IUPAC/Chemical Name
Furo(3,4-b)(1)benzoxepin-1(3H)-one, 7-bromo-3a,4a,5,6,7,8,8a,9-octahydro-4a,8,8-trimethyl-, (3aR-(3aalpha,4abeta,7beta,8aalpha))-
InChi Key
BEMNKPXNGWTBLQ-ASHKBJFXSA-N
InChi Code
InChI=1S/C15H21BrO3/c1-14(2)11-5-4-9-10(8-18-13(9)17)19-15(11,3)7-6-12(14)16/h4,10-12H,5-8H2,1-3H3/t10-,11-,12-,15-/m0/s1
SMILES Code
C12=CC[C@H]3C([C@H](CC[C@]3(C)O[C@H]2COC1=O)Br)(C)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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
329.23
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: Couladouros EA, Vidali VP. Novel stereocontrolled approach to syn- and anti-oxepene-cyclogeranyl trans-fused polycyclic systems: asymmetric total synthesis of (-)-Aplysistatin, (+)-Palisadin A, (+)-Palisadin B, (+)-12-hydroxy-palisadin B, and the AB ring system of adociasulfate-2 and toxicol A. Chemistry. 2004 Aug 6;10(15):3822-35. PubMed PMID: 15281167.
2: Koshimura M, Utsukihara T, Kawamoto M, Saito M, Horiuchi CA, Kuniyoshi M. Biotransformation of bromosesquiterpenes by marine fungi. Phytochemistry. 2009 Dec;70(17-18):2023-6. doi: 10.1016/j.phytochem.2009.08.021. Epub 2009 Sep 21. PubMed PMID: 19772936.
3: Pettit GR, Herald CL, Allen MS, von Dreele RB, Vanell LD, Kao JP, Blake W. The isolation and structure of aplysistatin. J Am Chem Soc. 1977 Jan 5;99(1):262-3. PubMed PMID: 830682.
4: Su H, Yuan Z, Li J, Guo S, Han L, Zhu X, Shi D. [Studies on chemical constituents of Laurencia saitoi]. Zhongguo Zhong Yao Za Zhi. 2009 Apr;34(7):871-4. Chinese. PubMed PMID: 19623985.
5: Kuniyoshi M, Marma MS, Higa T, Bernardinelli G, Jefford CW. New bromoterpenes from the red alga Laurencia luzonensis. J Nat Prod. 2001 Jun;64(6):696-700. PubMed PMID: 11421726.
6: Su H, Shi DY, Li J, Guo SJ, Li LL, Yuan ZH, Zhu XB. Sesquiterpenes from Laurencia similis. Molecules. 2009 May 20;14(5):1889-97. doi: 10.3390/molecules14051889. PubMed PMID: 19471208.