Synonym
NEPP-11; NEPP-11; NEPP-11
IUPAC/Chemical Name
Methyl 7-((1E,2R)-2-(6-(4-methylphenyl)hexyl)-5-oxocyclopent-3-en-1-ylidene)heptanoate
InChi Key
RHQDOVRJBSRATA-HPTBBYBNSA-N
InChi Code
1S/C26H36O3/c1-21-15-17-22(18-16-21)11-7-3-4-8-12-23-19-20-25(27)24(23)13-9-5-6-10-14-26(28)29-2/h13,15-20,23H,3-12,14H2,1-2H3/b24-13+/t23-/m1/s1
SMILES Code
COC(=O)CCCCC\C=C\1/[C@H](CCCCCCc2ccc(C)cc2)C=CC1=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
396.57
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. Hirata Y, Furuta K, Miyazaki S, Suzuki M, Kiuchi K. Anti-apoptotic and pro-apoptotic effect of NEPP11 on manganese-induced apoptosis and JNK pathway activation in PC12 cells. Brain Res. 2004 Sep 24;1021(2):241-7. doi: 10.1016/j.brainres.2004.06.064. PMID: 15342272.
2. Hirata Y, Furuta K, Suzuki M, Oh-hashi K, Ueno Y, Kiuchi K. Neuroprotective cyclopentenone prostaglandins up-regulate neurotrophic factors in C6 glioma cells. Brain Res. 2012 Oct 30;1482:91-100. doi: 10.1016/j.brainres.2012.09.008. Epub 2012 Sep 12. PMID: 22982731.
3. Furuta K, Maeda M, Hirata Y, Shibata S, Kiuchi K, Suzuki M. Synthesis of neuroprotective cyclopentenone prostaglandin analogs: suppression of manganese-induced apoptosis of PC12 cells. Bioorg Med Chem Lett. 2007 Oct 1;17(19):5487-91. doi: 10.1016/j.bmcl.2006.12.004. Epub 2006 Dec 15. PMID: 17706424.
4. Satoh T, Baba M, Nakatsuka D, Ishikawa Y, Aburatani H, Furuta K, Ishikawa T, Hatanaka H, Suzuki M, Watanabe Y. Role of heme oxygenase-1 protein in the neuroprotective effects of cyclopentenone prostaglandin derivatives under oxidative stress. Eur J Neurosci. 2003 Jun;17(11):2249-55. doi: 10.1046/j.1460-9568.2003.02688.x. PMID: 12814358.