Synonym
(-)-beta-Caryophyllene epoxide; Caryophylene oxide; Epoxycaryophyllene
IUPAC/Chemical Name
(1R-(1R*,4R*,6R*,10S*))-4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
InChi Key
NVEQFIOZRFFVFW-RGCMKSIDSA-N
InChi Code
InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1
SMILES Code
CC1(C)C[C@H]2[C@H]1CC[C@@]3(C)O[C@@H]3CCC2=C
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
220.36
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Ashitani T, Kusumoto N, Borg-Karlson AK, Fujita K, Takahashi K. Antitermite activity of beta-caryophyllene epoxide and episulfide. Z Naturforsch C J Biosci. 2013 Jul-Aug;68(7-8):302-6. PubMed PMID: 24066515.
2: Bastaki M, Api AM, Aubanel M, Bauter M, Cachet T, Demyttenaere JCR, Diop MM, Harman CL, Hayashi SM, Krammer G, Lu V, Marone PA, Mendes O, Renskers KJ, Schnabel J, Tsang SY, Taylor SV. Dietary administration of β-caryophyllene and its epoxide to Sprague-Dawley rats for 90 days. Food Chem Toxicol. 2020 Jan;135:110876. doi: 10.1016/j.fct.2019.110876. Epub 2019 Oct 11. PubMed PMID: 31610257.
3: Boniface PK, Baptista Ferreira S, Roland Kaiser C. Current state of knowledge on the traditional uses, phytochemistry, and pharmacology of the genus Hymenaea. J Ethnopharmacol. 2017 Jul 12;206:193-223. doi: 10.1016/j.jep.2017.05.024. Epub 2017 May 21. Review. PubMed PMID: 28536059.
4: Moghrovyan A, Sahakyan N, Babayan A, Chichoyan N, Petrosyan M, Trchounian A. Essential Oil and Ethanol Extract of Oregano (Origanum vulgare L.) from Armenian Flora as a Natural Source of Terpenes, Flavonoids and other Phytochemicals with Antiradical, Antioxidant, Metal Chelating, Tyrosinase Inhibitory and Antibacterial Activity. Curr Pharm Des. 2019;25(16):1809-1816. doi: 10.2174/1381612825666190702095612. PubMed PMID: 31267860.
