Valtrate

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  • Identifiers

    CAS number
    18296-44-1

    Molecular formula
    C22H30O8

    SMILES
    CC(C)CC(=O)O[C@H]1C=C2[C@@H]([C@@]13CO3)[C@@H](OC=C2COC(=O)C)OC(=O)CC(C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 43.0%
    Fruity 38.11%
    Herbal 32.97%
    Mint 23.89%
    Sweet 21.73%
    Cooling 21.16%
    Winey 19.57%
    Oily 18.86%
    Lactonic 18.29%
    Fresh 16.62%

     

    Flavor
    Bitter 82.53%
    Bland 26.31%
    Odorless 25.14%
    Fruity 20.61%
    Sweet-like 20.46%
    Cedarleaf 20.32%
    Mild 20.05%
    Parsley 19.68%
    Heather 19.4%
    Broom 19.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    6.14 (neutral)

    Molecular weight
    422.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    419°C

    Flash point

    • 152.8 ˚C est.

  • Synonyms

    • Valtrate
    • 18296-44-1
    • Valtratum
    • Halazuchrome B
    • L3JQ035X9B
    • DTXSID501031053
    • [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate
    • ((1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro(6,7a-dihydro-1H-cyclopenta(c)pyran-7,2'-oxirane)-6-yl) 3-methylbutanoate
    • RefChem:52418
    • GlyTouCan:G86248XE
    • DTXCID301516093
    • G86248XE
    • 242-174-2
    • Valepotriate
    • Valtrato
    • Valtrate [INN]
    • Baldrisedon
    • MFCD00868024
    • Valtrats
    • Butanoic acid, 3-methyl-, 1,1'-[(1S,2'R,6S,7aS)-4-[(acetyloxy)methyl]-6,7a-dihydrospiro[cyclopenta[c]pyran-7(1H),2'-oxirane]-1,6-diyl] ester
    • Valtrats [German]
    • [(1S,6S,7R,7aS)-4-(acetoxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate
    • Valtratum [INN-Latin]
    • Valtrato [INN-Spanish]
    • UNII-L3JQ035X9B
    • CCRIS 5795
    • EINECS 242-174-2
    • Valepotriate (Standard)
    • VALTRATE [MART.]
    • VALTRATE [WHO-DD]
    • CHEBI:9928
    • CHEMBL402061
    • MEGxp0_000900
    • orb1302291
    • SCHEMBL1073699
    • ACon0_000478
    • HY-N0718R
    • GLXC-05748
    • 1,7a-Dihydro-1,6-dihydroxyspiro(cyclopenta(c)pyran-7-(6H),2'-oxirane)-4-methanol 4-acetate 1,6-diisovalerate
    • HY-N0718
    • AKOS015896850
    • EBC-618447
    • FV72009
    • LMPR0102070015
    • (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-methylbutanoate
    • (7S)-4-Acetoxymethyl-1,6,7,7a-tetrahydro-1alpha,6alpha-bis(isovaleroyl)cyclopent(c)pyran-7-spiro-2-oxiran
    • 3a,4-Dihydro-3,4-dihydroxyspiro(benzofuran-2(3H),2'-oxirane)-6-methanol 6-acetate 3,4-diisovalerate
    • 4-Acetoxymethyl-1,6,7,7a-tetrahydro-1,6-bis(isovaleryloxy)cyclopenta(c)pyran-7-spiro-2'-oxiran
    • AC-34887
    • DA-68523
    • MS-27416
    • CS-0009735
    • NS00051977
    • C09801
    • 296V441
    • Q27108520
    • (1S,6S,7R,7aS)-4-(Acetoxymethyl)-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1,6-diyl bis(3-methylbutanoate)
    • (1S,6S,7R,7aS)-4-[(Acetyloxy)methyl]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1,6-diyl bis(3-methylbutanoate)
    • Butanoic acid, 3-methyl-, 4-((acetyloxy)methyl)-6,7a-dihydrospiro(cyclopenta(c)pyran-7(1H),2'-oxirane)-1,6-diyl ester, (1S-(1-alpha,6-alpha,7-beta,7a-alpha))-
    • BUTANOIC ACID, 3-METHYL-, 4-((ACETYLOXY)METHYL)-6,7A-DIHYDROSPIRO(CYCLOPENTA-(C)PYRAN-7(1H),2'-OXIRANE)-1,6-DIYL ESTER, (1S-(1-.ALPHA.,6-.ALPHA,,7- .BETA.,7A-.ALPHA.))-
    • 18296-44-1

