Xanthoangelol B

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  • Identifiers

    CAS number
    132998-81-3

    Molecular formula
    C25H28O5

    SMILES
    CC(=C)C(CC/C(=C/CC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)O)/C)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 47.09%
    Spicy 41.31%
    Balsamic 37.6%
    Fruity 33.78%
    Floral 32.97%
    Odorless 28.93%
    Woody 27.48%
    Warm 25.1%
    Vanilla 24.54%
    Dry 22.93%

     

    Flavor
    Bitter 82.1%
    Odorless 28.61%
    Nitrile 20.07%
    Cedarleaf 19.89%
    Bland 19.82%
    Lovage 19.76%
    Broom 19.44%
    Heather 19.43%
    Genet 19.27%
    Oriental 19.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.0

    pKa est.
    9.81 (weak base)

    Molecular weight
    408.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    682°C

    Flash point

    • 243.16 ˚C est.

  • Synonyms

    • xanthoangelol B
    • 132998-81-3
    • (+)-Xanthoangelol B
    • PA91X8J87C
    • UNII-PA91X8J87C
    • (2E)-(+)-1-(2,4-Dihydroxy-3-((2E)-6-hydroxy-3,7-dimethyl-2,7-octadien-1-yl)phenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
    • 2-Propen-1-one, 1-(2,4-dihydroxy-3-((2E)-6-hydroxy-3,7-dimethyl-2,7-octadien-1-yl)phenyl)-3-(4-hydroxyphenyl)-, (2E)-(+)-
    • 2-Propen-1-one, 1-(2,4-dihydroxy-3-((2E)-6-hydroxy-3,7-dimethyl-2,7-octadienyl)phenyl)-3-(4-hydroxyphenyl)-, (2E)-(+)-
    • 2-Propen-1-one, 1-(2,4-dihydroxy-3-(6-hydroxy-3,7-dimethyl-2,7-octadienyl)phenyl)-3-(4-hydroxyphenyl)-, (E,E)-(+)-
    • RefChem:52459
    • MLS002472953
    • (E)-1-[2,4-dihydroxy-3-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
    • SMR001397061
    • CHEMBL494082
    • orb1990849
    • SCHEMBL14523855
    • BDBM76798
    • cid_10409180
    • HMS2268I18
    • LMPK12120054
    • AKOS040735997
    • (E)-1-[2,4-dihydroxy-3-[(2E)-6-hydroxy-3,7-dimethyl-octa-2,7-dienyl]phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
    • (E)-1-[2,4-dihydroxy-3-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
    • (E)-1-[3-[(2E)-3,7-dimethyl-6-oxidanyl-octa-2,7-dienyl]-2,4-bis(oxidanyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
    • 132998-81-3

