Protohypericin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    548-03-8

    Molecular formula
    C30H18O8

    SMILES
    CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C(=C5C6=CC(=CC(=O)C6=C(C7=C(C=C(C4=C57)O)O)O)C)C2=C1)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.45%
    Odorless 44.37%
    Burnt 29.46%
    Woody 26.58%
    Dry 25.43%
    Medicinal 24.37%
    Spicy 24.06%
    Smoky 22.27%
    Animal 20.93%
    Fruity 20.14%

     

    Flavor
    Bitter 95.35%
    Odorless 25.02%
    Very strong 19.47%
    Sweet-like 19.36%
    Indole 19.2%
    Nitrile 19.14%
    Cedarleaf 19.07%
    Bland 18.89%
    Rotten 18.88%
    Parsley 18.1%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    8.37 (weak base)

    Molecular weight
    506.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3604°C

    Flash point

    • 371.11 ˚C est.

  • Synonyms

    • Protohypericin
    • 548-03-8
    • 1,3,4,6,8,15-hexahydroxy-10,13-dimethyldibenzo[a,o]perylene-7,16-dione
    • 9,11,13,16,18,20-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.12,10.03,8.019,27.021,26.014,28]octacosa-1,3,5,8,10,12,14(28),15(27),16,18,20,23,25-tridecaene-7,22-dione
    • 1,3,4,6,8,15-Hexahydroxy-10,13-dimethyl-dibenzo[a,o]perylene-7,16-dione
    • F2LTB9RH6T
    • orb1297229
    • CHEMBL1078768
    • SCHEMBL19322741
    • SCHEMBL25937899
    • SCHEMBL29776606
    • DTXSID30203269
    • CHEBI:204898
    • HY-N4139
    • EX-A15597
    • AKOS030631733
    • DA-77170
    • FP157330
    • MS-29408
    • CS-0032211
    • NS00094673
    • Dibenzo(a,o)perylene-7,16-dione, 1,3,4,6,8,15-hexahydroxy-10,11-dimethyl-
    • Dibenzo[a,o]perylene-7,16-dione, 1,3,4,6,8,15-hexahydroxy-10,13-dimethyl-
    • 7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1^{2,10}.0^{3,8}.0^{19,27}.0^{21,26}.0^{14,28}]octacosa-1,3,5,7,10,12,14(28),15,17,19(27),21,23,25-tridecaene-9,20-dione
    • 9,11,13,16,18,20-hexahydroxy-5,24-dimethyl-heptacyclo[13.11.1.12,10.03,8.019,27.021,26.014,28]octacosa-1,3,5,8,10,12,14(28),15(27),16,18,20,23,25-tridecaene-7,22-dione
    • 548-03-8