  • Applications

    Valtrate (CAS 18296-44-1) is a valerian-derived lactone primarily encountered in research settings rather than as a commercial product. Typical applications include serving as an intermediate/building block in organic synthesis for pharmaceutical and agrochemical research, acting as a reference standard for analytical characterization of valerian-related natural products, and being studied as a scaffold in medicinal chemistry and natural products research focused on valerian constituents; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 141.34
    methanol 158.06
    isopropanol 84.33
    water 0.28
    ethyl acetate 130.02
    n-propanol 100.46
    acetone 281.96
    n-butanol 77.76
    acetonitrile 164.47
    DMF 378.87
    toluene 23.33
    isobutanol 66.69
    1,4-dioxane 138.08
    methyl acetate 172.81
    THF 291.68
    2-butanone 207.78
    n-pentanol 68.62
    sec-butanol 84.05
    n-hexane 1.09
    ethylene glycol 37.72
    NMP 488.06
    cyclohexane 1.53
    DMSO 384.73
    n-butyl acetate 68.9
    n-octanol 22.4
    chloroform 454.88
    n-propyl acetate 88.25
    acetic acid 623.92
    dichloromethane 368.54
    cyclohexanone 224.94
    propylene glycol 71.48
    isopropyl acetate 70.72
    DMAc 523.86
    2-ethoxyethanol 181.81
    isopentanol 62.01
    n-heptane 0.61
    ethyl formate 106.87
    1,2-dichloroethane 176.88
    n-hexanol 34.24
    2-methoxyethanol 264.87
    isobutyl acetate 60.12
    tetrachloromethane 23.98
    n-pentyl acetate 55.02
    transcutol 363.25
    n-heptanol 23.17
    ethylbenzene 13.25
    MIBK 69.28
    2-propoxyethanol 172.67
    tert-butanol 62.07
    MTBE 37.97
    2-butoxyethanol 100.49
    propionic acid 199.25
    o-xylene 13.89
    formic acid 266.21
    diethyl ether 45.53
    m-xylene 12.32
    p-xylene 21.97
    chlorobenzene 64.14
    dimethyl carbonate 88.41
    n-octane 0.44
    formamide 280.19
    cyclopentanone 308.27
    2-pentanone 138.21
    anisole 47.3
    cyclopentyl methyl ether 61.63
    gamma-butyrolactone 380.8
    1-methoxy-2-propanol 199.38
    pyridine 175.95
    3-pentanone 100.29
    furfural 258.81
    n-dodecane 0.64
    diethylene glycol 137.62
    diisopropyl ether 8.29
    tert-amyl alcohol 62.54
    acetylacetone 180.36
    n-hexadecane 0.72
    acetophenone 85.41
    methyl propionate 141.34
    isopentyl acetate 62.68
    trichloroethylene 509.16
    n-nonanol 22.51
    cyclohexanol 54.35
    benzyl alcohol 74.33
    2-ethylhexanol 17.95
    isooctanol 19.38
    dipropyl ether 18.72
    1,2-dichlorobenzene 62.67
    ethyl lactate 77.72
    propylene carbonate 183.71
    n-methylformamide 243.57
    2-pentanol 42.06
    n-pentane 1.17
    1-propoxy-2-propanol 97.44
    1-methoxy-2-propyl acetate 98.39
    2-(2-methoxypropoxy) propanol 110.9
    mesitylene 6.04
    ε-caprolactone 219.11
    p-cymene 7.96
