Norstictic Acid

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  • Identifiers

    CAS number
    571-67-5

    Molecular formula
    C18H12O9

    SMILES
    CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C4=C(C(=C3C)O)C(=O)OC4O)C=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 56.11%
    Phenolic 43.86%
    Spicy 28.59%
    Sweet 27.79%
    Burnt 25.28%
    Bitter 21.85%
    Vanilla 19.8%
    Balsamic 19.75%
    Woody 19.07%
    Smoky 18.54%

     

    Flavor
    Bitter 89.41%
    Odorless 28.3%
    Bland 24.25%
    Sweet-like 20.61%
    Cedarleaf 20.4%
    Lovage 20.1%
    Parsley 19.96%
    Ripe apricot 19.16%
    Red fruit 19.08%
    Nitrile 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    7.44 (neutral)

    Molecular weight
    372.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1384°C

    Flash point

    • 265.31 ˚C est.

  • Synonyms

    • Norstictic acid
    • 571-67-5
    • 5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.03,8.014,18]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde
    • D377V822FG
    • 1,3-Dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-7H-isobenzofuro(4,5-b)(1,4)benzodioxepin-11-carboxaldehyde
    • 7H-Isobenzofuro(4,5-b)(1,4)benzodioxepin-11-carboxaldehyde, 1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-
    • 7H-Isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxaldehyde, 1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-
    • 1,3-Dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxaldehyde
    • 5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo(9.7.0.03,8.014,18)octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde
    • RefChem:166703
    • Bryopogonic acid
    • Norsticticacid
    • KBio3_001409
    • C18H12O9
    • Spectrum_000470
    • Spectrum2_000171
    • Spectrum3_000235
    • Spectrum4_001573
    • Spectrum5_000226
    • BSPBio_001909
    • KBioGR_002126
    • KBioSS_000950
    • SPECTRUM201716
    • SPBio_000061
    • CHEMBL228281
    • orb1737699
    • SCHEMBL13287269
    • SCHEMBL29369714
    • KBio2_000950
    • KBio2_003518
    • KBio2_006086
    • DTXSID30972564
    • IEVVSJFLBYOUCJ-UHFFFAOYSA-N
    • GLXC-26028
    • HMS1923A11
    • BDBM50442875
    • CCG-38381
    • HY-N10457
    • MFCD02113777
    • NCGC00095221-01
    • NCGC00095221-02
    • NCGC00095221-03
    • NCGC00095221-05
    • DA-76268
    • FN157372
    • CS-0532648
    • NS00134217
    • SR-05000002624
    • Q3604544
    • SR-05000002624-1
    • BRD-A80079592-001-02-4
    • BRD-A80079592-001-03-2
    • 1,4,10-Trihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7H-2,6,12-trioxabenzo[5,6]cyclohepta[1,2-E]indene-11-carbaldehyde
    • 1,4,10-Trihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7H-2,6,12-trioxabenzo[5,6]cyclohepta[1,2-E]indene-11-carbaldehyde #
    • 571-67-5

