A bicyclic monoterpene
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Enantiomer(s)
23467(+)-Borneol
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(−)-Borneol

Item No. 23468

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol
CAS Number
464-45-9
Synonyms
  • L-Borneol
  • (1S)-(-)-Borneol
  • endo-(-)-Borneol
Molecular Formula
C10H18O
Formula Weight
154.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 16 mg/mlEthanol: 16 mg/ml
SMILES
C[C@@]1(C2(C)C)CC[C@H]2C[C@H]1O
InChi Code
InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1
InChi Key
DTGKSKDOIYIVQL-QXFUBDJGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (−)-Borneol is a bicyclic monoterpene originally found in A. canadense.1,2 It is a positive allosteric modulator of α1β2γ2L subunit-containing GABAA receptors with an EC50 value of 237 µM for human recombinant receptors expressed in X. laevis oocytes.1 It increases the latency to first pentylenetetrazole- and maximal electroshock-induced seizure in mice when administered at doses of 50, 100, and 200 mg/kg.3 (–)-Borneol (300 mg/kg) also increases the permeability of the blood-brain barrier and increases the concentration of cisplatin reaching tumors in a mouse model of glioblastoma multiforme.4 Formulations containing (–)-borneol have been used as fragrance ingredients.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Granger, R.E., Campbell, E.L., and Johnston, G.A.R. (+)- And (–)-borneol: Efficacious positive modulators of GABA action at human recombinant α1β2γ2L GABAA receptors. Biochem. Pharmacol. 69(7), 1101-1111 (2005).

    2. Power, F.B., and Lees, F.H. The constituents of the essential oil of Asarum canadense. J. Chem. Soc., Trans. 81, 59-73 (1902).

    3. Quintans, -.J., L.J., Guimarães, A.G., Araújo, B.E.S., et al. Carvacrol, (−)-borneol and citral reduce convulsant activity in rodents. J. Biotechnol. 9(39), 6566-6572 (2010).

    4. Yin, Y., Cao, L., Ge, H., et al. L-Borneol induces transient opening of the blood-brain barrier and enhances the therapeutic effect of cisplatin. Neuroreport 28(9), 506-513 (2017).