Harpagide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    6926-08-5

    Molecular formula
    C15H24O10

    SMILES
    C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 66.81%
    Sweet 44.6%
    Vanilla 21.3%
    Woody 19.79%
    Milky 18.81%
    Creamy 18.06%
    Spicy 17.75%
    Savory 17.71%
    Caramellic 17.48%
    Cooling 17.46%

     

    Flavor
    Sweet 58.59%
    Bitter 54.62%
    Odorless 43.28%
    Fatty 32.41%
    Sweet-like 30.19%
    Cauliflower 22.0%
    Very slight 21.36%
    Alkaline 21.14%
    Mentholic 20.72%
    Naphthalic 20.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.3

    pKa est.
    5.15 (weak acid)

    Molecular weight
    364.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2597°C

    Flash point

    • 259.69 ˚C est.

  • Synonyms

    • Harpagide
    • 6926-08-5
    • OF59XHX7SR
    • DTXSID30988983
    • (1S,4aS,5R,7S,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4a,5,7-triol
    • (1S,4aS,5R,7S,7aR)-7-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,5,6,7a-tetrahydrocyclopenta(c)pyran-4a,5,7-triol
    • RefChem:37991
    • DTXCID201416115
    • 230-050-0
    • Harpagide (90%)
    • EINECS 230-050-0
    • Harpagide (Standard)
    • UNII-OF59XHX7SR
    • CHEMBL464889
    • SCHEMBL1425414
    • HY-N0397R
    • HY-N0397
    • s9132
    • AKOS032428101
    • CCG-268210
    • EBC-618089
    • (2S,3R,4S,5S,6R)-2-{[(1S,4aS,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
    • AC-34269
    • CS-0008932
    • Q27285626
    • Z3248256991
    • (1S,4aS,5R,7S,7aR)-4a,5,7-Trihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl beta-D-glucopyranoside
    • (1S-(1A,4AA,5A,7A,7A))-1,4A,5,6,7,7A-HEXAHYDRO-4A,5,7-TRIHYDROXY-7-METHYLCYCLOPENTA(C)PYRAN-1-YL BETA-D-GLUCOPYRANOSIDE
    • (1S-(1alpha,4aalpha,5alpha,7alpha,7aalpha))-1,4a,5,6,7,7a-Hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta(c)pyran-1-yl beta-D-glucopyranoside
    • 6926-08-5

