Verbenalin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    548-37-8

    Molecular formula
    C17H24O10

    SMILES
    C[C@H]1CC(=O)[C@H]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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 69.31%
    Sweet 24.45%
    Caramellic 23.08%
    Milky 20.01%
    Roasted 17.56%
    Vanilla 17.23%
    Cooling 17.18%
    Burnt 16.7%
    Mint 16.5%
    Spicy 16.19%

     

    Flavor
    Bitter 84.9%
    Bland 26.25%
    Sweet-like 25.83%
    Odorless 24.94%
    Fatty 21.35%
    Cedarleaf 21.28%
    Very mild 20.66%
    Fenugreek 19.83%
    Parsley 19.65%
    Lovage 19.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.5

    pKa est.
    4.83 (weak acid)

    Molecular weight
    388.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1817°C

    Flash point

    • 221.46 ˚C est.

  • Synonyms

    • Verbenalin
    • 548-37-8
    • Verbenaloside
    • Cornin (glycoside)
    • cornin iridoid
    • 71B68181Z6
    • NSC-118055
    • methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
    • methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta(c)pyran-4-carboxylate
    • RefChem:193972
    • Cornin
    • C17H24O10
    • MFCD00017414
    • Methyl (1S,4aS,7S,7aR)-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
    • methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
    • Methyl (1S,4aS,7S,7aR)-1-(beta-D-glucopyranosyloxy)-7-methyl-5-oxo-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
    • Verbenalol, beta-D-glucopyranoside
    • Glucopyranoside, verbenalol, beta-D-
    • NSC 118055
    • NSC118055
    • Verbenalin CRS
    • DTXSID50970143
    • HLXRWTJXGMHOFN-XJSNKYLASA-N
    • UNII-71B68181Z6
    • CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,6,7,7A-HEXAHYDRO-7-METHYL-5-OXO-, METHYL ESTER, (1S,4AS,7S,7AR)-
    • Cyclopenta[c]pyran-4-carboxylic acid, 1-(.beta.-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-5-oxo-, methyl ester, (1S,4aS,7S,7aR)-
    • Cornin, verbenaloside
    • Verbenalin (Standard)
    • VERBENALIN [MI]
    • MLS002473076
    • SCHEMBL306538
    • CHEBI:9954
    • Cornin, >=98% (HPLC)
    • CHEMBL1080178
    • HY-N2014R
    • HMS2198M18
    • HY-N2014
    • s9301
    • AKOS015920253
    • CCG-268497
    • EBC-618485
    • LMPR0102070016
    • MV45062
    • AC-34497
    • Cyclopenta(c)pyran-4-carboxylic acid, 1,4a,5,6,7,7a-hexahydro-1-(beta-D-glucopyranosyloxy)-7-methyl-5-oxo-, methyl ester, (1S-(1-alpha,4a-alpha,7-alapha,7a-alpha))-
    • Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-5-oxo-, methyl ester, (1S-(1alpha,4aalpha,7alpha,7aalpha))-
    • DA-62463
    • methyl (1S,4aS,7S,7aR)-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
    • SMR001397179
    • CS-0018334
    • C09802
    • 548V378
    • Q18559312
    • Verbenalin, European Pharmacopoeia (EP) Reference Standard
    • Verbenalin

