Solasonine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    19121-58-5

    Molecular formula
    C45H73NO16

    SMILES
    C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)NC1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 60.69%
    Woody 25.89%
    Sweet 25.76%
    Cooling 23.3%
    Spicy 22.66%
    Mint 18.71%
    Vanilla 17.64%
    Milky 17.23%
    Savory 16.8%
    Warm 16.71%

     

    Flavor
    Bitter 45.76%
    Fatty 39.74%
    Sweet 36.17%
    Odorless 30.84%
    Sweet-like 27.56%
    Metallic 22.78%
    Alkaline 21.74%
    Cauliflower 21.66%
    Cedarleaf 21.22%
    Mentholic 21.06%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    4.13 (weak acid)

    Molecular weight
    884.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    1603°C

    Flash point

    • 204.83 ˚C est.

  • Synonyms

    • Solasonine
    • 19121-58-5
    • PURAPURINE
    • Solasonin
    • TR60638HXL
    • DTXSID801028790
    • NSC-82149
    • (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
    • beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-
    • (2S,3R,4R,5R,6S)-2-((2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-((1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icos-18-ene-6,2'-piperidine)-16-yl)oxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-3-yl)oxy-6-methyloxane-3,4,5-triol
    • RefChem:184224
    • DTXCID201514399
    • alpha-solamarine, (3beta,22alpha,25R)-
    • 242-826-6
    • beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-
    • Solasodamine
    • .alpha.-Solasonine
    • EINECS 242-826-6
    • beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))- (9CI)
    • C45H73NO16
    • UNII-TR60638HXL
    • NSC 82149
    • SOLASONINE [MI]
    • CHEBI:9191
    • CHEMBL438956
    • orb1303587
    • SCHEMBL2683980
    • MSK3004
    • AKOS030528257
    • CCG-270555
    • EBC-617716
    • OS65589
    • AC-33986
    • BS-16392
    • DA-67684
    • NS00048370
    • S9144
    • Q7557107
    • (2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidin]-18-eneoxy]-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
    • .BETA.-D-GALACTOPYRANOSIDE, (3.BETA.,22.ALPHA.,25R)-SPIROSOL-5-EN-3-YL O-6- DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1-2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1-3))-
    • .BETA.-D-GALACTOPYRANOSIDE, (3.BETA.,22.ALPHA.,25R)-SPIROSOL-5-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1->3))-
    • |A-D-Galactopyranoside, (3|A,22|A,25R)-spirosol-5-en-3-yl O-6-deoxy-|A-L-mannopyranosyl-(1 inverted exclamation marku2)-O-[|A-D-glucopyranosyl-(1 inverted exclamation marku3)]-
    • 19121-58-5

