Mellein

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    17397-85-2

    Molecular formula
    C10H10O3

    SMILES
    CC1CC2=C(C(=CC=C2)O)C(=O)O1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sweet 68.49%
    Phenolic 59.64%
    Coumarinic 52.56%
    Coconut 44.92%
    Herbal 44.26%
    Spicy 43.42%
    Hay 40.42%
    Vanilla 36.97%
    Nutty 35.79%
    Tobacco 34.4%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    178.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    348°C

    Flash point est.
    149.4 ˚C

  • Synonyms

    • Mellein
    • Ochracin
    • 1200-93-7
    • 17397-85-2
    • 3,4-Dihydro-8-hydroxy-3-methylisocoumarin
    • Antibiotic AO-2
    • Antibiotic BV-1
    • 8-hydroxy-3-methylisochroman-1-one
    • 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-
    • (S)-(+)-Ochracin
    • AO-2
    • 8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
    • 8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
    • (+/-)-MELLEIN
    • CHEBI:38760
    • ISOCOUMARIN, 3,4-DIHYDRO-8-HYDROXY-3-METHYL-
    • 3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one
    • 8-HYDROXY-3-METHYL-ISOCHROMAN-1-ONE
    • 8-Hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one
    • CHEMBL226090
    • 3,4-Dihydro-8-hydroxy-3-methyl-(1H)-2-benzopyran-1-one
    • DTXSID60891794
    • BV-1
    • starbld0003745
    • (.+/-.)-Mellein
    • ALM-9
    • SCHEMBL1230955
    • (R)-3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one; (R)-Mellein
    • SCHEMBL13925643
    • DTXCID601001441
    • BAA20093
    • SAA39785
    • BDBM50208249
    • ( inverted exclamation markA)-Mellein
    • AKOS006228659
    • (R)-(-)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
    • TS-10233
    • 3-methyl-8-hydroxy-3,4-dihydroisocoumarin
    • CS-0225132
    • NS00094872
    • E82508
    • EN300-1228708
    • Q6813065
    • 3-Methyl-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one
    • Z1198723372
    • Isocoumarin, 3,4-dihydro-8-hydroxy-3-methyl, (.+/-.)-
    • 3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one, (.+/-.)-
    • 895-175-0
    • InChI=1/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H

