(3beta,22beta,25S)-Spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1->4))-beta-D-glucopyranoside

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  • Identifiers

    CAS number
    3671-38-3

    Molecular formula
    C45H73NO15

    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[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)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

  • Odor profile

    Fragrance
    Odorless 58.91%
    Woody 27.56%
    Sweet 24.39%
    Spicy 23.9%
    Cooling 21.89%
    Vanilla 18.53%
    Milky 17.83%
    Mint 17.75%
    Savory 16.93%
    Warm 16.43%

     

    Flavor
    Bitter 44.88%
    Fatty 39.8%
    Sweet 34.06%
    Odorless 29.06%
    Sweet-like 27.01%
    Metallic 23.17%
    Alkaline 21.77%
    Cauliflower 21.59%
    Cedarleaf 21.42%
    Mentholic 21.15%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    4.0 (weak acid)

    Molecular weight
    868.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    1168°C

    Flash point

    • 201.26 ˚C est.

  • Synonyms

    • beta-Solamarine
    • 3671-38-3
    • (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-Hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'S,6S,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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
    • DTXSID601104299
    • (2S,3R,4R,5R,6S)-2-((2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-((1S,2S,4S,5'S,6S,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-5-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl)oxy-6-methyloxane-3,4,5-triol
    • RefChem:905997
    • DTXCID501535974
    • (3beta,22beta,25S)-Spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1->4))-beta-D-glucopyranoside
    • SOLAMARIN, BETA
    • beta-Solamarin
    • NSC-94735
    • NSC 94735
    • VA3AN57LEG
    • orb1681672
    • CHEBI:189918
    • AKOS040762352
    • DA-71439
    • HY-129124
    • CS-0103721
    • NS00094320
    • Tomatid-5-en-3beta-ol, 2,4-di-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
    • (3|A,22|A,25S)-Spirosol-5-en-3-yl O-6-deoxy-|A-L-mannopyranosyl-(1 inverted exclamation marku2)-O-[6-deoxy-|A-L-mannopyranosyl-(1 inverted exclamation marku4)]-|A-D-glucopyranoside
    • (3beta,22beta,25S)-Spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[6-deoxy-alpha-L-mannopyranosyl-(1-->4)]-beta-D-glucopyranoside
    • (3I(2),22I(2),25S)-Spirosol-5-en-3-yl O-6-deoxy-I+/--L-mannopyranosyl-(1a2)-O-[6-deoxy-I+/--L-mannopyranosyl-(1a4)]-I(2)-D-glucopyranoside
    • beta-D-Glucopyranoside, (3beta,22beta,25S)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[6-deoxy-alpha-L-mannopyranosyl-(1-->4)]-
    • beta-D-Glucopyranoside, (3beta,22beta,25S)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-4))-
    • 3671-38-3

