Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C24H40O5 |
Molecular Weight | 408.5714 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC1(CCC1)[C@H](O)C\C=C\[C@H]2[C@H](O)CC(=O)[C@@H]2CCCCCCC(=O)OC
InChI
InChIKey=XRISENIKJUKIHD-LHQZMKCDSA-N
InChI=1S/C24H40O5/c1-3-14-24(15-9-16-24)22(27)12-8-11-19-18(20(25)17-21(19)26)10-6-4-5-7-13-23(28)29-2/h8,11,18-19,21-22,26-27H,3-7,9-10,12-17H2,1-2H3/b11-8+/t18-,19-,21-,22-/m1/s1
Butaprost, a structural analog of PGE2, is a selective agonist for the EP2 receptor subtype. EP2 receptors are expressed on human neutrophils and on respiratory, vascular, and uterine smooth muscle. Butaprost binds with about 1/10 the affinity of PGE2 to the recombinant murine EP2 receptor and does not bind appreciably to the other murine EP receptors or the DP, TP, FP, and IP receptors. Butaprost has frequently been used to pharmacologically define the EP receptor expression profile of various human and animal tissues and cells. Butaprost effectively reduces the subconjunctival scarring response. Given the significance of wound healing modulation in blebs, butaprost's inhibitory effect on subconjunctival Tenon's fibroblasts may be beneficial in managing postoperative scarring in glaucoma surgery.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Effect of NMDA receptor antagonists on prostaglandin E2-induced hyperalgesia in conscious mice. | 1995 Apr 17 |
|
Characterization of the prostanoid receptor(s) on human blood monocytes at which prostaglandin E2 inhibits lipopolysaccharide-induced tumour necrosis factor-alpha generation. | 1997 Sep |
|
Cyclooxygenase-2 expression in lipopolysaccharide-stimulated human monocytes is modulated by cyclic AMP, prostaglandin E(2), and nonsteroidal anti-inflammatory drugs. | 2000 Nov 30 |
|
PTGER1 and PTGER2 receptors mediate regulation of progesterone synthesis and type 1 11beta-hydroxysteroid dehydrogenase activity by prostaglandin E2 in human granulosa lutein cells. | 2007 Sep |
|
The prostaglandin E2 receptor, EP2, regulates survivin expression via an EGFR/STAT3 pathway in UVB-exposed mouse skin. | 2011 Jun |
|
EP2 Receptor Signaling Regulates Microglia Death. | 2015 Jul |
Patents
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Code | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C78568
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DTXSID8048993
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
5927
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
69648-38-0
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
C74369
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
5311035
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
CHEMBL271896
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
X-64
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
HP16WVP23Y
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
100000088480
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY | |||
|
SUB06008MIG
Created by
admin on Fri Dec 15 16:19:34 GMT 2023 , Edited by admin on Fri Dec 15 16:19:34 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
METABOLITE ACTIVE (PRODRUG)