulfolane 389.79
    2,2,4-trimethylpentane 1.47
    2-methyltetrahydrofuran 165.41
    n-hexyl acetate 55.11
    isooctane 0.73
    2-(2-butoxyethoxy)ethanol 107.5
    sec-butyl acetate 29.23
    tert-butyl acetate 49.49
    decalin 1.48
    glycerin 163.02
    diglyme 180.88
    acrylic acid 178.05
    isopropyl myristate 14.18
    n-butyric acid 197.34
    acetyl acetate 74.6
    di(2-ethylhexyl) phthalate 26.92
    ethyl propionate 49.2
    nitromethane 599.24
    1,2-diethoxyethane 49.64
    benzonitrile 52.05
    trioctyl phosphate 18.78
    1-bromopropane 66.29
    gamma-valerolactone 449.42
    n-decanol 16.22
    triethyl phosphate 17.94
    4-methyl-2-pentanol 25.97
    propionitrile 81.53
    vinylene carbonate 132.02
    1,1,2-trichlorotrifluoroethane 346.32
    DMS 49.3
    cumene 7.38
    2-octanol 17.54
    2-hexanone 65.8
    octyl acetate 24.01
    limonene 10.02
    1,2-dimethoxyethane 203.17
    ethyl orthosilicate 16.23
    tributyl phosphate 20.75
    diacetone alcohol 107.42
    N,N-dimethylaniline 24.61
    acrylonitrile 113.08
    aniline 55.84
    1,3-propanediol 208.67
    bromobenzene 34.36
    dibromomethane 155.15
    1,1,2,2-tetrachloroethane 236.67
    2-methyl-cyclohexyl acetate 27.72
    tetrabutyl urea 32.5
    diisobutyl methanol 8.92
    2-phenylethanol 50.81
    styrene 12.45
    dioctyl adipate 29.39
    dimethyl sulfate 151.58
    ethyl butyrate 29.28
    methyl lactate 109.69
    butyl lactate 48.07
    diethyl carbonate 19.12
    propanediol butyl ether 94.73
    triethyl orthoformate 22.25
    p-tert-butyltoluene 5.87
    methyl 4-tert-butylbenzoate 56.7
    morpholine 291.09
    tert-butylamine 32.16
    n-dodecanol 9.93
    dimethoxymethane 266.31
    ethylene carbonate 107.0
    cyrene 107.12
    2-ethoxyethyl acetate 74.63
    2-ethylhexyl acetate 24.14
    1,2,4-trichlorobenzene 59.21
    4-methylpyridine 103.7
    dibutyl ether 16.32
    2,6-dimethyl-4-heptanol 8.92
    DEF 156.64
    dimethyl isosorbide 111.89
    tetrachloroethylene 154.86
    eugenol 63.83
    triacetin 70.88
    span 80 63.88
    1,4-butanediol 92.33
    1,1-dichloroethane 122.26
    2-methyl-1-pentanol 54.9
    methyl formate 210.45
    2-methyl-1-butanol 88.69
    n-decane 1.36
    butyronitrile 71.39
    3,7-dimethyl-1-octanol 20.74
    1-chlorooctane 9.47
    1-chlorotetradecane 2.97
    n-nonane 1.13
    undecane 0.88
    tert-butylcyclohexane 1.12
    cyclooctane 0.9
    cyclopentanol 118.05
    tetrahydropyran 132.35
    tert-amyl methyl ether 34.53
    2,5,8-trioxanonane 118.32
    1-hexene 9.07
    2-isopropoxyethanol 116.79
    2,2,2-trifluoroethanol 231.62
    methyl butyrate 70.11

    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