Isosakuranetin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    480-43-3

    Molecular formula
    C16H14O5

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

    Safety labels

  • Odor profile

    Fragrance
    Sweet 57.68%
    Phenolic 55.06%
    Vanilla 43.42%
    Spicy 39.35%
    Odorless 33.53%
    Balsamic 30.36%
    Creamy 29.48%
    Coumarinic 28.96%
    Coconut 28.39%
    Nutty 26.41%

     

    Flavor
    Bitter 91.32%
    Lovage 20.93%
    Parsley 20.57%
    Cedarleaf 20.35%
    Sweet-like 19.8%
    Ethyl benzoate 19.59%
    Ripe apricot 19.46%
    Red fruit 19.13%
    Aniseed 18.91%
    Eugenol 18.77%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    9.69 (weak base)

    Molecular weight
    286.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    555°C

    Flash point

    • 221.01 ˚C est.

  • Synonyms

    • Isosakuranetin
    • 480-43-3
    • 4'-Methylnaringenin
    • (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
    • U02X7TF8UA
    • (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone
    • DTXSID60963980
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)-
    • RefChem:149944
    • GlyTouCan:G76970DG
    • DTXCID701391702
    • G76970DG
    • 207-551-8
    • Isosakutanetin
    • 5,7-Dihydroxy-4'-methoxyflavanone
    • (S)-5,7-dihydroxy-2-(4-methoxyphenyl)chroman-4-one
    • naringenin 4'-methyl ether
    • Citrifoliol
    • CHEMBL470266
    • (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • MFCD00017313
    • 4'-methoxy-5,7-dihydroxyflavanone
    • UNII-U02X7TF8UA
    • EINECS 207-551-8
    • naringenin 4''-methyl ether
    • SCHEMBL676015
    • MEGxp0_001686
    • orb1301347
    • SCHEMBL29358328
    • ACon1_000171
    • CHEBI:27552
    • GTPL10299
    • (2S)-naringenin 4'-methyl ether
    • GLXC-14373
    • 4'-Methoxy-5,7-dihydroxyflavonone
    • HY-N2131
    • 5,7-dihydroxy-4''-methoxyflavanone
    • BDBM50325673
    • LMPK12140355
    • s9438
    • (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • (S)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
    • AKOS032948348
    • CCG-208396
    • EBC-617511
    • FI65633
    • NCGC00163576-01
    • NCGC00163576-02
    • AC-34925
    • MS-24084
    • CS-0018682
    • NS00042921
    • C05334
    • AA-504/32626001
    • SR-05000002273
    • Q3459109
    • SR-05000002273-2
    • BRD-K19341706-001-01-7
    • (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)chroman-4-one
    • (2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
    • (2S)-5,7-Dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (S)-
    • 480-43-3

