(+)-Eriodictyol

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  • Identifiers

    CAS number
    552-58-9

    Molecular formula
    C15H12O6

    SMILES
    C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 65.0%
    Phenolic 55.7%
    Burnt 31.63%
    Spicy 29.08%
    Vanilla 26.14%
    Smoky 25.86%
    Medicinal 22.82%
    Balsamic 20.89%
    Savory 20.78%
    Bitter 19.55%

     

    Flavor
    Bitter 93.8%
    Odorless 22.83%
    Bland 22.49%
    Sweet-like 21.77%
    Cedarleaf 20.85%
    Lovage 20.33%
    Parsley 19.96%
    Eugenol 19.72%
    Nitrile 19.5%
    Very strong 19.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    10.93 (weak base)

    Molecular weight
    288.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    657°C

    Melting point expt.

    • 269 - 270 °C

    Flash point

    • 256.96 ˚C est.

    Solubility expt.

    • 0.07 mg/mL at 20 °C

  • Synonyms

    • ERIODICTYOL
    • 552-58-9
    • Eriodictiol
    • (+)-Eriodictyol
    • DTXSID70877706
    • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
    • Q520486B8Y
    • CHEBI:28412
    • NSC-649412
    • 3',4',5,7-Tetrahydroxyflavanone
    • RefChem:137633
    • GlyTouCan:G69343WQ
    • DTXCID901015774
    • G69343WQ
    • 209-016-4
    • (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-4-one
    • (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone
    • MFCD00135890
    • Eriodictyol - 98%
    • CHEMBL8996
    • Huazhongilexone
    • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
    • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
    • (S)-Eriodictyol
    • eridioctyol
    • eriodicryol
    • eriodyctiol
    • eryodictiol
    • UNII-Q520486B8Y
    • ERD
    • EINECS 209-016-4
    • 4'-hydroxynaringenin
    • NSC 649412
    • Eriodictyol - 90%
    • Eriodictyol with HPLC
    • ERIODICTYOL [MI]
    • SCHEMBL19180
    • orb1300257
    • Eriodictyol, analytical standard
    • SCHEMBL29382523
    • SCHEMBL29709569
    • SCHEMBL30468822
    • 5,7,3'',4''-tetrahydroxyflavon
    • HY-N0637
    • Eriodictyol, >=95.0% (HPLC)
    • BDBM50325671
    • LMPK12140002
    • MSK158874
    • s9123
    • 5,7,3'',4''-tetrahydroxyflavanone
    • AKOS025311577
    • AC-6043
    • CCG-267356
    • EBC-431056
    • FE65017
    • (2S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
    • (2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
    • (S)-3',4',5,7-Tetrahydroxyflavanone
    • AS-72316
    • DA-52977
    • FE146201
    • CS-0009666
    • NS00014833
    • C05631
    • 552E589
    • EN300-18546823
    • Q3459685
    • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-4-one
    • (S)-2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chroman-4-one
    • (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
    • 552-58-9

