(-)-Pinostrobin

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  • Identifiers

    CAS number
    480-37-5

    Molecular formula
    C16H14O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 66.39%
    Spicy 45.91%
    Phenolic 42.69%
    Vanilla 40.67%
    Balsamic 36.88%
    Coumarinic 34.62%
    Powdery 30.56%
    Coconut 29.69%
    Aromatic 29.22%
    Creamy 28.56%

     

    Flavor
    Bitter 85.94%
    Herbal 25.15%
    Lovage 21.52%
    Parsley 20.35%
    Cedarleaf 20.22%
    Ethyl benzoate 19.72%
    Ripe apricot 19.42%
    Aniseed 19.0%
    Red fruit 19.0%
    Balsam 18.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    8.98 (weak base)

    Molecular weight
    270.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    468°C

    Flash point

    • 194.44 ˚C est.

  • Synonyms

    • Pinostrobin
    • 480-37-5
    • Pinostrombin
    • dihydrotectochrysin
    • (-)-pinostrobin
    • Pinocembrin-7-methylether
    • SZD9LZS694
    • 5-Hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
    • CHEBI:80491
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (S)-
    • RefChem:174365
    • GlyTouCan:G60844CT
    • 5-hydroxy-7-methoxy-flavanone
    • (2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
    • G60844CT
    • 207-548-1
    • 5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
    • 5-Hydroxy-7-methoxyflavanone
    • pinocembrin-7-methyl ether
    • PINOCEMBRIN 7-METHYL ETHER
    • (2S)-pinostrobin
    • CHEMBL254613
    • (2s)-5-hydroxy-7-methoxyflavanone
    • (S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one
    • (2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
    • (S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyrone
    • 7-METHYLPINOCEMBRIN
    • UNII-SZD9LZS694
    • (2S)-5-hydroxy-7-methoxy-2-phenyl-chroman-4-one
    • (-)-2S-PINOCEMBRIN
    • orb1297238
    • SCHEMBL7648566
    • SCHEMBL30238575
    • DTXSID50963979
    • WLZ4650
    • ORJDDOBAOGKRJV-AWEZNQCLSA-N
    • DTXSID801377006
    • Pinostrobin, >=99.0% (TLC)
    • HY-N2127
    • EINECS 207-548-1
    • BDBM50338968
    • (+/-)-5-hydroxy-7-methoxyflavanone
    • (2S)-5-hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
    • AKOS037515398
    • CCG-262304
    • EBC-616683
    • (2S)-2,3-DIHYDRO-5-HYDROXY-7-METHOXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE
    • FLAVANONE, 5-HYDROXY-7-METHOXY-
    • NCGC00163610-01
    • MS-23823
    • CS-0018678
    • NS00124152
    • E87161
    • 480P375
    • SR-05000013704
    • SR-05000013704-1
    • Q27149542
    • 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5-HYDROXY-7-METHOXY-2-PHENYL-, (2S)-
    • 480-37-5

