trans-4-Hydroxymellein

Overview IFRA Request a quote

  • Identifiers

    CAS number
    70287-70-6

    Molecular formula
    C10H10O4

    SMILES
    C[C@@H]1[C@H](C2=C(C(=CC=C2)O)C(=O)O1)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.09%
    Phenolic 48.64%
    Sweet 47.31%
    Vanilla 44.1%
    Creamy 30.85%
    Coconut 29.07%
    Spicy 28.9%
    Burnt 28.62%
    Caramellic 26.92%
    Coumarinic 26.83%

     

    Flavor
    Bitter 77.76%
    Odorless 22.83%
    Sweet-like 21.91%
    Fenugreek 20.9%
    Bland 20.77%
    Extremely sweet 20.64%
    Seedy 20.62%
    Cotton candy 20.62%
    Lovage 20.59%
    Parsley 20.48%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    7.79 (neutral)

    Molecular weight
    194.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    418°C

    Flash point

    • 173.88 ˚C est.

  • Synonyms

    • trans-4-Hydroxymellein
    • (3R,4S)-4-Hydroxymellein
    • 4-Hydroxymellein, trans-
    • MS07A53A6J
    • 70287-70-6
    • UNII-MS07A53A6J
    • 1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3R,4S)-
    • 1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3R-trans)-
    • (3R,4S)-hydroxymellein
    • CHEMBL499001
    • STSOHAOGZMLWFR-MLUIRONXSA-
    • DTXSID60437474
    • (3R,4S)-4,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
    • Q27284207
    • InChI=1/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1
    • 70287-70-6

