Methyl 3-methylorsellinate

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  • Identifiers

    CAS number
    4707-47-5

    Molecular formula
    C10H12O4

    SMILES
    CC1=CC(=C(C(=C1C(=O)OC)O)C)O

  • Odor profile

    Phenolic 67.25%
    Woody 52.07%
    Sweet 43.74%
    Spicy 40.57%
    Smoky 36.95%
    Medicinal 35.13%
    Dry 31.46%
    Burnt 30.11%
    Odorless 29.77%
    Leathery 27.85%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    9.2 (weak base)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    402°C

    Flash point est.
    157.07 ˚C

  • Synonyms

    • 4707-47-5
    • Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
    • Atraric acid
    • Veramoss
    • Methyl atratate
    • Methyl 3-methylorsellinate
    • Methyl atrarate
    • Evernyl
    • Methyl beta-orcinolcarboxylate
    • methyl2,4-dihydroxy-3,6-dimethylbenzoate
    • Benzoic acid, 2,4-dihydroxy-3,6-dimethyl-, methyl ester
    • Methyl 3,6-dimethylresorcylate
    • EVERNIATE
    • DTXSID9041653
    • Methyl .beta.-orcinolcarboxylate
    • Methyl beta-resorcinolcarboxylate
    • MOUSSE CRISTAL
    • MOSS SYNTH
    • OAKMOSS SYNTHETIC
    • EINECS 225-193-0
    • MFCD00157202
    • .beta.-Resorcylic acid, 3,6-dimethyl-, methyl ester
    • Methyl 3,6-dimethyl-.beta.-resorcylate
    • 12YH9T04QE
    • DTXCID7021653
    • METHYL .BETA.-ORSELLINATE
    • LRG-201
    • beta-Resorcyclic acid, 3,6-dimethyl-, methyl ester
    • 91061-32-4
    • METHYL 3,6-DIMETHYL-2,4-DIHYDROXYBENZOATE
    • UNII-12YH9T04QE
    • Atraric acid-methyl ester
    • methyl 2,4-dihydroxy-3,6-dimethyl-benzoate
    • Methyl atratate, >=98%
    • CBDivE_016254
    • beta-Resorcylic acid, 3,6-dimethyl-, methyl ester
    • METHYL-2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE
    • MLS000517295
    • METHYL BETA-ORSELLINATE
    • SCHEMBL113732
    • methyl-beta-orcinol carboxylate
    • CHEMBL508287
    • CHEBI:144127
    • HMS1579G21
    • HMS2267P05
    • HY-N2908
    • Tox21_301667
    • BBL028296
    • STK021597
    • Methyl 3,6-dimethyl-beta-resorcylate
    • AKOS005379221
    • NCGC00247061-01
    • NCGC00255527-01
    • AC-37581
    • FM156031
    • SMR000127412
    • VS-08714
    • CAS-4707-47-5
    • DB-070774
    • CS-0023504
    • NS00012880
    • E75862
    • 2,4-Dihydroxy-3,6-dimethylbenzoic acid, methyl ester
    • Q15634313
    • 2,4-DIHYDROXY-3,6-DIMETHYL-BENZOIC ACID METHYL ESTER
    • 225-193-0

