Levomenol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    23089-26-1

    Molecular formula
    C15H26O

    SMILES
    CC1=CC[C@H](CC1)[C@](C)(CCC=C(C)C)O

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1701.0

  • Odor profile

    Floral 85.46%
    Sweet 63.07%
    Fruity 62.64%
    Rose 49.08%
    Woody 48.9%
    Citrus 47.54%
    Balsamic 46.01%
    Fresh 44.95%
    Tropical 39.39%
    Herbal 38.76%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    9.8 (weak base)

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point

    • 314.00 °C. @ 760.00 mm Hg

    Flash point est.
    119.29 ˚C

    Solubility expt.

    • Practically insoluble or insoluble in water
    • Slightly soluble (in ethanol)

  • Synonyms

    • LEVOMENOL
    • 23089-26-1
    • (-)-alpha-Bisabolol
    • Kamillosan
    • alpha-Bisabolol
    • Bisabolol
    • alpha-(-)-Bisabolol
    • Levomenolum
    • Kamilosan
    • .alpha.-Bisabolol
    • 1-alpha-Bisabolol
    • Levomenol [INN]
    • alpha-Bisabolol, L-
    • alpha-Bisabolol (-)-form
    • UNII-24WE03BX2T
    • 24WE03BX2T
    • CCRIS 9081
    • (-)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
    • DTXSID4042094
    • (2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
    • (-)-.alpha.-Bisabolol
    • EINECS 245-423-3
    • Levomenolum [INN-Latin]
    • Bisabolol, (-)-.alpha.
    • .alpha.-bisabolol, (-)-
    • 3-Cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-pentenyl)-,(aS,1S)-
    • CHEBI:125
    • .alpha.-Bisabolol (-)-form
    • DTXCID2022094
    • FEMA NO. 4666
    • (.alpha.s,1s)-.alpha.-bisabolol
    • 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, (alphaS,1S)-
    • Dragosantol (>80%)
    • (S)-6-Methyl-2-((S)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol
    • Levomenolum (INN-Latin)
    • LEVOMENOL (MART.)
    • LEVOMENOL [MART.]
    • LEVOMENOL (USP-RS)
    • LEVOMENOL [USP-RS]
    • Dragosantol
    • Camilol
    • Levomenol; (-)-a-Bisabolol
    • Hydagen B
    • (-)-|A-Bisabolol
    • ((-))-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
    • 515-69-5
    • 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, (S-(theta,theta))-
    • BISABOLOL, ALPHA
    • BISABOLOL, .ALPHA.
    • RACEMIC ALFA-BISABOLOL
    • Bisbalol
    • BISABOLA-1,12-DIEN-8-OL
    • L-alpha-Bisabolol
    • Levomenol, INN
    • 3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-pentenyl)-, [S-(R*,R*)]-
    • (-)-a-Bisabolol
    • MFCD03412455
    • l-.alpha.-Bisabolol
    • Levomenol (Standard)
    • (-)-?-Bisabolol
    • (?)-|A-Bisabolol
    • PurpleU BAOBAB FACE
    • .alpha.-Bisabolol, L-
    • (-)- alpha -Bisabolol
    • .alpha.-(-)-Bisabolol
    • BISABOLOL [VANDF]
    • (-)--BISABOLOL
    • ALPHA-(-)BISABOLOL
    • LEVOMENOL [WHO-DD]
    • BISABOLOL, (-)-alpha
    • SCHEMBL24989
    • alpha-BISABOLOL, (-)-
    • (alphaS,1S)-alpha-BISABOLOL
    • CHEMBL1096927
    • HY-N6967R
    • (-)-(4S,8S)-alpha-Bisabolol
    • (-)-alpha-Bisabolol (Levomenol)
    • GLXC-20390
    • HY-N6967
    • [S-(R*,R*)]-.alpha.-Bisabolol
    • Tox21_301375
    • 5-Hepten-2-ol, 6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-, (-)-
    • BDBM50382730
    • NSC782530
    • Levomenol 100 microg/mL in Methanol
    • DB13153
    • FB75117
    • LMPR0103060001
    • NSC-782530
    • (-)-alpha-Bisabolol, >=93% (GC)
    • (-)-Alpha-bisabolol(-)-alpha-bisabolol
    • NCGC00255987-01
    • (-)-alpha-Bisabolol, analytical standard
    • DA-74979
    • TS-09816
    • .ALPHA.-BISABOLOL (-)-FORM [MI]
    • CAS-23089-26-1
    • CS-0028206
    • NS00068750
    • C09621
    • G13201
    • EN300-19632355
    • Q179896
    • (-)-alpha-BISABOLOL (CONSTITUENT OF CHAMOMILE)
    • BRD-K62751771-001-01-3
    • (-)-alpha-Bisabolol, primary pharmaceutical reference standard
    • Levomenol, United States Pharmacopeia (USP) Reference Standard
    • (-)-.ALPHA.-BISABOLOL (CONSTITUENT OF CHAMOMILE) [DSC]
    • 6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol, (-)-
    • 5-HEPTEN-2-OL, 6-METHYL-2-(4- METHYL-3-CYCLOHEXEN-1-YL), (-)-
    • 5-HEPTEN-2-OL, 6-METHYL-2-(4-METHYL-3-CYCLOHEXEN-1-YL), (-)-
    • [S-(R*,R*)]-.alpha.,4-Dimethyl-.alpha.-(4-methyl-3-pentenyl)cyclohex-3-ene-1-methanol
    • 3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-pentenyl)-, (-)-
    • 3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, (.alpha.S,1S)-
    • alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-(alphaS,1S)-3-Cyclohexene-1-methanol
    • 245-423-3
    • 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,4-DIMETHYL-.ALPHA.-(4-METHYL-3-PENTEN-1-YL)-, (.ALPHA.S,1S)-
    • 3-CYCLOHEXENE-1-METHANOL, alpha,4-DIMETHYL-alpha-(4-METHYL-3-PENTEN-1-YL)-, (alphaS,1S)-