  • Applications

    (-)-Pinostrobin, CAS 480-37-5, is a natural flavanone primarily used as an intermediate in organic synthesis and the development of specialty chemicals in pharmaceutical and related industries; it is also evaluated as a bioactive antioxidant for cosmetic and personal care formulations; in agricultural research, it is considered a lead compound for studies on plant-protection products; and in natural products chemistry it is commonly used as a reference compound and building block for the synthesis and characterization of flavonoid derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.59
    methanol 19.81
    isopropanol 15.19
    water 0.02
    ethyl acetate 83.34
    n-propanol 13.54
    acetone 264.86
    n-butanol 12.79
    acetonitrile 137.66
    DMF 404.07
    toluene 20.12
    isobutanol 13.05
    1,4-dioxane 237.73
    methyl acetate 117.82
    THF 564.44
    2-butanone 133.55
    n-pentanol 10.51
    sec-butanol 11.71
    n-hexane 0.2
    ethylene glycol 19.73
    NMP 227.19
    cyclohexane 0.93
    DMSO 1439.8
    n-butyl acetate 39.65
    n-octanol 6.1
    chloroform 189.79
    n-propyl acetate 39.59
    acetic acid 71.8
    dichloromethane 171.29
    cyclohexanone 140.61
    propylene glycol 22.87
    isopropyl acetate 47.33
    DMAc 441.88
    2-ethoxyethanol 66.5
    isopentanol 15.98
    n-heptane 0.52
    ethyl formate 49.16
    1,2-dichloroethane 157.4
    n-hexanol 9.32
    2-methoxyethanol 155.9
    isobutyl acetate 26.2
    tetrachloromethane 8.55
    n-pentyl acetate 16.23
    transcutol 366.81
    n-heptanol 5.27
    ethylbenzene 8.4
    MIBK 45.25
    2-propoxyethanol 71.52
    tert-butanol 33.82
    MTBE 24.28
    2-butoxyethanol 28.33
    propionic acid 40.96
    o-xylene 11.74
    formic acid 29.11
    diethyl ether 28.34
    m-xylene 12.99
    p-xylene 12.09
    chlorobenzene 42.97
    dimethyl carbonate 103.24
    n-octane 0.21
    formamide 83.94
    cyclopentanone 301.51
    2-pentanone 79.0
    anisole 48.48
    cyclopentyl methyl ether 80.34
    gamma-butyrolactone 290.01
    1-methoxy-2-propanol 109.3
    pyridine 105.83
    3-pentanone 70.25
    furfural 212.29
    n-dodecane 0.46
    diethylene glycol 93.89
    diisopropyl ether 8.24
    tert-amyl alcohol 17.36
    acetylacetone 209.14
    n-hexadecane 0.58
    acetophenone 50.61
    methyl propionate 93.49
    isopentyl acetate 37.58
    trichloroethylene 327.1
    n-nonanol 6.73
    cyclohexanol 22.05
    benzyl alcohol 34.1
    2-ethylhexanol 9.13
    isooctanol 5.81
    dipropyl ether 19.15
    1,2-dichlorobenzene 40.91
    ethyl lactate 37.04
    propylene carbonate 101.29
    n-methylformamide 119.29
    2-pentanol 9.12
    n-pentane 0.2
    1-propoxy-2-propanol 52.92
    1-methoxy-2-propyl acetate 89.61
    2-(2-methoxypropoxy) propanol 71.39
    mesitylene 7.8
    ε-caprolactone 90.08
    p-cymene 8.15
    epichlorohydrin 397.93
    1,1,1-trichloroethane 85.05
    2-aminoethanol 21.35
    morpholine-4-carbaldehyde 241.5
    sulfolane 408.44
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 124.85
    n-hexyl acetate 25.26
    isooctane 0.46
    2-(2-butoxyethoxy)ethanol 78.92
    sec-butyl acetate 26.42
    tert-butyl acetate 55.79
    decalin 1.02
    glycerin 71.72
    diglyme 207.14
    acrylic acid 54.1
    isopropyl myristate 15.18
    n-butyric acid 42.86
    acetyl acetate 79.81
    di(2-ethylhexyl) phthalate 18.8
    ethyl propionate 43.67
    nitromethane 439.27
    1,2-diethoxyethane 71.65
    benzonitrile 50.37
    trioctyl phosphate 11.79
    1-bromopropane 26.42
    gamma-valerolactone 294.36
    n-decanol 5.57
    triethyl phosphate 30.14
    4-methyl-2-pentanol 8.77
    propionitrile 57.09
    vinylene carbonate 93.37
    1,1,2-trichlorotrifluoroethane 226.44
    DMS 67.9
    cumene 6.26
    2-octanol 3.47
    2-hexanone 42.36
    octyl acetate 17.79
    limonene 10.56
    1,2-dimethoxyethane 168.05
    ethyl orthosilicate 24.36
    tributyl phosphate 19.86
    diacetone alcohol 80.72
    N,N-dimethylaniline 26.47
    acrylonitrile 102.82
    aniline 44.77
    1,3-propanediol 38.88
    bromobenzene 42.07
    dibromomethane 80.12
    1,1,2,2-tetrachloroethane 221.34
    2-methyl-cyclohexyl acetate 33.02
    tetrabutyl urea 27.95
    diisobutyl methanol 8.66
    2-phenylethanol 30.15
    styrene 12.21
    dioctyl adipate 31.77
    dimethyl sulfate 205.79
    ethyl butyrate 37.88
    methyl lactate 78.88
    butyl lactate 22.97
    diethyl carbonate 35.4
    propanediol butyl ether 32.84
    triethyl orthoformate 33.61
    p-tert-butyltoluene 7.47
    methyl 4-tert-butylbenzoate 40.89
    morpholine 212.35
    tert-butylamine 10.95
    n-dodecanol 4.7
    dimethoxymethane 238.87
    ethylene carbonate 80.07
    cyrene 71.51
    2-ethoxyethyl acetate 46.51
    2-ethylhexyl acetate 26.92
    1,2,4-trichlorobenzene 61.78
    4-methylpyridine 85.8
    dibutyl ether 14.99
    2,6-dimethyl-4-heptanol 8.66
    DEF 88.07
    dimethyl isosorbide 139.56
    tetrachloroethylene 90.61
    eugenol 39.46
    triacetin 60.1
    span 80 36.46
    1,4-butanediol 14.06
    1,1-dichloroethane 90.52
    2-methyl-1-pentanol 11.53
    methyl formate 126.63
    2-methyl-1-butanol 11.7
    n-decane 0.64
    butyronitrile 37.76
    3,7-dimethyl-1-octanol 10.14
    1-chlorooctane 4.59
    1-chlorotetradecane 2.55
    n-nonane 0.47
    undecane 0.54
    tert-butylcyclohexane 0.9
    cyclooctane 0.34
    cyclopentanol 36.3
    tetrahydropyran 100.24
    tert-amyl methyl ether 19.17
    2,5,8-trioxanonane 163.35
    1-hexene 1.61
    2-isopropoxyethanol 42.97
    2,2,2-trifluoroethanol 45.3
    methyl butyrate 52.0

    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