Acevaltrate

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  • Identifiers

    CAS number
    25161-41-5

    Molecular formula
    C24H32O10

    SMILES
    CC(C)CC(=O)O[C@H]1[C@H]2C(=C[C@@H]([C@]23CO3)OC(=O)CC(C)(C)OC(=O)C)C(=CO1)COC(=O)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 51.83%
    Fruity 32.39%
    Herbal 27.77%
    Mint 21.98%
    Fresh 19.97%
    Winey 19.24%
    Cooling 19.07%
    Floral 18.48%
    Sweet 17.66%
    Grape 17.47%

     

    Flavor
    Bitter 82.08%
    Fruity 34.34%
    Odorless 26.56%
    Mild 25.91%
    Bland 23.73%
    Sweet-like 20.2%
    Cedarleaf 20.02%
    Old wood 20.01%
    Heather 19.88%
    Broom 19.8%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    5.85 (weak acid)

    Molecular weight
    480.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    440°C

    Flash point

    • 157.07 ˚C est.

  • Synonyms

    • Acevaltrate
    • 25161-41-5
    • Acevaltratum
    • Acevaltrato
    • S9MFK45GY9
    • [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetyloxy-3-methylbutanoate
    • DTXSID30179834
    • ((1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro(6,7a-dihydro-1H-cyclopenta(c)pyran-7,2'-oxirane)-6-yl) 3-acetyloxy-3-methylbutanoate
    • RefChem:109213
    • GlyTouCan:G38217ZV
    • DTXCID90102325
    • G38217ZV
    • 246-685-1
    • (4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro(6,7a-dihydro-1H-cyclopenta(c)pyran-7,2'-oxirane)-6-yl) 3-acetyloxy-3-methylbutanoate
    • 4-((acetyloxy)methyl)-7-((3-methylbutanoyl)oxy)-7,7a-dihydro-2H-spiro(cyclopenta(c)pyran-1,2'-oxirane)-2-yl 3-(acetyloxy)-3-methylbutanoate
    • Acetoxyvaltrate
    • Acevaltrate [INN]
    • Acetovaltrate
    • (Acetyloxy)valepotriate
    • Butanoic acid, 3-(acetyloxy)-3-methyl-, (1S,2'R,6S,7aS)-4-[(acetyloxy)methyl]-6,7a-dihydro-1-(3-methyl-1-oxobutoxy)spiro[cyclopenta[c]pyran-7(1H),2'-oxiran]-6-yl ester
    • Acevaltrat
    • MFCD01741123
    • (1S,6S,7R,7aS)-4-(Acetoxymethyl)-1-((3-methylbutanoyl)oxy)-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxiran]-6-yl 3-acetoxy-3-methylbutanoate
    • 1,7a-Dihydro-1,6-dihydroxyspiro(cyclopenta(c)pyran-7(6H), 2'-oxirane)-4-methanol 4-acetate 1(or 6)-isovalerate 6(or 1)-(3-hydroxy-3-methylbutyrate, acetate)
    • Acevaltrat [German]
    • Acevaltratum [INN-Latin]
    • Acevaltrato [INN-Spanish]
    • EINECS 246-685-1
    • C24H32O10
    • UNII-S9MFK45GY9
    • BUTANOIC ACID, 3-(ACETYLOXY)-3-METHYL-, (1S,2'R,6S,7AS)-4-((ACETYLOXY)METHYL)-6,7A-DIHYDRO-1-(3-METHYL-1-OXOBUTOXY)SPIRO(CYCLOPENTA(C)PYRAN-7(1H),2'-OXIRAN)-6-YL ESTER
    • ACEVALTRATE [MART.]
    • 1,7a-Dihydro-1,6-dihydroxyspiro(cyclopenta(c)pyran-7(6H),2-oxirane)-4-methanol 4-acetate 1(or 6)-isovalerate 6(or 1)-(3-hydroxy-3-methylbutyrate acetate
    • 4-Acetoxymethyl-1,6,7,7a-tetrahydrocyclopenta(c)pyran-7-spiro-2'-oxiran-1,8-diyl 6-(beta-acetoxyisovalerat) 1-isovalerat oder 1-(beta-acetoxyisovalerat) 6-isovalerat
    • CHEMBL563350
    • orb1297691
    • SCHEMBL2110695
    • CHEBI:80704
    • FWKBQAVMKVZEOT-STCFVSJZSA-N
    • GLXC-19349
    • HY-N2070
    • AKOS015896737
    • EBC-615900
    • FA74087
    • (1S,6S,7R,7aS)-4-[(acetyloxy)methyl]-1-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxiran]-6-yl 3-(acetyloxy)-3-methylbutanoate
    • Butanoic acid, 3-(acetyloxy)-3-methyl-, 4-((acetyloxy)methyl)-6,7a-dihydro-1-(3-methyl-1-oxobutoxy)spiro(cyclopenta(c)pyran-7(1H),2'-oxiran)-6-yl ester, (1S-(1-alpha,6-alpha,7-beta,7a-alpha))-
    • DA-70514
    • MS-28938
    • CS-0018575
    • NS00027821
    • Q15633961
    • (1S,2'R,6S,7aS)-4-[(Acetyloxy)methyl]-1-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxiran]-6-yl 3-(acetyloxy)-3-methylbutanoate
    • [(1S,6S,7R,7aS)-4-(acetoxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetoxy-3-methyl-butanoate
    • 25161-41-5

