A bicyclic monoterpene with diverse biological activities
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(−)-β-Pinene

Item No. 21577

Technical Information
Formal Name
(1S,5S)-6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptane
CAS Number
18172-67-3
Synonyms
  • (S)-β-Pinene
Molecular Formula
C10H16
Formula Weight
Purity
≥97%
A neat oil
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.33 mg/ml
SMILES
CC1(C)[C@H]2CCC([C@@H]1C2)=C
InChi Code
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
InChi Key
WTARULDDTDQWMU-IUCAKERBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (–)-β-Pinene is a bicyclic monoterpene that has been found in various plants, including C. sativa, with antiviral and antidepressive effects.1,2,3 It inhibits infectious bronchitis virus (IBV) replication (IC50 = 1.32 mM) and exhibits a cytotoxic concentration (CC50) value of greater than 10 mM in Vero cells.2 In vivo, (–)-β-pinene (100 mg/kg) decreases immobility time in the forced swim test in mice, an effect that can be reversed by the serotonin (5-HT) receptor subtype 5-HT1A antagonist WAY-100635 (Item No. 14599).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nigam, M.C., Handa, K.L., Nigam, I.C., et alEssential oils and their constitutents: XXIX. The essential oil of marihuana: Composition of genuine indian Cannabis sativa L. Can. J. Chem. 43(12), 3372-3376 (1965).

    2. Yang, Z., Wu, N., Zu, Y., et alComparative anti-infectious bronchitis virus (IBV) activity of (−)-pinene: Effect on nucleocapsid (N) protein. Molecules 16(2), 1044-1054 (2011).

    3. Guzmán-Gutiérrez, S.L., Bonilla-Jaime, H., Gómez-Cansino, R., et alLinalool and β-pinene exert their antidepressant-like activity through the monoaminergic pathway. Life Sci. 128, 24-29 (2015).