Squamocin

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  • Identifiers

    CAS number
    120298-30-8

    Molecular formula
    C37H66O7

    SMILES
    CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCCCCCCCCCC3=C[C@@H](OC3=O)C)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Oily 38.41%
    Fruity 33.78%
    Lactonic 33.25%
    Peach 31.71%
    Odorless 30.48%
    Fresh 30.43%
    Sweet 29.05%
    Waxy 27.96%
    Fatty 27.81%
    Milky 26.62%

     

    Flavor
    Fatty 32.41%
    Mild 26.74%
    Bland 26.59%
    Waxy 25.96%
    Oily 25.27%
    Odorless 24.63%
    Herbal 24.01%
    Cedarleaf 21.15%
    Floral 20.9%
    Slightly waxy 20.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    9.5

    pKa est.
    7.64 (neutral)

    Molecular weight
    622.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1676°C

    Flash point

    • 241.37 ˚C est.

  • Synonyms

    • Squamocin
    • 120298-30-8
    • DTXSID80152793
    • (2S)-4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one
    • 2(5H)-Furanone, 3-(13-(5'-(1,5-dimethylundecyl)octahydro(2,2'-bifuran)-5-yl)-13-hydroxytridecyl)-5-methyl-
    • (2S)-4-((13R)-13-((2R,5R)-5-((2R,5R)-5-((1S,5S)-1,5-dihydroxyundecyl)oxolan-2-yl)oxolan-2-yl)-13-hydroxytridecyl)-2-methyl-2H-furan-5-one
    • RefChem:185162
    • DTXCID5075284
    • 4-((13R)-13-((2R,5S)-5-((2R)-5-((1S,5S)-1,5-dihydroxyundecyl)oxolan-2-yl)oxolan-2-yl)-13-hydroxytridecyl)-2-methyl-2H-furan-5-one
    • Annonin I
    • CHEMBL41177
    • (+)-Squamocin
    • Squamocin A
    • 4-[13-hydroxy-13-[5-[5-(6-methyldodecan-2-yl)oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
    • CHEBI:9246
    • SCHEMBL2702440
    • BDBM50087503
    • C08545
    • Q27108334
    • (5S)-3-[(13R)-13-{(2R,2'R,5R,5'R)-5'-[(1S,5S)-1,5-Dihydroxyundecyl][2,2'-bioxolan]-5-yl}-13-hydroxytridecyl]-5-methylfuran-2(5H)-one
    • 3-{13-[5''-(1,5-Dihydroxy-undecyl)-octahydro-[2,2'']bifuranyl-5-yl]-13-hydroxy-tridecyl}-5-methyl-5H-furan-2-one
    • 3-{13-[5''-(1,5-Dihydroxy-undecyl)-octahydro-[2,2'']bifuranyl-5-yl]-13-hydroxy-tridecyl}-5-methyl-5H-furan-2-one(Squamocin)
    • 120298-30-8