    epichlorohydrin 392.32
    1,1,1-trichloroethane 143.2
    2-aminoethanol 82.32
    morpholine-4-carbaldehyde 318.25
    sulfolane 405.61
    2,2,4-trimethylpentane 1.04
    2-methyltetrahydrofuran 144.95
    n-hexyl acetate 74.89
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 132.95
    sec-butyl acetate 54.03
    tert-butyl acetate 57.96
    decalin 1.43
    glycerin 117.22
    diglyme 213.31
    acrylic acid 219.87
    isopropyl myristate 23.97
    n-butyric acid 200.89
    acetyl acetate 99.73
    di(2-ethylhexyl) phthalate 44.44
    ethyl propionate 70.79
    nitromethane 689.9
    1,2-diethoxyethane 72.47
    benzonitrile 81.54
    trioctyl phosphate 27.37
    1-bromopropane 65.34
    gamma-valerolactone 440.06
    n-decanol 15.39
    triethyl phosphate 34.27
    4-methyl-2-pentanol 23.0
    propionitrile 102.0
    vinylene carbonate 179.0
    1,1,2-trichlorotrifluoroethane 361.46
    DMS 87.58
    cumene 9.64
    2-octanol 14.14
    2-hexanone 96.98
    octyl acetate 38.24
    limonene 10.11
    1,2-dimethoxyethane 178.28
    ethyl orthosilicate 29.15
    tributyl phosphate 37.3
    diacetone alcohol 111.82
    N,N-dimethylaniline 35.13
    acrylonitrile 152.95
    aniline 58.69
    1,3-propanediol 119.19
    bromobenzene 53.44
    dibromomethane 186.55
    1,1,2,2-tetrachloroethane 310.41
    2-methyl-cyclohexyl acetate 50.08
    tetrabutyl urea 50.9
    diisobutyl methanol 9.77
    2-phenylethanol 62.12
    styrene 17.8
    dioctyl adipate 48.81
    dimethyl sulfate 158.55
    ethyl butyrate 50.18
    methyl lactate 115.13
    butyl lactate 70.6
    diethyl carbonate 39.86
    propanediol butyl ether 102.1
    triethyl orthoformate 36.85
    p-tert-butyltoluene 6.56
    methyl 4-tert-butylbenzoate 69.9
    morpholine 208.85
    tert-butylamine 21.73
    n-dodecanol 10.57
    dimethoxymethane 182.45
    ethylene carbonate 138.01
    cyrene 140.49
    2-ethoxyethyl acetate 101.65
    2-ethylhexyl acetate 46.04
    1,2,4-trichlorobenzene 100.58
    4-methylpyridine 144.75
    dibutyl ether 19.27
    2,6-dimethyl-4-heptanol 9.77
    DEF 147.96
    dimethyl isosorbide 155.65
    tetrachloroethylene 159.67
    eugenol 79.42
    triacetin 114.84
    span 80 83.68
    1,4-butanediol 64.12
    1,1-dichloroethane 175.18
    2-methyl-1-pentanol 58.0
    methyl formate 171.48
    2-methyl-1-butanol 65.39
    n-decane 0.99
    butyronitrile 89.15
    3,7-dimethyl-1-octanol 24.11
    1-chlorooctane 8.36
    1-chlorotetradecane 3.56
    n-nonane 0.75
    undecane 0.77
    tert-butylcyclohexane 1.1
    cyclooctane 0.46
    cyclopentanol 88.11
    tetrahydropyran 94.03
    tert-amyl methyl ether 33.47
    2,5,8-trioxanonane 144.97
    1-hexene 8.34
    2-isopropoxyethanol 124.07
    2,2,2-trifluoroethanol 201.66
    methyl butyrate 99.47

    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