  • Applications

    Levomenol (CAS 23089-26-1), also known as (-)-alpha-bisabolol, is a natural sesquiterpene alcohol from German chamomile widely used in cosmetics and topical formulations for its soothing, anti-irritant and mild anti-inflammatory properties; it helps reduce erythema and post-sun discomfort, supports barrier recovery and lowers TEWL, and improves tolerance to actives such as AHAs, BHAs, retinoids and benzoyl peroxide; it also provides antimicrobial, antifungal and deodorizing benefits for oral care, deodorants, scalp care and baby products; functions as a soft, sweet fragrance and odor-masking agent with some fixative effect, and as a skin-penetration enhancer to improve delivery of actives; employed in creams, serums, masks, lip balms, sunscreens, aftershaves and post-procedure care; compatible with oils, esters and ethanol, poorly soluble in water, typically used at 0.1–1% (higher where permitted), generally stable yet prone to oxidation, hence store sealed, cool and protected from light; overall it has a favorable safety profile at normal use levels and enhances comfort and performance of formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1075.02
    methanol 606.33
    isopropanol 870.56
    water 0.24
    ethyl acetate 1211.98
    n-propanol 720.87
    acetone 651.78
    n-butanol 884.47
    acetonitrile 409.15
    DMF 353.23
    toluene 655.12
    isobutanol 481.98
    1,4-dioxane 2053.23
    methyl acetate 626.77
    THF 2628.43
    2-butanone 742.97
    n-pentanol 499.17
    sec-butanol 627.78
    n-hexane 235.15
    ethylene glycol 30.07
    NMP 288.14
    cyclohexane 421.04
    DMSO 319.34
    n-butyl acetate 1076.36
    n-octanol 384.0
    chloroform 1362.19
    n-propyl acetate 546.04
    acetic acid 301.72
    dichloromethane 1008.09
    cyclohexanone 837.94
    propylene glycol 96.02
    isopropyl acetate 845.27
    DMAc 450.12
    2-ethoxyethanol 513.31
    isopentanol 759.1
    n-heptane 245.44
    ethyl formate 351.86
    1,2-dichloroethane 614.57
    n-hexanol 981.08
    2-methoxyethanol 828.46
    isobutyl acetate 414.35
    tetrachloromethane 216.57
    n-pentyl acetate 508.49
    transcutol 3199.18
    n-heptanol 400.93
    ethylbenzene 298.22
    MIBK 577.11
    2-propoxyethanol 1100.14
    tert-butanol 1043.46
    MTBE 1586.38
    2-butoxyethanol 586.16
    propionic acid 247.32
    o-xylene 312.94
    formic acid 58.35
    diethyl ether 1823.61
    m-xylene 417.36
    p-xylene 349.21
    chlorobenzene 440.4
    dimethyl carbonate 141.42
    n-octane 75.17
    formamide 101.21
    cyclopentanone 666.97
    2-pentanone 811.34
    anisole 537.24
    cyclopentyl methyl ether 1023.87
    gamma-butyrolactone 565.88
    1-methoxy-2-propanol 757.32
    pyridine 905.18
    3-pentanone 507.94
    furfural 482.2
    n-dodecane 52.58
    diethylene glycol 373.14
    diisopropyl ether 609.0
    tert-amyl alcohol 680.51
    acetylacetone 647.0
    n-hexadecane 60.22
    acetophenone 335.57
    methyl propionate 512.86
    isopentyl acetate 1002.42
    trichloroethylene 908.25
    n-nonanol 362.73
    cyclohexanol 605.63
    benzyl alcohol 271.74
    2-ethylhexanol 578.21
    isooctanol 317.8
    dipropyl ether 1122.95
    1,2-dichlorobenzene 357.45
    ethyl lactate 158.5
    propylene carbonate 414.32
    n-methylformamide 160.82
    2-pentanol 632.3
    n-pentane 230.38
    1-propoxy-2-propanol 912.08
    1-methoxy-2-propyl acetate 984.82
    2-(2-methoxypropoxy) propanol 609.78
    mesitylene 280.21
    ε-caprolactone 767.79
    p-cymene 239.5
    epichlorohydrin 904.46
    1,1,1-trichloroethane 673.87
    2-aminoethanol 139.57
    morpholine-4-carbaldehyde 731.76
    sulfolane 414.7
    2,2,4-trimethylpentane 99.33
    2-methyltetrahydrofuran 1733.33
    n-hexyl acetate 761.36
    isooctane 102.31
    2-(2-butoxyethoxy)ethanol 984.19
    sec-butyl acetate 473.21
    tert-butyl acetate 877.52
    decalin 144.0
    glycerin 126.43
    diglyme 1560.55
    acrylic acid 129.8