  • Applications

    Squamocin (CAS 120298-30-8) is studied as a member of annonaceous acetogenins and is primarily analyzed in research and development contexts. In agriculture, it is investigated as a natural lead with insecticidal and antifeedant properties suitable for potential development as a bioinsecticide or pest-management agent. In pharmaceutical and biochemical research, it is examined for cytotoxic activity against various cell lines and as a tool to study mitochondrial complex I inhibition and cellular energy metabolism. In natural product chemistry and synthesis, squamocin serves as a reference compound or starting point for the design and isolation of related acetogenins. It may be evaluated as a laboratory reagent or synthesis intermediate within the acetogenin family. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.4
    methanol 18.23
    isopropanol 6.55
    water 0.22
    ethyl acetate 38.75
    n-propanol 15.69
    acetone 30.65
    n-butanol 16.1
    acetonitrile 9.36
    DMF 55.87
    toluene 18.05
    isobutanol 10.61
    1,4-dioxane 54.94
    methyl acetate 28.57
    THF 143.01
    2-butanone 43.53
    n-pentanol 13.99
    sec-butanol 12.16
    n-hexane 1.17
    ethylene glycol 2.3
    NMP 228.74
    cyclohexane 2.53
    DMSO 64.37
    n-butyl acetate 27.8
    n-octanol 18.98
    chloroform 132.02
    n-propyl acetate 28.66
    acetic acid 52.95
    dichloromethane 125.57
    cyclohexanone 114.94
    propylene glycol 5.34
    isopropyl acetate 29.94
    DMAc 156.93
    2-ethoxyethanol 44.12
    isopentanol 13.84
    n-heptane 1.48
    ethyl formate 26.59
    1,2-dichloroethane 54.33
    n-hexanol 11.72
    2-methoxyethanol 50.85
    isobutyl acetate 18.78
    tetrachloromethane 18.34
    n-pentyl acetate 64.91
    transcutol 181.22
    n-heptanol 19.13
    ethylbenzene 11.22
    MIBK 27.91
    2-propoxyethanol 49.2
    tert-butanol 7.55
    MTBE 15.34
    2-butoxyethanol 66.25
    propionic acid 31.36
    o-xylene 15.35
    formic acid 24.9
    diethyl ether 16.29
    m-xylene 13.17
    p-xylene 11.69
    chlorobenzene 31.52
    dimethyl carbonate 27.65
    n-octane 0.96
    formamide 29.83
    cyclopentanone 135.28
    2-pentanone 40.36
    anisole 25.2
    cyclopentyl methyl ether 61.29
    gamma-butyrolactone 173.62
    1-methoxy-2-propanol 45.21
    pyridine 61.63
    3-pentanone 38.3
    furfural 124.18
    n-dodecane 0.78
    diethylene glycol 21.19
    diisopropyl ether 6.04
    tert-amyl alcohol 14.12
    acetylacetone 61.08
    n-hexadecane 0.94
    acetophenone 41.39
    methyl propionate 42.66
    isopentyl acetate 29.88
    trichloroethylene 142.62
    n-nonanol 20.54
    cyclohexanol 24.82
    benzyl alcohol 24.87
    2-ethylhexanol 10.84
    isooctanol 16.36
    dipropyl ether 15.52
    1,2-dichlorobenzene 39.77
    ethyl lactate 25.89
    propylene carbonate 88.2
    n-methylformamide 32.99
    2-pentanol 10.67
    n-pentane 1.11
    1-propoxy-2-propanol 39.54
    1-methoxy-2-propyl acetate 53.95
    2-(2-methoxypropoxy) propanol 53.45
    mesitylene 7.17
    ε-caprolactone 155.61
    p-cymene 8.3
    epichlorohydrin 151.99
    1,1,1-trichloroethane 47.53
    2-aminoethanol 9.01
    morpholine-4-carbaldehyde 144.73
    sulfolane 245.97
    2,2,4-trimethylpentane 1.45
    2-methyltetrahydrofuran 82.52
    n-hexyl acetate 61.64
    isooctane 0.68
    2-(2-butoxyethoxy)ethanol 75.93
    sec-butyl acetate 23.67
    tert-butyl acetate 36.5
    decalin 2.43
    glycerin 14.02
    diglyme 145.77
    acrylic acid 30.94
    isopropyl myristate 16.36
    n-butyric acid 58.17
    acetyl acetate 34.57
    di(2-ethylhexyl) phthalate 22.31
    ethyl propionate 30.56
    nitromethane 80.05
    1,2-diethoxyethane 43.91
    benzonitrile 22.62
    trioctyl phosphate 16.55
    1-bromopropane 23.3
    gamma-valerolactone 250.57
    n-decanol 11.4
    triethyl phosphate 22.54
    4-methyl-2-pentanol 7.6
    propionitrile 10.88
    vinylene carbonate 81.24
    1,1,2-trichlorotrifluoroethane 144.78
    DMS 36.75
    cumene 7.95
    2-octanol 13.22
    2-hexanone 29.74
    octyl acetate 26.28
    limonene 12.7
    1,2-dimethoxyethane 55.61
    ethyl orthosilicate 22.45
    tributyl phosphate 19.07
    diacetone alcohol 45.0
    N,N-dimethylaniline 21.04
    acrylonitrile 16.11
    aniline 23.09
    1,3-propanediol 16.19
    bromobenzene 33.54
    dibromomethane 61.98
    1,1,2,2-tetrachloroethane 119.57
    2-methyl-cyclohexyl acetate 32.8
    tetrabutyl urea 27.61
    diisobutyl methanol 6.35
    2-phenylethanol 22.65
    styrene 11.26
    dioctyl adipate 32.44
    dimethyl sulfate 71.64
    ethyl butyrate 28.6
    methyl lactate 37.01
    butyl lactate 54.65
    diethyl carbonate 17.89
    propanediol butyl ether 46.58
    triethyl orthoformate 30.83
    p-tert-butyltoluene 7.52
    methyl 4-tert-butylbenzoate 68.94
    morpholine 83.7
    tert-butylamine 4.14
    n-dodecanol 6.71
    dimethoxymethane 51.67
    ethylene carbonate 69.6
    cyrene 69.47
    2-ethoxyethyl acetate 93.46
    2-ethylhexyl acetate 26.43
    1,2,4-trichlorobenzene 54.31
    4-methylpyridine 49.0
    dibutyl ether 20.24
    2,6-dimethyl-4-heptanol 6.35
    DEF 65.96
    dimethyl isosorbide 101.18
    tetrachloroethylene 78.5
    eugenol 54.93
    triacetin 88.08
    span 80 52.56
    1,4-butanediol 7.53
    1,1-dichloroethane 37.06
    2-methyl-1-pentanol 14.86
    methyl formate 25.52
    2-methyl-1-butanol 16.73
    n-decane 1.99
    butyronitrile 12.38
    3,7-dimethyl-1-octanol 14.74
    1-chlorooctane 12.2
    1-chlorotetradecane 3.16
    n-nonane 1.58
    undecane 1.16
    tert-butylcyclohexane 1.6
    cyclooctane 1.46
    cyclopentanol 29.18
    tetrahydropyran 57.32
    tert-amyl methyl ether 22.42
    2,5,8-trioxanonane 83.39
    1-hexene 4.82
    2-isopropoxyethanol 31.26
    2,2,2-trifluoroethanol 35.99
    methyl butyrate 40.17

    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