A sesquiterpene alcohol with diverse biological activities
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Isomer(s)
31397(±)-α-Bisabolol
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(–)-α-Bisabolol

Item No. 9002495

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αS,1S)-α,4-dimethyl-α-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanol
CAS Number
23089-26-1
Molecular Formula
C15H26O
Formula Weight
222.4
Purity
≥90%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble
SMILES
CC1=CC[C@]([C@](O)(C)CC/C=C(C)\C)([H])CC1
InChi Code
InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1
InChi Key
RGZSQWQPBWRIAQ-CABCVRRESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $43

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    25 mg

    $103

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    50 mg

    $194

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    100 mg

    $280

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    Product Description

    (–)-α-Bisabolol is a sesquiterpene alcohol that has been found in the essential oils of several aromatic plants, including C. sativa, C. indica, and C. sativa/C. indica hybrid strains, with diverse biological activities.1,2,3,4,5 It inhibits the growth of L. amazonensis promastigotes and amastigotes (IC50s = 8.07 and 4.29 μg/ml, respectively).2 It also reduces the growth of L. infantum and L. donovani amastigotes (IC50s = 56.9 and 39.4 μM, respectively) with a cytotoxic concentration (CC50) value of greater than 1,000 μM in L929 cells.3 In vivo, (–)-α-bisabolol (200 mg/kg) reduces parasite load in the liver and spleen in a mouse model of visceral leishmaniasis. (–)-α-Bisabolol (200 mg/kg) reduces the size of ethanol-induced lesions, decreases malondialdehyde (MDA) production, and increases superoxide dismutase (SOD) activity in gastric mucosa in mice.4 It also decreases serotonin-, carrageenan-, and dextran-, but not histamine-, induced paw edema as well as acetic-acid induced writhing and paw-licking time in the formalin test in mice, indicating anti-inflammatory and antinociceptive activity.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Elzinga, S., Fischedick, J., Podkolinski, R., et al. Cannabinoids and terpenes as chemotaxonomic markers in Cannabis. Nat. Prod. Chem. Res. 3(4), 181 (2015).

    2. Rottini, M.M., Amaral, A.C., Ferreira, J.L., et al. In vitro evaluation of (−)α-bisabolol as a promising agent against Leishmania amazonensis. Exp. Parasitol. 148, 66-72 (2015).

    3. Corpas-López, V., Morillas-Márquez, F., Navarro-Moll, M.C., et al. (−)-α-Bisabolol, a promising oral compound for the treatment of visceral leishmaniasis. J. Nat. Prod. 78(6), 1202-1207 (2015).

    4. Rocha, N.F., Oliverira, G.V., Araújo, F.Y., et al. (−)-α-Bisabolol-induced gastroprotection is associated with reduction in lipid peroxidation, superoxide dismutase activity and neutrophil migration. Eur. J. Pharm. Sci. 44(4), 455-461 (2011).

    5. Rocha, N.F., Rios, E.R., Carvalho, A.M., et al. Anti-nociceptive and anti-inflammatory activities of (−)-α-bisabolol in rodents. Naunyn Schmiedebergs Arch. Pharmacol. 384(6), 525-533 (2011).