Lobaric Acid

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  • Identifiers

    CAS number
    522-53-2

    Molecular formula
    C25H28O8

    SMILES
    CCCCCC1=C(C(=CC2=C1OC3=CC(=CC(=C3C(=O)O2)C(=O)CCCC)OC)O)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 45.3%
    Balsamic 29.56%
    Spicy 29.26%
    Floral 28.71%
    Herbal 26.77%
    Sweet 26.63%
    Milky 24.8%
    Phenolic 24.57%
    Fruity 24.33%
    Animal 23.78%

     

    Flavor
    Bitter 62.23%
    Odorless 30.22%
    Bland 29.71%
    Lovage 21.63%
    Parsley 20.99%
    Cedarleaf 20.69%
    Herbal 19.95%
    Red fruit 19.17%
    Ripe apricot 19.16%
    Leaves 19.16%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.1

    pKa est.
    7.08 (neutral)

    Molecular weight
    456.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    606°C

    Flash point

    • 247.64 ˚C est.

  • Synonyms

    • Lobaric acid
    • 522-53-2
    • 3-hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid
    • DTXSID30200238
    • 3-hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentylbenzo(b)(1,4)benzodioxepine-2-carboxylic acid
    • RefChem:153858
    • DTXCID30122729
    • 8-Hydroxy-3-methoxy-11-oxo-1-pentanoyl-6-pentyl-11H-dibenzo[b,E][1,4]dioxepine-7-carboxylic acid
    • CHEMBL551842
    • Usnetic acid
    • Lobraric acid
    • lobutoic Acid
    • Stereocaulic acid
    • Lobaric acid(aS)
    • 11H-Dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid, 8-hydroxy-3-methoxy-11-oxo-1-(1-oxopentyl)-6-pentyl-
    • 11H-Dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, 8-hydroxy-3-methoxy-11-oxo-1-(1-oxopentyl)-6-pentyl-
    • Spectrum_000626
    • Spectrum2_000310
    • Spectrum3_001177
    • Spectrum4_001443
    • Spectrum5_000025
    • BSPBio_002793
    • KBioGR_001925
    • KBioSS_001106
    • SPECTRUM300018
    • cid_73157
    • MLS001049101
    • REGID_for_CID_73157
    • SPBio_000280
    • orb1737683
    • SCHEMBL3910434
    • SCHEMBL29431924
    • SCHEMBL29788372
    • CHEBI:93548
    • KBio2_001106
    • KBio2_003674
    • KBio2_006242
    • KBio3_002293
    • JHEWMLHQNRHTQX-UHFFFAOYSA-N
    • HMS2271L13
    • NP335
    • AAA52253
    • BDBM50294526
    • CCG-38587
    • MFCD00597234
    • STL578212
    • AKOS015969735
    • SDCCGMLS-0066497.P001
    • NCGC00095570-01
    • NCGC00095570-02
    • SMR000386933
    • HY-117085
    • CS-0063676
    • SR-01000758235
    • SR-01000758235-2
    • BRD-K88849294-001-02-1
    • BRD-K88849294-001-08-8
    • Q27165242
    • 11H-Dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, 8-hydroxy-3-methoxy-11-oxo-6-pentyl-1-valeryl-
    • 3-hydroxy-9-methoxy-6-oxo-7-(1-oxopentyl)-1-pentyl-2-benzo[b][1,4]benzodioxepincarboxylic acid
    • 3-hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentyl-benzo[b][1,4]benzodioxepine-2-carboxylic acid
    • 8-Hydroxy-3-methoxy-11-oxo-1-pentanoyl-6-pentyl-11H-dibenzo[b,E][1,4]dioxepine-7-carboxylic acid #
    • 522-53-2

