4-Carboxy-3-hydroxy-5-methylphenyl 4-((2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoate

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  • Identifiers

    CAS number
    548-89-0

    Molecular formula
    C24H20O10

    SMILES
    CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)OC3=CC(=C(C(=C3)C)C(=O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.82%
    Phenolic 45.38%
    Woody 29.37%
    Balsamic 29.27%
    Dry 26.49%
    Fruity 25.48%
    Animal 23.66%
    Sweet 22.54%
    Powdery 21.16%
    Burnt 19.89%

     

    Flavor
    Bitter 75.4%
    Odorless 44.05%
    Bland 29.8%
    Mild 27.21%
    Sweet-like 21.5%
    Cedarleaf 20.74%
    Nitrile 20.57%
    Parsley 20.56%
    Very mild 20.29%
    Indole 20.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.6

    pKa est.
    7.78 (neutral)

    Molecular weight
    468.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1052°C

    Flash point

    • 307.45 ˚C est.

  • Synonyms

    • Gyrophoric acid
    • 548-89-0
    • BAQ44A6C6H
    • 4-[4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoic acid
    • DTXSID30203289
    • 4-(4-(2,4-DIHYDROXY-6-METHYLBENZOYL)OXY-2-HYDROXY-6-METHYLBENZOYL)OXY-2-HYDROXY-6-METHYLBENZOIC ACID
    • RefChem:912410
    • DTXCID80125780
    • 4-(4-(2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoic acid
    • 4-Carboxy-3-hydroxy-5-methylphenyl 4-((2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoate
    • GYROPHORICACID
    • NSC646006
    • 4-({4-[(2,4-dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methylbenzoyl}oxy)-2-hydroxy-6-methylbenzoic acid
    • UNII-BAQ44A6C6H
    • 4-((4-((2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoic acid
    • beta-Resorcylic acid, 6-methyl-, 4-(6-methyl-beta-resorcylate) 4-(6-methyl-beta-resorcylate); NSC 646006
    • starbld0009598
    • SpecPlus_000292
    • Spectrum2_000208
    • Spectrum4_000891
    • Spectrum5_001823
    • KBioGR_001322
    • MLS000563513
    • DivK1c_006388
    • SPBio_000195
    • CHEMBL470648
    • orb1682456
    • SCHEMBL3800330
    • KBio1_001332
    • CHEBI:144159
    • HMS2271K07
    • HY-N3985
    • CCG-40001
    • STL564987
    • AKOS015965527
    • NSC-646006
    • NCGC00247583-01
    • AC-20252
    • Benzoic acid, 4-((2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methyl-, 4-carboxy-3-hydroxy-5-methylphenyl ester
    • DA-63989
    • FS-10004
    • NCI60_015819
    • SMR000387062
    • CS-0024568
    • NS00134224
    • G12609
    • Q2244355
    • B0005-124431
    • -Resorcylic acid, 6-methyl-, 4-(6-methyl--resorcylate) 4-(6-methyl--resorcylate); NSC 646006
    • 4-[4-(2,4-dihydroxy-6-methyl-benzoyl)oxy-2-hydroxy-6-methyl-benzoyl]oxy-2-hydroxy-6-methyl-benzoic acid
    • 4-{[(4-{[(2,4-dihydroxy-6-methylphenyl)carbonyl]oxy}-2-hydroxy-6-methylphenyl)carbonyl]oxy}-2-hydroxy-6-methylbenzoic acid
    • 548-89-0