  • Applications

    Norstictic Acid (CAS 571-67-5) is a natural depsidone isolated from lichens and is primarily used in natural product research and development. In industrial practice, it is commonly employed as an analytical reference standard for method development (e.g., HPLC/LC-MS) and as a building block for synthesizing depsidone analogs. It is also evaluated in pharmaceutical discovery as a lead scaffold due to reported bioactivity in early studies, including antimicrobial and antifungal potential. Additionally, it may be explored for cosmetic formulations as a bioactive polyphenol and for related applications under appropriate regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.52
    methanol 2.01
    isopropanol 1.48
    water 0.01
    ethyl acetate 8.53
    n-propanol 1.89
    acetone 11.55
    n-butanol 1.65
    acetonitrile 4.27
    DMF 57.73
    toluene 0.72
    isobutanol 1.15
    1,4-dioxane 16.21
    methyl acetate 9.75
    THF 53.84
    2-butanone 12.37
    n-pentanol 1.39
    sec-butanol 1.57
    n-hexane 0.06
    ethylene glycol 2.64
    NMP 101.43
    cyclohexane 0.08
    DMSO 163.09
    n-butyl acetate 7.34
    n-octanol 1.39
    chloroform 2.56
    n-propyl acetate 7.0
    acetic acid 8.69
    dichloromethane 2.81
    cyclohexanone 20.95
    propylene glycol 2.59
    isopropyl acetate 5.31
    DMAc 76.72
    2-ethoxyethanol 12.11
    isopentanol 1.64
    n-heptane 0.06
    ethyl formate 5.91
    1,2-dichloroethane 3.29
    n-hexanol 1.42
    2-methoxyethanol 26.93
    isobutyl acetate 3.45
    tetrachloromethane 0.33
    n-pentyl acetate 4.66
    transcutol 16.4
    n-heptanol 1.58
    ethylbenzene 0.51
    MIBK 4.77
    2-propoxyethanol 21.87
    tert-butanol 2.55
    MTBE 1.38
    2-butoxyethanol 10.34
    propionic acid 6.08
    o-xylene 0.68
    formic acid 9.31
    diethyl ether 2.11
    m-xylene 0.6
    p-xylene 0.83
    chlorobenzene 0.87
    dimethyl carbonate 13.66
    n-octane 0.05
    formamide 18.22
    cyclopentanone 42.34
    2-pentanone 8.44
    anisole 2.62
    cyclopentyl methyl ether 6.57
    gamma-butyrolactone 54.98
    1-methoxy-2-propanol 19.69
    pyridine 9.9
    3-pentanone 7.07
    furfural 26.23
    n-dodecane 0.07
    diethylene glycol 26.74
    diisopropyl ether 0.55
    tert-amyl alcohol 2.33
    acetylacetone 19.38
    n-hexadecane 0.09
    acetophenone 6.32
    methyl propionate 11.99
    isopentyl acetate 6.32
    trichloroethylene 7.7
    n-nonanol 1.67
    cyclohexanol 2.28
    benzyl alcohol 3.11
    2-ethylhexanol 1.27
    isooctanol 1.43
    dipropyl ether 2.44
    1,2-dichlorobenzene 1.32
    ethyl lactate 7.92
    propylene carbonate 15.57
    n-methylformamide 20.15
    2-pentanol 1.07
    n-pentane 0.04
    1-propoxy-2-propanol 13.7
    1-methoxy-2-propyl acetate 16.13
    2-(2-methoxypropoxy) propanol 12.61
    mesitylene 0.42
    ε-caprolactone 19.41
    p-cymene 0.67
    epichlorohydrin 36.69
    1,1,1-trichloroethane 1.92
    2-aminoethanol 3.28
    morpholine-4-carbaldehyde 57.38
    sulfolane 123.15
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 11.41
    n-hexyl acetate 4.91
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 13.75
    sec-butyl acetate 3.82
    tert-butyl acetate 6.46
    decalin 0.09
    glycerin 13.81
    diglyme 22.87
    acrylic acid 8.68
    isopropyl myristate 2.76
    n-butyric acid 6.25
    acetyl acetate 6.05
    di(2-ethylhexyl) phthalate 3.89
    ethyl propionate 7.57
    nitromethane 40.45
    1,2-diethoxyethane 5.95
    benzonitrile 3.76
    trioctyl phosphate 3.61
    1-bromopropane 1.03
    gamma-valerolactone 61.5
    n-decanol 1.36
    triethyl phosphate 5.64
    4-methyl-2-pentanol 0.9
    propionitrile 4.42
    vinylene carbonate 12.26
    1,1,2-trichlorotrifluoroethane 30.81
    DMS 9.05
    cumene 0.39
    2-octanol 1.05
    2-hexanone 7.52
    octyl acetate 3.75
    limonene 0.93
    1,2-dimethoxyethane 25.4
    ethyl orthosilicate 4.3
    tributyl phosphate 4.03
    diacetone alcohol 15.14
    N,N-dimethylaniline 2.35
    acrylonitrile 8.67
    aniline 2.05
    1,3-propanediol 6.41
    bromobenzene 0.72
    dibromomethane 1.36
    1,1,2,2-tetrachloroethane 6.71
    2-methyl-cyclohexyl acetate 5.87
    tetrabutyl urea 7.7
    diisobutyl methanol 1.13
    2-phenylethanol 4.26
    styrene 0.54
    dioctyl adipate 5.26
    dimethyl sulfate 37.52
    ethyl butyrate 6.17
    methyl lactate 16.13
    butyl lactate 6.38
    diethyl carbonate 5.07
    propanediol butyl ether 7.31
    triethyl orthoformate 5.78
    p-tert-butyltoluene 0.64
    methyl 4-tert-butylbenzoate 7.7
    morpholine 21.57
    tert-butylamine 0.65
    n-dodecanol 1.05
    dimethoxymethane 27.34
    ethylene carbonate 11.15
    cyrene 22.98
    2-ethoxyethyl acetate 8.61
    2-ethylhexyl acetate 4.86
    1,2,4-trichlorobenzene 2.26
    4-methylpyridine 6.62
    dibutyl ether 1.67
    2,6-dimethyl-4-heptanol 1.13
    DEF 15.92
    dimethyl isosorbide 28.16
    tetrachloroethylene 3.43
    eugenol 8.98
    triacetin 8.73
    span 80 8.91
    1,4-butanediol 2.38
    1,1-dichloroethane 1.55
    2-methyl-1-pentanol 1.45
    methyl formate 15.57
    2-methyl-1-butanol 1.49
    n-decane 0.11
    butyronitrile 3.14
    3,7-dimethyl-1-octanol 1.36
    1-chlorooctane 0.52
    1-chlorotetradecane 0.32
    n-nonane 0.08
    undecane 0.09
    tert-butylcyclohexane 0.06
    cyclooctane 0.04
    cyclopentanol 4.17
    tetrahydropyran 6.38
    tert-amyl methyl ether 1.89
    2,5,8-trioxanonane 21.04
    1-hexene 0.3
    2-isopropoxyethanol 7.45
    2,2,2-trifluoroethanol 8.58
    methyl butyrate 9.19

    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