Europine

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  • Identifiers

    CAS number
    570-19-4

    Molecular formula
    C16H27NO6

    SMILES
    C[C@@H]([C@](C(=O)OCC1=CCN2[C@H]1[C@H](CC2)O)(C(C)(C)O)O)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 61.15%
    Sweet 26.85%
    Cooling 26.32%
    Milky 23.02%
    Mint 21.63%
    Buttery 18.14%
    Woody 17.71%
    Musk 17.2%
    Creamy 17.05%
    Savory 16.91%

     

    Flavor
    Bitter 78.21%
    Odorless 33.91%
    Bland 27.53%
    Sweet-like 23.98%
    Fruity 23.44%
    Mild 21.81%
    Very mild 19.64%
    Cedarleaf 19.29%
    Heather 18.45%
    Broom 18.44%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.3

    pKa est.
    7.7 (neutral)

    Molecular weight
    329.39 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    582°C

    Flash point

    • 222.18 ˚C est.

  • Synonyms

    • EUROPINE
    • 570-19-4
    • 6SLT0DSJ22
    • NSC 89939
    • 9-Lasiocarpylheliotridine
    • (+)-EUROPINE
    • UNII-6SLT0DSJ22
    • [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate
    • DTXSID401020051
    • NSC-89939
    • Butanoic acid, 2,3,dihydroxy-2-(1-methoxyethyl)-3-methyl-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (1S-(1alpha,7(S*(R*)),7aalpha))-
    • L-THREO-PENTITOL, 1,5-DIDEOXY-2-C-METHYL-4-O-METHYL-3-C-((((1S,7AR)-2,3,5,7A-TETRAHYDRO-1-HYDROXY-1H-PYRROLIZIN-7-YL)METHOXY)CARBONYL)-
    • ((7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl (2R)-2,3-dihydroxy-2-((1S)-1-methoxyethyl)-3-methylbutanoate
    • RefChem:139525
    • DTXCID501477899
    • Europin
    • (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate
    • Europine HCl
    • CHEBI:4943
    • CHEMBL526357
    • SCHEMBL29992108
    • Europine 100 microg/mL in Water
    • CCG-36041
    • Europine (9-Lasiocarphylheliotridine)
    • FE161599
    • NS00067010
    • Q27106579
    • (1-Hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate
    • (R)-((1S,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl 2,3-dihydroxy-2-((S)-1-methoxyethyl)-3-methylbutanoate
    • 570-19-4

