(+)-Dihydrorobinetin

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  • Identifiers

    CAS number
    4382-33-6

    Molecular formula
    C15H12O7

    SMILES
    C1=CC2=C(C=C1O)O[C@@H]([C@H](C2=O)O)C3=CC(=C(C(=C3)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 73.34%
    Phenolic 50.0%
    Burnt 32.87%
    Smoky 24.36%
    Vanilla 22.53%
    Spicy 22.26%
    Savory 20.1%
    Medicinal 19.9%
    Balsamic 18.5%
    Bitter 18.48%

     

    Flavor
    Bitter 91.89%
    Odorless 27.29%
    Bland 25.81%
    Sweet-like 23.13%
    Cedarleaf 20.21%
    Lovage 19.64%
    Eugenol 19.61%
    Parsley 19.41%
    Nitrile 19.33%
    Very strong 18.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    9.72 (weak base)

    Molecular weight
    304.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    965°C

    Flash point

    • 261.47 ˚C est.

  • Synonyms

    • (+)-dihydrorobinetin
    • DTXSID101315158
    • RefChem:390589
    • DTXCID101745064
    • 4382-33-6
    • (2R,3R)-3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
    • 2,3-Dihydrorobinetin
    • (2R,3R)-3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
    • MFCD00016957
    • FLAVANONE, 3,3',4',5',7-PENTAHYDROXY-, (R,R)-(+)-
    • VSJCDPYIMBSOKN-LSDHHAIUSA-N
    • Spectrum_001519
    • SpecPlus_000573
    • Spectrum2_001643
    • Spectrum3_001910
    • Spectrum4_001727
    • Spectrum5_000494
    • BSPBio_003480
    • KBioGR_002114
    • KBioSS_001999
    • DivK1c_006669
    • SPBio_001765
    • CHEMBL482975
    • orb1685054
    • (+)-Dihydrorobinetin; 2,3-Dihydrorobinetin; Dihydrorobinetin; NSC 59266
    • SCHEMBL18177341
    • KBio1_001613
    • KBio2_001999
    • KBio2_004567
    • KBio2_007135
    • KBio3_002984
    • HY-N3757
    • CCG-38763
    • AKOS015999067
    • FD65622
    • FS-9891
    • NCGC00178041-01
    • CS-0024163
    • SR-05000002162
    • SR-05000002162-2
    • (2R,3R)-3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • NCGC00178041-02!(2R,3R)-3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
    • 4382-33-6