  • Applications

    Isosakuranetin (CAS 480-43-3) is a natural flavanone used primarily as an intermediate and building block for the synthesis of flavonoid derivatives in pharmaceutical and agrochemical R&D, and as a general research reagent for structure–activity relationship studies and library generation in laboratories. It may serve as an antioxidant ingredient in cosmetic and personal care formulations. It is also employed as a reference standard for analytical methods (LC-MS/HPLC) to quantify related flavonoids in botanical materials and finished products. Additionally, it can function as a starting material for the preparation of related compounds in materials research, including coatings or polymer-related work. In early-stage screening programs, it may be evaluated as a potential lead compound, with use governed by applicable regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.59
    methanol 16.91
    isopropanol 11.87
    water 0.04
    ethyl acetate 68.22
    n-propanol 5.83
    acetone 203.36
    n-butanol 6.73
    acetonitrile 118.29
    DMF 476.96
    toluene 2.26
    isobutanol 8.16
    1,4-dioxane 165.68
    methyl acetate 104.82
    THF 368.9
    2-butanone 95.31
    n-pentanol 6.43
    sec-butanol 8.08
    n-hexane 0.04
    ethylene glycol 25.24
    NMP 195.46
    cyclohexane 0.12
    DMSO 2067.12
    n-butyl acetate 23.91
    n-octanol 4.82
    chloroform 13.73
    n-propyl acetate 35.05
    acetic acid 68.81
    dichloromethane 13.43
    cyclohexanone 83.66
    propylene glycol 37.2
    isopropyl acetate 36.57
    DMAc 455.33
    2-ethoxyethanol 97.18
    isopentanol 10.38
    n-heptane 0.16
    ethyl formate 43.2
    1,2-dichloroethane 20.21
    n-hexanol 3.67
    2-methoxyethanol 190.36
    isobutyl acetate 19.01
    tetrachloromethane 1.09
    n-pentyl acetate 11.09
    transcutol 512.1
    n-heptanol 3.52
    ethylbenzene 1.31
    MIBK 33.3
    2-propoxyethanol 86.57
    tert-butanol 36.15
    MTBE 15.63
    2-butoxyethanol 28.22
    propionic acid 36.45
    o-xylene 2.35
    formic acid 40.62
    diethyl ether 9.89
    m-xylene 2.57
    p-xylene 2.31
    chlorobenzene 5.93
    dimethyl carbonate 98.25
    n-octane 0.07
    formamide 131.28
    cyclopentanone 199.07
    2-pentanone 58.97
    anisole 21.38
    cyclopentyl methyl ether 38.4
    gamma-butyrolactone 246.32
    1-methoxy-2-propanol 160.19
    pyridine 31.14
    3-pentanone 46.74
    furfural 155.95
    n-dodecane 0.2
    diethylene glycol 135.61
    diisopropyl ether 3.85
    tert-amyl alcohol 14.43
    acetylacetone 197.58
    n-hexadecane 0.25
    acetophenone 30.39
    methyl propionate 86.69
    isopentyl acetate 22.76
    trichloroethylene 53.03
    n-nonanol 5.31
    cyclohexanol 10.72
    benzyl alcohol 19.31
    2-ethylhexanol 4.5
    isooctanol 4.03
    dipropyl ether 12.66
    1,2-dichlorobenzene 7.98
    ethyl lactate 42.62
    propylene carbonate 69.02
    n-methylformamide 165.09
    2-pentanol 6.4
    n-pentane 0.04
    1-propoxy-2-propanol 62.44
    1-methoxy-2-propyl acetate 76.68
    2-(2-methoxypropoxy) propanol 77.9
    mesitylene 2.04
    ε-caprolactone 68.38
    p-cymene 2.54
    epichlorohydrin 264.75
    1,1,1-trichloroethane 13.65
    2-aminoethanol 24.2
    morpholine-4-carbaldehyde 272.91
    sulfolane 360.76
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 61.38
    n-hexyl acetate 18.18
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 96.33
    sec-butyl acetate 19.47
    tert-butyl acetate 42.6
    decalin 0.2
    glycerin 117.19
    diglyme 236.67
    acrylic acid 49.59
    isopropyl myristate 10.07
    n-butyric acid 37.21
    acetyl acetate 67.72
    di(2-ethylhexyl) phthalate 12.91
    ethyl propionate 39.06
    nitromethane 584.12
    1,2-diethoxyethane 69.33
    benzonitrile 21.04
    trioctyl phosphate 8.45
    1-bromopropane 2.7
    gamma-valerolactone 296.61
    n-decanol 4.3
    triethyl phosphate 22.15
    4-methyl-2-pentanol 5.84
    propionitrile 44.49
    vinylene carbonate 65.88
    1,1,2-trichlorotrifluoroethane 163.66
    DMS 51.98
    cumene 1.31
    2-octanol 2.45
    2-hexanone 32.44
    octyl acetate 12.0
    limonene 3.48
    1,2-dimethoxyethane 213.81
    ethyl orthosilicate 17.56
    tributyl phosphate 13.59
    diacetone alcohol 81.41
    N,N-dimethylaniline 12.17
    acrylonitrile 84.34
    aniline 12.3
    1,3-propanediol 40.06
    bromobenzene 4.67
    dibromomethane 5.03
    1,1,2,2-tetrachloroethane 43.29
    2-methyl-cyclohexyl acetate 20.89
    tetrabutyl urea 20.51
    diisobutyl methanol 5.61
    2-phenylethanol 15.44
    styrene 1.85
    dioctyl adipate 23.21
    dimethyl sulfate 194.49
    ethyl butyrate 26.97
    methyl lactate 99.39
    butyl lactate 21.49
    diethyl carbonate 24.53
    propanediol butyl ether 39.96
    triethyl orthoformate 26.98
    p-tert-butyltoluene 2.57
    methyl 4-tert-butylbenzoate 31.68
    morpholine 165.05
    tert-butylamine 6.46
    n-dodecanol 3.46
    dimethoxymethane 273.68
    ethylene carbonate 58.31
    cyrene 69.89
    2-ethoxyethyl acetate 39.03
    2-ethylhexyl acetate 15.53
    1,2,4-trichlorobenzene 14.76
    4-methylpyridine 29.3
    dibutyl ether 10.72
    2,6-dimethyl-4-heptanol 5.61
    DEF 80.93
    dimethyl isosorbide 153.39
    tetrachloroethylene 15.14
    eugenol 33.0
    triacetin 56.2
    span 80 34.4
    1,4-butanediol 18.34
    1,1-dichloroethane 12.54
    2-methyl-1-pentanol 7.5
    methyl formate 172.84
    2-methyl-1-butanol 7.27
    n-decane 0.27
    butyronitrile 22.06
    3,7-dimethyl-1-octanol 7.46
    1-chlorooctane 1.93
    1-chlorotetradecane 1.05
    n-nonane 0.18
    undecane 0.23
    tert-butylcyclohexane 0.2
    cyclooctane 0.07
    cyclopentanol 20.99
    tetrahydropyran 32.98
    tert-amyl methyl ether 11.79
    2,5,8-trioxanonane 178.27
    1-hexene 0.23
    2-isopropoxyethanol 54.02
    2,2,2-trifluoroethanol 45.83
    methyl butyrate 48.18

    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