Glaucarubin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    1448-23-3

    Molecular formula
    C25H36O10

    SMILES
    CC[C@@](C)(C(=O)O[C@@H]1[C@H]2[C@H]([C@H]([C@]3([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H]([C@H](C=C5C)O)O)C)OC1=O)O)O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 65.49%
    Sweet 34.2%
    Milky 22.92%
    Cooling 22.12%
    Caramellic 21.21%
    Vanilla 20.32%
    Woody 19.91%
    Spicy 19.03%
    Creamy 18.18%
    Mint 18.05%

     

    Flavor
    Bitter 82.53%
    Odorless 26.56%
    Sweet-like 25.86%
    Bland 25.6%
    Fatty 24.43%
    Cedarleaf 21.76%
    Fenugreek 19.8%
    Ripe apricot 19.72%
    Parsley 19.66%
    Leaves 19.57%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    5.73 (weak acid)

    Molecular weight
    496.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    880°C

    Flash point

    • 236.59 ˚C est.

  • Synonyms

    • GLAUCARUBIN
    • Glaumeba
    • 1448-23-3
    • NSC-14975
    • EH6H7VS52J
    • DTXSID201030656
    • NSC14975
    • MK-53
    • Kirondrin
    • RefChem:922234
    • DTXCID001515739
    • Picras-3-en-16-one, 11,20-epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, (1beta,2alpha,11beta,12alpha,15beta(S))-
    • (4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo(9.8.0.01,7.04,19.013,18)nonadec-14-en-8-yl) 2-hydroxy-2-methylbutanoate
    • Simarubaceae
    • Glarubin
    • GLAUCARUBINE
    • MLS002638406
    • [(1S,4R,5R,6R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-hydroxy-2-methylbutanoate
    • .beta.-Kirondrin
    • .alpha.-Kirondrin
    • GLAUCARUBIN [MI]
    • CHEBI:5370
    • orb3024084
    • CHEMBL1997250
    • SCHEMBL30081038
    • NCI60_001034
    • PD011569
    • C08760
    • Q27106735
    • WLN: T C66665/BQ 3AAB S AX KOV RO FUTJ C1 DQ EQ G1 MOVXQ2&1 O1 PQ QQ
    • Butyric acid, 4-ester with 1,2,3,3a.beta.,4,6a.beta.,7,7a.alpha.,10,11,11a,11b.alpha.-dodecahydro-1.alpha.,2.alpha.,4.beta.,10.alpha.,11.beta.-pentahydroxy-3.alpha.,8,11a.beta.-trimethyl-5H-1,11c.beta.-(epoxymethano)phenanthro[10,1-bc]pyran-5-one
    • PICRAS-3-EN-16-ONE, 11,20-EPOXY-1,2,11,12-TETRAHYDROXY-15-(2-HYDROXY-2-METHYL-1-OXOBUTOXY)-, (1.BETA.,2.ALPHA.,11.BETA.,12.ALPHA.,15.BETA.(S))-
    • Picras-3-en-16-one,20-epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, [1.beta.,2.alpha.,11.beta.,12.alpha.,15.beta.(S)]-
    • 1448-23-3

