Sarracine

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  • Identifiers

    CAS number
    2492-09-3

    Molecular formula
    C18H27NO5

    SMILES
    C/C=C(/C)\C(=O)O[C@@H]1CCN2[C@@H]1[C@H](CC2)COC(=O)/C(=C\C)/CO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 40.97%
    Herbal 31.67%
    Sweet 30.61%
    Floral 28.41%
    Mint 27.07%
    Fresh 24.49%
    Woody 22.86%
    Cooling 22.18%
    Jasmin 20.45%
    Oily 18.72%

     

    Flavor
    Bitter 72.15%
    Odorless 28.64%
    Bland 23.83%
    Sweet-like 20.95%
    Cedarleaf 19.84%
    Parsley 19.76%
    Heather 19.54%
    Broom 19.43%
    Lovage 19.4%
    Very mild 19.24%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.27 (neutral)

    Molecular weight
    337.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    443°C

    Flash point

    • 223.63 ˚C est.

  • Synonyms

    • Sarracine
    • 2492-09-3
    • DTXSID201019749
    • 2-(hydroxymethyl)-hexahydro-7-((2-methyl-1-oxo-2-butenyl)oxy)-1H-pyrrolizin-1-yl-2-butenoic acid
    • RefChem:181465
    • DTXCID501477649
    • C18H27NO5
    • CHEBI:9037
    • orb1984164
    • SCHEMBL21065392
    • 7-Angelyl-9-sarracinylplatynecine
    • 136173-26-7
    • AKOS040762302
    • CS-0078077
    • Q27108228
    • (1R,7S,7aR)-7-((((Z)-2-(hydroxymethyl)but-2-enoyl)oxy)methyl)hexahydro-1H-pyrrolizin-1-yl (Z)-2-methylbut-2-enoate
    • [(1S,7R,7aR)-7-{[(2E)-2-Methylbut-2-enoyl]oxy}hexahydro-1H-pyrrolizin-1-yl]methyl (2Z)-2-(hydroxymethyl)but-2-enoate
    • 2492-09-3

