(-)-Bisabolol oxide B

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  • Identifiers

    CAS number
    26184-88-3

    Molecular formula
    C15H26O2

    SMILES
    CC1=CC[C@H](CC1)[C@@]2(CC[C@H](O2)C(C)(C)O)C

    Retention indicies (RI)

    • DB5: 1653.5

  • Odor profile

    Floral 64.7%
    Woody 62.73%
    Herbal 60.18%
    Green 48.61%
    Fresh 46.36%
    Sweet 46.34%
    Citrus 41.52%
    Earthy 40.14%
    Spicy 37.32%
    Mint 36.91%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    Molecular weight
    238.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    321°C

    Flash point est.
    118.29 ˚C

  • Synonyms

    • (-)-Bisabolol oxide B
    • 26184-88-3
    • Bisabolol oxide B, (-)-
    • 2-[(2S,5S)-5-methyl-5-[(1S)-4-methylcyclohex-3-en-1-yl]oxolan-2-yl]propan-2-ol
    • S32G48306Y
    • (-)-.alpha.-Bisabolol oxide B
    • Bisabolol oxide II
    • .alpha.-Bisabolol oxide B
    • UNII-S32G48306Y
    • 2-((2S,5S)-5-Methyl-5-((S)-4-methylcyclohex-3-en-1-yl)tetrahydrofuran-2-yl)propan-2-ol
    • (2S,5S)-Tetrahydro-alpha,alpha,5-trimethyl-5-[(1S)-4-methyl-3-cyclohexen-1-yl]-2-furanmethanol; (-)-Bisabolol Oxide B; (-)-alpha-Bisabolol Oxide B; Bisabolol Oxide II; alpha-Bisabolol Oxide B
    • EINECS 247-509-6
    • BISABOLOL OXIDE B, (-)
    • Q27288510
    • BISABOLOL OXIDE B (CONSTITUENT OF CHAMOMILE) [DSC]
    • 2-FURANMETHANOL, TETRAHYDRO-.ALPHA.,.ALPHA.,5-TRIMETHYL-5-((1S)-4-METHYL-3-CYCLOHEXEN-1-YL)-, (2S,5S)-

