Synonym
Laurinterol; NSC 248546; NSC-248546; NSC248546;
IUPAC/Chemical Name
4-bromo-2-((1R,2S,5S)-1,2-dimethylbicyclo[3.1.0]hexan-2-yl)-5-methylphenol
InChi Key
UGGAHNIITODSKB-COLVAYQJSA-N
InChi Code
InChI=1S/C15H19BrO/c1-9-6-13(17)11(7-12(9)16)14(2)5-4-10-8-15(10,14)3/h6-7,10,17H,4-5,8H2,1-3H3/t10-,14+,15+/m0/s1
SMILES Code
OC1=CC(C)=C(Br)C=C1[C@]2(C)[C@]3(C)C[C@]3([H])CC2
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
295.22
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: Kim MM, Mendis E, Kim SK. Laurencia okamurai extract containing laurinterol induces apoptosis in melanoma cells. J Med Food. 2008 Jun;11(2):260-6. doi: 10.1089/jmf.2007.575. PubMed PMID: 18598167.
2: Sims JJ, Donnell MS, Leary JV, Lacy GH. Antimicrobial agents from marine algae. Antimicrob Agents Chemother. 1975 Mar;7(3):320-1. PubMed PMID: 1137385; PubMed Central PMCID: PMC429132.
3: Vairappan CS, Suzuki M, Abe T, Masuda M. Halogenated metabolites with antibacterial activity from the Okinawan Laurencia species. Phytochemistry. 2001 Oct;58(3):517-23. PubMed PMID: 11557086.
4: Mao SC, Guo YW. A laurane sesquiterpene and rearranged derivatives from the Chinese red alga Laurencia okamurai Yamada. J Nat Prod. 2006 Aug;69(8):1209-11. PubMed PMID: 16933878.
5: Li XD, Miao FP, Li K, Ji NY. Sesquiterpenes and acetogenins from the marine red alga Laurencia okamurai. Fitoterapia. 2012 Apr;83(3):518-22. doi: 10.1016/j.fitote.2011.12.018. Epub 2011 Dec 30. PubMed PMID: 22233863.
6: Kawai T, Ooi T, Kusumi T. Oxidation of cyclopropane terpenoids with ruthenium tetraoxide. Chem Pharm Bull (Tokyo). 2003 Mar;51(3):291-4. PubMed PMID: 12612413.
7: Vairappan CS, Kawamoto T, Miwa H, Suzuki M. Potent antibacterial activity of halogenated compounds against antibiotic-resistant bacteria. Planta Med. 2004 Nov;70(11):1087-90. PubMed PMID: 15549668.
8: Okamoto Y, Nitanda N, Ojika M, Sakagami Y. Aplysiallene, a new bromoallene as an Na, K-ATPase inhibitor from the sea hare, Aplysia kurodai. Biosci Biotechnol Biochem. 2001 Feb;65(2):474-6. PubMed PMID: 11302194.