Homoeriodictyol

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  • Identifiers

    CAS number
    446-71-9

    Molecular formula
    C16H14O6

    SMILES
    COC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 58.08%
    Vanilla 48.16%
    Odorless 45.08%
    Sweet 42.0%
    Spicy 39.71%
    Smoky 31.24%
    Creamy 30.7%
    Balsamic 30.52%
    Burnt 28.78%
    Medicinal 23.4%

     

    Flavor
    Bitter 90.38%
    Bland 24.09%
    Sweet-like 21.24%
    Parsley 21.11%
    Odorless 20.8%
    Lovage 20.75%
    Cedarleaf 20.71%
    Eugenol 20.34%
    Ripe apricot 19.56%
    Ethyl benzoate 19.39%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    10.37 (weak base)

    Molecular weight
    302.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    644°C

    Flash point

    • 234.79 ˚C est.

  • Synonyms

    • Homoeriodictyol
    • 446-71-9
    • (-)-Homoeriodictyol
    • Eriodictyonone
    • 5,7,4'-Trihydroxy-3'-methoxyflavanone
    • Eriodictyol 3'-methyl ether
    • EHE7H3705C
    • (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
    • (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone
    • CHEBI:74960
    • DTXSID30196243
    • RefChem:146727
    • GlyTouCan:G79032IT
    • DTXCID40118734
    • G79032IT
    • 207-173-3
    • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
    • 3'-Methoxy-5,7,4'-trihydroxyflavanone
    • 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-
    • CHEMBL490170
    • (S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chroman-4-one
    • (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-4-one
    • UNII-EHE7H3705C
    • EINECS 207-173-3
    • (S)-homoeriodictyol
    • MFCD00270390
    • HOMOERIODICTYOL [MI]
    • SCHEMBL39497
    • orb1297338
    • SCHEMBL29411740
    • SCHEMBL30383489
    • HY-N8210
    • BDBM50325672
    • LMPK12140449
    • AKOS040760449
    • CCG-208391
    • EBC-615724
    • FM65712
    • (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-
    • NCGC00163565-01
    • MS-24355
    • 5,7,4''-Trihydroxy-3''-methoxyflavanone
    • CS-0140307
    • NS00031450
    • C09756
    • E88706
    • (.+/-.)-5,7,4'-Trihydroxy-3'-methoxyflavanone
    • Q3139901
    • (2S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • 446-71-9