  • Applications

    Xanthoangelol B (CAS 132998-81-3) is a prenylated coumarin that is primarily encountered as an intermediate in organic synthesis and as a natural product studied for pharmaceutical relevance and analytical chemistry. In the chemical industry, it serves as a scaffold for the synthesis of more complex coumarin derivatives. In pharmaceutical/medicinal chemistry, it is evaluated as a natural product lead compound with potential biological activity for developing new drug candidates. In analytical chemistry, Xanthoangelol B is commonly used as a reference standard for the identification and quantitation of prenylated coumarins in natural product samples using LC-MS/NMR. In agricultural research, it is investigated as a natural product lead for plant-protection agents and related agrochemical applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 31.92
    methanol 62.73
    isopropanol 16.74
    water 0.02
    ethyl acetate 18.27
    n-propanol 26.48
    acetone 37.95
    n-butanol 19.06
    acetonitrile 5.33
    DMF 34.76
    toluene 2.29
    isobutanol 7.37
    1,4-dioxane 63.43
    methyl acetate 17.65
    THF 300.57
    2-butanone 42.12
    n-pentanol 11.55
    sec-butanol 17.56
    n-hexane 0.09
    ethylene glycol 3.22
    NMP 13.24
    cyclohexane 0.14
    DMSO 127.27
    n-butyl acetate 2.92
    n-octanol 3.76
    chloroform 6.69
    n-propyl acetate 4.64
    acetic acid 38.29
    dichloromethane 5.52
    cyclohexanone 21.24
    propylene glycol 18.94
    isopropyl acetate 10.06
    DMAc 83.58
    2-ethoxyethanol 74.33
    isopentanol 10.63
    n-heptane 0.12
    ethyl formate 7.15
    1,2-dichloroethane 4.66
    n-hexanol 4.53
    2-methoxyethanol 163.91
    isobutyl acetate 2.26
    tetrachloromethane 0.55
    n-pentyl acetate 4.64
    transcutol 186.76
    n-heptanol 4.28
    ethylbenzene 1.0
    MIBK 9.67
    2-propoxyethanol 43.03
    tert-butanol 18.21
    MTBE 13.13
    2-butoxyethanol 23.84
    propionic acid 12.33
    o-xylene 1.18
    formic acid 14.26
    diethyl ether 13.39
    m-xylene 1.33
    p-xylene 1.02
    chlorobenzene 1.43
    dimethyl carbonate 8.28
    n-octane 0.09
    formamide 29.88
    cyclopentanone 37.18
    2-pentanone 24.35
    anisole 9.35
    cyclopentyl methyl ether 14.74
    gamma-butyrolactone 27.04
    1-methoxy-2-propanol 108.07
    pyridine 20.92
    3-pentanone 12.06
    furfural 17.55
    n-dodecane 0.08
    diethylene glycol 23.42
    diisopropyl ether 1.4
    tert-amyl alcohol 18.13
    acetylacetone 34.14
    n-hexadecane 0.09
    acetophenone 7.08
    methyl propionate 16.75
    isopentyl acetate 3.79
    trichloroethylene 12.47
    n-nonanol 4.22
    cyclohexanol 6.4
    benzyl alcohol 8.36
    2-ethylhexanol 2.01
    isooctanol 3.38
    dipropyl ether 4.9
    1,2-dichlorobenzene 1.31
    ethyl lactate 5.78
    propylene carbonate 6.68
    n-methylformamide 19.26
    2-pentanol 8.84
    n-pentane 0.11
    1-propoxy-2-propanol 25.68
    1-methoxy-2-propyl acetate 16.37
    2-(2-methoxypropoxy) propanol 26.32
    mesitylene 0.69
    ε-caprolactone 16.67
    p-cymene 0.59
    epichlorohydrin 71.36
    1,1,1-trichloroethane 2.99
    2-aminoethanol 14.86
    morpholine-4-carbaldehyde 37.56
    sulfolane 35.36
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 35.04
    n-hexyl acetate 6.91
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 46.85
    sec-butyl acetate 3.71
    tert-butyl acetate 14.72
    decalin 0.08
    glycerin 24.61
    diglyme 84.7
    acrylic acid 10.81
    isopropyl myristate 2.84
    n-butyric acid 20.01
    acetyl acetate 8.11
    di(2-ethylhexyl) phthalate 3.52
    ethyl propionate 5.8
    nitromethane 56.82
    1,2-diethoxyethane 23.56
    benzonitrile 2.36
    trioctyl phosphate 2.17
    1-bromopropane 2.12
    gamma-valerolactone 74.97
    n-decanol 2.73
    triethyl phosphate 2.56
    4-methyl-2-pentanol 4.16
    propionitrile 4.88
    vinylene carbonate 5.46
    1,1,2-trichlorotrifluoroethane 36.33
    DMS 5.55
    cumene 0.63
    2-octanol 2.51
    2-hexanone 8.78
    octyl acetate 3.98
    limonene 0.8
    1,2-dimethoxyethane 82.16
    ethyl orthosilicate 2.87
    tributyl phosphate 2.24
    diacetone alcohol 36.9
    N,N-dimethylaniline 4.28
    acrylonitrile 6.02
    aniline 5.99
    1,3-propanediol 33.51
    bromobenzene 1.15
    dibromomethane 2.34
    1,1,2,2-tetrachloroethane 12.0
    2-methyl-cyclohexyl acetate 3.48
    tetrabutyl urea 3.69
    diisobutyl methanol 1.72
    2-phenylethanol 5.53
    styrene 1.27
    dioctyl adipate 5.4
    dimethyl sulfate 12.27
    ethyl butyrate 3.64
    methyl lactate 15.88
    butyl lactate 6.65
    diethyl carbonate 2.14
    propanediol butyl ether 20.97
    triethyl orthoformate 4.67
    p-tert-butyltoluene 0.74
    methyl 4-tert-butylbenzoate 10.81
    morpholine 96.57
    tert-butylamine 4.04
    n-dodecanol 1.77
    dimethoxymethane 75.37
    ethylene carbonate 4.57
    cyrene 18.32
    2-ethoxyethyl acetate 14.04
    2-ethylhexyl acetate 2.1
    1,2,4-trichlorobenzene 2.46
    4-methylpyridine 9.21
    dibutyl ether 4.49
    2,6-dimethyl-4-heptanol 1.72
    DEF 16.98
    dimethyl isosorbide 36.0
    tetrachloroethylene 5.56
    eugenol 12.02
    triacetin 11.01
    span 80 17.71
    1,4-butanediol 7.21
    1,1-dichloroethane 3.46
    2-methyl-1-pentanol 8.07
    methyl formate 12.66
    2-methyl-1-butanol 10.02
    n-decane 0.15
    butyronitrile 5.03
    3,7-dimethyl-1-octanol 3.56
    1-chlorooctane 0.84
    1-chlorotetradecane 0.32
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.1
    cyclooctane 0.07
    cyclopentanol 9.83
    tetrahydropyran 32.07
    tert-amyl methyl ether 10.36
    2,5,8-trioxanonane 55.61
    1-hexene 0.65
    2-isopropoxyethanol 28.88
    2,2,2-trifluoroethanol 5.05
    methyl butyrate 6.76

    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