Phlorizin

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  • Identifiers

    CAS number
    112318-65-7

    Molecular formula
    C21H24O10

    SMILES
    C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.16%
    Sweet 31.78%
    Vanilla 29.91%
    Phenolic 27.23%
    Balsamic 22.91%
    Savory 22.07%
    Bitter 22.05%
    Milky 21.18%
    Spicy 20.98%
    Creamy 18.26%

     

    Flavor
    Bitter 78.69%
    Odorless 39.49%
    Bland 34.23%
    Sweet-like 26.08%
    Mild 22.71%
    Cedarleaf 20.81%
    Parsley 20.16%
    Lovage 19.95%
    Ethyl benzoate 19.58%
    Eugenol 19.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    7.96 (neutral)

    Molecular weight
    436.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2355°C

    Melting point expt.

    • 110.0 °C

    Flash point

    • 287.18 ˚C est.

    Solubility expt.

    • 1 mg/mL at 22 °C

  • Synonyms

    • Phlorizin
    • Phlorhizin
    • Phlorizoside
    • Floridzin
    • Phlorrhizin
    • Phloretin 2'-glucoside
    • Phlorrhizen
    • Phloridzinum
    • Phloretin-2'-O-beta-glucoside
    • CU9S17279X
    • NSC-2833
    • phloretin 2'-O-glucoside
    • 1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
    • 2'-(beta-D-Glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone
    • CHEBI:8113
    • DTXSID3075339
    • 1-Propanone, 1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-
    • 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
    • 1-Propanone, 1-[2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-
    • Phloridzin Phenolic
    • 1-(2,4-dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one
    • 1-(2,4-dihydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
    • Phloridzin 1535
    • RefChem:57854
    • DTXCID1042738
    • 200-487-1
    • Phloridzosid
    • AI3-19835
    • 1-[2-(beta-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
    • MFCD00006591
    • Phloretin-2'-O-glucoside
    • Phloretin-2'-beta-glucoside
    • CHEMBL245067
    • 1-(2,4-dihydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one
    • Phloretin-2'-O-.beta.-glucoside
    • 1-Propanone,1-[2-(b-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-
    • NSC 2833
    • Phlorizin (dihydrate)
    • 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one
    • 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-glucopyranoside
    • 1-[2-(?-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
    • 2'-(.beta.-D-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone
    • 1-[2-[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4,6-bis(oxidanyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one
    • 1-{6-[(2S,4S,5S,3R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydr opyran-2-yloxy)]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)propan-1-one
    • SR-01000781913
    • EINECS 200-487-1
    • Lopin
    • UNII-CU9S17279X
    • phloretin-hexoside
    • 1-Propanone, 1-[2-(.beta.-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-
    • O-glucoside, 1
    • 1-PROPANONE, 1-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-
    • Phlorizin (Standard)
    • Phlorizin (Phloridzin)
    • Spectrum_001291
    • PHLORIDZIN [MI]
    • SpecPlus_000325
    • Spectrum2_000701
    • Spectrum3_001227
    • Spectrum4_001651
    • Spectrum5_000521
    • PHLORIDZINUM [HPUS]
    • PHLORIDZIN [WHO-DD]
    • SCHEMBL17290
    • BSPBio_002674
    • KBioGR_002141
    • KBioSS_001771
    • SPECTRUM300547
    • JMC511145 Compound 1
    • DivK1c_006421
    • SPBio_000881
    • GTPL4757
    • orb1304840
    • BDBM20875
    • HY-N0143R
    • KBio1_001365
    • KBio2_001771
    • KBio2_004339
    • KBio2_006907
    • KBio3_002174
    • GLXC-10564
    • HMS2090P10
    • Phloretin 2'-?-D-glucopyranoside
    • Phloretin 2'-ss-D-glucopyranoside
    • HY-N0143
    • MSK40016
    • CCG-38341
    • s2343
    • SBB005924
    • 4,6-dihydroxy-2-(beta-D-glucosido)-beta-(p-hydroxyphenyl)propiophenone
    • AKOS015920054
    • AC-7976
    • CS-2013
    • EBC-615928
    • MP08132
    • SDCCGMLS-0066626.P001
    • NCGC00142423-01
    • NCGC00142423-02
    • NCGC00142423-06
    • NCGC00142423-11
    • AS-15724
    • ST055878
    • ST057167
    • SY030366
    • NS00002475
    • P0248
    • C01604
    • 006P591
    • F079095
    • Q413105
    • SR-01000781913-2
    • SR-01000781913-4
    • SR-01000781913-5
    • BRD-K73756878-001-02-9
    • 1-[2-(.beta.-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
    • 1-[2-(ss-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
    • 1-{2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropy ran-2-yloxy)]phenyl}-3-(4-hydroxyphenyl)propan-1-one, hydrate
    • 112318-65-7
    • LN9
    • Phlorizin