  • Applications

    Methyl 3-methylorsellinate (CAS 4707-47-5) is a phenolic orsellinate ester used primarily in research: (1) as an HPLC/LC-MS reference standard for identification and quantification of orsellinic derivatives in lichen and plant extracts; (2) as a synthetic building block to assemble depsides/depsidones and other aromatic polyketides, and to explore structural modifications (O-alkylation, acylation, ester coupling) and lipophilicity tuning in SAR studies; (3) as a resorcinol-type model compound in in vitro assays of radical-scavenging, enzyme inhibition (e.g., tyrosinase, lipoxygenase), and antimicrobial activity to support bioactivity screening; (4) as a quality-control marker for lichen-derived materials and a tool for developing extraction, purification, and stabilization methods for phenolic compounds. These uses are research-oriented; any deployment in products requires safety evaluation and regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 360.96
    methanol 441.23
    isopropanol 310.32
    water 0.55
    ethyl acetate 338.33
    n-propanol 289.15
    acetone 518.03
    n-butanol 254.83
    acetonitrile 307.5
    DMF 1937.6
    toluene 40.79
    isobutanol 171.65
    1,4-dioxane 593.88
    methyl acetate 324.33
    THF 1041.77
    2-butanone 374.82
    n-pentanol 220.44
    sec-butanol 222.6
    n-hexane 8.9
    ethylene glycol 144.57
    NMP 480.05
    cyclohexane 5.71
    DMSO 1436.64
    n-butyl acetate 121.72
    n-octanol 73.02
    chloroform 218.18
    n-propyl acetate 156.36
    acetic acid 175.93
    dichloromethane 279.55
    cyclohexanone 341.4
    propylene glycol 140.14
    isopropyl acetate 156.78
    DMAc 443.19
    2-ethoxyethanol 358.21
    isopentanol 191.28
    n-heptane 7.09
    ethyl formate 248.47
    1,2-dichloroethane 264.94
    n-hexanol 177.15
    2-methoxyethanol 814.84
    isobutyl acetate 70.54
    tetrachloromethane 32.77
    n-pentyl acetate 82.22
    transcutol 162.89
    n-heptanol 81.88
    ethylbenzene 34.75
    MIBK 181.52
    2-propoxyethanol 349.76
    tert-butanol 322.2
    MTBE 160.16
    2-butoxyethanol 142.63
    propionic acid 174.49
    o-xylene 33.74
    formic acid 133.79
    diethyl ether 237.45
    m-xylene 45.73
    p-xylene 42.89
    chlorobenzene 76.45
    dimethyl carbonate 196.07
    n-octane 4.22
    formamide 355.48
    cyclopentanone 611.04
    2-pentanone 356.97
    anisole 117.18
    cyclopentyl methyl ether 286.13
    gamma-butyrolactone 715.43
    1-methoxy-2-propanol 576.77
    pyridine 194.0
    3-pentanone 203.81
    furfural 379.28
    n-dodecane 3.99
    diethylene glycol 325.03
    diisopropyl ether 51.55
    tert-amyl alcohol 220.43
    acetylacetone 339.42
    n-hexadecane 4.68
    acetophenone 113.23
    methyl propionate 327.87
    isopentyl acetate 90.35
    trichloroethylene 344.64
    n-nonanol 64.67
    cyclohexanol 156.42
    benzyl alcohol 112.45
    2-ethylhexanol 78.13
    isooctanol 61.55
    dipropyl ether 80.45
    1,2-dichlorobenzene 70.72
    ethyl lactate 104.66
    propylene carbonate 258.94
    n-methylformamide 758.43
    2-pentanol 184.1
    n-pentane 8.11
    1-propoxy-2-propanol 195.82
    1-methoxy-2-propyl acetate 145.86
    2-(2-methoxypropoxy) propanol 84.21
    mesitylene 29.28
    ε-caprolactone 270.77
    p-cymene 25.65
    epichlorohydrin 776.15
    1,1,1-trichloroethane 146.59
    2-aminoethanol 212.83
    morpholine-4-carbaldehyde 446.17
    sulfolane 788.9
    2,2,4-trimethylpentane 5.83
    2-methyltetrahydrofuran 455.76
    n-hexyl acetate 110.07
    isooctane 5.67
    2-(2-butoxyethoxy)ethanol 125.04
    sec-butyl acetate 86.11
    tert-butyl acetate 168.23
    decalin 7.15
    glycerin 233.34
    diglyme 238.08
    acrylic acid 142.58
    isopropyl myristate 40.49
    n-butyric acid 231.43
    acetyl acetate 129.26
    di(2-ethylhexyl) phthalate 37.37
    ethyl propionate 149.61
    nitromethane 608.5
    1,2-diethoxyethane 88.16
    benzonitrile 102.14
    trioctyl phosphate 38.94
    1-bromopropane 113.82
    gamma-valerolactone 600.33
    n-decanol 49.2
    triethyl phosphate 47.68
    4-methyl-2-pentanol 91.55
    propionitrile 208.12
    vinylene carbonate 213.52
    1,1,2-trichlorotrifluoroethane 300.67
    DMS 98.19
    cumene 28.35
    2-octanol 62.42
    2-hexanone 182.93
    octyl acetate 57.61
    limonene 37.68
    1,2-dimethoxyethane 495.18
    ethyl orthosilicate 41.08
    tributyl phosphate 38.33
    diacetone alcohol 267.5
    N,N-dimethylaniline 79.45
    acrylonitrile 291.06
    aniline 100.69
    1,3-propanediol 374.89
    bromobenzene 61.35
    dibromomethane 161.72
    1,1,2,2-tetrachloroethane 273.09
    2-methyl-cyclohexyl acetate 68.72
    tetrabutyl urea 54.23
    diisobutyl methanol 46.4
    2-phenylethanol 110.99
    styrene 36.35
    dioctyl adipate 50.36
    dimethyl sulfate 325.36
    ethyl butyrate 86.37
    methyl lactate 192.95
    butyl lactate 65.65
    diethyl carbonate 54.18
    propanediol butyl ether 118.97
    triethyl orthoformate 54.99
    p-tert-butyltoluene 27.07
    methyl 4-tert-butylbenzoate 90.52
    morpholine 643.67
    tert-butylamine 130.92
    n-dodecanol 35.37
    dimethoxymethane 770.63
    ethylene carbonate 189.29
    cyrene 128.86
    2-ethoxyethyl acetate 96.52
    2-ethylhexyl acetate 68.92
    1,2,4-trichlorobenzene 81.48
    4-methylpyridine 205.88
    dibutyl ether 51.26
    2,6-dimethyl-4-heptanol 46.4
    DEF 350.1
    dimethyl isosorbide 160.35
    tetrachloroethylene 160.91
    eugenol 90.69
    triacetin 77.24
    span 80 75.77
    1,4-butanediol 147.81
    1,1-dichloroethane 209.58
    2-methyl-1-pentanol 138.93
    methyl formate 596.85
    2-methyl-1-butanol 160.94
    n-decane 6.98
    butyronitrile 218.71
    3,7-dimethyl-1-octanol 55.24
    1-chlorooctane 36.63
    1-chlorotetradecane 13.34
    n-nonane 6.27
    undecane 5.27
    tert-butylcyclohexane 7.75
    cyclooctane 3.35
    cyclopentanol 250.31
    tetrahydropyran 361.7
    tert-amyl methyl ether 131.05
    2,5,8-trioxanonane 141.31
    1-hexene 42.8
    2-isopropoxyethanol 197.02
    2,2,2-trifluoroethanol 101.38
    methyl butyrate 203.06

    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
Oakmoss absolute (Morocco) 9000-50-4 Evernia prunastri (L.) Ach., fam. Usneaceae 25.5%
Oakmoss (Yugoslavia) 1 9000-50-4 Evernia prunastri (L.) Ach., fam. Usneaceae 10.2%
Oakmoss (Yugoslavia) 2 9000-50-4 Evernia prunastri (L.) Ach., fam. Usneaceae 18.6%
Treemoss concrete 9000-50-4 Evernia ssp., fam. Usneaceae 8.7%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%