Sakuranetin

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  • Identifiers

    CAS number
    2957-21-3

    Molecular formula
    C16H14O5

    SMILES
    COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 61.51%
    Phenolic 59.56%
    Vanilla 44.9%
    Spicy 41.48%
    Balsamic 31.01%
    Creamy 30.34%
    Odorless 29.95%
    Coumarinic 29.64%
    Coconut 29.26%
    Medicinal 28.2%

     

    Flavor
    Bitter 92.08%
    Lovage 21.01%
    Cedarleaf 20.54%
    Parsley 20.54%
    Sweet-like 20.01%
    Bland 19.76%
    Ripe apricot 19.42%
    Ethyl benzoate 19.38%
    Red fruit 19.11%
    Eugenol 18.79%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    9.66 (weak base)

    Molecular weight
    286.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    528°C

    Melting point expt.

    • 152 °C

    Flash point

    • 221.37 ˚C est.

  • Synonyms

    • Sakuranetin
    • 2957-21-3
    • (2S)-sakuranetin
    • Naringenin 7-methyl ether
    • 5,4'-Dihydroxy-7-methoxyflavanone
    • (S)-(-)-4',5-dihydroxy-7-methoxyflavanone
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one
    • 3O38P61299
    • CHEBI:28927
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (S)-
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one
    • DTXSID10874774
    • RefChem:180866
    • GlyTouCan:G01408UN
    • DTXCID901012899
    • G01408UN
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
    • 220-980-5
    • (S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one
    • 7-O-Methylnaringenin
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (2S)-
    • 4',5-Dihydroxy-7-methoxyflavanone
    • CHEMBL448297
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one
    • UNII-3O38P61299
    • EINECS 220-980-5
    • MFCD00075651
    • NSC 407228
    • SAKURANETIN [MI]
    • GTPL412
    • SCHEMBL555542
    • Flavanone, 4',5-dihydroxy-7-methoxy-, (S)-(-)-
    • orb1297541
    • Sakuranetin, analytical standard
    • 3d04
    • HY-N3006
    • 5,4''-dihydroxy-7-methoxyflavanone
    • BDBM50312648
    • LMPK12140571
    • AKOS027321114
    • DB08517
    • EBC-473049
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
    • (S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
    • (2S)-4',5-dihydroxy-7-methoxyflavanone
    • AS-79385
    • CS-0022916
    • (2S)-5,4'-dihydroxy-7-methoxyflavan-4-one
    • C09833
    • Q3459689
    • (2S)--5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
    • 2957-21-3

