(6AR,11AR)-3,9-dihydroxypterocarpan

Overview IFRA Request a quote

  • Identifiers

    CAS number
    61135-91-9

    Molecular formula
    C15H12O4

    SMILES
    C1[C@@H]2[C@H](C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 62.74%
    Sweet 40.13%
    Spicy 36.87%
    Vanilla 31.53%
    Odorless 30.57%
    Medicinal 30.05%
    Smoky 28.24%
    Burnt 24.65%
    Nutty 23.77%
    Balsamic 22.66%

     

    Flavor
    Bitter 94.92%
    Sweet-like 19.77%
    Cedarleaf 19.46%
    Very strong 19.07%
    Indole 18.94%
    Lovage 18.8%
    Cereal 18.64%
    Parsley 18.51%
    Moth ball 18.1%
    Ripe apricot 18.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    9.46 (weak base)

    Molecular weight
    256.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    584°C

    Flash point

    • 239.43 ˚C est.

  • Synonyms

    • (6aR,11aR)-3,9-Dihydroxypterocarpan
    • CHEBI:15648
    • (6aR,11aR)-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene-3,9-diol
    • (6aR,11aR)-6a,11a-dihydro-6H-benzo(4,5)furo(3,2-c)chromene-3,9-diol
    • RefChem:1050671
    • 3,9-Dihydroxypterocarpan
    • 61135-91-9
    • demethylmedicarpin
    • CHEMBL1098413
    • (6aR,11aR)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
    • (6aR-cis)-6a,11a-Dihydro-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol
    • C04271
    • (-)-3,9-dihydroxypterocarpan
    • orb1984250
    • SCHEMBL29843376
    • SCHEMBL31663447
    • DTXSID80210024
    • BDBM50317431
    • (6aR,11aR)-6a,11a-Dihydro-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol
    • AKOS032948673
    • FS-8871
    • XD161697
    • CS-0149031
    • Q27098166
    • (6aR,11aR)-6a,11a-dihydro-6H-benzofuro[3,2-c]chromene-3,9-diol
    • (6?R,11?R)-6?,11?-Dihydro-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol
    • (6aR,11aR)-6a,11a-Dihydro-6H-[1]benzofuro[3,2-c][1]benzopyran-3,9-diol
    • 6H-Benzofuro(3,2-c)(1)benzopyran-3,9-diol, 6a,11a-dihydro-, (6aR-cis)-
    • (1R,10R)-8,17-dioxatetracyclo[8.7.0.0?,?.0??,??]heptadeca-2,4,6,11,13,15-hexaene-5,14-diol
    • 61135-91-9