  • Applications

    The compound (3beta,22beta,25S)-Spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1->4))-beta-D-glucopyranoside (CAS 3671-38-3) is primarily of interest as a steroidal glycoside that can serve as an intermediate in the synthesis of steroidal sapogenin/glycoside derivatives for pharmaceutical development; it may be used as a starting material or source of aglycone after glycoside cleavage for further transformations; its glycoside structure suggests potential utility in cosmetic and cleaning formulations as a surfactant or emulsifier after appropriate processing; it may also be evaluated in agrochemical and biochemical research as a model glycoside or for structure-activity studies; overall, use is typically restricted to research, development, and formulation contexts and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.34
    methanol 14.38
    isopropanol 0.36
    water 0.21
    ethyl acetate 1.25
    n-propanol 0.79
    acetone 2.3
    n-butanol 0.42
    acetonitrile 0.96
    DMF 20.53
    toluene 0.31
    isobutanol 0.32
    1,4-dioxane 4.99
    methyl acetate 1.51
    THF 7.9
    2-butanone 1.46
    n-pentanol 0.4
    sec-butanol 0.25
    n-hexane 0.01
    ethylene glycol 3.52
    NMP 29.26
    cyclohexane 0.02
    DMSO 29.96
    n-butyl acetate 0.7
    n-octanol 0.67
    chloroform 2.79
    n-propyl acetate 0.77
    acetic acid 25.84
    dichloromethane 2.85
    cyclohexanone 2.77
    propylene glycol 2.4
    isopropyl acetate 0.79
    DMAc 20.2
    2-ethoxyethanol 6.25
    isopentanol 0.26
    n-heptane 0.02
    ethyl formate 2.03
    1,2-dichloroethane 1.04
    n-hexanol 0.37
    2-methoxyethanol 13.46
    isobutyl acetate 0.46
    tetrachloromethane 0.35
    n-pentyl acetate 1.79
    transcutol 13.88
    n-heptanol 0.84
    ethylbenzene 0.14
    MIBK 0.68
    2-propoxyethanol 6.36
    tert-butanol 0.25
    MTBE 0.24
    2-butoxyethanol 6.48
    propionic acid 2.71
    o-xylene 0.23
    formic acid 44.19
    diethyl ether 0.41
    m-xylene 0.25
    p-xylene 0.17
    chlorobenzene 0.51
    dimethyl carbonate 3.86
    n-octane 0.02
    formamide 26.41
    cyclopentanone 5.95
    2-pentanone 1.12
    anisole 0.82
    cyclopentyl methyl ether 1.35
    gamma-butyrolactone 10.14
    1-methoxy-2-propanol 5.82
    pyridine 3.38
    3-pentanone 0.92
    furfural 17.4
    n-dodecane 0.01
    diethylene glycol 8.94
    diisopropyl ether 0.1
    tert-amyl alcohol 0.26
    acetylacetone 4.25
    n-hexadecane 0.02
    acetophenone 1.58
    methyl propionate 1.99
    isopentyl acetate 0.66
    trichloroethylene 4.36
    n-nonanol 0.74
    cyclohexanol 0.34
    benzyl alcohol 1.42
    2-ethylhexanol 0.23
    isooctanol 0.54
    dipropyl ether 0.44
    1,2-dichlorobenzene 0.65
    ethyl lactate 1.78
    propylene carbonate 4.19
    n-methylformamide 11.98
    2-pentanol 0.18
    n-pentane 0.01
    1-propoxy-2-propanol 3.09
    1-methoxy-2-propyl acetate 3.06
    2-(2-methoxypropoxy) propanol 4.56
    mesitylene 0.14
    ε-caprolactone 3.69
    p-cymene 0.17
    epichlorohydrin 8.62
    1,1,1-trichloroethane 0.59
    2-aminoethanol 4.02
    morpholine-4-carbaldehyde 31.04
    sulfolane 28.37
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.29
    n-hexyl acetate 1.79
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.93
    sec-butyl acetate 0.44
    tert-butyl acetate 0.86
    decalin 0.02
    glycerin 11.0
    diglyme 13.86
    acrylic acid 7.08
    isopropyl myristate 0.4
    n-butyric acid 2.59
    acetyl acetate 2.32
    di(2-ethylhexyl) phthalate 1.13
    ethyl propionate 0.69
    nitromethane 30.74
    1,2-diethoxyethane 1.59
    benzonitrile 1.08
    trioctyl phosphate 0.7
    1-bromopropane 0.22
    gamma-valerolactone 25.68
    n-decanol 0.4
    triethyl phosphate 0.64
    4-methyl-2-pentanol 0.14
    propionitrile 0.49
    vinylene carbonate 6.36
    1,1,2-trichlorotrifluoroethane 26.0
    DMS 1.94
    cumene 0.1
    2-octanol 0.36
    2-hexanone 0.72
    octyl acetate 0.84
    limonene 0.18
    1,2-dimethoxyethane 5.94
    ethyl orthosilicate 0.56
    tributyl phosphate 0.55
    diacetone alcohol 2.39
    N,N-dimethylaniline 0.68
    acrylonitrile 1.55
    aniline 0.81
    1,3-propanediol 3.26
    bromobenzene 0.43
    dibromomethane 0.91
    1,1,2,2-tetrachloroethane 2.56
    2-methyl-cyclohexyl acetate 0.78
    tetrabutyl urea 1.0
    diisobutyl methanol 0.13
    2-phenylethanol 1.32
    styrene 0.17
    dioctyl adipate 1.14
    dimethyl sulfate 11.2
    ethyl butyrate 0.66
    methyl lactate 6.0
    butyl lactate 2.77
    diethyl carbonate 0.48
    propanediol butyl ether 6.82
    triethyl orthoformate 0.83
    p-tert-butyltoluene 0.16
    methyl 4-tert-butylbenzoate 3.52
    morpholine 5.4
    tert-butylamine 0.07
    n-dodecanol 0.22
    dimethoxymethane 9.43
    ethylene carbonate 3.34
    cyrene 9.95
    2-ethoxyethyl acetate 5.15
    2-ethylhexyl acetate 0.51
    1,2,4-trichlorobenzene 1.12
    4-methylpyridine 1.78
    dibutyl ether 0.3
    2,6-dimethyl-4-heptanol 0.13
    DEF 2.82
    dimethyl isosorbide 8.44
    tetrachloroethylene 2.36
    eugenol 4.12
    triacetin 4.9
    span 80 4.56
    1,4-butanediol 1.51
    1,1-dichloroethane 0.52
    2-methyl-1-pentanol 0.26
    methyl formate 11.08
    2-methyl-1-butanol 0.26
    n-decane 0.03
    butyronitrile 0.39
    3,7-dimethyl-1-octanol 0.34
    1-chlorooctane 0.16
    1-chlorotetradecane 0.05
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.65
    tetrahydropyran 1.0
    tert-amyl methyl ether 0.27
    2,5,8-trioxanonane 8.66
    1-hexene 0.04
    2-isopropoxyethanol 2.62
    2,2,2-trifluoroethanol 11.17
    methyl butyrate 0.97

    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