7,8-Dihydroxyflavone

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  • Identifiers

    CAS number
    38183-03-8

    Molecular formula
    C15H10O4

    SMILES
    C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 55.35%
    Burnt 44.4%
    Odorless 42.78%
    Fruity 27.96%
    Medicinal 26.61%
    Smoky 26.44%
    Spicy 26.33%
    Balsamic 25.56%
    Bitter 24.37%
    Vanilla 24.31%

     

    Flavor
    Bitter 94.62%
    Very strong 20.26%
    Indole 19.74%
    Nitrile 19.51%
    Curry 19.46%
    Lovage 19.46%
    Moth ball 19.31%
    Naphthalic 19.25%
    Sweet-like 19.22%
    Naphthelene 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.58 (weak base)

    Molecular weight
    254.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    622°C

    Flash point

    • 194.99 ˚C est.

    Solubility expt.

    • Very slightly soluble
    • Very slightly soluble (in ethanol)

  • Synonyms

    • 7,8-dihydroxyflavone
    • 38183-03-8
    • 7,8-dihydroxy-2-phenyl-4H-chromen-4-one
    • 7,8-DHF
    • 4H-1-Benzopyran-4-one, 7,8-dihydroxy-2-phenyl-
    • 7,8-dihydroxy-2-phenylchromen-4-one
    • 7,8-Dihydroxy-flavone
    • 7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one
    • 7,8-Dihydroxy-2-phenyl-4-benzopyrone
    • ADB6MA8ZV2
    • NSC-750341
    • FEMA NO. 4830
    • CHEBI:140464
    • DTXSID00191568
    • RefChem:105589
    • DTXCID40114059
    • 253-812-4
    • 7,8-Dihydroxyflavone hydrate
    • 7,8-Dihydroxy-2-phenyl-chromen-4-one
    • MFCD00006836
    • CHEMBL75267
    • 7,8-bis(oxidanyl)-2-phenyl-chromen-4-one
    • EINECS 253-812-4
    • BRN 0234350
    • 7,8-Dihydroxy-2-phenyl-4H-chromen-4-one; 7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one;
    • UK9
    • 7,8-diOH-Flavone
    • Spectrum_001087
    • Spectrum2_000952
    • Spectrum3_000213
    • Spectrum4_001823
    • Spectrum5_000585
    • UNII-ADB6MA8ZV2
    • 8-DHF
    • BSPBio_001825
    • KBioGR_002491
    • KBioSS_001567
    • SPECTRUM201315
    • 5-18-04-00079 (Beilstein Handbook Reference)
    • BIDD:ER0103
    • DivK1c_000371
    • SCHEMBL419316
    • SPBio_000944
    • MEGxp0_001683
    • orb1304985
    • 7,8-dihydroxy-2-phenylchromone
    • SCHEMBL29374601
    • HMS501C13
    • KBio1_000371
    • KBio2_001567
    • KBio2_004135
    • KBio2_006703
    • KBio3_001325
    • NINDS_000371
    • GLXC-06252
    • HMS1923A03
    • HMS3263G12
    • HMS3743I05
    • HMS3886D10
    • Tox21_501075
    • BDBM50093539
    • CCG-39038
    • NSC750341
    • s8319
    • SBB000930
    • AKOS015856571
    • CS-W014088
    • EBC-462088
    • FD46341
    • HY-W013372
    • NSC 750341
    • SDCCGMLS-0066465.P001
    • IDI1_000371
    • NCGC00095217-01
    • NCGC00095217-02
    • NCGC00095217-03
    • NCGC00095217-04
    • NCGC00095217-09
    • NCGC00095217-12
    • NCGC00178976-01
    • NCGC00261760-01
    • AC-23011
    • DS-16246
    • PD002189
    • ST057268
    • SY111956
    • DB-049244
    • D1916
    • NS00009738
    • 7,8-Dihydroxyflavone hydrate, >=98% (HPLC)
    • C74948
    • AR-683/43483642
    • F222816
    • SR-05000002499
    • SR-05000002499-1
    • BRD-K49535716-001-02-4
    • BRD-K49535716-001-03-2
    • Q19596931
    • 38183-03-8