  • Applications

    Lobaric acid (CAS 522-53-2) is a natural depsidone primarily encountered in research on bioactive natural products. Potential applications include use as an intermediate in organic synthesis; evaluation as an odorant/fragrance ingredient or as a cosmetic research component; consideration as a stabilizer or antioxidant in specialty polymers or coatings; use as an antimicrobial additive in household cleaners or personal care formulations; and exploration as a pharmaceutical lead or research probe in drug discovery, with actual use governed by regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 106.73
    methanol 154.37
    isopropanol 70.65
    water 0.47
    ethyl acetate 145.53
    n-propanol 113.7
    acetone 335.81
    n-butanol 82.03
    acetonitrile 95.88
    DMF 1069.6
    toluene 52.29
    isobutanol 70.16
    1,4-dioxane 171.23
    methyl acetate 238.27
    THF 522.19
    2-butanone 276.98
    n-pentanol 53.21
    sec-butanol 75.2
    n-hexane 1.29
    ethylene glycol 70.03
    NMP 1739.37
    cyclohexane 2.71
    DMSO 1037.38
    n-butyl acetate 67.09
    n-octanol 8.42
    chloroform 350.81
    n-propyl acetate 86.37
    acetic acid 627.5
    dichloromethane 379.85
    cyclohexanone 351.39
    propylene glycol 98.3
    isopropyl acetate 88.62
    DMAc 1244.91
    2-ethoxyethanol 167.28
    isopentanol 57.99
    n-heptane 0.65
    ethyl formate 111.06
    1,2-dichloroethane 282.91
    n-hexanol 28.61
    2-methoxyethanol 374.05
    isobutyl acetate 50.23
    tetrachloromethane 42.59
    n-pentyl acetate 50.39
    transcutol 220.3
    n-heptanol 15.68
    ethylbenzene 18.88
    MIBK 74.35
    2-propoxyethanol 158.03
    tert-butanol 67.09
    MTBE 44.03
    2-butoxyethanol 84.57
    propionic acid 258.07
    o-xylene 31.76
    formic acid 305.76
    diethyl ether 44.9
    m-xylene 25.02
    p-xylene 26.66
    chlorobenzene 96.66
    dimethyl carbonate 242.52
    n-octane 0.36
    formamide 449.95
    cyclopentanone 632.46
    2-pentanone 152.42
    anisole 65.33
    cyclopentyl methyl ether 129.18
    gamma-butyrolactone 786.58
    1-methoxy-2-propanol 248.9
    pyridine 316.83
    3-pentanone 141.98
    furfural 506.4
    n-dodecane 0.41
    diethylene glycol 153.78
    diisopropyl ether 10.01
    tert-amyl alcohol 69.43
    acetylacetone 238.99
    n-hexadecane 0.48
    acetophenone 112.1
    methyl propionate 241.16
    isopentyl acetate 64.96
    trichloroethylene 688.81
    n-nonanol 9.39
    cyclohexanol 83.67
    benzyl alcohol 100.08
    2-ethylhexanol 17.06
    isooctanol 13.28
    dipropyl ether 18.4
    1,2-dichlorobenzene 90.32
    ethyl lactate 81.43
    propylene carbonate 301.57
    n-methylformamide 499.81
    2-pentanol 39.8
    n-pentane 1.59
    1-propoxy-2-propanol 83.76
    1-methoxy-2-propyl acetate 122.56
    2-(2-methoxypropoxy) propanol 86.29
    mesitylene 11.6
    ε-caprolactone 348.27
    p-cymene 10.33
    epichlorohydrin 750.58
    1,1,1-trichloroethane 195.34
    2-aminoethanol 123.75
    morpholine-4-carbaldehyde 745.02
    sulfolane 1278.49
    2,2,4-trimethylpentane 1.47
    2-methyltetrahydrofuran 237.41
    n-hexyl acetate 46.75
    isooctane 0.75
    2-(2-butoxyethoxy)ethanol 97.98
    sec-butyl acetate 57.56
    tert-butyl acetate 85.95
    decalin 2.06
    glycerin 220.27
    diglyme 188.77
    acrylic acid 345.03
    isopropyl myristate 17.85
    n-butyric acid 231.43
    acetyl acetate 135.73
    di(2-ethylhexyl) phthalate 37.83
    ethyl propionate 86.7
    nitromethane 814.11
    1,2-diethoxyethane 49.79
    benzonitrile 87.09
    trioctyl phosphate 22.79
    1-bromopropane 82.22
    gamma-valerolactone 855.93
    n-decanol 6.99
    triethyl phosphate 40.58
    4-methyl-2-pentanol 21.81
    propionitrile 90.54
    vinylene carbonate 298.74
    1,1,2-trichlorotrifluoroethane 743.98
    DMS 122.97
    cumene 12.13
    2-octanol 8.45
    2-hexanone 87.48
    octyl acetate 27.38
    limonene 14.67
    1,2-dimethoxyethane 180.29
    ethyl orthosilicate 34.64
    tributyl phosphate 29.26
    diacetone alcohol 143.09
    N,N-dimethylaniline 47.63
    acrylonitrile 176.15
    aniline 125.25
    1,3-propanediol 156.31
    bromobenzene 84.97
    dibromomethane 183.06
    1,1,2,2-tetrachloroethane 471.43
    2-methyl-cyclohexyl acetate 57.84
    tetrabutyl urea 44.59
    diisobutyl methanol 9.77
    2-phenylethanol 71.94
    styrene 27.04
    dioctyl adipate 42.79
    dimethyl sulfate 565.55
    ethyl butyrate 51.65
    methyl lactate 232.89
    butyl lactate 63.44
    diethyl carbonate 42.65
    propanediol butyl ether 66.06
    triethyl orthoformate 41.14
    p-tert-butyltoluene 9.55
    methyl 4-tert-butylbenzoate 86.02
    morpholine 300.73
    tert-butylamine 23.85
    n-dodecanol 5.45
    dimethoxymethane 377.3
    ethylene carbonate 214.97
    cyrene 182.25
    2-ethoxyethyl acetate 103.57
    2-ethylhexyl acetate 48.7
    1,2,4-trichlorobenzene 158.26
    4-methylpyridine 256.84
    dibutyl ether 10.32
    2,6-dimethyl-4-heptanol 9.77
    DEF 291.69
    dimethyl isosorbide 175.02
    tetrachloroethylene 279.66
    eugenol 86.11
    triacetin 98.06
    span 80 68.27
    1,4-butanediol 58.75
    1,1-dichloroethane 190.56
    2-methyl-1-pentanol 50.23
    methyl formate 337.88
    2-methyl-1-butanol 72.29
    n-decane 0.59
    butyronitrile 70.44
    3,7-dimethyl-1-octanol 11.4
    1-chlorooctane 4.85
    1-chlorotetradecane 2.43
    n-nonane 0.46
    undecane 0.47
    tert-butylcyclohexane 1.46
    cyclooctane 0.83
    cyclopentanol 146.31
    tetrahydropyran 134.81
    tert-amyl methyl ether 47.16
    2,5,8-trioxanonane 130.82
    1-hexene 8.96
    2-isopropoxyethanol 92.9
    2,2,2-trifluoroethanol 266.75
    methyl butyrate 122.3

    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