Cucurbitacin D

Overview IFRA Request a quote

  • Identifiers

    CAS number
    3877-86-9

    Molecular formula
    C30H44O7

    SMILES
    C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Woody 61.03%
    Odorless 34.17%
    Sweet 32.76%
    Mint 29.18%
    Dry 28.8%
    Amber 26.94%
    Cedar 26.05%
    Camphoreous 25.37%
    Cooling 24.58%
    Balsamic 24.17%

     

    Flavor
    Bitter 85.9%
    Odorless 24.41%
    Sweet-like 21.49%
    Cedarleaf 21.36%
    Bland 21.21%
    Ripe apricot 19.82%
    Red fruit 19.55%
    Heather 19.31%
    Leaves 19.28%
    Parsley 19.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.07 (neutral)

    Molecular weight
    516.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    249°C

    Flash point

    • 267.56 ˚C est.

  • Synonyms

    • Cucurbitacin D
    • 3877-86-9
    • Elatericin A
    • Elatericine A
    • 5I62H4ORC7
    • DTXSID401032034
    • NSC-308606
    • NSC-521776
    • CHEBI:3943
    • (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
    • 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)-
    • (2S,8S,9R,10R,13R,14S,16R,17R)-17-((E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta(a)phenanthrene-3,11-dione
    • RefChem:579529
    • DTXCID501517035
    • Cucurbitacine (D)
    • 19-Norlanosta-5,23-diene-3,11,22-trione,2,16,20,25-tetrahydroxy-9-methyl-, (2b,9b,10a,16a,23E)-
    • NSC308606
    • CucurbitacinD
    • NSC 308606
    • NSC 521776
    • UNII-5I62H4ORC7
    • 19-nor-9.beta.,23-diene-3,11,22-trione, 9-methyl-2.beta.,16.alpha.,20,25-tetrahydroxy-
    • 19-Norlanosta-5,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)-
    • CUCURBITACINE D
    • SCHEMBL230654
    • Cucurbitacin D (Elatericin A)
    • CHEMBL493646
    • orb1684984
    • HY-N1986
    • LMST01010106
    • MFCD01711333
    • NSC521776
    • AKOS015896755
    • EBC-520445
    • FC73908
    • NCGC00385253-01
    • (1R,2R,3aS,3bS,8S,9aR,9bR,11aR)-1-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-7,10-dione
    • 19-Nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione, 9-methyl-2-beta,16-alpha,20,25-tetrahydroxy-
    • 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)-
    • AS-79683
    • DA-62532
    • CS-0018307
    • NS00094066
    • C08796
    • Q15410915
    • (23E)-2beta,16alpha,20,25-tetrahydroxy-10alpha-cucurbita-5,23-diene-3,11,22-trione
    • (23E)-2beta,16alpha,20,25- tetrahydroxy-9beta-methyl-19-nor-10alpha-lanosta-5,23-diene-3,11,22-trione
    • (2S,4R,23E)-2,16,20,25-tetrahydroxy-9beta,10,14-trimethyl-4,9-cyclo-9,10-seco-16alpha-cholesta-5,23-diene-1,11,22-trione
    • (2S,8S,9R,10R,13R,14S,16R,17R)-17-((R,E)-2,6-Dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-1,4,7,8,9,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,11(2H)-dione
    • (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,1R)-1,5-dihydroxy-1,5-dimethyl-2-oxo-hex-3-enyl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
    • (2ss,9ss,10a,16a,23E)-2,16,20,25-Tetrahydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione; Cucurbitacine D; Elatericin A
    • NCGC00385253-01_C30H44O7_(2S,4R,9beta,16alpha,23E)-2,16,20,25-Tetrahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-5,23-diene-1,11,22-trione
    • 3877-86-9

