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(+)-Borneol

Item № 23467
CAS № 464-43-7
Purity ≥95%
product image
                (CAS 464-43-7)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     500 mg $45.00 0.00
     1 g $86.00 0.00

Pricing updated 2019-04-24. Prices are subject to change without notice.

Description
Synonyms
  • D-Borneol
  • (1R)-(+)-Borneol
  • (+)-endo-Borneol

(+)-Borneol is a bicyclic monoterpene and a stereoisomer of (–)-borneol (Item No. 23468) that has been found in various plants, including S. tomentosa, and has diverse biological activities including analgesic, neuroprotective, antioxidant, and antimicrobial properties.1,2,3,4 (+)-Borneol is a positive allosteric modulator of α1β2γ2L subunit-containing GABAA receptors (EC50 = 248 μM for human recombinant receptors).1 It dose-dependently increases the paw withdrawal threshold following segmental spinal nerve ligation surgery or intraplantar injection of complete Freund's adjuvant (CFA) in mouse paw.2 (+)-Borneol (100 μM) inhibits increases in reactive oxygen species (ROS) levels and cytotoxicity in SH-SY5Y neuroblastoma cells incubated with amyloid-β (1-42) (Aβ42; Item No. 20574).3 It also inhibits the growth of Gram-positive and Gram-negative bacteria in vitro, including E. coli, S. aureus, P. aeruginosa, P. vulgaris, and S. typhimurium (MICs = 125-250 μg/mL).4 Formulations containing (+)-borneol have been used as fragrance ingredients.

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Technical Information
Formal Name
(1R,2S,4R)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol
CAS Number
464-43-7
Synonyms
  • D-Borneol
  • (1R)-(+)-Borneol
  • (+)-endo-Borneol
Molecular Formula
C10H18O
Formula Weight
154.3
Purity
≥95%
Formulation
A crystalline solid
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+/m1/s1
InChI Key
DTGKSKDOIYIVQL-WEDXCCLWSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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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. Jiang, J., Shen, Y.Y., Li, J., et al. (+)-Borneol alleviates mechanical hyperalgesia in models of chronic inflammatory and neuropathic pain in mice Eur. J. Pharmacol. 757, 53-58 (2015).

3. Hur, J., Pak, S.C., Koo, B.S., et al. Borneol alleviates oxidative stress via upregulation of Nrf2 and Bcl-2 in SH-SY5Y cells Pharm. Biol. 51(1), 30-35 (2013).

4. Tabanca, N., Kirimer, N., Demirci, B., et al. Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol J. Agric. Food Chem. 49(9), 4300-4303 (2001).

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