Hastatoside

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  • Identifiers

    CAS number
    50816-24-5

    Molecular formula
    C17H24O11

    SMILES
    C[C@H]1CC(=O)[C@]2([C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 69.45%
    Sweet 32.1%
    Caramellic 23.88%
    Milky 20.64%
    Vanilla 18.83%
    Cooling 17.43%
    Spicy 17.22%
    Burnt 17.03%
    Woody 16.77%
    Mint 16.41%

     

    Flavor
    Bitter 81.39%
    Odorless 28.82%
    Sweet-like 26.95%
    Bland 26.29%
    Very mild 22.35%
    Fatty 21.76%
    Cedarleaf 20.91%
    Fenugreek 20.29%
    Cotton candy 19.94%
    Seedy 19.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.7

    pKa est.
    4.77 (weak acid)

    Molecular weight
    404.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1976°C

    Flash point

    • 227.49 ˚C est.

  • Synonyms

    • Hastatoside
    • 50816-24-5
    • 5-Hydroxyverbenalin
    • Y7WKJ7982U
    • 1alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha-hydroxy-7alpha-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
    • methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
    • CHEBI:178050
    • DTXSID30904209
    • methyl (1S,4aR,7S,7aR)-1-(beta-D-glucopyranosyloxy)-4a-hydroxy-7-methyl-5-oxo-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
    • Methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-1H,4ah,5H,6H,7H,7ah-cyclopenta(C)pyran-4-carboxylate
    • 1.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A.ALPHA.-HEXAHYDRO-4A.ALPHA.-HYDROXY-7.ALPHA.-METHYL-5-OXOCYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID METHYL ESTER
    • 1alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha-hydroxy-7alpha-methyl-5-oxocyclopenta(C)pyran-4-carboxylic acid methyl ester
    • CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-4A-HYDROXY-7-METHYL-5-OXO-, METHYL ESTER, (1S,4AR,7S,7AR)-
    • CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-4A-HYDROXY-7-METHYL-5-OXO-, METHYL ESTER, (1S-(1.ALPHA.,4A.ALPHA.,7.ALPHA.,7A.ALPHA.))-
    • Cyclopenta(C)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a-hydroxy-7-methyl-5-oxo-, methyl ester, (1S,4aR,7S,7aR)-
    • Cyclopenta(C)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a-hydroxy-7-methyl-5-oxo-, methyl ester, (1S-(1alpha,4aalpha,7alpha,7aalpha))-
    • methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate
    • methyl (1S,4aR,7S,7aR)-1-(beta-D-glucopyranosyloxy)-4a-hydroxy-7-methyl-5-oxo-1,4a,5,6,7,7a-hexahydrocyclopenta(c)pyran-4-carboxylate
    • methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,6,7,7a-tetrahydrocyclopenta(c)pyran-4-carboxylate
    • RefChem:145320
    • DTXCID901333358
    • PRZVXHGUJJPSME-UHFFFAOYSA-N
    • MFCD09752811
    • Hastatoside (Standard)
    • UNII-Y7WKJ7982U
    • orb1301520
    • SCHEMBL30819230
    • HY-N2015R
    • WLZ4691
    • 1|A-(|A-D-Glucopyranosyloxy)-1,4a,5,6,7,7a|A-hexahydro-4a|A-hydroxy-7|A-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
    • HY-N2015
    • MSK157223
    • s9026
    • AKOS040758802
    • CCG-268688
    • EBC-617749
    • AC-34591
    • DA-53849
    • Methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
    • MS-26903
    • CS-0018335
    • Hastatoside1alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha-hydroxy-7alpha-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester; Methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-1H,4ah,5H,6H,7H,7ah-cyclopenta(C)pyran-4-carboxylate
    • methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
    • 50816-24-5