  • Applications

    Verbenalin, CAS 548-37-8, is primarily of interest as a natural iridoid glycoside found in Verbena species, with practical applications centered in natural product chemistry and botanical material analysis. In practice, it is used as an analytical reference or standard to support identification and quantification of iridoids in plant extracts, aiding quality control of botanical materials. It is also viewed as a potential building block or intermediate in the synthetic diversification of iridoid-type compounds for research in organic and medicinal chemistry. Additionally, verbenalin has been evaluated for various biological activities in preliminary studies, making it a useful target for exploratory bioactivity research while not yet exploited as a consumer product. Its usage is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.21
    methanol 50.63
    isopropanol 6.75
    water 15.1
    ethyl acetate 3.6
    n-propanol 7.59
    acetone 14.64
    n-butanol 6.93
    acetonitrile 6.53
    DMF 86.18
    toluene 0.94
    isobutanol 3.37
    1,4-dioxane 17.51
    methyl acetate 4.2
    THF 27.23
    2-butanone 6.31
    n-pentanol 3.82
    sec-butanol 3.72
    n-hexane 0.09
    ethylene glycol 40.69
    NMP 82.47
    cyclohexane 0.43
    DMSO 204.74
    n-butyl acetate 1.38
    n-octanol 2.5
    chloroform 2.76
    n-propyl acetate 1.78
    acetic acid 102.57
    dichloromethane 3.34
    cyclohexanone 17.18
    propylene glycol 23.15
    isopropyl acetate 2.13
    DMAc 84.13
    2-ethoxyethanol 41.67
    isopentanol 4.08
    n-heptane 0.21
    ethyl formate 7.06
    1,2-dichloroethane 3.19
    n-hexanol 2.72
    2-methoxyethanol 102.07
    isobutyl acetate 0.92
    tetrachloromethane 0.6
    n-pentyl acetate 2.09
    transcutol 50.32
    n-heptanol 3.11
    ethylbenzene 0.51
    MIBK 3.25
    2-propoxyethanol 21.34
    tert-butanol 4.51
    MTBE 1.02
    2-butoxyethanol 15.26
    propionic acid 12.24
    o-xylene 0.88
    formic acid 260.11
    diethyl ether 2.44
    m-xylene 0.75
    p-xylene 0.69
    chlorobenzene 0.86
    dimethyl carbonate 8.51
    n-octane 0.18
    formamide 205.95
    cyclopentanone 23.88
    2-pentanone 6.08
    anisole 1.68
    cyclopentyl methyl ether 4.96
    gamma-butyrolactone 31.95
    1-methoxy-2-propanol 45.08
    pyridine 9.33
    3-pentanone 3.94
    furfural 29.62
    n-dodecane 0.13
    diethylene glycol 53.9
    diisopropyl ether 0.53
    tert-amyl alcohol 2.99
    acetylacetone 12.53
    n-hexadecane 0.15
    acetophenone 3.77
    methyl propionate 5.87
    isopentyl acetate 1.51
    trichloroethylene 5.9
    n-nonanol 2.54
    cyclohexanol 5.36
    benzyl alcohol 5.16
    2-ethylhexanol 1.32
    isooctanol 2.14
    dipropyl ether 1.59
    1,2-dichlorobenzene 0.99
    ethyl lactate 6.02
    propylene carbonate 9.69
    n-methylformamide 50.04
    2-pentanol 2.81
    n-pentane 0.16
    1-propoxy-2-propanol 9.24
    1-methoxy-2-propyl acetate 5.19
    2-(2-methoxypropoxy) propanol 12.52
    mesitylene 0.53
    ε-caprolactone 14.51
    p-cymene 0.56
    epichlorohydrin 22.35
    1,1,1-trichloroethane 1.05
    2-aminoethanol 35.77
    morpholine-4-carbaldehyde 66.26
    sulfolane 63.55
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 7.09
    n-hexyl acetate 2.72
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 20.2
    sec-butyl acetate 1.01
    tert-butyl acetate 2.14
    decalin 0.12
    glycerin 81.33
    diglyme 32.86
    acrylic acid 22.64
    isopropyl myristate 1.14
    n-butyric acid 12.52
    acetyl acetate 4.07
    di(2-ethylhexyl) phthalate 2.64
    ethyl propionate 1.86
    nitromethane 78.37
    1,2-diethoxyethane 4.75
    benzonitrile 3.0
    trioctyl phosphate 2.12
    1-bromopropane 0.91
    gamma-valerolactone 60.85
    n-decanol 1.8
    triethyl phosphate 1.89
    4-methyl-2-pentanol 1.51
    propionitrile 3.01
    vinylene carbonate 10.37
    1,1,2-trichlorotrifluoroethane 42.75
    DMS 3.67
    cumene 0.4
    2-octanol 1.55
    2-hexanone 2.43
    octyl acetate 1.92
    limonene 0.89
    1,2-dimethoxyethane 23.97
    ethyl orthosilicate 1.64
    tributyl phosphate 1.85
    diacetone alcohol 10.84
    N,N-dimethylaniline 1.72
    acrylonitrile 6.52
    aniline 3.13
    1,3-propanediol 49.87
    bromobenzene 0.58
    dibromomethane 1.64
    1,1,2,2-tetrachloroethane 4.7
    2-methyl-cyclohexyl acetate 2.27
    tetrabutyl urea 3.96
    diisobutyl methanol 0.86
    2-phenylethanol 4.21
    styrene 0.52
    dioctyl adipate 2.59
    dimethyl sulfate 18.56
    ethyl butyrate 1.76
    methyl lactate 19.34
    butyl lactate 4.66
    diethyl carbonate 1.44
    propanediol butyl ether 15.9
    triethyl orthoformate 2.05
    p-tert-butyltoluene 0.48
    methyl 4-tert-butylbenzoate 5.63
    morpholine 23.9
    tert-butylamine 1.18
    n-dodecanol 1.27
    dimethoxymethane 32.39
    ethylene carbonate 8.2
    cyrene 24.49
    2-ethoxyethyl acetate 4.89
    2-ethylhexyl acetate 1.07
    1,2,4-trichlorobenzene 1.54
    4-methylpyridine 5.08
    dibutyl ether 1.25
    2,6-dimethyl-4-heptanol 0.86
    DEF 12.58
    dimethyl isosorbide 17.23
    tetrachloroethylene 4.14
    eugenol 8.22
    triacetin 5.88
    span 80 10.42
    1,4-butanediol 17.75
    1,1-dichloroethane 1.17
    2-methyl-1-pentanol 2.59
    methyl formate 34.51
    2-methyl-1-butanol 3.35
    n-decane 0.24
    butyronitrile 3.15
    3,7-dimethyl-1-octanol 1.6
    1-chlorooctane 0.66
    1-chlorotetradecane 0.29
    n-nonane 0.21
    undecane 0.17
    tert-butylcyclohexane 0.07
    cyclooctane 0.21
    cyclopentanol 8.08
    tetrahydropyran 6.65
    tert-amyl methyl ether 1.24
    2,5,8-trioxanonane 25.32
    1-hexene 0.3
    2-isopropoxyethanol 14.45
    2,2,2-trifluoroethanol 44.33
    methyl butyrate 3.08

    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