  • Applications

    Phlorizin (CAS 112318-65-7) is a natural dihydrochalcone glycoside that finds use primarily in pharmaceutical and biomedical research as an inhibitor of glucose transporters (SGLT1/2), supporting studies on glucose transport mechanisms and as a lead scaffold in early drug discovery. It is also widely used as an analytical reference compound in natural product chemistry for apple-derived polyphenols and for method development (e.g., HPLC quantification). In medicinal chemistry, phlorizin serves as a building block for dihydrochalcone derivatives and glycoside modifications. In plant science and agriculture, it is studied as a native constituent of apple trees for phytochemical profiling and metabolic investigations. Additionally, its polyphenolic structure makes it a candidate for cosmetic and personal care research as an antioxidant ingredient, though use would be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.56
    methanol 49.31
    isopropanol 3.13
    water 0.88
    ethyl acetate 1.28
    n-propanol 8.25
    acetone 16.2
    n-butanol 3.69
    acetonitrile 1.77
    DMF 146.79
    toluene 0.23
    isobutanol 2.02
    1,4-dioxane 6.15
    methyl acetate 2.14
    THF 18.02
    2-butanone 6.05
    n-pentanol 1.23
    sec-butanol 2.52
    n-hexane 0.02
    ethylene glycol 53.07
    NMP 95.96
    cyclohexane 0.06
    DMSO 614.29
    n-butyl acetate 0.3
    n-octanol 0.9
    chloroform 0.14
    n-propyl acetate 0.38
    acetic acid 48.99
    dichloromethane 0.16
    cyclohexanone 6.58
    propylene glycol 62.2
    isopropyl acetate 0.68
    DMAc 133.94
    2-ethoxyethanol 32.85
    isopentanol 1.52
    n-heptane 0.05
    ethyl formate 2.46
    1,2-dichloroethane 0.37
    n-hexanol 0.75
    2-methoxyethanol 149.44
    isobutyl acetate 0.14
    tetrachloromethane 0.06
    n-pentyl acetate 0.53
    transcutol 36.21
    n-heptanol 1.05
    ethylbenzene 0.08
    MIBK 1.28
    2-propoxyethanol 17.09
    tert-butanol 2.42
    MTBE 0.55
    2-butoxyethanol 7.98
    propionic acid 9.76
    o-xylene 0.2
    formic acid 134.43
    diethyl ether 1.01
    m-xylene 0.17
    p-xylene 0.08
    chlorobenzene 0.06
    dimethyl carbonate 5.75
    n-octane 0.03
    formamide 140.31
    cyclopentanone 16.09
    2-pentanone 3.82
    anisole 0.44
    cyclopentyl methyl ether 2.23
    gamma-butyrolactone 16.89
    1-methoxy-2-propanol 64.48
    pyridine 2.73
    3-pentanone 2.43
    furfural 12.47
    n-dodecane 0.02
    diethylene glycol 43.99
    diisopropyl ether 0.14
    tert-amyl alcohol 1.93
    acetylacetone 7.96
    n-hexadecane 0.02
    acetophenone 0.83
    methyl propionate 4.25
    isopentyl acetate 0.3
    trichloroethylene 0.61
    n-nonanol 0.95
    cyclohexanol 1.79
    benzyl alcohol 1.25
    2-ethylhexanol 0.3
    isooctanol 0.64
    dipropyl ether 0.66
    1,2-dichlorobenzene 0.07
    ethyl lactate 3.42
    propylene carbonate 2.85
    n-methylformamide 67.59