  • Applications

    Protohypericin (CAS 548-03-8) is a naphthodianthrone-type compound widely regarded as a precursor to hypericin and is used as a pigment/colorant for coatings and inks in pigment form; in research and development, it is evaluated as a photosensitizer and as a building block for photochemical and photodynamic applications related to hypericin, and it is also considered a fluorescent marker for analytical chemistry; it also serves as an intermediate in the synthesis of hypericin; these applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.06
    methanol 1.27
    isopropanol 0.59
    water 0.0
    ethyl acetate 0.86
    n-propanol 1.35
    acetone 0.49
    n-butanol 0.79
    acetonitrile 0.29
    DMF 17.19
    toluene 0.12
    isobutanol 0.6
    1,4-dioxane 1.71
    methyl acetate 1.15
    THF 6.52
    2-butanone 1.8
    n-pentanol 0.5
    sec-butanol 0.86
    n-hexane 0.01
    ethylene glycol 1.55
    NMP 25.94
    cyclohexane 0.01
    DMSO 14.83
    n-butyl acetate 1.26
    n-octanol 0.3
    chloroform 0.37
    n-propyl acetate 0.78
    acetic acid 2.06
    dichloromethane 0.32
    cyclohexanone 2.18
    propylene glycol 3.02
    isopropyl acetate 0.5
    DMAc 19.96
    2-ethoxyethanol 3.85
    isopentanol 0.43
    n-heptane 0.01
    ethyl formate 0.96
    1,2-dichloroethane 0.32
    n-hexanol 0.43
    2-methoxyethanol 11.31
    isobutyl acetate 0.34
    tetrachloromethane 0.03
    n-pentyl acetate 1.01
    transcutol 4.98
    n-heptanol 0.45
    ethylbenzene 0.08
    MIBK 0.39
    2-propoxyethanol 6.8
    tert-butanol 0.39
    MTBE 0.27
    2-butoxyethanol 3.37
    propionic acid 2.63
    o-xylene 0.09
    formic acid 2.65
    diethyl ether 0.36
    m-xylene 0.08
    p-xylene 0.08
    chlorobenzene 0.1
    dimethyl carbonate 2.16
    n-octane 0.01
    formamide 4.01
    cyclopentanone 5.25
    2-pentanone 0.98
    anisole 0.41
    cyclopentyl methyl ether 1.0
    gamma-butyrolactone 8.5
    1-methoxy-2-propanol 9.95
    pyridine 2.27
    3-pentanone 0.85
    furfural 5.38
    n-dodecane 0.01
    diethylene glycol 5.82
    diisopropyl ether 0.05
    tert-amyl alcohol 0.65
    acetylacetone 0.98
    n-hexadecane 0.01
    acetophenone 0.83
    methyl propionate 2.36
    isopentyl acetate 0.88
    trichloroethylene 0.92
    n-nonanol 0.35
    cyclohexanol 0.53
    benzyl alcohol 0.75
    2-ethylhexanol 0.3
    isooctanol 0.31
    dipropyl ether 0.61
    1,2-dichlorobenzene 0.11
    ethyl lactate 1.95
    propylene carbonate 2.46
    n-methylformamide 6.74
    2-pentanol 0.41
    n-pentane 0.01
    1-propoxy-2-propanol 5.18
    1-methoxy-2-propyl acetate 3.76
    2-(2-methoxypropoxy) propanol 3.06
    mesitylene 0.03
    ε-caprolactone 3.56
    p-cymene 0.09
    epichlorohydrin 5.21
    1,1,1-trichloroethane 0.1
    2-aminoethanol 2.83
    morpholine-4-carbaldehyde 17.53
    sulfolane 20.23
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.7
    n-hexyl acetate 0.88
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.42
    sec-butyl acetate 0.44
    tert-butyl acetate 0.52
    decalin 0.01
    glycerin 9.5
    diglyme 5.55
    acrylic acid 3.56
    isopropyl myristate 0.29
    n-butyric acid 2.05
    acetyl acetate 0.4
    di(2-ethylhexyl) phthalate 0.59
    ethyl propionate 0.92
    nitromethane 4.07
    1,2-diethoxyethane 1.04
    benzonitrile 0.41
    trioctyl phosphate 0.49
    1-bromopropane 0.18
    gamma-valerolactone 14.41
    n-decanol 0.23
    triethyl phosphate 0.78
    4-methyl-2-pentanol 0.17
    propionitrile 0.66
    vinylene carbonate 2.31
    1,1,2-trichlorotrifluoroethane 11.23
    DMS 1.45
    cumene 0.05
    2-octanol 0.26
    2-hexanone 0.73
    octyl acetate 0.5
    limonene 0.12
    1,2-dimethoxyethane 4.22
    ethyl orthosilicate 0.62
    tributyl phosphate 0.52
    diacetone alcohol 2.28
    N,N-dimethylaniline 0.43
    acrylonitrile 1.42
    aniline 0.58
    1,3-propanediol 3.0
    bromobenzene 0.07
    dibromomethane 0.16
    1,1,2,2-tetrachloroethane 1.0
    2-methyl-cyclohexyl acetate 0.83
    tetrabutyl urea 1.01
    diisobutyl methanol 0.14
    2-phenylethanol 0.82
    styrene 0.08
    dioctyl adipate 0.73
    dimethyl sulfate 5.96
    ethyl butyrate 0.96
    methyl lactate 6.4
    butyl lactate 2.34
    diethyl carbonate 0.65
    propanediol butyl ether 3.12
    triethyl orthoformate 1.1
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 1.56
    morpholine 5.25
    tert-butylamine 0.11
    n-dodecanol 0.15
    dimethoxymethane 5.81
    ethylene carbonate 1.53
    cyrene 5.03
    2-ethoxyethyl acetate 2.01
    2-ethylhexyl acetate 0.73
    1,2,4-trichlorobenzene 0.26
    4-methylpyridine 1.2
    dibutyl ether 0.29
    2,6-dimethyl-4-heptanol 0.14
    DEF 3.74
    dimethyl isosorbide 5.25
    tetrachloroethylene 0.49
    eugenol 2.06
    triacetin 1.79
    span 80 2.8
    1,4-butanediol 0.83
    1,1-dichloroethane 0.14
    2-methyl-1-pentanol 0.36
    methyl formate 3.09
    2-methyl-1-butanol 0.66
    n-decane 0.01
    butyronitrile 0.46
    3,7-dimethyl-1-octanol 0.23
    1-chlorooctane 0.07
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 1.15
    tetrahydropyran 0.9
    tert-amyl methyl ether 0.45
    2,5,8-trioxanonane 3.73
    1-hexene 0.06
    2-isopropoxyethanol 1.81
    2,2,2-trifluoroethanol 1.12
    methyl butyrate 1.28

    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