  • Applications

    Mellein (CAS 17397-85-2) is a naturally occurring dihydroisocoumarin from fungi and some plants, widely used as an analytical reference standard in LC-MS/GC-MS and NMR for calibration, method validation, and quantification of dihydroisocoumarins in plant, food, and culture matrices; as a chemotaxonomic marker and spectral library standard in fungal metabolomics; as a model phytotoxin/bioactive component to study phytotoxicity, pathogenicity mechanisms, and plant–pathogen interactions (e.g., grapevine trunk diseases linked to Botryosphaeriaceae), and as a probe in antimicrobial screening where it shows moderate antifungal/antibacterial effects; it is applied in stability and metabolism studies (pH/light effects, lactone ring opening) and environmental trace monitoring; it serves as a chemical scaffold for semisynthesis and SAR-driven isocoumarin libraries, with access to R/S enantiomers enabling assessment of stereodependent bioactivity; additionally, it is useful in methodology development as a control for enantioselective reactions and optimization of isocoumarin syntheses.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 63.92
    methanol 115.27
    isopropanol 46.2
    water 0.53
    ethyl acetate 91.11
    n-propanol 50.26
    acetone 192.82
    n-butanol 48.53
    acetonitrile 136.75
    DMF 658.7
    toluene 22.22
    isobutanol 35.56
    1,4-dioxane 226.48
    methyl acetate 114.53
    THF 319.77
    2-butanone 100.45
    n-pentanol 41.73
    sec-butanol 32.52
    n-hexane 1.5
    ethylene glycol 40.96
    NMP 294.07
    cyclohexane 2.69
    DMSO 564.34
    n-butyl acetate 56.74
    n-octanol 32.37
    chloroform 125.09
    n-propyl acetate 61.33
    acetic acid 103.41
    dichloromethane 174.87
    cyclohexanone 150.01
    propylene glycol 36.04
    isopropyl acetate 48.63
    DMAc 239.15
    2-ethoxyethanol 93.06
    isopentanol 40.33
    n-heptane 3.08
    ethyl formate 114.27
    1,2-dichloroethane 116.63
    n-hexanol 49.6
    2-methoxyethanol 209.93
    isobutyl acetate 36.4
    tetrachloromethane 11.03
    n-pentyl acetate 37.92
    transcutol 194.45
    n-heptanol 26.5
    ethylbenzene 16.06
    MIBK 61.47
    2-propoxyethanol 132.85
    tert-butanol 59.64
    MTBE 28.64
    2-butoxyethanol 58.69
    propionic acid 69.71
    o-xylene 21.6
    formic acid 47.39
    diethyl ether 35.55
    m-xylene 24.73
    p-xylene 22.64
    chlorobenzene 54.75
    dimethyl carbonate 89.84
    n-octane 1.84
    formamide 116.4
    cyclopentanone 226.19
    2-pentanone 96.54
    anisole 61.85
    cyclopentyl methyl ether 78.1
    gamma-butyrolactone 308.74
    1-methoxy-2-propanol 150.12
    pyridine 101.16
    3-pentanone 62.77
    furfural 254.72
    n-dodecane 2.95
    diethylene glycol 149.1
    diisopropyl ether 12.06
    tert-amyl alcohol 36.67
    acetylacetone 163.42
    n-hexadecane 3.48
    acetophenone 67.43
    methyl propionate 100.44
    isopentyl acetate 46.72
    trichloroethylene 193.25
    n-nonanol 30.63
    cyclohexanol 45.06
    benzyl alcohol 61.09
    2-ethylhexanol 31.35
    isooctanol 22.78
    dipropyl ether 29.84
    1,2-dichlorobenzene 56.79
    ethyl lactate 54.93
    propylene carbonate 155.87
    n-methylformamide 256.25
    2-pentanol 27.55
    n-pentane 1.51
    1-propoxy-2-propanol 81.9
    1-methoxy-2-propyl acetate 89.96
    2-(2-methoxypropoxy) propanol 79.8
    mesitylene 18.04
    ε-caprolactone 126.17
    p-cymene 19.5
    epichlorohydrin 294.38
    1,1,1-trichloroethane 70.98
    2-aminoethanol 53.54
    morpholine-4-carbaldehyde 308.13
    sulfolane 394.78
    2,2,4-trimethylpentane 1.72
    2-methyltetrahydrofuran 115.11
    n-hexyl acetate 62.64
    isooctane 2.03
    2-(2-butoxyethoxy)ethanol 101.29
    sec-butyl acetate 34.05
    tert-butyl acetate 57.44
    decalin 3.58
    glycerin 73.05
    diglyme 178.79
    acrylic acid 81.29
    isopropyl myristate 32.85
    n-butyric acid 88.15
    acetyl acetate 81.31
    di(2-ethylhexyl) phthalate 38.0
    ethyl propionate 59.73
    nitromethane 333.05
    1,2-diethoxyethane 62.77
    benzonitrile 85.13
    trioctyl phosphate 31.11
    1-bromopropane 37.77
    gamma-valerolactone 304.94
    n-decanol 26.29
    triethyl phosphate 36.27
    4-methyl-2-pentanol 21.64
    propionitrile 87.0
    vinylene carbonate 158.79
    1,1,2-trichlorotrifluoroethane 153.77
    DMS 77.65
    cumene 14.88
    2-octanol 19.92
    2-hexanone 61.25
    octyl acetate 41.6
    limonene 24.96
    1,2-dimethoxyethane 198.49
    ethyl orthosilicate 30.28
    tributyl phosphate 36.92
    diacetone alcohol 100.72
    N,N-dimethylaniline 42.28
    acrylonitrile 152.9
    aniline 46.57
    1,3-propanediol 82.7
    bromobenzene 49.85
    dibromomethane 85.34
    1,1,2,2-tetrachloroethane 128.08
    2-methyl-cyclohexyl acetate 49.1
    tetrabutyl urea 53.92
    diisobutyl methanol 22.07
    2-phenylethanol 62.25
    styrene 18.66
    dioctyl adipate 51.87
    dimethyl sulfate 165.31
    ethyl butyrate 52.2
    methyl lactate 88.93
    butyl lactate 46.06
    diethyl carbonate 44.92
    propanediol butyl ether 65.09
    triethyl orthoformate 37.61
    p-tert-butyltoluene 19.09
    methyl 4-tert-butylbenzoate 70.41
    morpholine 195.77
    tert-butylamine 25.48
    n-dodecanol 21.99
    dimethoxymethane 259.51
    ethylene carbonate 126.96
    cyrene 103.28
    2-ethoxyethyl acetate 61.12
    2-ethylhexyl acetate 35.61
    1,2,4-trichlorobenzene 67.15
    4-methylpyridine 95.01
    dibutyl ether 29.82
    2,6-dimethyl-4-heptanol 22.07
    DEF 123.3
    dimethyl isosorbide 147.96
    tetrachloroethylene 62.67
    eugenol 76.44
    triacetin 71.85
    span 80 66.47
    1,4-butanediol 44.15
    1,1-dichloroethane 79.41
    2-methyl-1-pentanol 34.51
    methyl formate 273.96
    2-methyl-1-butanol 33.01
    n-decane 3.85
    butyronitrile 85.07
    3,7-dimethyl-1-octanol 35.33
    1-chlorooctane 19.58
    1-chlorotetradecane 11.03
    n-nonane 3.23
    undecane 3.36
    tert-butylcyclohexane 3.37
    cyclooctane 1.37
    cyclopentanol 63.57
    tetrahydropyran 94.24
    tert-amyl methyl ether 25.26
    2,5,8-trioxanonane 149.24
    1-hexene 8.48
    2-isopropoxyethanol 62.31
    2,2,2-trifluoroethanol 54.35
    methyl butyrate 85.84

    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

Botanical

Name CAS Botanical Proportion
Gaura drummondii flower Gaura drummondii L., fam. Oenotheraceae 2.1%