  • Applications

    Hastatoside (CAS 50816-24-5) is a natural product glycoside that is typically used as an intermediate in organic synthesis and can serve as a starting point for hydrolysis to aglycones that are of interest in fragrance and flavor chemistry. It may be employed as a reference standard in natural product isolation and analytical work. In addition, it is sometimes evaluated for cosmetic and personal-care formulation contexts as a glycoside-containing building block. The compound may also be explored in pharmaceutical or nutraceutical research as a precursor or scaffold for further derivatization, subject to relevant regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 24.08
    methanol 89.37
    isopropanol 8.58
    water 8.13
    ethyl acetate 4.36
    n-propanol 11.69
    acetone 21.53
    n-butanol 8.72
    acetonitrile 6.34
    DMF 120.67
    toluene 0.9
    isobutanol 4.62
    1,4-dioxane 21.53
    methyl acetate 5.76
    THF 38.91
    2-butanone 9.9
    n-pentanol 4.5
    sec-butanol 5.29
    n-hexane 0.12
    ethylene glycol 51.67
    NMP 109.04
    cyclohexane 0.44
    DMSO 287.51
    n-butyl acetate 1.76
    n-octanol 2.47
    chloroform 2.96
    n-propyl acetate 2.22
    acetic acid 86.09
    dichloromethane 3.99
    cyclohexanone 20.94
    propylene glycol 30.65
    isopropyl acetate 2.41
    DMAc 94.37
    2-ethoxyethanol 46.81
    isopentanol 4.87
    n-heptane 0.21
    ethyl formate 9.28
    1,2-dichloroethane 3.95
    n-hexanol 3.28
    2-methoxyethanol 127.14
    isobutyl acetate 1.02
    tetrachloromethane 0.67
    n-pentyl acetate 2.32
    transcutol 38.29
    n-heptanol 3.34
    ethylbenzene 0.47
    MIBK 3.93
    2-propoxyethanol 26.92
    tert-butanol 5.51
    MTBE 1.31
    2-butoxyethanol 16.1
    propionic acid 14.44
    o-xylene 0.79
    formic acid 233.26
    diethyl ether 3.26
    m-xylene 0.65
    p-xylene 0.56
    chlorobenzene 0.82
    dimethyl carbonate 10.31
    n-octane 0.17
    formamide 198.87
    cyclopentanone 31.67
    2-pentanone 8.42
    anisole 1.79
    cyclopentyl methyl ether 5.84
    gamma-butyrolactone 38.84
    1-methoxy-2-propanol 53.59
    pyridine 10.13
    3-pentanone 5.29
    furfural 32.53
    n-dodecane 0.12
    diethylene glycol 63.97
    diisopropyl ether 0.58
    tert-amyl alcohol 3.87
    acetylacetone 14.98
    n-hexadecane 0.13
    acetophenone 3.87
    methyl propionate 8.14
    isopentyl acetate 1.63
    trichloroethylene 6.16
    n-nonanol 2.55
    cyclohexanol 6.2
    benzyl alcohol 5.14
    2-ethylhexanol 1.46
    isooctanol 2.18
    dipropyl ether 1.77
    1,2-dichlorobenzene 0.93
    ethyl lactate 7.22
    propylene carbonate 11.06
    n-methylformamide 70.0
    2-pentanol 3.18
    n-pentane 0.21
    1-propoxy-2-propanol 10.82
    1-methoxy-2-propyl acetate 6.02
    2-(2-methoxypropoxy) propanol 12.88
    mesitylene 0.45
    ε-caprolactone 16.63
    p-cymene 0.5
    epichlorohydrin 26.36
    1,1,1-trichloroethane 1.07
    2-aminoethanol 47.39
    morpholine-4-carbaldehyde 80.82
    sulfolane 81.14
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 9.0
    n-hexyl acetate 2.7
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 18.98
    sec-butyl acetate 1.18
    tert-butyl acetate 2.45
    decalin 0.13
    glycerin 106.12
    diglyme 31.8
    acrylic acid 23.8
    isopropyl myristate 1.09
    n-butyric acid 13.41
    acetyl acetate 3.78
    di(2-ethylhexyl) phthalate 2.58
    ethyl propionate 2.25
    nitromethane 76.63
    1,2-diethoxyethane 4.7
    benzonitrile 2.72
    trioctyl phosphate 2.16
    1-bromopropane 1.22
    gamma-valerolactone 74.83
    n-decanol 1.79
    triethyl phosphate 1.97
    4-methyl-2-pentanol 1.66
    propionitrile 3.84
    vinylene carbonate 11.47
    1,1,2-trichlorotrifluoroethane 47.51
    DMS 3.98
    cumene 0.33
    2-octanol 1.64
    2-hexanone 3.23
    octyl acetate 1.9
    limonene 0.89
    1,2-dimethoxyethane 30.79
    ethyl orthosilicate 1.65
    tributyl phosphate 1.8
    diacetone alcohol 12.74
    N,N-dimethylaniline 1.67
    acrylonitrile 7.8
    aniline 3.22
    1,3-propanediol 58.41
    bromobenzene 0.51
    dibromomethane 1.99
    1,1,2,2-tetrachloroethane 5.24
    2-methyl-cyclohexyl acetate 2.21
    tetrabutyl urea 3.83
    diisobutyl methanol 0.91
    2-phenylethanol 4.45
    styrene 0.48
    dioctyl adipate 2.51
    dimethyl sulfate 22.3
    ethyl butyrate 2.06
    methyl lactate 25.49
    butyl lactate 4.97
    diethyl carbonate 1.49
    propanediol butyl ether 15.95
    triethyl orthoformate 2.1
    p-tert-butyltoluene 0.45
    methyl 4-tert-butylbenzoate 5.56
    morpholine 30.92
    tert-butylamine 1.39
    n-dodecanol 1.22
    dimethoxymethane 46.55
    ethylene carbonate 9.06
    cyrene 25.94
    2-ethoxyethyl acetate 5.45
    2-ethylhexyl acetate 1.2
    1,2,4-trichlorobenzene 1.37
    4-methylpyridine 5.38
    dibutyl ether 1.2
    2,6-dimethyl-4-heptanol 0.91
    DEF 15.76
    dimethyl isosorbide 17.81
    tetrachloroethylene 4.69
    eugenol 7.92
    triacetin 5.64
    span 80 10.63
    1,4-butanediol 19.5
    1,1-dichloroethane 1.43
    2-methyl-1-pentanol 2.9
    methyl formate 47.74
    2-methyl-1-butanol 4.23
    n-decane 0.22
    butyronitrile 3.55
    3,7-dimethyl-1-octanol 1.6
    1-chlorooctane 0.66
    1-chlorotetradecane 0.28
    n-nonane 0.2
    undecane 0.15
    tert-butylcyclohexane 0.07
    cyclooctane 0.21
    cyclopentanol 9.76
    tetrahydropyran 8.0
    tert-amyl methyl ether 1.7
    2,5,8-trioxanonane 25.03
    1-hexene 0.4
    2-isopropoxyethanol 15.5
    2,2,2-trifluoroethanol 39.89
    methyl butyrate 3.75

    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