  • Applications

    (+)-Dihydrorobinetin (CAS 4382-33-6) is an organic intermediate used as a building block for the synthesis of flavonoid derivatives and other chiral compounds, supporting research and development in synthetic chemistry. In pharmaceutical research, it may serve as a scaffold for medicinal chemistry programs. In cosmetics and personal care, the compound may function as an antioxidant and/or stabilizer in formulations. In the polymers and coatings sector, it can act as a stabilizing antioxidant additive to improve durability and oxidative resistance. In academic and industrial settings, it is commonly used as a precursor for enantioselective transformations to prepare chiral derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 75.66
    methanol 92.43
    isopropanol 42.53
    water 1.08
    ethyl acetate 18.66
    n-propanol 51.26
    acetone 15.56
    n-butanol 26.92
    acetonitrile 5.84
    DMF 232.21
    toluene 0.82
    isobutanol 11.65
    1,4-dioxane 40.72
    methyl acetate 13.05
    THF 141.26
    2-butanone 23.65
    n-pentanol 7.74
    sec-butanol 26.92
    n-hexane 0.04
    ethylene glycol 125.31
    NMP 73.96
    cyclohexane 0.1
    DMSO 472.72
    n-butyl acetate 3.24
    n-octanol 8.15
    chloroform 0.04
    n-propyl acetate 5.14
    acetic acid 40.96
    dichloromethane 0.05
    cyclohexanone 17.26
    propylene glycol 83.7
    isopropyl acetate 11.66
    DMAc 194.5
    2-ethoxyethanol 210.54
    isopentanol 14.37
    n-heptane 0.29
    ethyl formate 12.11
    1,2-dichloroethane 0.26
    n-hexanol 6.6
    2-methoxyethanol 525.41
    isobutyl acetate 0.92
    tetrachloromethane 0.05
    n-pentyl acetate 5.35
    transcutol 94.28
    n-heptanol 8.6
    ethylbenzene 0.37
    MIBK 9.88
    2-propoxyethanol 89.77
    tert-butanol 41.27
    MTBE 8.32
    2-butoxyethanol 32.98
    propionic acid 21.13
    o-xylene 0.93
    formic acid 118.11
    diethyl ether 11.47
    m-xylene 0.77
    p-xylene 0.32
    chlorobenzene 0.12
    dimethyl carbonate 20.77
    n-octane 0.2
    formamide 237.58
    cyclopentanone 37.36
    2-pentanone 22.55
    anisole 4.3
    cyclopentyl methyl ether 17.76
    gamma-butyrolactone 45.77
    1-methoxy-2-propanol 306.08
    pyridine 8.96
    3-pentanone 9.36
    furfural 24.88
    n-dodecane 0.19
    diethylene glycol 140.15
    diisopropyl ether 1.94
    tert-amyl alcohol 26.94
    acetylacetone 39.38
    n-hexadecane 0.22
    acetophenone 4.86
    methyl propionate 27.32
    isopentyl acetate 2.9
    trichloroethylene 0.4
    n-nonanol 8.34
    cyclohexanol 11.05
    benzyl alcohol 6.71
    2-ethylhexanol 3.12
    isooctanol 5.59
    dipropyl ether 8.04
    1,2-dichlorobenzene 0.16
    ethyl lactate 15.83
    propylene carbonate 8.17
    n-methylformamide 135.79
    2-pentanol 14.98
    n-pentane 0.1
    1-propoxy-2-propanol 45.88
    1-methoxy-2-propyl acetate 19.48
    2-(2-methoxypropoxy) propanol 30.97
    mesitylene 0.52
    ε-caprolactone 17.56
    p-cymene 0.69
    epichlorohydrin 29.0
    1,1,1-trichloroethane 0.1
    2-aminoethanol 157.04
    morpholine-4-carbaldehyde 117.83
    sulfolane 79.75
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 25.42
    n-hexyl acetate 7.52
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 45.93
    sec-butyl acetate 2.91
    tert-butyl acetate 14.12
    decalin 0.06
    glycerin 221.69
    diglyme 73.79
    acrylic acid 22.25
    isopropyl myristate 3.61
    n-butyric acid 23.34
    acetyl acetate 6.02
    di(2-ethylhexyl) phthalate 3.39
    ethyl propionate 7.6
    nitromethane 91.76
    1,2-diethoxyethane 15.63
    benzonitrile 1.57
    trioctyl phosphate 3.78
    1-bromopropane 0.19
    gamma-valerolactone 95.11
    n-decanol 6.05
    triethyl phosphate 3.82
    4-methyl-2-pentanol 6.19
    propionitrile 5.54
    vinylene carbonate 5.84
    1,1,2-trichlorotrifluoroethane 42.71
    DMS 6.51
    cumene 0.27
    2-octanol 5.87
    2-hexanone 5.04
    octyl acetate 5.58
    limonene 1.21
    1,2-dimethoxyethane 121.4
    ethyl orthosilicate 3.62
    tributyl phosphate 3.11
    diacetone alcohol 58.63
    N,N-dimethylaniline 3.55
    acrylonitrile 9.69
    aniline 4.79
    1,3-propanediol 186.58
    bromobenzene 0.07
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.66
    2-methyl-cyclohexyl acetate 2.98
    tetrabutyl urea 6.9
    diisobutyl methanol 3.02
    2-phenylethanol 5.58
    styrene 0.35
    dioctyl adipate 5.77
    dimethyl sulfate 37.89
    ethyl butyrate 5.29
    methyl lactate 65.69
    butyl lactate 9.83
    diethyl carbonate 3.12
    propanediol butyl ether 33.19
    triethyl orthoformate 5.94
    p-tert-butyltoluene 0.84
    methyl 4-tert-butylbenzoate 11.37
    morpholine 102.86
    tert-butylamine 6.77
    n-dodecanol 4.11
    dimethoxymethane 207.73
    ethylene carbonate 5.69
    cyrene 29.64
    2-ethoxyethyl acetate 11.49
    2-ethylhexyl acetate 1.64
    1,2,4-trichlorobenzene 0.36
    4-methylpyridine 5.14
    dibutyl ether 4.55
    2,6-dimethyl-4-heptanol 3.02
    DEF 44.04
    dimethyl isosorbide 32.82
    tetrachloroethylene 0.6
    eugenol 12.61
    triacetin 11.12
    span 80 18.81
    1,4-butanediol 43.96
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 4.77
    methyl formate 59.1
    2-methyl-1-butanol 12.51
    n-decane 0.39
    butyronitrile 4.74
    3,7-dimethyl-1-octanol 4.85
    1-chlorooctane 1.23
    1-chlorotetradecane 0.52
    n-nonane 0.31
    undecane 0.27
    tert-butylcyclohexane 0.05
    cyclooctane 0.11
    cyclopentanol 17.83
    tetrahydropyran 17.15
    tert-amyl methyl ether 10.32
    2,5,8-trioxanonane 56.95
    1-hexene 0.21
    2-isopropoxyethanol 57.48
    2,2,2-trifluoroethanol 15.43
    methyl butyrate 9.81

    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