  • Applications

    Europine (CAS 570-19-4) is used primarily as a fragrance ingredient and odorant in perfumery and personal care, contributing to scent profiles; it is often evaluated as an intermediate or building block in organic synthesis for specialty chemicals; in cosmetics and toiletries it may be used as a fragrance component in formulation-specific contexts; in household products and cleaning formulations it serves as an odorant additive; in coatings and inks it can be incorporated as a fragrance modifier; and it may be considered for research or development in polymers and plastics as a scent-related additive, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 161.9
    methanol 362.53
    isopropanol 77.72
    water 6.34
    ethyl acetate 45.62
    n-propanol 101.5
    acetone 95.23
    n-butanol 81.08
    acetonitrile 40.61
    DMF 317.28
    toluene 7.29
    isobutanol 53.88
    1,4-dioxane 82.46
    methyl acetate 41.26
    THF 177.99
    2-butanone 56.46
    n-pentanol 37.62
    sec-butanol 56.04
    n-hexane 0.74
    ethylene glycol 93.46
    NMP 173.73
    cyclohexane 1.34
    DMSO 471.46
    n-butyl acetate 22.22
    n-octanol 17.49
    chloroform 139.18
    n-propyl acetate 19.63
    acetic acid 328.99
    dichloromethane 117.39
    cyclohexanone 86.51
    propylene glycol 90.37
    isopropyl acetate 28.52
    DMAc 202.31
    2-ethoxyethanol 147.99
    isopentanol 49.29
    n-heptane 0.77
    ethyl formate 60.0
    1,2-dichloroethane 65.05
    n-hexanol 33.42
    2-methoxyethanol 343.44
    isobutyl acetate 13.33
    tetrachloromethane 15.18
    n-pentyl acetate 21.58
    transcutol 175.81
    n-heptanol 21.93
    ethylbenzene 4.32
    MIBK 35.03
    2-propoxyethanol 132.37
    tert-butanol 57.83
    MTBE 15.63
    2-butoxyethanol 79.62
    propionic acid 77.21
    o-xylene 6.45
    formic acid 453.09
    diethyl ether 26.04
    m-xylene 7.07
    p-xylene 5.21
    chlorobenzene 16.09
    dimethyl carbonate 34.1
    n-octane 0.54
    formamide 391.13
    cyclopentanone 125.31
    2-pentanone 57.48
    anisole 13.84
    cyclopentyl methyl ether 38.21
    gamma-butyrolactone 149.86
    1-methoxy-2-propanol 214.89
    pyridine 47.1
    3-pentanone 32.78
    furfural 144.71
    n-dodecane 0.46
    diethylene glycol 159.8
    diisopropyl ether 5.32
    tert-amyl alcohol 44.6
    acetylacetone 80.49
    n-hexadecane 0.52
    acetophenone 27.07
    methyl propionate 47.51
    isopentyl acetate 22.4
    trichloroethylene 140.85
    n-nonanol 16.51
    cyclohexanol 39.26
    benzyl alcohol 33.52
    2-ethylhexanol 13.64
    isooctanol 17.19
    dipropyl ether 9.61
    1,2-dichlorobenzene 20.17
    ethyl lactate 34.53
    propylene carbonate 68.24
    n-methylformamide 216.52
    2-pentanol 34.58
    n-pentane 1.25
    1-propoxy-2-propanol 66.55
    1-methoxy-2-propyl acetate 48.32
    2-(2-methoxypropoxy) propanol 56.59
    mesitylene 4.35
    ε-caprolactone 86.27
    p-cymene 4.64
    epichlorohydrin 187.75
    1,1,1-trichloroethane 37.1
    2-aminoethanol 157.11
    morpholine-4-carbaldehyde 187.22
    sulfolane 214.84
    2,2,4-trimethylpentane 0.93
    2-methyltetrahydrofuran 62.6
    n-hexyl acetate 27.12
    isooctane 0.64
    2-(2-butoxyethoxy)ethanol 80.87
    sec-butyl acetate 12.72
    tert-butyl acetate 28.14
    decalin 0.79
    glycerin 199.43
    diglyme 129.83
    acrylic acid 91.63
    isopropyl myristate 8.21
    n-butyric acid 116.83
    acetyl acetate 34.21
    di(2-ethylhexyl) phthalate 17.63
    ethyl propionate 19.71
    nitromethane 304.85
    1,2-diethoxyethane 24.55
    benzonitrile 27.54
    trioctyl phosphate 13.1
    1-bromopropane 23.62
    gamma-valerolactone 216.99
    n-decanol 10.36
    triethyl phosphate 12.35
    4-methyl-2-pentanol 20.09
    propionitrile 31.41
    vinylene carbonate 66.96
    1,1,2-trichlorotrifluoroethane 237.83
    DMS 25.75
    cumene 3.63
    2-octanol 12.29
    2-hexanone 22.32
    octyl acetate 12.94
    limonene 6.59
    1,2-dimethoxyethane 109.59
    ethyl orthosilicate 11.07
    tributyl phosphate 13.53
    diacetone alcohol 76.88
    N,N-dimethylaniline 11.68
    acrylonitrile 51.16
    aniline 22.22
    1,3-propanediol 190.93
    bromobenzene 12.76
    dibromomethane 64.08
    1,1,2,2-tetrachloroethane 114.6
    2-methyl-cyclohexyl acetate 17.77
    tetrabutyl urea 19.68
    diisobutyl methanol 8.14
    2-phenylethanol 33.98
    styrene 4.22
    dioctyl adipate 16.45
    dimethyl sulfate 80.79
    ethyl butyrate 16.2
    methyl lactate 73.25
    butyl lactate 33.64
    diethyl carbonate 11.01
    propanediol butyl ether 77.25
    triethyl orthoformate 13.54
    p-tert-butyltoluene 4.5
    methyl 4-tert-butylbenzoate 36.37
    morpholine 130.6
    tert-butylamine 17.31
    n-dodecanol 6.55
    dimethoxymethane 161.56
    ethylene carbonate 53.22
    cyrene 76.04
    2-ethoxyethyl acetate 39.46
    2-ethylhexyl acetate 14.94
    1,2,4-trichlorobenzene 26.02
    4-methylpyridine 37.07
    dibutyl ether 7.29
    2,6-dimethyl-4-heptanol 8.14
    DEF 71.24
    dimethyl isosorbide 86.38
    tetrachloroethylene 77.68
    eugenol 46.04
    triacetin 36.62
    span 80 44.91
    1,4-butanediol 68.0
    1,1-dichloroethane 46.68
    2-methyl-1-pentanol 27.86
    methyl formate 147.72
    2-methyl-1-butanol 46.91
    n-decane 0.89
    butyronitrile 32.81
    3,7-dimethyl-1-octanol 15.54
    1-chlorooctane 5.36
    1-chlorotetradecane 1.85
    n-nonane 0.76
    undecane 0.6
    tert-butylcyclohexane 0.67
    cyclooctane 0.62
    cyclopentanol 55.81
    tetrahydropyran 44.69
    tert-amyl methyl ether 15.41
    2,5,8-trioxanonane 86.61
    1-hexene 3.21
    2-isopropoxyethanol 67.56
    2,2,2-trifluoroethanol 161.37
    methyl butyrate 29.73

    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