  • Applications

    Acevaltrate (CAS 25161-41-5) is a natural product of interest mainly in chemical and pharmaceutical research. In practice it is commonly used as an intermediate or scaffold for the synthesis of related compounds and as a tool compound in medicinal chemistry. It may serve as a reference standard or analytical material in laboratories, and it is often evaluated for potential biological activity in pharmaceutical and agricultural R&D. Depending on the regulatory context and formulation, it may also be explored for process development and as a starting point for the synthetic modification of valtrate-type frameworks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 149.14
    methanol 239.51
    isopropanol 48.58
    water 0.5
    ethyl acetate 177.28
    n-propanol 91.19
    acetone 416.41
    n-butanol 51.38
    acetonitrile 253.0
    DMF 934.8
    toluene 14.22
    isobutanol 43.52
    1,4-dioxane 131.26
    methyl acetate 260.1
    THF 295.43
    2-butanone 253.76
    n-pentanol 34.68
    sec-butanol 42.55
    n-hexane 0.53
    ethylene glycol 56.48
    NMP 1176.2
    cyclohexane 0.59
    DMSO 711.0
    n-butyl acetate 44.82
    n-octanol 10.88
    chloroform 431.57
    n-propyl acetate 89.04
    acetic acid 950.88
    dichloromethane 419.69
    cyclohexanone 216.42
    propylene glycol 84.0
    isopropyl acetate 61.26
    DMAc 1097.65
    2-ethoxyethanol 188.29
    isopentanol 29.08
    n-heptane 0.27
    ethyl formate 175.77
    1,2-dichloroethane 187.28
    n-hexanol 11.81
    2-methoxyethanol 366.52
    isobutyl acetate 41.89
    tetrachloromethane 17.12
    n-pentyl acetate 32.7
    transcutol 269.29
    n-heptanol 8.98
    ethylbenzene 6.63
    MIBK 46.39
    2-propoxyethanol 154.5
    tert-butanol 27.3
    MTBE 19.76
    2-butoxyethanol 67.76
    propionic acid 247.8
    o-xylene 8.4
    formic acid 554.92
    diethyl ether 34.01
    m-xylene 6.86
    p-xylene 9.93
    chlorobenzene 46.03
    dimethyl carbonate 178.57
    n-octane 0.16
    formamide 585.92
    cyclopentanone 411.68
    2-pentanone 140.08
    anisole 46.5
    cyclopentyl methyl ether 52.81
    gamma-butyrolactone 723.81
    1-methoxy-2-propanol 202.52
    pyridine 214.73
    3-pentanone 108.89
    furfural 473.96
    n-dodecane 0.22
    diethylene glycol 138.0
    diisopropyl ether 3.84
    tert-amyl alcohol 28.55
    acetylacetone 251.35
    n-hexadecane 0.25
    acetophenone 93.08
    methyl propionate 233.3
    isopentyl acetate 36.36
    trichloroethylene 620.47
    n-nonanol 11.39
    cyclohexanol 24.52
    benzyl alcohol 68.08
    2-ethylhexanol 7.0
    isooctanol 7.35
    dipropyl ether 13.06
    1,2-dichlorobenzene 50.72
    ethyl lactate 78.92
    propylene carbonate 253.67
    n-methylformamide 565.78
    2-pentanol 17.37
    n-pentane 0.6
    1-propoxy-2-propanol 73.46
    1-methoxy-2-propyl acetate 93.82
    2-(2-methoxypropoxy) propanol 92.89