  • Applications

    (-)-Bisabolol oxide B (CAS 26184-88-3) is a sesquiterpenoid from German chamomile (also available synthetically) widely used in cosmetics and personal care for literature-reported soothing, anti-redness, anti-irritant, and antioxidant/antimicrobial effects, therefore appearing in sensitive-skin ranges, after-sun and after-shave care, baby care, post-procedure recovery, barrier-repair creams, and formulas with acids/retinoids to mitigate stinging, as well as in hair and scalp care to improve comfort; its antimicrobial activity supports odor control and can complement preservative systems, while its soft chamomile-like, honeyed note serves for fragrance masking and as a mid-note/fixative in perfumery; from a formulation standpoint it is oil-soluble, compatible with emulsions, surfactant-based cleansers, and anhydrous balms, suitable for leave-on and rinse-off formats, with typical use levels around 0.05–1.0% (higher when targeted), and it is also leveraged in oral-care rinses and toothpastes to support gum comfort and freshness; when used within regulatory limits it is generally well tolerated, though patch testing and concentration optimization are recommended to minimize individual sensitivity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 766.4
    methanol 639.55
    isopropanol 748.02
    water 3.59
    ethyl acetate 698.27
    n-propanol 643.92
    acetone 538.75
    n-butanol 673.17
    acetonitrile 424.47
    DMF 527.28
    toluene 596.08
    isobutanol 524.82
    1,4-dioxane 1157.9
    methyl acetate 525.38
    THF 1307.84
    2-butanone 549.26
    n-pentanol 416.08
    sec-butanol 540.95
    n-hexane 95.29
    ethylene glycol 100.25
    NMP 379.29
    cyclohexane 192.26
    DMSO 385.93
    n-butyl acetate 545.92
    n-octanol 347.86
    chloroform 1761.37
    n-propyl acetate 399.93
    acetic acid 443.5
    dichloromethane 1140.19
    cyclohexanone 688.01
    propylene glycol 210.61
    isopropyl acetate 620.75
    DMAc 641.13
    2-ethoxyethanol 561.92
    isopentanol 630.63
    n-heptane 79.77
    ethyl formate 334.95
    1,2-dichloroethane 566.61
    n-hexanol 629.06
    2-methoxyethanol 761.85
    isobutyl acetate 386.12
    tetrachloromethane 314.88
    n-pentyl acetate 375.86
    transcutol 2071.48
    n-heptanol 337.24
    ethylbenzene 304.94
    MIBK 426.28
    2-propoxyethanol 888.24
    tert-butanol 696.74
    MTBE 806.21
    2-butoxyethanol 551.51
    propionic acid 343.28
    o-xylene 342.65
    formic acid 153.42
    diethyl ether 718.23
    m-xylene 405.81
    p-xylene 403.71
    chlorobenzene 485.6
    dimethyl carbonate 225.01
    n-octane 37.15
    formamide 212.24
    cyclopentanone 576.93
    2-pentanone 523.69
    anisole 483.92
    cyclopentyl methyl ether 606.87
    gamma-butyrolactone 597.49
    1-methoxy-2-propanol 727.93
    pyridine 664.98
    3-pentanone 406.68
    furfural 581.61
    n-dodecane 36.24
    diethylene glycol 522.33
    diisopropyl ether 302.61
    tert-amyl alcohol 513.54
    acetylacetone 605.27
    n-hexadecane 42.44
    acetophenone 404.62
    methyl propionate 434.56
    isopentyl acetate 583.05
    trichloroethylene 1052.92
    n-nonanol 316.42
    cyclohexanol 540.49
    benzyl alcohol 374.24
    2-ethylhexanol 348.93
    isooctanol 266.15
    dipropyl ether 389.79
    1,2-dichlorobenzene 431.04
    ethyl lactate 221.45
    propylene carbonate 457.49
    n-methylformamide 269.7
    2-pentanol 491.42
    n-pentane 112.97
    1-propoxy-2-propanol 644.28
    1-methoxy-2-propyl acetate 627.95
    2-(2-methoxypropoxy) propanol 500.06
    mesitylene 265.61
    ε-caprolactone 678.7
    p-cymene 195.16
    epichlorohydrin 744.54
    1,1,1-trichloroethane 697.37
    2-aminoethanol 280.59
    morpholine-4-carbaldehyde 763.63
    sulfolane 478.4
    2,2,4-trimethylpentane 71.04
    2-methyltetrahydrofuran 886.63
    n-hexyl acetate 600.8
    isooctane 60.99
    2-(2-butoxyethoxy)ethanol 721.06
    sec-butyl acetate 381.69
    tert-butyl acetate 560.96
    decalin 93.26
    glycerin 266.25
    diglyme 1198.1
    acrylic acid 253.73
    isopropyl myristate 249.91
    n-butyric acid 602.94
    acetyl acetate 486.31
    di(2-ethylhexyl) phthalate 213.84
    ethyl propionate 360.01
    nitromethane 523.9
    1,2-diethoxyethane 686.94
    benzonitrile 447.48
    trioctyl phosphate 166.51
    1-bromopropane 499.56
    gamma-valerolactone 885.69
    n-decanol 224.71
    triethyl phosphate 189.09
    4-methyl-2-pentanol 339.89
    propionitrile 419.95
    vinylene carbonate 465.57
    1,1,2-trichlorotrifluoroethane 570.59
    DMS 385.31
    cumene 222.78
    2-octanol 225.75
    2-hexanone 372.48
    octyl acetate 297.72
    limonene 259.64
    1,2-dimethoxyethane 869.77
    ethyl orthosilicate 205.82
    tributyl phosphate 200.44
    diacetone alcohol 484.3
    N,N-dimethylaniline 327.91
    acrylonitrile 377.18
    aniline 507.54
    1,3-propanediol 465.44
    bromobenzene 539.45
    dibromomethane 784.83
    1,1,2,2-tetrachloroethane 963.85
    2-methyl-cyclohexyl acetate 341.41
    tetrabutyl urea 217.65
    diisobutyl methanol 213.71
    2-phenylethanol 431.17
    styrene 346.87
    dioctyl adipate 297.38
    dimethyl sulfate 252.77
    ethyl butyrate 388.9
    methyl lactate 251.21
    butyl lactate 310.09
    diethyl carbonate 275.8
    propanediol butyl ether 515.37
    triethyl orthoformate 313.62
    p-tert-butyltoluene 207.25
    methyl 4-tert-butylbenzoate 386.67
    morpholine 1118.85
    tert-butylamine 523.72
    n-dodecanol 168.39
    dimethoxymethane 620.37
    ethylene carbonate 445.72
    cyrene 322.14
    2-ethoxyethyl acetate 522.14
    2-ethylhexyl acetate 450.17
    1,2,4-trichlorobenzene 483.93
    4-methylpyridine 746.1
    dibutyl ether 402.07
    2,6-dimethyl-4-heptanol 213.71
    DEF 475.4
    dimethyl isosorbide 639.38
    tetrachloroethylene 631.87
    eugenol 346.74
    triacetin 519.88
    span 80 422.4
    1,4-butanediol 195.04
    1,1-dichloroethane 731.19
    2-methyl-1-pentanol 377.04
    methyl formate 209.81
    2-methyl-1-butanol 509.97
    n-decane 64.72
    butyronitrile 520.36
    3,7-dimethyl-1-octanol 353.76
    1-chlorooctane 222.91
    1-chlorotetradecane 93.46
    n-nonane 59.05
    undecane 46.57
    tert-butylcyclohexane 92.93
    cyclooctane 80.49
    cyclopentanol 423.3
    tetrahydropyran 1014.37
    tert-amyl methyl ether 492.61
    2,5,8-trioxanonane 726.06
    1-hexene 278.13
    2-isopropoxyethanol 452.45
    2,2,2-trifluoroethanol 181.31
    methyl butyrate 432.2