  • Applications

    (+)-Eriodictyol, CAS 552-58-9, is a natural flavanone found in citrus sources and is used as a natural flavor and fragrance component. In the food and beverage industry, it may be used as a natural flavor/aroma ingredient. In cosmetics and personal care, it is studied for antioxidant activity and may be incorporated into skincare and haircare formulations. In industrial manufacturing, it is evaluated as an antioxidant stabilizer for polymers and coatings. In pharmaceutical chemistry, it is used as a synthetic intermediate in flavonoid synthesis and can serve as a reference material in analytical methods.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.53
    methanol 49.12
    isopropanol 43.5
    water 0.26
    ethyl acetate 52.95
    n-propanol 17.83
    acetone 108.99
    n-butanol 21.03
    acetonitrile 52.91
    DMF 433.3
    toluene 0.54
    isobutanol 13.52
    1,4-dioxane 70.69
    methyl acetate 55.92
    THF 423.02
    2-butanone 94.5
    n-pentanol 11.48
    sec-butanol 24.67
    n-hexane 0.03
    ethylene glycol 47.32
    NMP 125.04
    cyclohexane 0.04
    DMSO 1842.77
    n-butyl acetate 15.32
    n-octanol 5.43
    chloroform 0.14
    n-propyl acetate 23.8
    acetic acid 42.48
    dichloromethane 0.11
    cyclohexanone 56.24
    propylene glycol 57.43
    isopropyl acetate 32.2
    DMAc 403.94
    2-ethoxyethanol 169.43
    isopentanol 21.87
    n-heptane 0.13
    ethyl formate 30.88
    1,2-dichloroethane 0.69
    n-hexanol 6.7
    2-methoxyethanol 372.26
    isobutyl acetate 7.23
    tetrachloromethane 0.1
    n-pentyl acetate 7.81
    transcutol 184.91
    n-heptanol 5.14
    ethylbenzene 0.44
    MIBK 34.42
    2-propoxyethanol 113.31
    tert-butanol 82.98
    MTBE 14.64
    2-butoxyethanol 32.17
    propionic acid 30.27
    o-xylene 0.73
    formic acid 49.12
    diethyl ether 9.7
    m-xylene 0.81
    p-xylene 0.61
    chlorobenzene 0.35
    dimethyl carbonate 47.14
    n-octane 0.07
    formamide 145.98
    cyclopentanone 156.6
    2-pentanone 75.82
    anisole 7.84
    cyclopentyl methyl ether 26.97
    gamma-butyrolactone 153.83
    1-methoxy-2-propanol 340.48
    pyridine 9.61
    3-pentanone 30.8
    furfural 61.96
    n-dodecane 0.13
    diethylene glycol 154.72
    diisopropyl ether 2.77
    tert-amyl alcohol 30.71
    acetylacetone 130.92
    n-hexadecane 0.15
    acetophenone 11.75
    methyl propionate 67.76
    isopentyl acetate 12.83
    trichloroethylene 1.38
    n-nonanol 5.69
    cyclohexanol 11.95
    benzyl alcohol 9.21
    2-ethylhexanol 4.49
    isooctanol 4.72
    dipropyl ether 10.44
    1,2-dichlorobenzene 0.57
    ethyl lactate 38.61
    propylene carbonate 30.66
    n-methylformamide 201.35
    2-pentanol 17.71
    n-pentane 0.04
    1-propoxy-2-propanol 75.89
    1-methoxy-2-propyl acetate 50.35
    2-(2-methoxypropoxy) propanol 50.31
    mesitylene 0.72
    ε-caprolactone 43.72
    p-cymene 0.98
    epichlorohydrin 99.51
    1,1,1-trichloroethane 0.69
    2-aminoethanol 56.98
    morpholine-4-carbaldehyde 161.1
    sulfolane 262.03
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 47.16
    n-hexyl acetate 11.59
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 62.98
    sec-butyl acetate 12.95
    tert-butyl acetate 36.34
    decalin 0.07
    glycerin 159.22
    diglyme 126.05
    acrylic acid 28.18
    isopropyl myristate 5.97
    n-butyric acid 41.08
    acetyl acetate 22.27
    di(2-ethylhexyl) phthalate 6.68
    ethyl propionate 26.34
    nitromethane 323.35
    1,2-diethoxyethane 31.55
    benzonitrile 5.3
    trioctyl phosphate 5.93
    1-bromopropane 0.35
    gamma-valerolactone 205.77
    n-decanol 4.45
    triethyl phosphate 10.69
    4-methyl-2-pentanol 9.99
    propionitrile 28.67
    vinylene carbonate 20.37
    1,1,2-trichlorotrifluoroethane 74.31
    DMS 17.8
    cumene 0.42
    2-octanol 3.71
    2-hexanone 24.66
    octyl acetate 7.91
    limonene 1.43
    1,2-dimethoxyethane 208.95
    ethyl orthosilicate 9.01
    tributyl phosphate 7.3
    diacetone alcohol 109.82
    N,N-dimethylaniline 5.16
    acrylonitrile 45.81
    aniline 3.59
    1,3-propanediol 104.15
    bromobenzene 0.19
    dibromomethane 0.07
    1,1,2,2-tetrachloroethane 2.26
    2-methyl-cyclohexyl acetate 9.73
    tetrabutyl urea 13.26
    diisobutyl methanol 5.32
    2-phenylethanol 8.45
    styrene 0.41
    dioctyl adipate 11.5
    dimethyl sulfate 93.54
    ethyl butyrate 16.24
    methyl lactate 102.2
    butyl lactate 16.52
    diethyl carbonate 10.89
    propanediol butyl ether 36.27
    triethyl orthoformate 14.78
    p-tert-butyltoluene 1.12
    methyl 4-tert-butylbenzoate 17.37
    morpholine 123.11
    tert-butylamine 8.71
    n-dodecanol 3.32
    dimethoxymethane 282.11
    ethylene carbonate 21.27
    cyrene 49.17
    2-ethoxyethyl acetate 18.38
    2-ethylhexyl acetate 7.41
    1,2,4-trichlorobenzene 1.13
    4-methylpyridine 9.49
    dibutyl ether 6.81
    2,6-dimethyl-4-heptanol 5.32
    DEF 73.66
    dimethyl isosorbide 82.7
    tetrachloroethylene 0.98
    eugenol 20.72
    triacetin 22.48
    span 80 23.42
    1,4-butanediol 36.07
    1,1-dichloroethane 0.45
    2-methyl-1-pentanol 9.2
    methyl formate 133.41
    2-methyl-1-butanol 14.24
    n-decane 0.19
    butyronitrile 19.13
    3,7-dimethyl-1-octanol 6.06
    1-chlorooctane 0.96
    1-chlorotetradecane 0.5
    n-nonane 0.14
    undecane 0.16
    tert-butylcyclohexane 0.07
    cyclooctane 0.04
    cyclopentanol 26.07
    tetrahydropyran 21.08
    tert-amyl methyl ether 12.84
    2,5,8-trioxanonane 96.6
    1-hexene 0.18
    2-isopropoxyethanol 72.09
    2,2,2-trifluoroethanol 24.92
    methyl butyrate 38.43

    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