4,10-Dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H,3H-pyrano(4,3-b)(1)benzopyran-9-carboxylic acid

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  • Identifiers

    CAS number
    479-66-3

    Molecular formula
    C14H12O8

    SMILES
    CC1(CC2=C(CO1)C(=O)C3=C(O2)C=C(C(=C3C(=O)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 69.85%
    Phenolic 31.84%
    Balsamic 21.0%
    Burnt 21.0%
    Milky 19.43%
    Bitter 18.18%
    Creamy 17.91%
    Dry 17.46%
    Animal 16.42%
    Vanilla 16.06%

     

    Flavor
    Bitter 65.68%
    Odorless 40.6%
    Mild 28.09%
    Bland 25.25%
    Very mild 23.03%
    Sweet-like 22.26%
    Seedy 20.35%
    Cotton candy 20.24%
    Bread crust 20.2%
    Cedarleaf 20.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    7.5 (neutral)

    Molecular weight
    308.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1274°C

    Flash point

    • 264.11 ˚C est.

  • Synonyms

    • 479-66-3
    • 3,7,8-trihydroxy-3-methyl-10-oxo-1,4-dihydropyrano[4,3-b]chromene-9-carboxylic acid
    • XII14C5FXV
    • DTXSID00861991
    • 1H,3H-Pyrano(4,3-b)(1)benzopyran-9-carboxylic acid, 4,10-dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-
    • 4,10-Dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H,3H-pyrano[4,3-b][1]benzopyran-9-carboxylic acid
    • 1H,3H-Pyrano[4,3-b][1]benzopyran-9-carboxylic acid, 4,10-dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-
    • ROK fulvic acid
    • 3,7,8-trihydroxy-3-methyl-10-oxo-1,4-dihydropyrano(4,3-b)chromene-9-carboxylic acid
    • 4,10-Dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H,3H-pyrano(4,3-b)(1)benzopyran-9-carboxylic acid
    • Waterrok fulvic acid
    • RefChem:56647
    • DTXCID30810831
    • 3,4-dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H, 10H-pyrano(4,3-b)(1)benzopyran-9-carboxylic acid
    • 954-817-0
    • 3,7,8-Trihydroxy-3-methyl-10-oxo-1,3,4,10-tetrahydropyrano[4,3-b]chromene-9-carboxylic acid
    • MFCD09838488
    • 1H,3H-Pyrano[4,3-b][1]benzopyran-9-carboxylic acid,4,10-dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-
    • UNII-XII14C5FXV
    • Shilajit Extract
    • SCHEMBL345951
    • orb1692303
    • FULVIC ACID PURITY 95%
    • SCHEMBL29350621
    • C14H12O8
    • SAI_0011
    • HB3900
    • MSK179753
    • AKOS030528303
    • EBC-616356
    • 3,7,8-trihydroxy-3-methyl-10-oxo-1H,3H,4H,10H-pyrano[4,3-b]chromene-9-carboxylic acid
    • DA-53427
    • FF171062
    • SY225925
    • HY-122515
    • CS-0086156
    • NS00121259
    • F20713
    • 479F663
    • Q27293853
    • 1H,10H-PYRANO(4,3-B)(1)BENZOPYRAN-9-CARBOXYLIC ACID, 3,4-DIHYDRO-3,7,8-TRIHYDROXY-3-METHYL-10-OXO-
    • 3,4-Dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H,10H-pyrano(4,3-b)(1)benzopyran-9-carboxylic acid
    • 3,7,8-Trihydroxy-3-methyl-10-oxo-1,3,4,10-tetrahydropyrano[4,3-b]chromene-9-carboxylicacid
    • 3,7,8-Trihydroxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b][1]benzopyran-9-carboxylic acid
    • 3,7,8-Trihydroxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid #
    • NCGC00381178-01!3,7,8-trihydroxy-3-methyl-10-oxo-1,4-dihydropyrano[4,3-b]chromene-9-carboxylic acid
    • 479-66-3