    2-pentanol 1.07
    n-pentane 0.04
    1-propoxy-2-propanol 7.53
    1-methoxy-2-propyl acetate 3.06
    2-(2-methoxypropoxy) propanol 10.18
    mesitylene 0.1
    ε-caprolactone 4.75
    p-cymene 0.08
    epichlorohydrin 7.69
    1,1,1-trichloroethane 0.1
    2-aminoethanol 65.7
    morpholine-4-carbaldehyde 58.62
    sulfolane 83.27
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 2.69
    n-hexyl acetate 0.82
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 13.27
    sec-butyl acetate 0.22
    tert-butyl acetate 0.99
    decalin 0.02
    glycerin 158.12
    diglyme 22.45
    acrylic acid 16.51
    isopropyl myristate 0.33
    n-butyric acid 5.66
    acetyl acetate 0.88
    di(2-ethylhexyl) phthalate 0.83
    ethyl propionate 0.66
    nitromethane 62.29
    1,2-diethoxyethane 1.74
    benzonitrile 0.35
    trioctyl phosphate 0.72
    1-bromopropane 0.15
    gamma-valerolactone 46.63
    n-decanol 0.65
    triethyl phosphate 0.62
    4-methyl-2-pentanol 0.48
    propionitrile 1.18
    vinylene carbonate 2.81
    1,1,2-trichlorotrifluoroethane 28.44
    DMS 1.41
    cumene 0.05
    2-octanol 0.44
    2-hexanone 0.81
    octyl acetate 0.65
    limonene 0.16
    1,2-dimethoxyethane 15.56
    ethyl orthosilicate 0.52
    tributyl phosphate 0.6
    diacetone alcohol 8.75
    N,N-dimethylaniline 0.51
    acrylonitrile 2.97
    aniline 0.93
    1,3-propanediol 45.05
    bromobenzene 0.04
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 0.65
    2-methyl-cyclohexyl acetate 0.49
    tetrabutyl urea 1.55
    diisobutyl methanol 0.24
    2-phenylethanol 0.82
    styrene 0.07
    dioctyl adipate 0.97
    dimethyl sulfate 19.49
    ethyl butyrate 0.5
    methyl lactate 25.03
    butyl lactate 2.39
    diethyl carbonate 0.37
    propanediol butyl ether 11.32
    triethyl orthoformate 0.73
    p-tert-butyltoluene 0.09
    methyl 4-tert-butylbenzoate 3.08
    morpholine 15.74
    tert-butylamine 0.43
    n-dodecanol 0.42
    dimethoxymethane 42.15
    ethylene carbonate 1.86
    cyrene 14.35
    2-ethoxyethyl acetate 1.62
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 1.07
    dibutyl ether 0.4
    2,6-dimethyl-4-heptanol 0.24
    DEF 8.97
    dimethyl isosorbide 12.74
    tetrachloroethylene 0.55
    eugenol 3.85
    triacetin 2.85
    span 80 6.87
    1,4-butanediol 9.48
    1,1-dichloroethane 0.12
    2-methyl-1-pentanol 0.64
    methyl formate 31.13
    2-methyl-1-butanol 1.7
    n-decane 0.04
    butyronitrile 0.71
    3,7-dimethyl-1-octanol 0.53
    1-chlorooctane 0.14
    1-chlorotetradecane 0.05
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.01
    cyclooctane 0.03
    cyclopentanol 3.81
    tetrahydropyran 2.25
    tert-amyl methyl ether 0.77
    2,5,8-trioxanonane 17.96
    1-hexene 0.07
    2-isopropoxyethanol 6.91
    2,2,2-trifluoroethanol 14.19
    methyl butyrate 1.0

    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