  • Applications

    trans-4-Hydroxymellein (CAS 70287-70-6) is viewed as an integral synthetic intermediate and isocoumarin scaffold for the preparation of derivatives used in pharmaceutical and agricultural research; it may also serve as an analytical standard and reference material for plant metabolites and natural products. The isocoumarin core makes it a permissible starting point for fragrance-related compound development, and derivatives of this scaffold are actively explored for biological activity, so trans-4-Hydroxymellein could function as a lead framework for agrochemical or pharmaceutical development, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.25
    methanol 45.57
    isopropanol 19.7
    water 0.95
    ethyl acetate 19.34
    n-propanol 17.49
    acetone 69.29
    n-butanol 17.8
    acetonitrile 29.85
    DMF 307.79
    toluene 6.2
    isobutanol 12.13
    1,4-dioxane 67.03
    methyl acetate 28.41
    THF 102.0
    2-butanone 34.62
    n-pentanol 18.08
    sec-butanol 12.05
    n-hexane 0.31
    ethylene glycol 32.75
    NMP 118.75
    cyclohexane 0.62
    DMSO 454.86
    n-butyl acetate 16.65
    n-octanol 15.01
    chloroform 16.09
    n-propyl acetate 16.97
    acetic acid 21.27
    dichloromethane 32.61
    cyclohexanone 52.35
    propylene glycol 12.61
    isopropyl acetate 13.98
    DMAc 160.58
    2-ethoxyethanol 59.88
    isopentanol 17.42
    n-heptane 1.03
    ethyl formate 31.96
    1,2-dichloroethane 31.22
    n-hexanol 19.75
    2-methoxyethanol 111.02
    isobutyl acetate 9.23
    tetrachloromethane 2.85
    n-pentyl acetate 14.61
    transcutol 56.61
    n-heptanol 14.94
    ethylbenzene 6.0
    MIBK 20.46
    2-propoxyethanol 59.62
    tert-butanol 30.07
    MTBE 9.3
    2-butoxyethanol 32.48
    propionic acid 13.77
    o-xylene 8.56
    formic acid 30.37
    diethyl ether 8.68
    m-xylene 9.04
    p-xylene 8.4
    chlorobenzene 11.94
    dimethyl carbonate 26.07
    n-octane 0.79
    formamide 73.84
    cyclopentanone 78.96
    2-pentanone 31.09
    anisole 19.43
    cyclopentyl methyl ether 21.23
    gamma-butyrolactone 82.87
    1-methoxy-2-propanol 63.98
    pyridine 30.21
    3-pentanone 20.46
    furfural 79.73
    n-dodecane 1.27
    diethylene glycol 86.01
    diisopropyl ether 3.5
    tert-amyl alcohol 15.93
    acetylacetone 53.36
    n-hexadecane 1.46
    acetophenone 27.66
    methyl propionate 26.82
    isopentyl acetate 15.03
    trichloroethylene 44.43
    n-nonanol 14.82
    cyclohexanol 15.31
    benzyl alcohol 25.74
    2-ethylhexanol 12.63
    isooctanol 12.53
    dipropyl ether 9.54
    1,2-dichlorobenzene 15.19
    ethyl lactate 21.12
    propylene carbonate 33.95
    n-methylformamide 105.68
    2-pentanol 9.59
    n-pentane 0.31
    1-propoxy-2-propanol 32.69
    1-methoxy-2-propyl acetate 28.42
    2-(2-methoxypropoxy) propanol 34.37
    mesitylene 6.76
    ε-caprolactone 38.94
    p-cymene 7.8
    epichlorohydrin 90.71
    1,1,1-trichloroethane 12.58
    2-aminoethanol 28.27
    morpholine-4-carbaldehyde 118.27
    sulfolane 141.64
    2,2,4-trimethylpentane 0.48
    2-methyltetrahydrofuran 30.56
    n-hexyl acetate 19.44
    isooctane 0.56
    2-(2-butoxyethoxy)ethanol 41.18
    sec-butyl acetate 9.93
    tert-butyl acetate 17.6
    decalin 0.99
    glycerin 40.88
    diglyme 76.66
    acrylic acid 18.52
    isopropyl myristate 11.2
    n-butyric acid 19.19
    acetyl acetate 16.11
    di(2-ethylhexyl) phthalate 14.69
    ethyl propionate 16.94
    nitromethane 87.8
    1,2-diethoxyethane 20.4
    benzonitrile 26.35
    trioctyl phosphate 13.14
    1-bromopropane 7.14
    gamma-valerolactone 101.81
    n-decanol 12.53
    triethyl phosphate 13.59
    4-methyl-2-pentanol 8.31
    propionitrile 20.79
    vinylene carbonate 36.11
    1,1,2-trichlorotrifluoroethane 62.13
    DMS 21.33
    cumene 5.79
    2-octanol 10.07
    2-hexanone 23.06
    octyl acetate 14.91
    limonene 9.16
    1,2-dimethoxyethane 101.0
    ethyl orthosilicate 11.5
    tributyl phosphate 13.04
    diacetone alcohol 40.71
    N,N-dimethylaniline 19.23
    acrylonitrile 40.36
    aniline 13.81
    1,3-propanediol 44.17
    bromobenzene 9.77
    dibromomethane 14.06
    1,1,2,2-tetrachloroethane 34.64
    2-methyl-cyclohexyl acetate 17.29
    tetrabutyl urea 24.36
    diisobutyl methanol 8.76
    2-phenylethanol 26.5
    styrene 5.91
    dioctyl adipate 17.82
    dimethyl sulfate 60.56
    ethyl butyrate 16.16
    methyl lactate 32.56
    butyl lactate 16.9
    diethyl carbonate 12.88
    propanediol butyl ether 27.25
    triethyl orthoformate 13.0
    p-tert-butyltoluene 7.22
    methyl 4-tert-butylbenzoate 30.54
    morpholine 61.49
    tert-butylamine 10.55
    n-dodecanol 10.48
    dimethoxymethane 108.06
    ethylene carbonate 29.69
    cyrene 49.15
    2-ethoxyethyl acetate 21.24
    2-ethylhexyl acetate 11.77
    1,2,4-trichlorobenzene 18.4
    4-methylpyridine 29.65
    dibutyl ether 9.68
    2,6-dimethyl-4-heptanol 8.76
    DEF 50.32
    dimethyl isosorbide 58.46
    tetrachloroethylene 20.93
    eugenol 33.48
    triacetin 23.31
    span 80 25.58
    1,4-butanediol 25.14
    1,1-dichloroethane 13.86
    2-methyl-1-pentanol 14.76
    methyl formate 97.23
    2-methyl-1-butanol 12.95
    n-decane 1.68
    butyronitrile 21.26
    3,7-dimethyl-1-octanol 13.63
    1-chlorooctane 7.41
    1-chlorotetradecane 4.12
    n-nonane 1.3
    undecane 1.45
    tert-butylcyclohexane 0.9
    cyclooctane 0.5
    cyclopentanol 19.88
    tetrahydropyran 22.41
    tert-amyl methyl ether 9.75
    2,5,8-trioxanonane 64.96
    1-hexene 1.75
    2-isopropoxyethanol 36.57
    2,2,2-trifluoroethanol 19.46
    methyl butyrate 25.76

    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