  • Applications

    Glaucarubin (CAS 1448-23-3) is a natural quassinoid isolated from Simarouba glauca and is primarily encountered in research contexts due to its bioactivity and potential as a synthetic building block; practical applications include: agricultural research exploring natural insect deterrent/antifeedant activity; pharmaceutical research where it serves as a bioactive lead compound or scaffold for the synthesis of quassinoid/diterpenoid derivatives; use as an intermediate or chemical framework in the preparation of related quassinoids; and as an analytical reference standard or benchmark in natural product isolation and quality control. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 154.55
    methanol 674.13
    isopropanol 47.31
    water 9.09
    ethyl acetate 74.84
    n-propanol 74.09
    acetone 180.28
    n-butanol 35.85
    acetonitrile 47.34
    DMF 910.59
    toluene 14.71
    isobutanol 28.14
    1,4-dioxane 210.99
    methyl acetate 76.96
    THF 462.56
    2-butanone 74.31
    n-pentanol 23.17
    sec-butanol 22.29
    n-hexane 0.72
    ethylene glycol 221.86
    NMP 753.73
    cyclohexane 1.51
    DMSO 992.81
    n-butyl acetate 25.16
    n-octanol 9.63
    chloroform 65.37
    n-propyl acetate 26.72
    acetic acid 880.93
    dichloromethane 77.45
    cyclohexanone 119.13
    propylene glycol 133.22
    isopropyl acetate 37.5
    DMAc 434.6
    2-ethoxyethanol 201.67
    isopentanol 17.84
    n-heptane 0.79
    ethyl formate 91.68
    1,2-dichloroethane 51.86
    n-hexanol 20.22
    2-methoxyethanol 627.36
    isobutyl acetate 11.64
    tetrachloromethane 9.25
    n-pentyl acetate 24.49
    transcutol 151.5
    n-heptanol 14.99
    ethylbenzene 4.83
    MIBK 25.49
    2-propoxyethanol 185.01
    tert-butanol 25.22
    MTBE 12.79
    2-butoxyethanol 86.19
    propionic acid 131.72
    o-xylene 8.33
    formic acid 1164.33
    diethyl ether 31.89
    m-xylene 8.31
    p-xylene 5.16
    chlorobenzene 17.14
    dimethyl carbonate 156.04
    n-octane 0.44
    formamide 919.37
    cyclopentanone 297.2
    2-pentanone 62.11
    anisole 20.31
    cyclopentyl methyl ether 71.84
    gamma-butyrolactone 496.54
    1-methoxy-2-propanol 279.27
    pyridine 128.19
    3-pentanone 42.13
    furfural 314.46
    n-dodecane 0.28
    diethylene glycol 288.31
    diisopropyl ether 5.21
    tert-amyl alcohol 15.89
    acetylacetone 150.53
    n-hexadecane 0.33
    acetophenone 33.11
    methyl propionate 109.71
    isopentyl acetate 17.39
    trichloroethylene 115.47
    n-nonanol 9.64
    cyclohexanol 23.52
    benzyl alcohol 37.24
    2-ethylhexanol 7.15
    isooctanol 9.02
    dipropyl ether 13.13
    1,2-dichlorobenzene 15.23
    ethyl lactate 41.83
    propylene carbonate 148.14
    n-methylformamide 578.16
    2-pentanol 14.78
    n-pentane 1.05
    1-propoxy-2-propanol 73.51
    1-methoxy-2-propyl acetate 70.35
    2-(2-methoxypropoxy) propanol 41.51
    mesitylene 3.85
    ε-caprolactone 136.74
    p-cymene 3.65
    epichlorohydrin 333.13
    1,1,1-trichloroethane 21.63
    2-aminoethanol 216.64
    morpholine-4-carbaldehyde 676.1
    sulfolane 645.17
    2,2,4-trimethylpentane 0.36
    2-methyltetrahydrofuran 98.6
    n-hexyl acetate 24.01
    isooctane 0.27
    2-(2-butoxyethoxy)ethanol 72.57
    sec-butyl acetate 13.55
    tert-butyl acetate 29.83
    decalin 0.62
    glycerin 373.51
    diglyme 142.91
    acrylic acid 232.86
    isopropyl myristate 5.84
    n-butyric acid 120.49
    acetyl acetate 86.17
    di(2-ethylhexyl) phthalate 12.66
    ethyl propionate 25.97
    nitromethane 836.66
    1,2-diethoxyethane 28.29
    benzonitrile 25.51
    trioctyl phosphate 9.53
    1-bromopropane 12.11
    gamma-valerolactone 671.03
    n-decanol 5.93
    triethyl phosphate 11.25
    4-methyl-2-pentanol 7.71
    propionitrile 27.26
    vinylene carbonate 171.79
    1,1,2-trichlorotrifluoroethane 345.75
    DMS 44.92
    cumene 2.9
    2-octanol 6.9
    2-hexanone 23.11
    octyl acetate 11.3
    limonene 5.34
    1,2-dimethoxyethane 161.34
    ethyl orthosilicate 9.59
    tributyl phosphate 8.57
    diacetone alcohol 69.49
    N,N-dimethylaniline 15.91
    acrylonitrile 68.64
    aniline 36.37
    1,3-propanediol 203.83
    bromobenzene 12.63
    dibromomethane 33.5
    1,1,2,2-tetrachloroethane 69.37
    2-methyl-cyclohexyl acetate 14.36
    tetrabutyl urea 14.27
    diisobutyl methanol 3.98
    2-phenylethanol 33.89
    styrene 5.99
    dioctyl adipate 13.46
    dimethyl sulfate 282.42
    ethyl butyrate 17.46
    methyl lactate 172.01
    butyl lactate 34.52
    diethyl carbonate 12.47
    propanediol butyl ether 73.85
    triethyl orthoformate 15.23
    p-tert-butyltoluene 3.54
    methyl 4-tert-butylbenzoate 35.38
    morpholine 273.38
    tert-butylamine 7.03
    n-dodecanol 3.63
    dimethoxymethane 471.72
    ethylene carbonate 122.66
    cyrene 108.44
    2-ethoxyethyl acetate 57.18
    2-ethylhexyl acetate 11.99
    1,2,4-trichlorobenzene 23.49
    4-methylpyridine 74.23
    dibutyl ether 5.51
    2,6-dimethyl-4-heptanol 3.98
    DEF 116.45
    dimethyl isosorbide 95.1
    tetrachloroethylene 62.08
    eugenol 43.14
    triacetin 45.73
    span 80 45.51
    1,4-butanediol 70.29
    1,1-dichloroethane 26.36
    2-methyl-1-pentanol 11.98
    methyl formate 485.53
    2-methyl-1-butanol 17.41
    n-decane 0.59
    butyronitrile 21.26
    3,7-dimethyl-1-octanol 6.29
    1-chlorooctane 2.94
    1-chlorotetradecane 0.99
    n-nonane 0.52
    undecane 0.39
    tert-butylcyclohexane 0.39
    cyclooctane 0.65
    cyclopentanol 57.28
    tetrahydropyran 72.58
    tert-amyl methyl ether 12.0
    2,5,8-trioxanonane 82.12
    1-hexene 2.73
    2-isopropoxyethanol 67.6
    2,2,2-trifluoroethanol 301.09
    methyl butyrate 35.5

    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