  • Applications

    Homoeriodictyol (CAS 446-71-9) has several practical applications across industries: it is used as a flavor/aroma in foods and beverages, as a fragrance ingredient in cosmetics and personal care, and as an odorant in household cleaning products; it also serves as an intermediate or building block in the industrial synthesis of citrus flavonoid derivatives and related aroma compounds; in addition, it may be evaluated as a natural antioxidant or stabilizer in formulations and materials, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.66
    methanol 15.71
    isopropanol 12.88
    water 0.03
    ethyl acetate 37.84
    n-propanol 6.85
    acetone 130.03
    n-butanol 7.57
    acetonitrile 55.23
    DMF 402.02
    toluene 0.8
    isobutanol 6.85
    1,4-dioxane 76.35
    methyl acetate 53.43
    THF 324.33
    2-butanone 71.76
    n-pentanol 6.71
    sec-butanol 8.85
    n-hexane 0.04
    ethylene glycol 21.2
    NMP 147.01
    cyclohexane 0.07
    DMSO 1989.28
    n-butyl acetate 14.18
    n-octanol 5.42
    chloroform 2.18
    n-propyl acetate 22.55
    acetic acid 47.26
    dichloromethane 2.4
    cyclohexanone 61.36
    propylene glycol 27.03
    isopropyl acetate 22.26
    DMAc 343.69
    2-ethoxyethanol 91.11
    isopentanol 9.93
    n-heptane 0.16
    ethyl formate 28.21
    1,2-dichloroethane 5.72
    n-hexanol 4.19
    2-methoxyethanol 192.79
    isobutyl acetate 10.13
    tetrachloromethane 0.32
    n-pentyl acetate 8.1
    transcutol 192.22
    n-heptanol 4.18
    ethylbenzene 0.69
    MIBK 23.97
    2-propoxyethanol 80.43
    tert-butanol 32.89
    MTBE 9.11
    2-butoxyethanol 25.27
    propionic acid 23.98
    o-xylene 1.04
    formic acid 37.61
    diethyl ether 7.61
    m-xylene 1.08
    p-xylene 1.08
    chlorobenzene 1.43
    dimethyl carbonate 55.39
    n-octane 0.09
    formamide 118.71
    cyclopentanone 155.38
    2-pentanone 49.35
    anisole 9.84
    cyclopentyl methyl ether 24.29
    gamma-butyrolactone 182.04
    1-methoxy-2-propanol 160.03
    pyridine 14.83
    3-pentanone 30.47
    furfural 83.98
    n-dodecane 0.18
    diethylene glycol 114.06
    diisopropyl ether 2.21
    tert-amyl alcohol 13.45
    acetylacetone 120.32
    n-hexadecane 0.22
    acetophenone 15.68
    methyl propionate 59.71
    isopentyl acetate 13.25
    trichloroethylene 11.88
    n-nonanol 5.79
    cyclohexanol 8.62
    benzyl alcohol 10.83
    2-ethylhexanol 4.17
    isooctanol 4.47
    dipropyl ether 9.56
    1,2-dichlorobenzene 2.28
    ethyl lactate 30.35
    propylene carbonate 37.36
    n-methylformamide 149.43
    2-pentanol 6.82
    n-pentane 0.04
    1-propoxy-2-propanol 52.36
    1-methoxy-2-propyl acetate 45.75
    2-(2-methoxypropoxy) propanol 45.48
    mesitylene 0.97
    ε-caprolactone 44.13
    p-cymene 1.47
    epichlorohydrin 152.65
    1,1,1-trichloroethane 3.13
    2-aminoethanol 22.19
    morpholine-4-carbaldehyde 162.55
    sulfolane 302.34
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 38.69
    n-hexyl acetate 12.86
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 57.53
    sec-butyl acetate 11.24
    tert-butyl acetate 26.19
    decalin 0.11
    glycerin 92.32
    diglyme 126.15
    acrylic acid 28.3
    isopropyl myristate 6.71
    n-butyric acid 26.99
    acetyl acetate 28.87
    di(2-ethylhexyl) phthalate 8.41
    ethyl propionate 24.04
    nitromethane 373.6
    1,2-diethoxyethane 32.87
    benzonitrile 9.66
    trioctyl phosphate 6.64
    1-bromopropane 1.22
    gamma-valerolactone 201.05
    n-decanol 4.59
    triethyl phosphate 12.4
    4-methyl-2-pentanol 5.46
    propionitrile 25.92
    vinylene carbonate 31.25
    1,1,2-trichlorotrifluoroethane 90.94
    DMS 24.7
    cumene 0.7
    2-octanol 3.13
    2-hexanone 24.0
    octyl acetate 8.45
    limonene 2.08
    1,2-dimethoxyethane 159.92
    ethyl orthosilicate 10.03
    tributyl phosphate 8.7
    diacetone alcohol 67.8
    N,N-dimethylaniline 6.93
    acrylonitrile 51.28
    aniline 5.1
    1,3-propanediol 39.8
    bromobenzene 0.97
    dibromomethane 0.98
    1,1,2,2-tetrachloroethane 12.05
    2-methyl-cyclohexyl acetate 11.71
    tetrabutyl urea 14.26
    diisobutyl methanol 4.59
    2-phenylethanol 9.52
    styrene 0.81
    dioctyl adipate 13.71
    dimethyl sulfate 117.67
    ethyl butyrate 16.45
    methyl lactate 71.14
    butyl lactate 15.51
    diethyl carbonate 12.61
    propanediol butyl ether 30.06
    triethyl orthoformate 15.27
    p-tert-butyltoluene 1.53
    methyl 4-tert-butylbenzoate 20.14
    morpholine 95.91
    tert-butylamine 4.66
    n-dodecanol 3.55
    dimethoxymethane 221.6
    ethylene carbonate 29.34
    cyrene 49.52
    2-ethoxyethyl acetate 22.29
    2-ethylhexyl acetate 8.53
    1,2,4-trichlorobenzene 4.09
    4-methylpyridine 13.56
    dibutyl ether 7.5
    2,6-dimethyl-4-heptanol 4.59
    DEF 61.05
    dimethyl isosorbide 87.58
    tetrachloroethylene 4.49
    eugenol 22.3
    triacetin 29.0
    span 80 23.37
    1,4-butanediol 16.55
    1,1-dichloroethane 3.01
    2-methyl-1-pentanol 6.7
    methyl formate 124.73
    2-methyl-1-butanol 6.85
    n-decane 0.28
    butyronitrile 14.76
    3,7-dimethyl-1-octanol 6.28
    1-chlorooctane 1.66
    1-chlorotetradecane 0.81
    n-nonane 0.21
    undecane 0.22
    tert-butylcyclohexane 0.11
    cyclooctane 0.06
    cyclopentanol 17.69
    tetrahydropyran 19.88
    tert-amyl methyl ether 8.31
    2,5,8-trioxanonane 96.19
    1-hexene 0.24
    2-isopropoxyethanol 46.88
    2,2,2-trifluoroethanol 28.33
    methyl butyrate 32.98

    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