    isopropyl myristate 317.84
    n-butyric acid 726.67
    acetyl acetate 545.81
    di(2-ethylhexyl) phthalate 246.79
    ethyl propionate 459.57
    nitromethane 362.94
    1,2-diethoxyethane 1638.51
    benzonitrile 375.28
    trioctyl phosphate 172.46
    1-bromopropane 668.99
    gamma-valerolactone 977.3
    n-decanol 261.12
    triethyl phosphate 238.81
    4-methyl-2-pentanol 418.85
    propionitrile 472.56
    vinylene carbonate 355.68
    1,1,2-trichlorotrifluoroethane 359.6
    DMS 361.94
    cumene 205.59
    2-octanol 259.49
    2-hexanone 530.79
    octyl acetate 369.03
    limonene 384.73
    1,2-dimethoxyethane 1178.27
    ethyl orthosilicate 271.66
    tributyl phosphate 212.46
    diacetone alcohol 602.07
    N,N-dimethylaniline 320.03
    acrylonitrile 311.31
    aniline 497.58
    1,3-propanediol 390.19
    bromobenzene 502.1
    dibromomethane 768.17
    1,1,2,2-tetrachloroethane 807.28
    2-methyl-cyclohexyl acetate 494.62
    tetrabutyl urea 256.94
    diisobutyl methanol 336.49
    2-phenylethanol 465.48
    styrene 339.89
    dioctyl adipate 394.62
    dimethyl sulfate 143.21
    ethyl butyrate 729.92
    methyl lactate 159.84
    butyl lactate 299.94
    diethyl carbonate 411.75
    propanediol butyl ether 430.14
    triethyl orthoformate 516.69
    p-tert-butyltoluene 264.06
    methyl 4-tert-butylbenzoate 410.41
    morpholine 2082.86
    tert-butylamine 809.4
    n-dodecanol 195.88
    dimethoxymethane 688.7
    ethylene carbonate 354.24
    cyrene 273.73
    2-ethoxyethyl acetate 702.52
    2-ethylhexyl acetate 775.18
    1,2,4-trichlorobenzene 381.28
    4-methylpyridine 871.27
    dibutyl ether 792.42
    2,6-dimethyl-4-heptanol 336.49
    DEF 601.99
    dimethyl isosorbide 866.78
    tetrachloroethylene 487.52
    eugenol 336.25
    triacetin 515.95
    span 80 559.54
    1,4-butanediol 90.45
    1,1-dichloroethane 719.58
    2-methyl-1-pentanol 454.97
    methyl formate 110.79
    2-methyl-1-butanol 563.51
    n-decane 101.04
    butyronitrile 728.23
    3,7-dimethyl-1-octanol 434.31
    1-chlorooctane 293.51
    1-chlorotetradecane 118.41
    n-nonane 101.04
    undecane 70.12
    tert-butylcyclohexane 146.49
    cyclooctane 155.29
    cyclopentanol 399.2
    tetrahydropyran 2327.64
    tert-amyl methyl ether 819.7
    2,5,8-trioxanonane 1003.88
    1-hexene 578.7
    2-isopropoxyethanol 413.4
    2,2,2-trifluoroethanol 60.58
    methyl butyrate 547.81

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.42 % Category 7A
Rinse-off products applied to the hair with some hand contact
 3 %
Category 2
Products applied to the axillae
 0.13 % Category 7B
Leave-on products applied to the hair with some hand contact
 3 %
Category 3
Products applied to the face/body using fingertips
 2.5 % Category 8
Products with significant anogenital exposure
 0.2 %
Category 4
Products related to fine fragrance
 2.4 % Category 9
Products with body and hand exposure, primarily rinse off
 4.6 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.6 % Category 10A
Household care products with mostly hand contact
 4.6 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.6 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 17 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.6 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.2 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.2 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.2 %
Category 6
Products with oral and lip exposure
 1.4 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Vanillosmopsis arborea leaf Vanillosmopsis arborea Baker, fam. Asteraceae (Compositae) 1.04%
Vanillosmopsis arborea bark Vanillosmopsis arborea Baker, fam. Asteraceae (Compositae) 69.46%
Rosemary (Egypt) 1 8000-27-5 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.2%
Ginger (Mauritius) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 1.5%
Hedychium coccineum rhizome (Mauritius) Hedychium coccineum, fam. Zingiberaceae 0.3%