    mesitylene 2.8
    ε-caprolactone 251.19
    p-cymene 3.31
    epichlorohydrin 635.28
    1,1,1-trichloroethane 111.25
    2-aminoethanol 110.82
    morpholine-4-carbaldehyde 625.41
    sulfolane 669.09
    2,2,4-trimethylpentane 0.39
    2-methyltetrahydrofuran 115.32
    n-hexyl acetate 47.22
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 101.49
    sec-butyl acetate 39.75
    tert-butyl acetate 40.96
    decalin 0.5
    glycerin 149.87
    diglyme 184.15
    acrylic acid 339.01
    isopropyl myristate 12.79
    n-butyric acid 202.64
    acetyl acetate 141.88
    di(2-ethylhexyl) phthalate 30.7
    ethyl propionate 86.52
    nitromethane 1756.12
    1,2-diethoxyethane 45.54
    benzonitrile 76.69
    trioctyl phosphate 16.16
    1-bromopropane 46.11
    gamma-valerolactone 789.49
    n-decanol 7.55
    triethyl phosphate 27.47
    4-methyl-2-pentanol 8.28
    propionitrile 112.96
    vinylene carbonate 302.94
    1,1,2-trichlorotrifluoroethane 532.16
    DMS 84.43
    cumene 4.28
    2-octanol 4.83
    2-hexanone 73.66
    octyl acetate 22.96
    limonene 4.28
    1,2-dimethoxyethane 199.75
    ethyl orthosilicate 20.36
    tributyl phosphate 24.04
    diacetone alcohol 83.91
    N,N-dimethylaniline 29.25
    acrylonitrile 250.4
    aniline 47.7
    1,3-propanediol 115.36
    bromobenzene 36.43
    dibromomethane 156.37
    1,1,2,2-tetrachloroethane 320.34
    2-methyl-cyclohexyl acetate 35.72
    tetrabutyl urea 37.49
    diisobutyl methanol 3.36
    2-phenylethanol 38.88
    styrene 9.89
    dioctyl adipate 35.93
    dimethyl sulfate 338.12
    ethyl butyrate 43.25
    methyl lactate 179.26
    butyl lactate 49.0
    diethyl carbonate 33.99
    propanediol butyl ether 70.14
    triethyl orthoformate 29.31
    p-tert-butyltoluene 2.75
    methyl 4-tert-butylbenzoate 60.98
    morpholine 223.05
    tert-butylamine 8.43
    n-dodecanol 4.9
    dimethoxymethane 300.56
    ethylene carbonate 190.1
    cyrene 155.75
    2-ethoxyethyl acetate 81.3
    2-ethylhexyl acetate 26.34
    1,2,4-trichlorobenzene 88.94
    4-methylpyridine 159.13
    dibutyl ether 10.56
    2,6-dimethyl-4-heptanol 3.36
    DEF 221.15
    dimethyl isosorbide 142.24
    tetrachloroethylene 155.38
    eugenol 68.78
    triacetin 117.76
    span 80 62.51
    1,4-butanediol 49.4
    1,1-dichloroethane 146.41
    2-methyl-1-pentanol 24.65
    methyl formate 410.49
    2-methyl-1-butanol 35.64
    n-decane 0.4
    butyronitrile 74.49
    3,7-dimethyl-1-octanol 10.01
    1-chlorooctane 4.05
    1-chlorotetradecane 1.46
    n-nonane 0.31
    undecane 0.29
    tert-butylcyclohexane 0.39
    cyclooctane 0.19
    cyclopentanol 52.84
    tetrahydropyran 63.51
    tert-amyl methyl ether 19.93
    2,5,8-trioxanonane 126.26
    1-hexene 4.19
    2-isopropoxyethanol 94.83
    2,2,2-trifluoroethanol 286.32
    methyl butyrate 114.31

    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