  • Applications

    Cucurbitacin D (CAS 3877-86-9) is a complex cucurbitane-type triterpenoid primarily encountered in pharmaceutical and natural product research, where it serves as a chemical scaffold and lead compound for medicinal chemistry and as a reference material for analytical methods; it is often used as an intermediate for the synthesis of cucurbitane derivatives and is evaluated for biological activity in laboratory studies; in addition, it features in cosmetics research as a bioactive scaffold, and in agricultural science as a plant defense metabolite whose bitter chemistry informs pest-management concepts; the compound is typically used under controlled conditions in research settings and subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 60.51
    methanol 148.93
    isopropanol 15.32
    water 0.07
    ethyl acetate 9.72
    n-propanol 32.98
    acetone 34.41
    n-butanol 12.0
    acetonitrile 8.98
    DMF 378.17
    toluene 3.37
    isobutanol 10.22
    1,4-dioxane 73.68
    methyl acetate 13.35
    THF 202.4
    2-butanone 18.36
    n-pentanol 8.55
    sec-butanol 6.17
    n-hexane 0.24
    ethylene glycol 21.79
    NMP 172.35
    cyclohexane 0.24
    DMSO 194.31
    n-butyl acetate 4.9
    n-octanol 2.69
    chloroform 30.72
    n-propyl acetate 5.91
    acetic acid 59.64
    dichloromethane 25.93
    cyclohexanone 26.38
    propylene glycol 31.0
    isopropyl acetate 5.39
    DMAc 133.36
    2-ethoxyethanol 61.41
    isopentanol 4.76
    n-heptane 0.16
    ethyl formate 12.46
    1,2-dichloroethane 12.78
    n-hexanol 6.78
    2-methoxyethanol 173.18
    isobutyl acetate 3.34
    tetrachloromethane 2.47
    n-pentyl acetate 6.01
    transcutol 39.15
    n-heptanol 4.59
    ethylbenzene 1.57
    MIBK 5.78
    2-propoxyethanol 79.45
    tert-butanol 5.57
    MTBE 3.29
    2-butoxyethanol 28.53
    propionic acid 17.09
    o-xylene 1.54
    formic acid 62.85
    diethyl ether 8.99
    m-xylene 1.71
    p-xylene 1.74
    chlorobenzene 4.26
    dimethyl carbonate 21.68
    n-octane 0.08
    formamide 75.45
    cyclopentanone 78.1
    2-pentanone 11.93
    anisole 6.98
    cyclopentyl methyl ether 18.93
    gamma-butyrolactone 93.88
    1-methoxy-2-propanol 87.91
    pyridine 40.58
    3-pentanone 8.7
    furfural 57.12
    n-dodecane 0.04
    diethylene glycol 71.54
    diisopropyl ether 0.97
    tert-amyl alcohol 3.32
    acetylacetone 20.64
    n-hexadecane 0.05
    acetophenone 8.11
    methyl propionate 18.66
    isopentyl acetate 3.92
    trichloroethylene 33.06
    n-nonanol 2.77
    cyclohexanol 4.27
    benzyl alcohol 11.36
    2-ethylhexanol 1.87
    isooctanol 2.69
    dipropyl ether 3.97
    1,2-dichlorobenzene 3.73
    ethyl lactate 7.9
    propylene carbonate 20.65
    n-methylformamide 140.11
    2-pentanol 3.22
    n-pentane 0.22
    1-propoxy-2-propanol 27.31
    1-methoxy-2-propyl acetate 15.27
    2-(2-methoxypropoxy) propanol 12.16
    mesitylene 0.75
    ε-caprolactone 23.75
    p-cymene 0.7
    epichlorohydrin 97.23
    1,1,1-trichloroethane 5.3
    2-aminoethanol 58.38
    morpholine-4-carbaldehyde 189.23
    sulfolane 118.66
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 27.69
    n-hexyl acetate 6.43
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 20.98
    sec-butyl acetate 2.7
    tert-butyl acetate 5.1
    decalin 0.15
    glycerin 58.38
    diglyme 43.16
    acrylic acid 24.72
    isopropyl myristate 1.18
    n-butyric acid 16.06
    acetyl acetate 7.33
    di(2-ethylhexyl) phthalate 3.31
    ethyl propionate 5.34
    nitromethane 99.3
    1,2-diethoxyethane 8.49
    benzonitrile 6.31
    trioctyl phosphate 2.04
    1-bromopropane 4.05
    gamma-valerolactone 164.64
    n-decanol 1.38
    triethyl phosphate 2.42
    4-methyl-2-pentanol 1.73
    propionitrile 7.86
    vinylene carbonate 24.5
    1,1,2-trichlorotrifluoroethane 73.17
    DMS 8.43
    cumene 0.86
    2-octanol 1.81
    2-hexanone 7.13
    octyl acetate 2.4
    limonene 0.92
    1,2-dimethoxyethane 65.72
    ethyl orthosilicate 2.2
    tributyl phosphate 1.88
    diacetone alcohol 12.99
    N,N-dimethylaniline 5.16
    acrylonitrile 16.94
    aniline 8.07
    1,3-propanediol 49.63
    bromobenzene 3.44
    dibromomethane 11.56
    1,1,2,2-tetrachloroethane 22.64
    2-methyl-cyclohexyl acetate 3.83
    tetrabutyl urea 3.52
    diisobutyl methanol 0.86
    2-phenylethanol 9.75
    styrene 1.89
    dioctyl adipate 3.15
    dimethyl sulfate 39.95
    ethyl butyrate 3.56
    methyl lactate 25.1
    butyl lactate 8.59
    diethyl carbonate 2.42
    propanediol butyl ether 23.04
    triethyl orthoformate 3.64
    p-tert-butyltoluene 0.68
    methyl 4-tert-butylbenzoate 8.84
    morpholine 111.38
    tert-butylamine 1.54
    n-dodecanol 0.7
    dimethoxymethane 154.03
    ethylene carbonate 16.32
    cyrene 29.78
    2-ethoxyethyl acetate 14.47
    2-ethylhexyl acetate 2.91
    1,2,4-trichlorobenzene 5.74
    4-methylpyridine 20.13
    dibutyl ether 1.56
    2,6-dimethyl-4-heptanol 0.86
    DEF 24.01
    dimethyl isosorbide 28.04
    tetrachloroethylene 16.88
    eugenol 11.93
    triacetin 9.22
    span 80 11.92
    1,4-butanediol 16.52
    1,1-dichloroethane 7.2
    2-methyl-1-pentanol 3.54
    methyl formate 78.79
    2-methyl-1-butanol 4.9
    n-decane 0.11
    butyronitrile 5.81
    3,7-dimethyl-1-octanol 1.52
    1-chlorooctane 0.66
    1-chlorotetradecane 0.15
    n-nonane 0.1
    undecane 0.06
    tert-butylcyclohexane 0.12
    cyclooctane 0.1
    cyclopentanol 13.29
    tetrahydropyran 24.82
    tert-amyl methyl ether 2.74
    2,5,8-trioxanonane 21.87
    1-hexene 1.16
    2-isopropoxyethanol 21.94
    2,2,2-trifluoroethanol 17.7
    methyl butyrate 7.51

    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