  • Applications

    Sarracine (CAS 2492-09-3) is primarily regarded as an odorant and/or a fragrance-chemical intermediate with potential uses across several industries, including perfumery/fragrance, cosmetics/personal care, household products, coatings/inks, and polymers/plastics. Specifically, it may be used as an aroma ingredient in fragrance chemistry and cosmetics, as an odorant additive in household products, as a fragrance additive for paints, coatings and inks, and as an aroma modifier or intermediate in polymer processing. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 86.2
    methanol 118.82
    isopropanol 72.8
    water 1.87
    ethyl acetate 90.67
    n-propanol 85.16
    acetone 124.15
    n-butanol 93.59
    acetonitrile 63.67
    DMF 124.66
    toluene 33.03
    isobutanol 69.44
    1,4-dioxane 127.63
    methyl acetate 73.62
    THF 172.19
    2-butanone 102.74
    n-pentanol 73.33
    sec-butanol 82.94
    n-hexane 1.37
    ethylene glycol 18.3
    NMP 135.22
    cyclohexane 3.82
    DMSO 149.61
    n-butyl acetate 48.0
    n-octanol 19.32
    chloroform 557.31
    n-propyl acetate 49.72
    acetic acid 305.65
    dichloromethane 424.35
    cyclohexanone 167.49
    propylene glycol 25.6
    isopropyl acetate 60.45
    DMAc 209.27
    2-ethoxyethanol 137.67
    isopentanol 86.0
    n-heptane 0.78
    ethyl formate 70.8
    1,2-dichloroethane 202.32
    n-hexanol 44.51
    2-methoxyethanol 169.59
    isobutyl acetate 35.07
    tetrachloromethane 44.28
    n-pentyl acetate 43.41
    transcutol 279.73
    n-heptanol 27.57
    ethylbenzene 17.07
    MIBK 60.01
    2-propoxyethanol 113.21
    tert-butanol 67.58
    MTBE 31.58
    2-butoxyethanol 85.44
    propionic acid 91.93
    o-xylene 24.49
    formic acid 166.33
    diethyl ether 42.95
    m-xylene 25.99
    p-xylene 24.28
    chlorobenzene 68.25
    dimethyl carbonate 42.85
    n-octane 0.65
    formamide 199.35
    cyclopentanone 146.5
    2-pentanone 92.87
    anisole 34.05
    cyclopentyl methyl ether 54.62
    gamma-butyrolactone 170.62
    1-methoxy-2-propanol 125.43
    pyridine 112.84
    3-pentanone 66.26
    furfural 183.79
    n-dodecane 0.75
    diethylene glycol 104.41
    diisopropyl ether 11.15
    tert-amyl alcohol 70.16
    acetylacetone 101.95
    n-hexadecane 0.87
    acetophenone 58.68
    methyl propionate 66.3
    isopentyl acetate 48.39
    trichloroethylene 476.38
    n-nonanol 21.14
    cyclohexanol 82.93
    benzyl alcohol 64.27
    2-ethylhexanol 20.78
    isooctanol 23.75
    dipropyl ether 11.92
    1,2-dichlorobenzene 71.84
    ethyl lactate 43.68
    propylene carbonate 101.78
    n-methylformamide 88.82
    2-pentanol 58.08
    n-pentane 1.8
    1-propoxy-2-propanol 63.71
    1-methoxy-2-propyl acetate 64.7
    2-(2-methoxypropoxy) propanol 70.29
    mesitylene 14.08
    ε-caprolactone 151.18
    p-cymene 10.81
    epichlorohydrin 226.65
    1,1,1-trichloroethane 145.35
    2-aminoethanol 50.02
    morpholine-4-carbaldehyde 156.19
    sulfolane 171.85
    2,2,4-trimethylpentane 2.09
    2-methyltetrahydrofuran 97.76
    n-hexyl acetate 49.63
    isooctane 1.2
    2-(2-butoxyethoxy)ethanol 98.71
    sec-butyl acetate 37.23
    tert-butyl acetate 51.82
    decalin 2.42
    glycerin 58.95
    diglyme 168.85
    acrylic acid 100.32
    isopropyl myristate 16.77
    n-butyric acid 159.71
    acetyl acetate 76.87
    di(2-ethylhexyl) phthalate 30.1
    ethyl propionate 42.74
    nitromethane 278.34
    1,2-diethoxyethane 51.36
    benzonitrile 66.1
    trioctyl phosphate 20.1
    1-bromopropane 70.31
    gamma-valerolactone 225.9
    n-decanol 14.52
    triethyl phosphate 24.67
    4-methyl-2-pentanol 34.61
    propionitrile 53.12
    vinylene carbonate 111.09
    1,1,2-trichlorotrifluoroethane 240.34
    DMS 49.75
    cumene 12.83
    2-octanol 16.45
    2-hexanone 54.71
    octyl acetate 24.34
    limonene 12.97
    1,2-dimethoxyethane 119.05
    ethyl orthosilicate 23.35
    tributyl phosphate 25.49
    diacetone alcohol 79.36
    N,N-dimethylaniline 25.94
    acrylonitrile 67.95
    aniline 62.58
    1,3-propanediol 100.97
    bromobenzene 61.73
    dibromomethane 232.14
    1,1,2,2-tetrachloroethane 329.11
    2-methyl-cyclohexyl acetate 37.0
    tetrabutyl urea 32.5
    diisobutyl methanol 12.76
    2-phenylethanol 56.79
    styrene 19.27
    dioctyl adipate 30.05
    dimethyl sulfate 74.52
    ethyl butyrate 31.95
    methyl lactate 57.69
    butyl lactate 49.04
    diethyl carbonate 26.1
    propanediol butyl ether 66.1
    triethyl orthoformate 27.22
    p-tert-butyltoluene 9.19
    methyl 4-tert-butylbenzoate 53.74
    morpholine 152.93
    tert-butylamine 26.49
    n-dodecanol 9.99
    dimethoxymethane 101.44
    ethylene carbonate 93.94
    cyrene 85.03
    2-ethoxyethyl acetate 73.72
    2-ethylhexyl acetate 36.04
    1,2,4-trichlorobenzene 91.05
    4-methylpyridine 100.67
    dibutyl ether 14.05
    2,6-dimethyl-4-heptanol 12.76
    DEF 89.1
    dimethyl isosorbide 98.13
    tetrachloroethylene 226.04
    eugenol 65.07
    triacetin 63.29
    span 80 55.42
    1,4-butanediol 49.07
    1,1-dichloroethane 175.95
    2-methyl-1-pentanol 71.44
    methyl formate 74.33
    2-methyl-1-butanol 83.06
    n-decane 1.22
    butyronitrile 64.02
    3,7-dimethyl-1-octanol 22.39
    1-chlorooctane 8.84
    1-chlorotetradecane 3.53
    n-nonane 0.93
    undecane 0.92
    tert-butylcyclohexane 1.67
    cyclooctane 1.33
    cyclopentanol 75.23
    tetrahydropyran 93.31
    tert-amyl methyl ether 30.95
    2,5,8-trioxanonane 109.06
    1-hexene 8.15
    2-isopropoxyethanol 86.67
    2,2,2-trifluoroethanol 156.29
    methyl butyrate 62.08

    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