  • Applications

    Solasonine (CAS 19121-58-5) is a steroidal glycoalkaloid found in Solanum species and is commonly used as an intermediate and starting material for semisynthetic steroidal glycoalkaloids and related sapogenin derivatives, supporting pharmaceutical research and development; it is also investigated in natural-product chemistry as a basis for structure-activity studies and serves as an analytical reference for glycoalkaloid quantification in plant materials; in agriculture, it has been evaluated for potential pesticidal or insecticidal activity as a natural-product lead; in industrial research, it can function as a feedstock for the synthesis of steroidal compounds in early-stage process development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.99
    methanol 11.68
    isopropanol 0.26
    water 0.22
    ethyl acetate 0.78
    n-propanol 0.52
    acetone 1.79
    n-butanol 0.27
    acetonitrile 0.73
    DMF 16.93
    toluene 0.2
    isobutanol 0.21
    1,4-dioxane 3.53
    methyl acetate 1.0
    THF 5.13
    2-butanone 0.99
    n-pentanol 0.26
    sec-butanol 0.17
    n-hexane 0.01
    ethylene glycol 3.02
    NMP 21.15
    cyclohexane 0.02
    DMSO 24.93
    n-butyl acetate 0.45
    n-octanol 0.47
    chloroform 1.64
    n-propyl acetate 0.51
    acetic acid 17.65
    dichloromethane 1.7
    cyclohexanone 1.78
    propylene glycol 1.81
    isopropyl acetate 0.51
    DMAc 15.69
    2-ethoxyethanol 4.47
    isopentanol 0.16
    n-heptane 0.02
    ethyl formate 1.31
    1,2-dichloroethane 0.67
    n-hexanol 0.24
    2-methoxyethanol 9.8
    isobutyl acetate 0.3
    tetrachloromethane 0.21
    n-pentyl acetate 1.18
    transcutol 10.99
    n-heptanol 0.58
    ethylbenzene 0.09
    MIBK 0.45
    2-propoxyethanol 4.31
    tert-butanol 0.17
    MTBE 0.16
    2-butoxyethanol 4.54
    propionic acid 1.69
    o-xylene 0.16
    formic acid 37.88
    diethyl ether 0.28
    m-xylene 0.16
    p-xylene 0.12
    chlorobenzene 0.3
    dimethyl carbonate 2.92
    n-octane 0.01
    formamide 21.25
    cyclopentanone 3.91
    2-pentanone 0.74
    anisole 0.54
    cyclopentyl methyl ether 0.88
    gamma-butyrolactone 6.37
    1-methoxy-2-propanol 4.19
    pyridine 2.18
    3-pentanone 0.63
    furfural 11.87
    n-dodecane 0.01
    diethylene glycol 6.83
    diisopropyl ether 0.07
    tert-amyl alcohol 0.17
    acetylacetone 3.01
    n-hexadecane 0.01
    acetophenone 1.09
    methyl propionate 1.35
    isopentyl acetate 0.4
    trichloroethylene 2.72
    n-nonanol 0.51
    cyclohexanol 0.22
    benzyl alcohol 0.92
    2-ethylhexanol 0.15
    isooctanol 0.36
    dipropyl ether 0.32
    1,2-dichlorobenzene 0.39
    ethyl lactate 1.27
    propylene carbonate 2.55
    n-methylformamide 8.9
    2-pentanol 0.12
    n-pentane 0.01
    1-propoxy-2-propanol 2.14
    1-methoxy-2-propyl acetate 2.11
    2-(2-methoxypropoxy) propanol 3.35
    mesitylene 0.09
    ε-caprolactone 2.19
    p-cymene 0.11
    epichlorohydrin 5.38
    1,1,1-trichloroethane 0.36
    2-aminoethanol 2.99
    morpholine-4-carbaldehyde 22.9
    sulfolane 19.26
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.82
    n-hexyl acetate 1.19
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.23
    sec-butyl acetate 0.29
    tert-butyl acetate 0.56
    decalin 0.01
    glycerin 8.93
    diglyme 10.53
    acrylic acid 4.68
    isopropyl myristate 0.28
    n-butyric acid 1.5
    acetyl acetate 1.55
    di(2-ethylhexyl) phthalate 0.79
    ethyl propionate 0.46
    nitromethane 22.39
    1,2-diethoxyethane 1.22
    benzonitrile 0.7
    trioctyl phosphate 0.49
    1-bromopropane 0.14
    gamma-valerolactone 17.29
    n-decanol 0.28
    triethyl phosphate 0.42
    4-methyl-2-pentanol 0.09
    propionitrile 0.34
    vinylene carbonate 3.84
    1,1,2-trichlorotrifluoroethane 17.74
    DMS 1.38
    cumene 0.07
    2-octanol 0.25
    2-hexanone 0.5
    octyl acetate 0.58
    limonene 0.13
    1,2-dimethoxyethane 4.44
    ethyl orthosilicate 0.37
    tributyl phosphate 0.38
    diacetone alcohol 1.68
    N,N-dimethylaniline 0.46
    acrylonitrile 1.06
    aniline 0.52
    1,3-propanediol 2.27
    bromobenzene 0.25
    dibromomethane 0.55
    1,1,2,2-tetrachloroethane 1.62
    2-methyl-cyclohexyl acetate 0.5
    tetrabutyl urea 0.72
    diisobutyl methanol 0.09
    2-phenylethanol 0.87
    styrene 0.11
    dioctyl adipate 0.79
    dimethyl sulfate 8.47
    ethyl butyrate 0.44
    methyl lactate 4.28
    butyl lactate 1.94
    diethyl carbonate 0.31
    propanediol butyl ether 5.13
    triethyl orthoformate 0.56
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 2.52
    morpholine 3.57
    tert-butylamine 0.05
    n-dodecanol 0.16
    dimethoxymethane 7.42
    ethylene carbonate 1.98
    cyrene 7.14
    2-ethoxyethyl acetate 3.52
    2-ethylhexyl acetate 0.32
    1,2,4-trichlorobenzene 0.65
    4-methylpyridine 1.13
    dibutyl ether 0.22
    2,6-dimethyl-4-heptanol 0.09
    DEF 1.95
    dimethyl isosorbide 6.13
    tetrachloroethylene 1.5
    eugenol 3.04
    triacetin 3.55
    span 80 3.36
    1,4-butanediol 1.08
    1,1-dichloroethane 0.32
    2-methyl-1-pentanol 0.16
    methyl formate 8.46
    2-methyl-1-butanol 0.16
    n-decane 0.02
    butyronitrile 0.26
    3,7-dimethyl-1-octanol 0.23
    1-chlorooctane 0.12
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.42
    tetrahydropyran 0.67
    tert-amyl methyl ether 0.18
    2,5,8-trioxanonane 6.77
    1-hexene 0.03
    2-isopropoxyethanol 1.83
    2,2,2-trifluoroethanol 8.14
    methyl butyrate 0.64

    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