A bicyclic monoterpene with diverse biological activities
Related Products
Isomer(s)
21577(−)-β-Pinene 21576α-Pinene
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

(1S)-(−)-α-Pinene

Item No. 35693

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,5S)-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene
CAS Number
7785-26-4
Synonyms
  • (−)-α-Pinene
Molecular Formula
C10H16
Formula Weight
136.2
Purity
≥95%
Formulation (Request formulation change)
A neat liquid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Soluble
SMILES
CC1([C@]2([H])C[C@@]1([H])C(C)=CC2)C
InChi Code
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1
InChi Key
GRWFGVWFFZKLTI-IUCAKERBSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    25 g

    $43

    Add

    50 g

    $82

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    (1S)-(−)-α-Pinene is a bicyclic monoterpene that has been found in S. bocconei and has diverse biological activities.1,2,3,4 It inhibits infectious bronchitis virus (IBV) replication (IC50 = 0.98 mM) and exhibits a 50% cytotoxic concentration (CC50) value of greater than 10 mM in Vero cells.1 (1S)-(−)-α-Pinene is active against several Gram-positive and Gram-negative bacteria, as well as the plant pathogenic fungus F. culmorum, and inhibits C. jejuni quorum sensing in vitro.2,3 It is cytotoxic to HCT116 colon cancer cells when used at concentrations ranging from 125 to 500 µg/ml.4 Oral administration of (1S)-(−)-α-pinene (4 ml of a 250 mg/L solution) reduces the colonization of fluoroquinoline-sensitive, but not fluoroquinoline-resistant, C. jejuni in broiler chicken cecum.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Lis-Balcnin, M., Ochocka, R.J., Deans, S.G., et al. Differences in bioactivity between the enantiomers of α-pinene. J. Essent. Oil Res. 11(13), 393-397 (1999).

    3. Šimunović, K., Sahin, O., Kovač, J., et al. (−)-α-Pinene reduces quorum sensing and Campylobacter jejuni colonization in broiler chickens. PLoS One 15(4), e0230423 (2020).

    4. Vaglica, A., Maggio, A., Badalamenti, N., et al. Seseli bocconei Guss. and S. tortuosum subsp. maritimum Guss. essential oils inhibit colon cancer cell viability. Fitoterapia 170, 105672 (2023).