A bicyclic terpene
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(±)-3-Carene

Item No. 25768

Technical Information
Formal Name
3,7,7-trimethyl-bicyclo[4.1.0]hept-3-ene
CAS Number
13466-78-9
Synonyms
  • (±)-Δ3-Carene
Molecular Formula
C10H16
Formula Weight
Purity
≥95%
Chloroform: SolubleMethanol: Soluble
SMILES
CC1=CCC2C(C)(C)C2C1
InChi Code
InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
InChi Key
BQOFWKZOCNGFEC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-3-Carene is a bicyclic monoterpene found in a variety of plants, including Cannabis.1 It decreases phagocytosis by rat alveolar macrophages when used at a concentration of 0.5 µM and decreases their viability at a concentration of 5 µM.2 (±)-3-Carene increases the expression and activity of alkaline phosphatase in mouse osteoblastic MC3T3-E1 subclone 4 cells, indicating induction of osteoblastic differentiation.3 It also induces calcium formation and increases the expression of osteopontin and type I collagen, which are related to osteoblast mineralization. (±)-3-Carene induces bronchoconstriction in isolated guinea pig lungs when exposed at an air concentration of 3,000 mg/m3.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hillig, K.W. A chemotaxonomic analysis of terpenoid variation in Cannabis. Biochem. System. Ecol. 32(10), 875-891 (2004).

    2. Johansson, A., and Lundborg, M. Effects of low concentrations of 3-carene on alveolar macrophages in vitro. Toxicology 120(2), 99-104 (1997).

    3. Jeong, J.-G., Kim, Y.S., Min, Y.K., et alLow concentration of 3-carene stimulates the differentiation of mouse osteoblastic MC3T3-E1 subclone 4 cells. Phytother. Res. 22(1), 18-22 (2008).

    4. Låstbom, L., Falk-Filipsson, A., Boyer, S., et alMechanisms of 3-carene-induced bronchoconstriction in the isolated guinea pig lung. Respiration 62(3), 130-135 (1995).

    5. Låstbom, L., Boman, A., Camner, P., et alDoes airway responsiveness increase after skin sensitisation to 3-carene: A study in isolated guinea pig lungs. Toxicology 125(1), 59-66 (1998).