  • Applications

    The compound (6AR,11AR)-3,9-dihydroxypterocarpan (CAS 61135-91-9) is primarily used as an intermediate in the synthesis of pterocarpan derivatives for pharmaceutical and agrochemical research; it can serve as a building block in medicinal chemistry libraries and synthetic routes toward isoflavonoid-based compounds. It is also employed as an analytical standard or reference material for natural product isolation and structural characterization (LC-MS, NMR) of pterocarpans. In research settings, it is used as a reagent to study structure-activity relationships of isoflavonoid scaffolds and related biosynthetic pathways. Additionally, the compound may be evaluated for cosmetic formulation development as a bioactive derivative of the isoflavonoid class, though practical use is formulation- and regulation-dependent.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.2
    methanol 12.5
    isopropanol 10.94
    water 0.45
    ethyl acetate 22.58
    n-propanol 6.04
    acetone 65.56
    n-butanol 8.07
    acetonitrile 31.81
    DMF 71.78
    toluene 2.71
    isobutanol 5.93
    1,4-dioxane 77.09
    methyl acetate 27.74
    THF 134.57
    2-butanone 30.12
    n-pentanol 8.15
    sec-butanol 4.53
    n-hexane 0.07
    ethylene glycol 23.43
    NMP 24.09
    cyclohexane 0.19
    DMSO 286.5
    n-butyl acetate 19.91
    n-octanol 9.2
    chloroform 8.64
    n-propyl acetate 21.5
    acetic acid 38.79
    dichloromethane 4.63
    cyclohexanone 39.95
    propylene glycol 13.39
    isopropyl acetate 24.47
    DMAc 114.64
    2-ethoxyethanol 54.21
    isopentanol 13.13
    n-heptane 0.45
    ethyl formate 20.07
    1,2-dichloroethane 7.5
    n-hexanol 10.66
    2-methoxyethanol 91.53
    isobutyl acetate 18.85
    tetrachloromethane 1.56
    n-pentyl acetate 15.55
    transcutol 180.58
    n-heptanol 9.61
    ethylbenzene 1.96
    MIBK 25.69
    2-propoxyethanol 67.43
    tert-butanol 26.0
    MTBE 9.0
    2-butoxyethanol 34.56
    propionic acid 16.86
    o-xylene 2.77
    formic acid 27.46
    diethyl ether 6.51
    m-xylene 3.38
    p-xylene 3.57
    chlorobenzene 4.78
    dimethyl carbonate 32.09
    n-octane 0.32
    formamide 61.76
    cyclopentanone 56.3
    2-pentanone 28.47
    anisole 13.21
    cyclopentyl methyl ether 19.24
    gamma-butyrolactone 60.79
    1-methoxy-2-propanol 73.36
    pyridine 19.04
    3-pentanone 17.21
    furfural 53.25
    n-dodecane 0.76
    diethylene glycol 100.97
    diisopropyl ether 4.28
    tert-amyl alcohol 9.39
    acetylacetone 62.17
    n-hexadecane 0.88
    acetophenone 20.61
    methyl propionate 23.61
    isopentyl acetate 22.06
    trichloroethylene 19.13
    n-nonanol 10.71
    cyclohexanol 9.86
    benzyl alcohol 16.86
    2-ethylhexanol 9.25
    isooctanol 9.73
    dipropyl ether 11.78
    1,2-dichlorobenzene 6.36
    ethyl lactate 26.95
    propylene carbonate 32.41
    n-methylformamide 40.49
    2-pentanol 6.09
    n-pentane 0.07
    1-propoxy-2-propanol 44.94
    1-methoxy-2-propyl acetate 44.22
    2-(2-methoxypropoxy) propanol 48.43
    mesitylene 2.99
    ε-caprolactone 31.3
    p-cymene 4.57
    epichlorohydrin 65.25
    1,1,1-trichloroethane 8.09
    2-aminoethanol 17.51
    morpholine-4-carbaldehyde 75.32
    sulfolane 77.65
    2,2,4-trimethylpentane 0.21
    2-methyltetrahydrofuran 22.27
    n-hexyl acetate 19.68
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 63.97
    sec-butyl acetate 16.23
    tert-butyl acetate 27.41
    decalin 0.41
    glycerin 55.18
    diglyme 117.22
    acrylic acid 24.02
    isopropyl myristate 13.18
    n-butyric acid 25.57
    acetyl acetate 26.26
    di(2-ethylhexyl) phthalate 14.21
    ethyl propionate 20.15
    nitromethane 117.08
    1,2-diethoxyethane 41.12
    benzonitrile 18.51
    trioctyl phosphate 11.47
    1-bromopropane 1.73
    gamma-valerolactone 85.06
    n-decanol 9.06
    triethyl phosphate 17.68
    4-methyl-2-pentanol 8.88
    propionitrile 21.31
    vinylene carbonate 31.63
    1,1,2-trichlorotrifluoroethane 66.44
    DMS 28.64
    cumene 2.45
    2-octanol 6.57
    2-hexanone 22.98
    octyl acetate 15.24
    limonene 5.17
    1,2-dimethoxyethane 98.52
    ethyl orthosilicate 15.66
    tributyl phosphate 14.03
    diacetone alcohol 47.18
    N,N-dimethylaniline 10.32
    acrylonitrile 35.33
    aniline 9.03
    1,3-propanediol 37.16
    bromobenzene 3.71
    dibromomethane 2.21
    1,1,2,2-tetrachloroethane 19.47
    2-methyl-cyclohexyl acetate 19.12
    tetrabutyl urea 19.65
    diisobutyl methanol 8.73
    2-phenylethanol 19.28
    styrene 2.08
    dioctyl adipate 20.04
    dimethyl sulfate 54.45
    ethyl butyrate 19.75
    methyl lactate 38.39
    butyl lactate 21.44
    diethyl carbonate 19.32
    propanediol butyl ether 32.86
    triethyl orthoformate 21.52
    p-tert-butyltoluene 4.46
    methyl 4-tert-butylbenzoate 25.53
    morpholine 58.17
    tert-butylamine 6.03
    n-dodecanol 7.6
    dimethoxymethane 90.9
    ethylene carbonate 32.08
    cyrene 41.25
    2-ethoxyethyl acetate 32.1
    2-ethylhexyl acetate 15.45
    1,2,4-trichlorobenzene 9.46
    4-methylpyridine 15.9
    dibutyl ether 12.04
    2,6-dimethyl-4-heptanol 8.73
    DEF 25.9
    dimethyl isosorbide 67.31
    tetrachloroethylene 11.25
    eugenol 29.22
    triacetin 34.41
    span 80 27.5
    1,4-butanediol 17.3
    1,1-dichloroethane 5.34
    2-methyl-1-pentanol 9.47
    methyl formate 40.48
    2-methyl-1-butanol 6.58
    n-decane 0.97
    butyronitrile 16.18
    3,7-dimethyl-1-octanol 11.3
    1-chlorooctane 4.04
    1-chlorotetradecane 2.56
    n-nonane 0.66
    undecane 0.85
    tert-butylcyclohexane 0.37
    cyclooctane 0.17
    cyclopentanol 11.83
    tetrahydropyran 20.13
    tert-amyl methyl ether 7.17
    2,5,8-trioxanonane 93.63
    1-hexene 0.41
    2-isopropoxyethanol 37.77
    2,2,2-trifluoroethanol 29.85
    methyl butyrate 24.26

    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