Nodakenin

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  • Identifiers

    CAS number
    495-31-8

    Molecular formula
    C20H24O9

    SMILES
    CC(C)([C@H]1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 61.81%
    Sweet 31.69%
    Vanilla 31.5%
    Milky 25.35%
    Creamy 23.57%
    Powdery 18.01%
    Savory 18.0%
    Dairy 17.21%
    Caramellic 16.32%
    Bitter 16.11%

     

    Flavor
    Bitter 82.53%
    Bland 26.46%
    Sweet-like 24.24%
    Odorless 23.59%
    Cedarleaf 20.74%
    Parsley 19.37%
    Naphthalic 19.2%
    Lovage 18.96%
    Cauliflower 18.7%
    Eugenol 18.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    6.0 (neutral)

    Molecular weight
    408.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2186°C

    Flash point

    • 258.77 ˚C est.

  • Synonyms

    • Nodakenin
    • 495-31-8
    • (+)-Marmesinin
    • S2KTH28M3N
    • Nodakenetin, beta-D-glucopyranoside
    • (2R)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
    • DTXSID601318602
    • (2R)-2-[1-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-ethyl]-2,3-dihydrofuro[3,2-g]chromen-7-one
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 2-(1-(beta-D-glucopyranosyloxy)-1-methylethyl)-2,3-dihydro-, (2R)-
    • (2R)-2-(1-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-ethyl)-2,3-dihydrofuro(3,2-g)chromen-7-one
    • (2R)-2-(2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxypropan-2-yl)-2,3-dihydrofuro(3,2-g)chromen-7-one
    • RefChem:166317
    • GlyTouCan:G50387IT
    • DTXCID801748407
    • G50387IT
    • MLS000563463
    • CHEMBL459825
    • (R)-2-(2-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)propan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one
    • UNII-S2KTH28M3N
    • AC1L2JF8
    • marmesinsin
    • MFCD09953919
    • Nodakenin (Standard)
    • NODAKENIN [MI]
    • NODAKENIN, (+)-
    • cid_73191
    • CHEBI:7607
    • MEGxp0_001251
    • orb1303629
    • SCHEMBL22099973
    • HY-N0825R
    • HMS2208A17
    • HMS3886P20
    • HY-N0825
    • BDBM50242388
    • MSK168298
    • s9260
    • ZB1883
    • AKOS000276878
    • Nodakenetin, .beta.-D-glucopyranoside
    • CCG-268741
    • EBC-616645
    • FN74165
    • NCGC00247564-01
    • (2R)-2-(2-{[(2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}PROPAN-2-YL)-2H,3H,7H-FURO[3,2-G]CHROMEN-7-ONE
    • AC-35081
    • AS-56095
    • DA-56241
    • SMR000232306
    • CS-0009857
    • C09279
    • Q27107539
    • (R)-2-(2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)propan-2-yl)-2H-furo[3,2-g]chromen-7(3H)-one
    • 2-(1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1-METHYLETHYL)-2,3-DIHYDRO-7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE
    • 2-[(2R)-7-Oxo-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-2-yl]propan-2-yl beta-D-glucopyranoside
    • 7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE, 2-(1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1-METHYLETHYL)-2,3-DIHYDRO-, (2R)-
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 2-[1-(.beta.-D-glucopyranosyloxy)-1- methylethyl]-2,3-dihydro-, (2R)
    • 495-31-8

