Catalpol

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  • Identifiers

    CAS number
    2415-24-9

    Molecular formula
    C15H22O10

    SMILES
    C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 77.23%
    Sweet 27.21%
    Savory 19.09%
    Alcoholic 16.99%
    Cooling 16.39%
    Milky 15.13%
    Vanilla 14.6%
    Bitter 14.45%
    Caramellic 14.01%
    Malty 12.86%

     

    Flavor
    Bitter 54.72%
    Sweet 50.53%
    Odorless 40.07%
    Fatty 33.84%
    Sweet-like 30.64%
    Bland 21.98%
    Cauliflower 21.56%
    Alkaline 20.9%
    Very slight 20.5%
    Naphthalic 20.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.2

    pKa est.
    4.65 (weak acid)

    Molecular weight
    362.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2566°C

    Flash point

    • 232.85 ˚C est.

  • Synonyms

    • Catalpol
    • 2415-24-9
    • JCX5L7JIC2
    • DTXSID60178850
    • (2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
    • (2S,3R,4S,5S,6R)-2-(((1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo(4.4.0.02,4)dec-7-en-10-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • RefChem:31875
    • DTXCID20101341
    • (2S,3R,4S,5S,6R)-2-(((1aS,1bS,2S,5aR,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-2,5a,6,6a-tetrahydro-1bH-oxireno(5,6)cyclopenta(1,3-c)pyran-2-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • 219-324-0
    • Catalpinoside
    • MFCD11111524
    • CHEMBL513223
    • (1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl beta-D-glucopyranoside
    • (2S,3R,4S,5S,6R)-2-(((1aS,1bS,2S,5aR,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
    • De(p-hydroxybenzoyl)catalposide
    • Catalposide, des-p-hydroxybenzoyl-
    • EINECS 219-324-0
    • Catalpol CRS
    • Catalpol (Standard)
    • UNII-JCX5L7JIC2
    • SCHEMBL420515
    • Catalpol, >=96% (HPLC)
    • CHEBI:69797
    • HY-N0820R
    • LHDWRKICQLTVDL-PZYDOOQISA-N
    • HY-N0820
    • BDBM50259972
    • MSK000982
    • AKOS024264429
    • AC-8052
    • CCG-208299
    • EBC-618459
    • LMPR0102070007
    • MC08278
    • NCGC00163523-01
    • (1AS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl-beta-D-glucopyranoside
    • AS-75213
    • beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy- 1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl, (1aS-(1a-alpha,1b-beta,2-beta,5a-beta,6-beta,6a-alpha))-
    • beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl, (1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-
    • SY115489
    • NS00027567
    • SR-05000002315
    • Q1050267
    • SR-05000002315-2
    • (1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl |A-D-glucopyranoside
    • (1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl- ?-D-glucopyranoside
    • (1aS,1bS,2S,5aR,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl beta-D-glucopyranoside
    • (1S,5R,6R)-2-[(1S,1bS,2S,5aR,6S)-6-hydroxy-1a-((S)-hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydro-1,3-dioxa-cyclopropa[a]inden-2-yloxy]-6-((S)-hydroxymethyl)-tetrahydro-pyran-3,4,5-triol
    • (2S,3R,4S,5S,6R)-2-[[(1aS,1bS,2S,5aR,6S,6aS)-6-Hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[2 inverted exclamation mark ,3 inverted exclamation mark :4,5]cyclopenta[1,2-c]pyran-2-yl]oxy]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
    • (2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
    • (2S,3R,4S,5S,6R)-2-{[(1S,2S,4S,5S,6R,10S)-5-HYDROXY-2-(HYDROXYMETHYL)-3,9-DIOXATRICYCLO[4.4.0.0(2),?]DEC-7-EN-10-YL]OXY}-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL
    • (2S,3R,4S,5S,6R)-2-{[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0,2,4]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
    • 2415-24-9

