IUPAC/Chemical Name
6H-2,5a-Methano-1-benzoxepin-5-ol, 2,7-dibromo-8-chloro-2,5,7,8,9,9a-hexahydro-5,8,10,10-tetramethyl-, (2R,5R,5aR,7S,8S,9aS)- (8CI)
InChi Key
WNGMEQXERFPHIP-OCFHUKCCSA-N
InChi Code
InChI=1S/C15H21Br2ClO2/c1-11(2)14-7-9(16)12(3,18)8-10(14)20-15(11,17)6-5-13(14,4)19/h5-6,9-10,19H,7-8H2,1-4H3/t9-,10-,12-,13+,14-,15-/m0/s1
SMILES Code
O[C@]1(C)C=C[C@](C2(C)C)(Br)O[C@]3([H])[C@]12C[C@H](Br)[C@@](C)(Cl)C3
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
428.59
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: San-Martín A, Rovirosa J, Astudillo L, Sepúlveda B, Ruiz D, San-Martín C. Biotransformation of the marine sesquiterpene pacifenol by a facultative marine fungus. Nat Prod Res. 2008 Dec;22(18):1627-32. doi: 10.1080/14786410701869440. PubMed PMID: 19085420.
2: Muñoz MA, Chamy C, Carrasco A, Rovirosa J, Martín AS, Joseph-Nathan P. Diastereoisomeric assignment in a pacifenol derivative using vibrational circular dichroism. Chirality. 2009;21 Suppl 1:E208-14. doi: 10.1002/chir.20801. PubMed PMID: 19899155.
3: Gil B, Ferrándiz ML, Sanz MJ, Terencio MC, Ubeda A, Rovirosa J, San-Martin A, Alcaraz MJ, Payá M. Inhibition of inflammatory responses by epitaondiol and other marine natural products. Life Sci. 1995;57(2):PL25-30. PubMed PMID: 7603289.
4: San Martin A, Rovirosa J, Carrasco A, Orejarena S, Soto-Delgado J, Contreras R, Chamy MC. Microbial transformation of marine halogenated sesquiterpenes. Nat Prod Commun. 2010 Dec;5(12):1859-64. PubMed PMID: 21299107.
5: Dias DA, Urban S. Phytochemical studies of the southern Australian marine alga, Laurencia elata. Phytochemistry. 2011 Nov;72(16):2081-9. doi: 10.1016/j.phytochem.2011.06.012. Epub 2011 Jul 28. PubMed PMID: 21802699.