  • Applications

    Nodakenin (CAS 495-31-8) is a natural compound in the coumarin family isolated from Angelica species. In industry, it is commonly evaluated as an intermediate and a scaffold for organic synthesis and may function as a fragrance-related ingredient or fixative in cosmetics and perfumery due to its characteristic aroma. It may be considered for use in household products as a fragrance component, and is of interest for research into potential biological activities, serving as a starting point for derivatization in pharmaceutical research under controlled conditions. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.22
    methanol 57.71
    isopropanol 6.81
    water 2.15
    ethyl acetate 3.44
    n-propanol 11.42
    acetone 22.52
    n-butanol 7.8
    acetonitrile 4.71
    DMF 111.31
    toluene 0.91
    isobutanol 4.22
    1,4-dioxane 23.2
    methyl acetate 5.02
    THF 72.5
    2-butanone 9.55
    n-pentanol 4.33
    sec-butanol 4.44
    n-hexane 0.03
    ethylene glycol 32.32
    NMP 63.49
    cyclohexane 0.12
    DMSO 335.0
    n-butyl acetate 1.61
    n-octanol 4.27
    chloroform 2.67
    n-propyl acetate 2.0
    acetic acid 112.01
    dichloromethane 3.24
    cyclohexanone 19.13
    propylene glycol 21.39
    isopropyl acetate 2.65
    DMAc 118.19
    2-ethoxyethanol 56.6
    isopentanol 4.8
    n-heptane 0.13
    ethyl formate 8.62
    1,2-dichloroethane 2.57
    n-hexanol 2.81
    2-methoxyethanol 119.46
    isobutyl acetate 1.24
    tetrachloromethane 0.45
    n-pentyl acetate 4.26
    transcutol 52.0
    n-heptanol 4.99
    ethylbenzene 0.41
    MIBK 4.23
    2-propoxyethanol 32.0
    tert-butanol 4.62
    MTBE 1.56
    2-butoxyethanol 23.22
    propionic acid 15.1
    o-xylene 0.76
    formic acid 154.87
    diethyl ether 2.1
    m-xylene 0.72
    p-xylene 0.59
    chlorobenzene 0.86
    dimethyl carbonate 9.93
    n-octane 0.11
    formamide 149.44
    cyclopentanone 34.9
    2-pentanone 7.35
    anisole 2.32
    cyclopentyl methyl ether 6.56
    gamma-butyrolactone 39.22
    1-methoxy-2-propanol 49.97
    pyridine 11.91
    3-pentanone 3.87
    furfural 34.48
    n-dodecane 0.11
    diethylene glycol 50.07
    diisopropyl ether 0.51
    tert-amyl alcohol 3.99
    acetylacetone 15.15
    n-hexadecane 0.13
    acetophenone 4.6
    methyl propionate 6.21
    isopentyl acetate 2.27
    trichloroethylene 6.77
    n-nonanol 4.58
    cyclohexanol 4.6
    benzyl alcohol 6.7
    2-ethylhexanol 1.52
    isooctanol 3.58
    dipropyl ether 1.76
    1,2-dichlorobenzene 0.94
    ethyl lactate 6.86
    propylene carbonate 11.96
    n-methylformamide 56.52
    2-pentanol 2.38
    n-pentane 0.06
    1-propoxy-2-propanol 14.12
    1-methoxy-2-propyl acetate 7.21
    2-(2-methoxypropoxy) propanol 17.94
    mesitylene 0.48
    ε-caprolactone 15.63
    p-cymene 0.57
    epichlorohydrin 32.85
    1,1,1-trichloroethane 1.03
    2-aminoethanol 36.73
    morpholine-4-carbaldehyde 77.33
    sulfolane 82.54
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 9.82
    n-hexyl acetate 5.25
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 25.87
    sec-butyl acetate 1.28
    tert-butyl acetate 3.37
    decalin 0.07
    glycerin 63.4
    diglyme 45.89
    acrylic acid 26.97
    isopropyl myristate 2.03
    n-butyric acid 16.14
    acetyl acetate 4.15
    di(2-ethylhexyl) phthalate 4.31
    ethyl propionate 2.0
    nitromethane 86.82
    1,2-diethoxyethane 5.91
    benzonitrile 3.57
    trioctyl phosphate 3.42
    1-bromopropane 0.68
    gamma-valerolactone 83.57
    n-decanol 2.92
    triethyl phosphate 2.27
    4-methyl-2-pentanol 1.74
    propionitrile 2.84
    vinylene carbonate 13.05
    1,1,2-trichlorotrifluoroethane 54.89
    DMS 4.58
    cumene 0.34
    2-octanol 2.53
    2-hexanone 3.07
    octyl acetate 3.63
    limonene 0.83
    1,2-dimethoxyethane 40.82
    ethyl orthosilicate 2.21
    tributyl phosphate 2.89
    diacetone alcohol 14.53
    N,N-dimethylaniline 2.16
    acrylonitrile 6.51
    aniline 3.68
    1,3-propanediol 50.51
    bromobenzene 0.58
    dibromomethane 1.32
    1,1,2,2-tetrachloroethane 5.43
    2-methyl-cyclohexyl acetate 2.96
    tetrabutyl urea 5.8
    diisobutyl methanol 1.05
    2-phenylethanol 5.39
    styrene 0.48
    dioctyl adipate 4.79
    dimethyl sulfate 23.71
    ethyl butyrate 1.86
    methyl lactate 19.91
    butyl lactate 8.26
    diethyl carbonate 1.57
    propanediol butyl ether 22.28
    triethyl orthoformate 2.74
    p-tert-butyltoluene 0.56
    methyl 4-tert-butylbenzoate 9.59
    morpholine 34.9
    tert-butylamine 0.98
    n-dodecanol 1.89
    dimethoxymethane 47.61
    ethylene carbonate 9.69
    cyrene 27.85
    2-ethoxyethyl acetate 9.15
    2-ethylhexyl acetate 1.51
    1,2,4-trichlorobenzene 1.84
    4-methylpyridine 6.4
    dibutyl ether 1.84
    2,6-dimethyl-4-heptanol 1.05
    DEF 15.91
    dimethyl isosorbide 22.86
    tetrachloroethylene 3.95
    eugenol 12.42
    triacetin 10.32
    span 80 14.17
    1,4-butanediol 18.0
    1,1-dichloroethane 1.01
    2-methyl-1-pentanol 3.03
    methyl formate 43.47
    2-methyl-1-butanol 4.27
    n-decane 0.22
    butyronitrile 3.01
    3,7-dimethyl-1-octanol 2.62
    1-chlorooctane 0.93
    1-chlorotetradecane 0.35
    n-nonane 0.17
    undecane 0.15
    tert-butylcyclohexane 0.05
    cyclooctane 0.07
    cyclopentanol 7.98
    tetrahydropyran 8.0
    tert-amyl methyl ether 1.8
    2,5,8-trioxanonane 32.34
    1-hexene 0.16
    2-isopropoxyethanol 19.94
    2,2,2-trifluoroethanol 33.41
    methyl butyrate 3.43

    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