  • Applications

    Sakuranetin (CAS 2957-21-3) is a natural flavanone that is primarily of interest as a phytochemical for research and development. In industry it is commonly evaluated as a reference standard in analytical chemistry and as a building block or intermediate for synthesis in pharmaceutical and agrochemical research. Its potential applications include cosmetics and personal care as a natural bioactive ingredient (research on antioxidant activity and formulation interactions), agriculture as a plant-defense elicitor or lead candidate in agrochemical development, and coatings or inks as a natural color source or functional additive in formulation studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.07
    methanol 22.62
    isopropanol 19.66
    water 0.05
    ethyl acetate 72.4
    n-propanol 8.5
    acetone 305.1
    n-butanol 9.03
    acetonitrile 138.29
    DMF 482.23
    toluene 2.91
    isobutanol 10.86
    1,4-dioxane 207.27
    methyl acetate 121.17
    THF 544.42
    2-butanone 122.97
    n-pentanol 8.12
    sec-butanol 10.94
    n-hexane 0.05
    ethylene glycol 30.55
    NMP 172.23
    cyclohexane 0.16
    DMSO 2481.9
    n-butyl acetate 24.22
    n-octanol 5.71
    chloroform 21.3
    n-propyl acetate 34.84
    acetic acid 76.58
    dichloromethane 17.8
    cyclohexanone 96.67
    propylene glycol 44.99
    isopropyl acetate 38.98
    DMAc 504.06
    2-ethoxyethanol 97.99
    isopentanol 13.39
    n-heptane 0.18
    ethyl formate 44.83
    1,2-dichloroethane 28.2
    n-hexanol 4.74
    2-methoxyethanol 217.06
    isobutyl acetate 19.76
    tetrachloromethane 1.7
    n-pentyl acetate 11.03
    transcutol 388.01
    n-heptanol 4.25
    ethylbenzene 1.85
    MIBK 36.81
    2-propoxyethanol 86.92
    tert-butanol 53.06
    MTBE 18.52
    2-butoxyethanol 28.86
    propionic acid 38.49
    o-xylene 3.12
    formic acid 41.9
    diethyl ether 12.36
    m-xylene 3.05
    p-xylene 3.38
    chlorobenzene 7.65
    dimethyl carbonate 98.46
    n-octane 0.09
    formamide 128.81
    cyclopentanone 235.69
    2-pentanone 69.16
    anisole 24.27
    cyclopentyl methyl ether 45.73
    gamma-butyrolactone 252.22
    1-methoxy-2-propanol 171.35
    pyridine 41.51
    3-pentanone 51.96
    furfural 145.23
    n-dodecane 0.27
    diethylene glycol 139.34
    diisopropyl ether 4.38
    tert-amyl alcohol 18.43
    acetylacetone 206.63
    n-hexadecane 0.33
    acetophenone 32.45
    methyl propionate 85.99
    isopentyl acetate 23.79
    trichloroethylene 69.93
    n-nonanol 6.25
    cyclohexanol 14.43
    benzyl alcohol 21.51
    2-ethylhexanol 5.41
    isooctanol 4.74
    dipropyl ether 13.2
    1,2-dichlorobenzene 9.81
    ethyl lactate 40.21
    propylene carbonate 67.47
    n-methylformamide 166.21
    2-pentanol 8.08
    n-pentane 0.05
    1-propoxy-2-propanol 61.39
    1-methoxy-2-propyl acetate 70.23
    2-(2-methoxypropoxy) propanol 69.79
    mesitylene 2.51
    ε-caprolactone 66.92
    p-cymene 3.11
    epichlorohydrin 279.18
    1,1,1-trichloroethane 19.91
    2-aminoethanol 28.05
    morpholine-4-carbaldehyde 225.46
    sulfolane 364.24
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 76.88
    n-hexyl acetate 18.86
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 86.47
    sec-butyl acetate 20.22
    tert-butyl acetate 45.02
    decalin 0.27
    glycerin 128.99
    diglyme 208.71
    acrylic acid 49.82
    isopropyl myristate 10.84
    n-butyric acid 40.03
    acetyl acetate 64.46
    di(2-ethylhexyl) phthalate 13.31
    ethyl propionate 37.39
    nitromethane 581.03
    1,2-diethoxyethane 63.13
    benzonitrile 24.29
    trioctyl phosphate 9.15
    1-bromopropane 3.69
    gamma-valerolactone 272.33
    n-decanol 5.11
    triethyl phosphate 21.6
    4-methyl-2-pentanol 7.26
    propionitrile 54.64
    vinylene carbonate 59.68
    1,1,2-trichlorotrifluoroethane 165.2
    DMS 48.96
    cumene 1.79
    2-octanol 2.98
    2-hexanone 37.84
    octyl acetate 12.95
    limonene 4.04
    1,2-dimethoxyethane 219.81
    ethyl orthosilicate 17.17
    tributyl phosphate 14.09
    diacetone alcohol 87.15
    N,N-dimethylaniline 14.42
    acrylonitrile 98.62
    aniline 15.74
    1,3-propanediol 51.27
    bromobenzene 6.05
    dibromomethane 6.87
    1,1,2,2-tetrachloroethane 60.17
    2-methyl-cyclohexyl acetate 20.87
    tetrabutyl urea 21.86
    diisobutyl methanol 6.32
    2-phenylethanol 18.25
    styrene 2.64
    dioctyl adipate 22.84
    dimethyl sulfate 186.84
    ethyl butyrate 26.46
    methyl lactate 94.91
    butyl lactate 20.76
    diethyl carbonate 24.04
    propanediol butyl ether 38.26
    triethyl orthoformate 26.1
    p-tert-butyltoluene 3.08
    methyl 4-tert-butylbenzoate 31.24
    morpholine 195.76
    tert-butylamine 9.01
    n-dodecanol 4.21
    dimethoxymethane 289.36
    ethylene carbonate 56.8
    cyrene 63.52
    2-ethoxyethyl acetate 35.43
    2-ethylhexyl acetate 16.13
    1,2,4-trichlorobenzene 17.56
    4-methylpyridine 34.56
    dibutyl ether 11.45
    2,6-dimethyl-4-heptanol 6.32
    DEF 78.06
    dimethyl isosorbide 129.97
    tetrachloroethylene 21.41
    eugenol 32.81
    triacetin 48.94
    span 80 33.42
    1,4-butanediol 21.28
    1,1-dichloroethane 19.56
    2-methyl-1-pentanol 8.7
    methyl formate 170.07
    2-methyl-1-butanol 8.94
    n-decane 0.36
    butyronitrile 26.25
    3,7-dimethyl-1-octanol 8.56
    1-chlorooctane 2.42
    1-chlorotetradecane 1.37
    n-nonane 0.24
    undecane 0.31
    tert-butylcyclohexane 0.25
    cyclooctane 0.09
    cyclopentanol 28.36
    tetrahydropyran 48.33
    tert-amyl methyl ether 13.61
    2,5,8-trioxanonane 162.09
    1-hexene 0.3
    2-isopropoxyethanol 56.23
    2,2,2-trifluoroethanol 45.54
    methyl butyrate 47.78

    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