  • Applications

    Harpagide is primarily used as an intermediate and starting material for the synthesis of iridoid derivatives, including harpagoside-related structures, in natural product chemistry and pharmaceutical research. It serves as a scaffold for exploring structure-activity relationships among iridoids and for preparing related compounds in synthetic chemistry. In analytical chemistry, harpagide acts as a reference material for the quantification and identification of iridoids in plant extracts (e.g., LC, NMR). It is also investigated as a botanical constituent in cosmetic and personal care research, particularly for formulations based on Harpagophytum-derived materials. Additional applications include natural product chemistry studies and the development of new iridoid derivatives; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.42
    methanol 266.36
    isopropanol 7.88
    water 30.0
    ethyl acetate 2.19
    n-propanol 14.3
    acetone 10.19
    n-butanol 8.59
    acetonitrile 3.8
    DMF 245.18
    toluene 0.39
    isobutanol 4.54
    1,4-dioxane 11.65
    methyl acetate 2.96
    THF 33.86
    2-butanone 5.59
    n-pentanol 3.28
    sec-butanol 4.5
    n-hexane 0.09
    ethylene glycol 146.91
    NMP 161.11
    cyclohexane 0.29
    DMSO 520.8
    n-butyl acetate 1.42
    n-octanol 2.79
    chloroform 1.2
    n-propyl acetate 1.32
    acetic acid 111.61
    dichloromethane 1.42
    cyclohexanone 11.32
    propylene glycol 86.08
    isopropyl acetate 1.35
    DMAc 101.53
    2-ethoxyethanol 56.48
    isopentanol 4.13
    n-heptane 0.25
    ethyl formate 6.71
    1,2-dichloroethane 1.54
    n-hexanol 3.67
    2-methoxyethanol 251.1
    isobutyl acetate 0.64
    tetrachloromethane 0.39
    n-pentyl acetate 1.78
    transcutol 60.6
    n-heptanol 3.65
    ethylbenzene 0.2
    MIBK 3.09
    2-propoxyethanol 42.25
    tert-butanol 4.62
    MTBE 0.88
    2-butoxyethanol 22.53
    propionic acid 16.87
    o-xylene 0.4
    formic acid 716.17
    diethyl ether 2.23
    m-xylene 0.4
    p-xylene 0.2
    chlorobenzene 0.25
    dimethyl carbonate 9.04
    n-octane 0.14
    formamide 493.9
    cyclopentanone 24.5
    2-pentanone 5.27
    anisole 1.04
    cyclopentyl methyl ether 5.59
    gamma-butyrolactone 35.65
    1-methoxy-2-propanol 91.93
    pyridine 5.38
    3-pentanone 3.15
    furfural 34.24
    n-dodecane 0.09
    diethylene glycol 102.47
    diisopropyl ether 0.43
    tert-amyl alcohol 3.25
    acetylacetone 8.53
    n-hexadecane 0.09
    acetophenone 2.28
    methyl propionate 6.25
    isopentyl acetate 1.31
    trichloroethylene 2.7
    n-nonanol 2.7
    cyclohexanol 4.76
    benzyl alcohol 3.17
    2-ethylhexanol 1.52
    isooctanol 2.39
    dipropyl ether 1.95
    1,2-dichlorobenzene 0.36
    ethyl lactate 7.27
    propylene carbonate 8.92
    n-methylformamide 151.27
    2-pentanol 3.03
    n-pentane 0.2
    1-propoxy-2-propanol 17.01
    1-methoxy-2-propyl acetate 6.48
    2-(2-methoxypropoxy) propanol 17.97
    mesitylene 0.3
    ε-caprolactone 11.62
    p-cymene 0.38
    epichlorohydrin 19.72
    1,1,1-trichloroethane 0.4
    2-aminoethanol 131.96
    morpholine-4-carbaldehyde 118.52
    sulfolane 109.81
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 6.57
    n-hexyl acetate 2.51
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 27.49
    sec-butyl acetate 0.72
    tert-butyl acetate 1.82
    decalin 0.08
    glycerin 297.61
    diglyme 44.75
    acrylic acid 31.8
    isopropyl myristate 0.86
    n-butyric acid 12.96
    acetyl acetate 1.65
    di(2-ethylhexyl) phthalate 2.28
    ethyl propionate 1.55
    nitromethane 86.78
    1,2-diethoxyethane 3.54
    benzonitrile 1.25
    trioctyl phosphate 2.07
    1-bromopropane 0.6
    gamma-valerolactone 76.82
    n-decanol 1.83
    triethyl phosphate 1.62
    4-methyl-2-pentanol 1.67
    propionitrile 2.53
    vinylene carbonate 8.41
    1,1,2-trichlorotrifluoroethane 66.3
    DMS 2.76
    cumene 0.17
    2-octanol 1.67
    2-hexanone 1.74
    octyl acetate 1.57
    limonene 0.7
    1,2-dimethoxyethane 29.11
    ethyl orthosilicate 1.38
    tributyl phosphate 1.73
    diacetone alcohol 13.12
    N,N-dimethylaniline 1.34
    acrylonitrile 6.45
    aniline 1.98
    1,3-propanediol 91.54
    bromobenzene 0.15
    dibromomethane 0.74
    1,1,2,2-tetrachloroethane 2.59
    2-methyl-cyclohexyl acetate 1.69
    tetrabutyl urea 3.57
    diisobutyl methanol 0.95
    2-phenylethanol 3.41
    styrene 0.19
    dioctyl adipate 1.96
    dimethyl sulfate 24.5
    ethyl butyrate 1.7
    methyl lactate 36.06
    butyl lactate 5.98
    diethyl carbonate 1.01
    propanediol butyl ether 26.73
    triethyl orthoformate 1.88
    p-tert-butyltoluene 0.37
    methyl 4-tert-butylbenzoate 6.18
    morpholine 27.11
    tert-butylamine 1.16
    n-dodecanol 1.19
    dimethoxymethane 64.87
    ethylene carbonate 5.84
    cyrene 34.8
    2-ethoxyethyl acetate 4.09
    2-ethylhexyl acetate 0.94
    1,2,4-trichlorobenzene 0.52
    4-methylpyridine 2.59
    dibutyl ether 0.99
    2,6-dimethyl-4-heptanol 0.95
    DEF 14.5
    dimethyl isosorbide 27.66
    tetrachloroethylene 2.59
    eugenol 9.84
    triacetin 5.27
    span 80 14.23
    1,4-butanediol 22.72
    1,1-dichloroethane 0.46
    2-methyl-1-pentanol 1.75
    methyl formate 71.2
    2-methyl-1-butanol 3.9
    n-decane 0.18
    butyronitrile 2.28
    3,7-dimethyl-1-octanol 1.8
    1-chlorooctane 0.55
    1-chlorotetradecane 0.2
    n-nonane 0.17
    undecane 0.12
    tert-butylcyclohexane 0.05
    cyclooctane 0.16
    cyclopentanol 8.1
    tetrahydropyran 4.95
    tert-amyl methyl ether 1.37
    2,5,8-trioxanonane 34.25
    1-hexene 0.24
    2-isopropoxyethanol 13.5
    2,2,2-trifluoroethanol 47.02
    methyl butyrate 2.85

    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