    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

Botanical

Name CAS Botanical Proportion
Chamomile, german (Bulgaria) 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 11.17%
Chamomile, german (Hungary) 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 20.0%
Santolina chamaecyparisus (Egypt) 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.26%
Chamomile, german (Brazil) 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 23.54%
Chamomile, german (Germany) 1 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 4.35%
Chamomile, german (Germany) 2, Living Flower 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.19%
Artemisia atrovirens (China) Artemisia atrovirens Hand.-Mazz., fam. Asteraceae (Compositae) 4.33%
Artemisia desertorum (China) Artemisia desertorum Spreng., fam. Asteraceae (Compositae) 14.0%
Chamomile, german (Egypt) 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 4.44%
Chamomile, german (Italy) 1 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 20.0%
Chamomile, german (Italy) 2 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 16.88%
Pelargonium sidoides Pelargonium sidoides DC., fam. Geraniaceae 0.6%
Chamomile, german (Greece) 1a 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 1.6%
Chamomile, german (Greece) 1b 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 1.7%
Chamomile, german (India) 1 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 9.6%
Chamomile, german (India) 2a whole flower 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 12.0%
Chamomile, german (India) 2b leaf 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 3.9%
Chamomile, german (India) 2c stem 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 2.3%
Chamomile, german (India) 2d root 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.6%
Artemisia campestris, ssp. glutinosa (Italy) Artemisia campestris L. ssp. glutinosa (Ten.) Briq. et Cavill., Asteraceae 0.8%
Argyranthemum adauctum ssp. adauctum Argyranthemum adauctum ssp.adauctum Humphries, fam.Asteraceae (Compositae) 4.5%