Synonym
TEI-9063; TEI 9063; TEI9063.
IUPAC/Chemical Name
5-[(5R,6R)-5-hydroxy-6-[(E,3S,5S)-3-hydroxy-5-methylnon-1-enyl]-1,3a,4,5,6,6a-hexahydropentalen-2-yl]pentanoic acid
InChi Key
BPNIWRLPDMCZPC-ASUUCAAFSA-N
InChi Code
InChI=1S/C23H38O4/c1-3-4-7-16(2)12-19(24)10-11-20-21-14-17(8-5-6-9-23(26)27)13-18(21)15-22(20)25/h10-11,13,16,18-22,24-25H,3-9,12,14-15H2,1-2H3,(H,26,27)/b11-10+/t16-,18?,19+,20+,21?,22+/m0/s1
SMILES Code
O=C(O)CCCCC1=CC2C[C@@H](O)[C@H](/C=C/[C@@H](O)C[C@@H](C)CCCC)C2C1
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
378.55
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: Chan KM, Jones RL. Partial agonism of taprostene at prostanoid IP receptors in vascular preparations from guinea-pig, rat, and mouse. J Cardiovasc Pharmacol. 2004 Jun;43(6):795-807. PubMed PMID: 15167273.
2: Jones RL, Chan K. Distinction between relaxations induced via prostanoid EP(4) and IP(1) receptors in pig and rabbit blood vessels. Br J Pharmacol. 2001 Sep;134(2):313-24. PubMed PMID: 11564649; PubMed Central PMCID: PMC1572952.
3: Tam FS, Chan K, Borreau JP, Jones RL. The mechanisms of enhancement and inhibition of field stimulation responses of guinea-pig vas deferens by prostacyclin analogues. Br J Pharmacol. 1997 Aug;121(7):1413-21. PubMed PMID: 9257922; PubMed Central PMCID: PMC1564834.
4: Jones RL, Qian YM, Wise H, Wong HN, Lam WL, Chan HW, Yim AP, Ho JK. Relaxant actions of nonprostanoid prostacyclin mimetics on human pulmonary artery. J Cardiovasc Pharmacol. 1997 Apr;29(4):525-35. PubMed PMID: 9156364.
5: Qian YM, Jones RL, Chan KM, Stock AI, Ho JK. Potent contractile actions of prostanoid EP3-receptor agonists on human isolated pulmonary artery. Br J Pharmacol. 1994 Oct;113(2):369-74. PubMed PMID: 7834185; PubMed Central PMCID: PMC1510105.
6: Nakaki T, Ohta M, Kato R. Inhibition by prostacyclin and carbacyclins of endothelin-induced DNA synthesis in cultured vascular smooth muscle cells. Prostaglandins Leukot Essent Fatty Acids. 1991 Dec;44(4):237-9. PubMed PMID: 1815238.
7: Negishi M, Hashimoto H, Yatsunami K, Kurozumi S, Ichikawa A. TEI-9063, a stable and highly specific prostacyclin analogue for the prostacyclin receptor in mastocytoma P-815 cells. Prostaglandins. 1991 Sep;42(3):225-37. Erratum in: Prostaglandins 1992 Feb;43(2):199. PubMed PMID: 1723528.
8: Nakaki T, Ohta M, Kato R. Inhibition of endothelin-1-induced DNA synthesis by prostacyclin and its stable analogues in vascular smooth muscle cells. J Cardiovasc Pharmacol. 1991;17 Suppl 7:S177-8. PubMed PMID: 1725324.
9: Tamaki T, Okouchi Y, Kozaki M, Kawamura A, Uchino J, Pegg DE. Hypothermic preservation of the rat liver assessed by orthotopic transplantation. III. Improved functional recovery with isotonic citrate solution and a stable prostacyclin analogue. Transplantation. 1988 Oct;46(4):626-8. PubMed PMID: 3051575.
