Synonym
E 5090; E5090; E-5090
IUPAC/Chemical Name
2-Propenoic acid, 3-(4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-, (Z)-
InChi Key
GMNKEZBZYKGPTL-LUAWRHEFSA-N
InChi Code
InChI=1S/C19H20O5/c1-5-13-7-6-8-15-14(9-11(2)19(21)22)10-16(23-4)18(17(13)15)24-12(3)20/h6-10H,5H2,1-4H3,(H,21,22)/b11-9-
SMILES Code
O=C(O)/C(C)=C\C1=C2C=CC=C(CC)C2=C(OC(C)=O)C(OC)=C1
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
>2 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
328.36
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: Fukumura D, Miura S, Kurose I, Higuchi H, Suzuki H, Ebinuma H, Han JY, Watanabe N, Wakabayashi G, Kitajima M, Ishii H. IL-1 is an important mediator for microcirculatory changes in endotoxin-induced intestinal mucosal damage. Dig Dis Sci. 1996 Dec;41(12):2482-92. PubMed PMID: 9011462.
2: Tanaka M, Chiba K, Okita M, Kaneko T, Tagami K, Hibi S, Okamoto Y, Shirota H, Goto M, Obaishi H, et al. A novel orally active inhibitor of IL-1 generation: synthesis and structure-activity relationships of 3-(4-hydroxy-1-naphthalenyl)-2-propenoic acid derivatives. J Med Chem. 1992 Dec 11;35(25):4665-75. PubMed PMID: 1469696.
3: Chiba K, Goto M, Shirota H. A novel inhibitor of IL-1 generation, E5090: in vivo inhibitory effect on the generation of IL-1-like factor and on granuloma formation in an air-pouch model. Agents Actions Suppl. 1991;32:231-5. PubMed PMID: 2069092.
4: Goto M, Chiba K, Hashida R, Shirota H. A novel inhibitor of IL-1 generation, E5090: in vitro inhibitory effects on the generation of IL-1 by human monocytes. Agents Actions Suppl. 1991;32:225-9. PubMed PMID: 2069091.
5: Shirota H, Chiba K, Goto M, Hashida R, Ono H. Antiinflammatory properties of E5090, a novel orally active inhibitor of IL-1 generation. Agents Actions Suppl. 1991;32:219-23. PubMed PMID: 2069090.
