A sesquiterpene with diverse biological activities
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α-Humulene

Item No. 21574

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,6,6,9-tetramethyl-1E,4E,8E-cycloundecatriene
CAS Number
6753-98-6
Synonyms
  • α-Caryophyllene
  • (±)-α-Humulene
Molecular Formula
C15H24
Formula Weight
204.4
Purity
≥95%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
Methanol: 10 mg/ml
SMILES
C/C1=C\CC/C(C)=C/CC(C)(C)/C=C/C1
InChi Code
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6+,13-7+,14-10+
InChi Key
FAMPSKZZVDUYOS-HRGUGZIWSA-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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    100 mg

    $107

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    250 mg

    $214

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    500 mg

    $321

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    1 g

    $427

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    Product Description

    α-Humulene is a sesquiterpene that has been found in C. sativa, C. indica, and hemp with diverse biological activities.1,2,3,4,5 It is lethal to A. subpictus, A. albopictus, and C. tritaeniorhynchus mosquito larvae (LC50s = 6.19, 7.39, and 12.05 mg/ml, respectively).2 α-Humulene reduces growth of MCF-7 breast cancer cells by approximately 50% when used at a concentration of 32 mg/ml.3 It also reduces viability of Caco-2 cells in a concentration-dependent manner (IC50 = 24.4 mg/ml) but has no effect on viability of rat hepatocytes.4 In vivo, α-humulene (50 mg/kg) reduces histamine-induced paw edema in mice as well as carrageenan-induced TNF-α and IL-1β production and paw edema in mice and rats.5 It also reduces carrageenan-induced production of prostaglandin E2 (PGE2) and expression of inducible nitric oxide synthase (iNOS) and COX-2 in rats.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hazekamp, A., Tejkalová, K., and Papadimitriou, S. Cannabis: From cultivar to chemovar II—A metabolomics approach to Cannabis classification. Cannabis Cannabinoid Res. 1(1), 202-215 (2016).

    2. Govindarajan, M., and Benelli, G. α-Humulene and β-elemene from Syzygium zeylanicum (Myrtaceae) essential oil: highly effective and eco-friendly larvicides against Anopheles subpictus, Aedes albopictus, and Culex tritaeniorhynchus (Diptera: Culicidae). Parasitol. Res. 115(7), 2771-2778 (2016).

    3. Legault, J., and Pichette, A. Potentiating effect of β-caryophyllene on anticancer activity of α-humulene, isocaryophyllene and paclitaxel. J. Pharm. Pharmacol. 59(12), 1643-1647 (2007).

    4. Ambrož, M., Boušová, I., Skarka, A., et al. The influence of sesquiterpenes from Myrica rubra on the antiproliferative and pro-oxidative effects of doxorubicin and its accumulation in cancer cells. Molecules 20(8), 15343-15358 (2015).

    5. Fernandes, E.S., Passos, G.F., Medeiros, R., et al. Anti-inflammatory effects of compounds α-humulene and (−)-trans-caryophyllene isolated from the essential oil of Cordia verbenacea. Eur. J. Pharmacol. 569(3), 228-236 (2007).