  • Applications

    4,10-Dihydro-3,7,8-trihydroxy-3-methyl-10-oxo-1H,3H-pyrano(4,3-b)(1)benzopyran-9-carboxylic acid (CAS 479-66-3) may serve as a versatile intermediate/building block across several industries; in pharmaceuticals it is evaluated as an intermediate for active pharmaceutical ingredient scaffolds; in cosmetics/personal care it may be used as an antioxidant or colorant precursor; in coatings and inks, and in plastics and polymers, it can function as a pigment precursor or UV stabilizer; in industrial manufacturing it is considered a versatile precursor for further chemical transformations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.71
    methanol 2.49
    isopropanol 1.48
    water 0.18
    ethyl acetate 0.68
    n-propanol 1.57
    acetone 0.64
    n-butanol 1.31
    acetonitrile 1.08
    DMF 33.57
    toluene 0.05
    isobutanol 0.81
    1,4-dioxane 3.29
    methyl acetate 1.37
    THF 21.97
    2-butanone 1.29
    n-pentanol 0.83
    sec-butanol 1.27
    n-hexane 0.01
    ethylene glycol 6.83
    NMP 61.13
    cyclohexane 0.02
    DMSO 106.44
    n-butyl acetate 1.4
    n-octanol 0.5
    chloroform 0.06
    n-propyl acetate 1.49
    acetic acid 4.15
    dichloromethane 0.09
    cyclohexanone 2.79
    propylene glycol 4.98
    isopropyl acetate 0.59
    DMAc 51.94
    2-ethoxyethanol 19.16
    isopentanol 1.15
    n-heptane 0.02
    ethyl formate 1.84
    1,2-dichloroethane 0.15
    n-hexanol 0.69
    2-methoxyethanol 40.54
    isobutyl acetate 0.54
    tetrachloromethane 0.03
    n-pentyl acetate 0.66
    transcutol 10.49
    n-heptanol 0.7
    ethylbenzene 0.1
    MIBK 0.69
    2-propoxyethanol 17.23
    tert-butanol 2.53
    MTBE 0.36
    2-butoxyethanol 6.64
    propionic acid 2.5
    o-xylene 0.1
    formic acid 15.29
    diethyl ether 0.31
    m-xylene 0.07
    p-xylene 0.15
    chlorobenzene 0.04
    dimethyl carbonate 3.0
    n-octane 0.01
    formamide 26.8
    cyclopentanone 8.55
    2-pentanone 0.8
    anisole 0.78
    cyclopentyl methyl ether 1.94
    gamma-butyrolactone 18.35
    1-methoxy-2-propanol 22.13
    pyridine 1.43
    3-pentanone 0.55
    furfural 11.56
    n-dodecane 0.02
    diethylene glycol 25.9
    diisopropyl ether 0.09
    tert-amyl alcohol 1.92
    acetylacetone 1.64
    n-hexadecane 0.02
    acetophenone 1.49
    methyl propionate 1.82
    isopentyl acetate 1.38
    trichloroethylene 0.2
    n-nonanol 0.59
    cyclohexanol 1.12
    benzyl alcohol 1.37
    2-ethylhexanol 0.5
    isooctanol 0.53
    dipropyl ether 1.06
    1,2-dichlorobenzene 0.08
    ethyl lactate 4.62
    propylene carbonate 5.01
    n-methylformamide 14.77
    2-pentanol 0.58
    n-pentane 0.01
    1-propoxy-2-propanol 8.94
    1-methoxy-2-propyl acetate 4.14
    2-(2-methoxypropoxy) propanol 7.84
    mesitylene 0.06
    ε-caprolactone 4.88
    p-cymene 0.15
    epichlorohydrin 8.71
    1,1,1-trichloroethane 0.06
    2-aminoethanol 7.57
    morpholine-4-carbaldehyde 39.11
    sulfolane 51.09
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 4.17
    n-hexyl acetate 0.83
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 8.59
    sec-butyl acetate 0.71
    tert-butyl acetate 1.14
    decalin 0.02
    glycerin 23.97
    diglyme 17.31
    acrylic acid 3.35
    isopropyl myristate 0.48
    n-butyric acid 2.13
    acetyl acetate 0.49
    di(2-ethylhexyl) phthalate 1.06
    ethyl propionate 1.66
    nitromethane 10.8
    1,2-diethoxyethane 1.45
    benzonitrile 0.78
    trioctyl phosphate 0.91
    1-bromopropane 0.08
    gamma-valerolactone 24.16
    n-decanol 0.48
    triethyl phosphate 2.19
    4-methyl-2-pentanol 0.39
    propionitrile 1.12
    vinylene carbonate 3.27
    1,1,2-trichlorotrifluoroethane 12.52
    DMS 1.44
    cumene 0.1
    2-octanol 0.35
    2-hexanone 1.2
    octyl acetate 0.71
    limonene 0.17
    1,2-dimethoxyethane 25.07
    ethyl orthosilicate 1.81
    tributyl phosphate 1.09
    diacetone alcohol 7.16
    N,N-dimethylaniline 1.06
    acrylonitrile 2.21
    aniline 0.4
    1,3-propanediol 11.51
    bromobenzene 0.03
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.32
    2-methyl-cyclohexyl acetate 1.9
    tetrabutyl urea 2.58
    diisobutyl methanol 0.44
    2-phenylethanol 1.28
    styrene 0.07
    dioctyl adipate 1.12
    dimethyl sulfate 11.3
    ethyl butyrate 1.62
    methyl lactate 8.59
    butyl lactate 2.1
    diethyl carbonate 1.56
    propanediol butyl ether 4.86
    triethyl orthoformate 2.28
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 2.98
    morpholine 8.85
    tert-butylamine 0.44
    n-dodecanol 0.36
    dimethoxymethane 11.4
    ethylene carbonate 2.84
    cyrene 16.77
    2-ethoxyethyl acetate 1.27
    2-ethylhexyl acetate 0.99
    1,2,4-trichlorobenzene 0.18
    4-methylpyridine 1.18
    dibutyl ether 0.48
    2,6-dimethyl-4-heptanol 0.44
    DEF 4.69
    dimethyl isosorbide 17.84
    tetrachloroethylene 0.2
    eugenol 4.5
    triacetin 1.86
    span 80 3.58
    1,4-butanediol 4.06
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.74
    methyl formate 7.47
    2-methyl-1-butanol 1.01
    n-decane 0.03
    butyronitrile 0.91
    3,7-dimethyl-1-octanol 0.42
    1-chlorooctane 0.08
    1-chlorotetradecane 0.05
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 2.84
    tetrahydropyran 1.31
    tert-amyl methyl ether 0.6
    2,5,8-trioxanonane 14.33
    1-hexene 0.06
    2-isopropoxyethanol 7.18
    2,2,2-trifluoroethanol 4.08
    methyl butyrate 3.03

    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