  • Applications

    7,8-Dihydroxyflavone (CAS 38183-03-8) has applications across pharmaceutical and chemical research: it is used as a research reagent and synthetic intermediate for flavonoid derivatives, supporting the preparation of new compounds in medicinal chemistry; it is studied as a TrkB receptor agonist and serves as a neuropharmacology tool to explore neuroprotection and learning mechanisms; it is evaluated for antioxidant activity and may be used as an antioxidant ingredient in cosmetic/personal care formulations; and in research settings it serves as a building block for structure-activity relationship studies of flavonoids and related compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.21
    methanol 2.27
    isopropanol 2.01
    water 0.0
    ethyl acetate 2.56
    n-propanol 2.98
    acetone 1.98
    n-butanol 2.47
    acetonitrile 0.74
    DMF 19.85
    toluene 1.13
    isobutanol 1.86
    1,4-dioxane 7.05
    methyl acetate 3.62
    THF 31.75
    2-butanone 5.65
    n-pentanol 1.54
    sec-butanol 3.15
    n-hexane 0.0
    ethylene glycol 2.89
    NMP 9.88
    cyclohexane 0.01
    DMSO 26.23
    n-butyl acetate 2.41
    n-octanol 1.28
    chloroform 0.01
    n-propyl acetate 2.07
    acetic acid 3.87
    dichloromethane 0.08
    cyclohexanone 5.58
    propylene glycol 2.77
    isopropyl acetate 3.41
    DMAc 39.25
    2-ethoxyethanol 9.41
    isopentanol 3.21
    n-heptane 0.03
    ethyl formate 1.32
    1,2-dichloroethane 0.4
    n-hexanol 1.82
    2-methoxyethanol 26.35
    isobutyl acetate 1.48
    tetrachloromethane 0.01
    n-pentyl acetate 3.11
    transcutol 98.39
    n-heptanol 1.8
    ethylbenzene 0.64
    MIBK 3.82
    2-propoxyethanol 11.45
    tert-butanol 4.2
    MTBE 3.45
    2-butoxyethanol 8.85
    propionic acid 3.1
    o-xylene 1.11
    formic acid 3.52
    diethyl ether 1.62
    m-xylene 0.8
    p-xylene 0.61
    chlorobenzene 0.32
    dimethyl carbonate 4.15
    n-octane 0.02
    formamide 11.44
    cyclopentanone 9.19
    2-pentanone 3.13
    anisole 3.9
    cyclopentyl methyl ether 5.78
    gamma-butyrolactone 11.71
    1-methoxy-2-propanol 18.21
    pyridine 8.13
    3-pentanone 2.27
    furfural 11.06
    n-dodecane 0.05
    diethylene glycol 13.61
    diisopropyl ether 0.73
    tert-amyl alcohol 5.7
    acetylacetone 7.7
    n-hexadecane 0.06
    acetophenone 4.37
    methyl propionate 3.92
    isopentyl acetate 3.75
    trichloroethylene 0.71
    n-nonanol 1.78
    cyclohexanol 2.6
    benzyl alcohol 3.99
    2-ethylhexanol 1.79
    isooctanol 2.03
    dipropyl ether 2.25
    1,2-dichlorobenzene 0.5
    ethyl lactate 3.05
    propylene carbonate 3.48
    n-methylformamide 5.83
    2-pentanol 2.08
    n-pentane 0.01
    1-propoxy-2-propanol 8.86
    1-methoxy-2-propyl acetate 10.06
    2-(2-methoxypropoxy) propanol 15.75
    mesitylene 0.54
    ε-caprolactone 6.16
    p-cymene 1.19
    epichlorohydrin 16.88
    1,1,1-trichloroethane 0.09
    2-aminoethanol 4.68
    morpholine-4-carbaldehyde 19.69
    sulfolane 16.38
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 8.15
    n-hexyl acetate 3.96
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 22.19
    sec-butyl acetate 2.44
    tert-butyl acetate 6.94
    decalin 0.04
    glycerin 10.79
    diglyme 42.88
    acrylic acid 3.94
    isopropyl myristate 2.39
    n-butyric acid 3.17
    acetyl acetate 2.15
    di(2-ethylhexyl) phthalate 2.84
    ethyl propionate 2.47
    nitromethane 8.21
    1,2-diethoxyethane 11.1
    benzonitrile 2.07
    trioctyl phosphate 1.72
    1-bromopropane 0.13
    gamma-valerolactone 17.93
    n-decanol 1.45
    triethyl phosphate 2.58
    4-methyl-2-pentanol 2.05
    propionitrile 1.5
    vinylene carbonate 2.92
    1,1,2-trichlorotrifluoroethane 10.52
    DMS 5.84
    cumene 0.59
    2-octanol 1.21
    2-hexanone 2.45
    octyl acetate 2.54
    limonene 1.31
    1,2-dimethoxyethane 17.55
    ethyl orthosilicate 2.66
    tributyl phosphate 2.07
    diacetone alcohol 15.08
    N,N-dimethylaniline 3.05
    acrylonitrile 3.02
    aniline 4.01
    1,3-propanediol 8.41
    bromobenzene 0.2
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.62
    2-methyl-cyclohexyl acetate 3.15
    tetrabutyl urea 3.41
    diisobutyl methanol 2.2
    2-phenylethanol 4.75
    styrene 0.62
    dioctyl adipate 4.11
    dimethyl sulfate 8.43
    ethyl butyrate 2.56
    methyl lactate 6.65
    butyl lactate 4.49
    diethyl carbonate 2.07
    propanediol butyl ether 8.81
    triethyl orthoformate 3.46
    p-tert-butyltoluene 1.23
    methyl 4-tert-butylbenzoate 8.33
    morpholine 12.98
    tert-butylamine 1.29
    n-dodecanol 1.11
    dimethoxymethane 16.63
    ethylene carbonate 1.9
    cyrene 9.67
    2-ethoxyethyl acetate 8.79
    2-ethylhexyl acetate 2.52
    1,2,4-trichlorobenzene 1.17
    4-methylpyridine 4.85
    dibutyl ether 2.42
    2,6-dimethyl-4-heptanol 2.2
    DEF 7.11
    dimethyl isosorbide 24.04
    tetrachloroethylene 0.39
    eugenol 8.97
    triacetin 7.71
    span 80 8.5
    1,4-butanediol 1.77
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 2.88
    methyl formate 3.64
    2-methyl-1-butanol 3.4
    n-decane 0.07
    butyronitrile 1.17
    3,7-dimethyl-1-octanol 2.34
    1-chlorooctane 0.46
    1-chlorotetradecane 0.27
    n-nonane 0.04
    undecane 0.06
    tert-butylcyclohexane 0.05
    cyclooctane 0.01
    cyclopentanol 2.61
    tetrahydropyran 4.06
    tert-amyl methyl ether 4.45
    2,5,8-trioxanonane 31.12
    1-hexene 0.05
    2-isopropoxyethanol 6.94
    2,2,2-trifluoroethanol 1.35
    methyl butyrate 2.76

    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