  • Applications

    4-Carboxy-3-hydroxy-5-methylphenyl 4-((2,4-dihydroxy-6-methylbenzoyl)oxy)-2-hydroxy-6-methylbenzoate (CAS 548-89-0) may be used as a chemical building block and intermediate in organic synthesis. It is evaluated for applications in pharmaceutical, agrochemical, and dye synthesis as a polyphenolic ester precursor. In polymer and coatings formulations, it may serve as an antioxidant and stabilizer, helping to retard oxidation and photodegradation. It is also explored for cosmetic/personal care applications as a polyphenol-like antioxidant or functional ingredient. Additionally, it can act as a reactive component or crosslinking/compatibilizing additive in adhesives and coatings, and is used as a research reagent in chemical development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.42
    methanol 9.16
    isopropanol 3.21
    water 0.01
    ethyl acetate 5.76
    n-propanol 6.41
    acetone 12.6
    n-butanol 3.59
    acetonitrile 3.03
    DMF 163.0
    toluene 0.54
    isobutanol 2.84
    1,4-dioxane 14.68
    methyl acetate 8.56
    THF 82.26
    2-butanone 13.61
    n-pentanol 2.89
    sec-butanol 3.25
    n-hexane 0.07
    ethylene glycol 7.54
    NMP 165.44
    cyclohexane 0.03
    DMSO 273.33
    n-butyl acetate 3.74
    n-octanol 1.06
    chloroform 1.54
    n-propyl acetate 4.65
    acetic acid 15.02
    dichloromethane 1.97
    cyclohexanone 10.9
    propylene glycol 16.71
    isopropyl acetate 2.98
    DMAc 125.44
    2-ethoxyethanol 33.66
    isopentanol 2.05
    n-heptane 0.08
    ethyl formate 5.15
    1,2-dichloroethane 2.13
    n-hexanol 1.43
    2-methoxyethanol 87.68
    isobutyl acetate 1.98
    tetrachloromethane 0.11
    n-pentyl acetate 2.6
    transcutol 55.61
    n-heptanol 1.14
    ethylbenzene 0.28
    MIBK 3.46
    2-propoxyethanol 41.22
    tert-butanol 3.45
    MTBE 1.92
    2-butoxyethanol 12.06
    propionic acid 10.96
    o-xylene 0.29
    formic acid 15.53
    diethyl ether 2.71
    m-xylene 0.36
    p-xylene 0.34
    chlorobenzene 0.4
    dimethyl carbonate 12.67
    n-octane 0.04
    formamide 32.97
    cyclopentanone 47.51
    2-pentanone 8.36
    anisole 2.29
    cyclopentyl methyl ether 8.37
    gamma-butyrolactone 79.89
    1-methoxy-2-propanol 66.89
    pyridine 8.18
    3-pentanone 5.84
    furfural 35.79
    n-dodecane 0.03
    diethylene glycol 34.62
    diisopropyl ether 0.37
    tert-amyl alcohol 3.24
    acetylacetone 15.17
    n-hexadecane 0.04
    acetophenone 3.42
    methyl propionate 14.63
    isopentyl acetate 2.56
    trichloroethylene 4.9
    n-nonanol 1.19
    cyclohexanol 1.5
    benzyl alcohol 2.59
    2-ethylhexanol 0.86
    isooctanol 0.84
    dipropyl ether 3.16
    1,2-dichlorobenzene 0.41
    ethyl lactate 7.91
    propylene carbonate 12.23
    n-methylformamide 51.74
    2-pentanol 1.81
    n-pentane 0.05
    1-propoxy-2-propanol 25.05
    1-methoxy-2-propyl acetate 14.62
    2-(2-methoxypropoxy) propanol 16.6
    mesitylene 0.17
    ε-caprolactone 13.62
    p-cymene 0.19
    epichlorohydrin 52.39
    1,1,1-trichloroethane 0.66
    2-aminoethanol 15.62
    morpholine-4-carbaldehyde 102.05
    sulfolane 182.6
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 13.54
    n-hexyl acetate 3.07
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 21.25
    sec-butyl acetate 2.21
    tert-butyl acetate 4.27
    decalin 0.03
    glycerin 49.51
    diglyme 39.8
    acrylic acid 14.43
    isopropyl myristate 1.13
    n-butyric acid 8.03
    acetyl acetate 2.66
    di(2-ethylhexyl) phthalate 1.68
    ethyl propionate 5.09
    nitromethane 58.39
    1,2-diethoxyethane 8.63
    benzonitrile 1.23
    trioctyl phosphate 1.3
    1-bromopropane 0.91
    gamma-valerolactone 104.17
    n-decanol 0.85
    triethyl phosphate 2.2
    4-methyl-2-pentanol 0.89
    propionitrile 3.12
    vinylene carbonate 9.31
    1,1,2-trichlorotrifluoroethane 45.19
    DMS 4.98
    cumene 0.18
    2-octanol 0.77
    2-hexanone 5.43
    octyl acetate 1.78
    limonene 0.33
    1,2-dimethoxyethane 42.47
    ethyl orthosilicate 1.99
    tributyl phosphate 1.72
    diacetone alcohol 15.32
    N,N-dimethylaniline 1.8
    acrylonitrile 6.69
    aniline 1.64
    1,3-propanediol 17.07
    bromobenzene 0.31
    dibromomethane 0.97
    1,1,2,2-tetrachloroethane 4.12
    2-methyl-cyclohexyl acetate 2.57
    tetrabutyl urea 3.59
    diisobutyl methanol 0.63
    2-phenylethanol 2.04
    styrene 0.3
    dioctyl adipate 2.89
    dimethyl sulfate 40.5
    ethyl butyrate 3.8
    methyl lactate 27.4
    butyl lactate 5.81
    diethyl carbonate 1.9
    propanediol butyl ether 14.01
    triethyl orthoformate 3.83
    p-tert-butyltoluene 0.23
    methyl 4-tert-butylbenzoate 5.71
    morpholine 29.58
    tert-butylamine 0.81
    n-dodecanol 0.56
    dimethoxymethane 71.67
    ethylene carbonate 6.03
    cyrene 30.85
    2-ethoxyethyl acetate 7.59
    2-ethylhexyl acetate 1.8
    1,2,4-trichlorobenzene 0.79
    4-methylpyridine 4.8
    dibutyl ether 1.57
    2,6-dimethyl-4-heptanol 0.63
    DEF 17.6
    dimethyl isosorbide 44.18
    tetrachloroethylene 1.41
    eugenol 7.22
    triacetin 7.63
    span 80 10.8
    1,4-butanediol 5.33
    1,1-dichloroethane 0.91
    2-methyl-1-pentanol 1.8
    methyl formate 31.0
    2-methyl-1-butanol 2.38
    n-decane 0.06
    butyronitrile 2.03
    3,7-dimethyl-1-octanol 0.92
    1-chlorooctane 0.29
    1-chlorotetradecane 0.12
    n-nonane 0.05
    undecane 0.04
    tert-butylcyclohexane 0.03
    cyclooctane 0.02
    cyclopentanol 5.28
    tetrahydropyran 5.45
    tert-amyl methyl ether 2.47
    2,5,8-trioxanonane 29.28
    1-hexene 0.39
    2-isopropoxyethanol 14.67
    2,2,2-trifluoroethanol 6.41
    methyl butyrate 7.04

    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