  • Applications

    Catalpol (CAS 2415-24-9) is an iridoid glycoside isolated from plants such as Rehmannia and Plantago. In industry, its primary use is as an intermediate or starting material for the synthesis of iridoid derivatives and other natural-product scaffolds for pharmaceutical and chemical research; it is also used as a reference standard in analytical chemistry for quantifying iridoids and in cosmetic R&D as a natural ingredient for formulation studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 19.11
    methanol 78.86
    isopropanol 6.88
    water 8.42
    ethyl acetate 4.48
    n-propanol 8.34
    acetone 19.22
    n-butanol 7.12
    acetonitrile 8.79
    DMF 112.03
    toluene 0.47
    isobutanol 3.16
    1,4-dioxane 21.45
    methyl acetate 5.1
    THF 36.5
    2-butanone 7.21
    n-pentanol 2.77
    sec-butanol 3.12
    n-hexane 0.05
    ethylene glycol 44.67
    NMP 48.62
    cyclohexane 0.28
    DMSO 343.26
    n-butyl acetate 1.42
    n-octanol 2.66
    chloroform 1.16
    n-propyl acetate 1.59
    acetic acid 74.6
    dichloromethane 1.53
    cyclohexanone 11.28
    propylene glycol 20.63
    isopropyl acetate 2.74
    DMAc 73.54
    2-ethoxyethanol 47.94
    isopentanol 4.14
    n-heptane 0.2
    ethyl formate 8.64
    1,2-dichloroethane 1.79
    n-hexanol 2.36
    2-methoxyethanol 133.63
    isobutyl acetate 0.74
    tetrachloromethane 0.38
    n-pentyl acetate 2.14
    transcutol 49.44
    n-heptanol 3.02
    ethylbenzene 0.22
    MIBK 3.59
    2-propoxyethanol 24.7
    tert-butanol 5.37
    MTBE 1.76
    2-butoxyethanol 15.7
    propionic acid 9.14
    o-xylene 0.48
    formic acid 198.32
    diethyl ether 3.8
    m-xylene 0.39
    p-xylene 0.27
    chlorobenzene 0.35
    dimethyl carbonate 9.76
    n-octane 0.14
    formamide 198.07
    cyclopentanone 19.47
    2-pentanone 6.95
    anisole 1.47
    cyclopentyl methyl ether 5.38
    gamma-butyrolactone 21.29
    1-methoxy-2-propanol 54.98
    pyridine 6.6
    3-pentanone 3.87
    furfural 22.51
    n-dodecane 0.11
    diethylene glycol 53.07
    diisopropyl ether 0.72
    tert-amyl alcohol 3.2
    acetylacetone 13.96
    n-hexadecane 0.12
    acetophenone 2.48
    methyl propionate 6.63
    isopentyl acetate 1.53
    trichloroethylene 2.59
    n-nonanol 2.8
    cyclohexanol 4.0
    benzyl alcohol 3.22
    2-ethylhexanol 1.2
    isooctanol 1.99
    dipropyl ether 2.09
    1,2-dichlorobenzene 0.44
    ethyl lactate 5.56
    propylene carbonate 6.71
    n-methylformamide 61.37
    2-pentanol 2.44
    n-pentane 0.11
    1-propoxy-2-propanol 11.41
    1-methoxy-2-propyl acetate 6.12
    2-(2-methoxypropoxy) propanol 12.92
    mesitylene 0.3
    ε-caprolactone 9.45
    p-cymene 0.4
    epichlorohydrin 18.31
    1,1,1-trichloroethane 0.61
    2-aminoethanol 39.7
    morpholine-4-carbaldehyde 64.52
    sulfolane 50.96
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 7.05
    n-hexyl acetate 2.7
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 21.46
    sec-butyl acetate 0.94
    tert-butyl acetate 2.95
    decalin 0.08
    glycerin 75.87
    diglyme 40.17
    acrylic acid 16.54
    isopropyl myristate 1.22
    n-butyric acid 10.98
    acetyl acetate 4.31
    di(2-ethylhexyl) phthalate 1.97
    ethyl propionate 1.95
    nitromethane 96.36
    1,2-diethoxyethane 5.75
    benzonitrile 1.86
    trioctyl phosphate 1.74
    1-bromopropane 0.49
    gamma-valerolactone 54.7
    n-decanol 1.94
    triethyl phosphate 1.8
    4-methyl-2-pentanol 1.58
    propionitrile 3.51
    vinylene carbonate 7.41
    1,1,2-trichlorotrifluoroethane 36.1
    DMS 2.84
    cumene 0.19
    2-octanol 1.54
    2-hexanone 1.91
    octyl acetate 2.05
    limonene 0.7
    1,2-dimethoxyethane 36.75
    ethyl orthosilicate 1.57
    tributyl phosphate 1.51
    diacetone alcohol 13.62
    N,N-dimethylaniline 1.35
    acrylonitrile 7.39
    aniline 1.94
    1,3-propanediol 51.46
    bromobenzene 0.22
    dibromomethane 0.66
    1,1,2,2-tetrachloroethane 2.41
    2-methyl-cyclohexyl acetate 1.81
    tetrabutyl urea 3.06
    diisobutyl methanol 0.91
    2-phenylethanol 3.08
    styrene 0.23
    dioctyl adipate 2.44
    dimethyl sulfate 19.79
    ethyl butyrate 2.04
    methyl lactate 20.58
    butyl lactate 4.22
    diethyl carbonate 1.56
    propanediol butyl ether 15.07
    triethyl orthoformate 2.26
    p-tert-butyltoluene 0.39
    methyl 4-tert-butylbenzoate 5.45
    morpholine 30.72
    tert-butylamine 1.38
    n-dodecanol 1.33
    dimethoxymethane 55.2
    ethylene carbonate 6.34
    cyrene 18.05
    2-ethoxyethyl acetate 5.04
    2-ethylhexyl acetate 0.99
    1,2,4-trichlorobenzene 0.69
    4-methylpyridine 3.01
    dibutyl ether 1.51
    2,6-dimethyl-4-heptanol 0.91
    DEF 13.58
    dimethyl isosorbide 17.03
    tetrachloroethylene 2.25
    eugenol 7.13
    triacetin 5.66
    span 80 9.03
    1,4-butanediol 14.39
    1,1-dichloroethane 0.63
    2-methyl-1-pentanol 1.7
    methyl formate 40.22
    2-methyl-1-butanol 3.04
    n-decane 0.2
    butyronitrile 3.34
    3,7-dimethyl-1-octanol 1.56
    1-chlorooctane 0.61
    1-chlorotetradecane 0.26
    n-nonane 0.18
    undecane 0.14
    tert-butylcyclohexane 0.05
    cyclooctane 0.16
    cyclopentanol 5.81
    tetrahydropyran 7.25
    tert-amyl methyl ether 1.8
    2,5,8-trioxanonane 30.19
    1-hexene 0.15
    2-isopropoxyethanol 15.4
    2,2,2-trifluoroethanol 34.12
    methyl butyrate 3.15

    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