Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C31H42N6O7 |
| Molecular Weight | 610.7012 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C[C@@H]1NC(=O)[C@H](NC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC(O)=O)NC(=O)[C@@H](CC3=CNC4=CC=CC=C34)NC1=O)C(C)C
InChI
InChIKey=VYCMAAOURFJIHD-PJNXIOHISA-N
InChI=1S/C31H42N6O7/c1-16(2)12-21-27(40)33-22(13-18-15-32-20-9-6-5-8-19(18)20)28(41)35-23(14-25(38)39)31(44)37-11-7-10-24(37)29(42)36-26(17(3)4)30(43)34-21/h5-6,8-9,15-17,21-24,26,32H,7,10-14H2,1-4H3,(H,33,40)(H,34,43)(H,35,41)(H,36,42)(H,38,39)/t21-,22+,23+,24-,26+/m0/s1
| Molecular Formula | C31H42N6O7 |
| Molecular Weight | 610.7012 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
BQ-123 is a selective endothelin receptor-1 antagonist; it is used as a biochemical tool in the study of endothelin receptor function. BQ-123 was suspected to contribute to the regulation of vascular tone humans. However, a study involving young normotensive subjects did not demonstrate any major role for BQ-123 regulation of vascular tone.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Demonstration of a vasopressor role of endogenous endothelin after inhibition of nitric oxide synthesis in rats]. | 1995 Aug |
|
| Endothelin receptor-mediated Ca2+ mobilization and contraction in bovine oviductal arteries: comparison with noradrenaline and potassium. | 1997 Oct |
|
| Endothelin ETA receptors subtype mediates phosphoinositide hydrolysis in adrenal medulla. | 1997 Sep |
|
| Role of endothelin-1 in the active constriction of human atherosclerotic coronary arteries. | 2001 Sep 4 |
|
| Stimulation of catecholamine biosynthesis via the protein kinase C pathway by endothelin-1 in PC12 rat pheochromocytoma cells. | 2002 Mar 1 |
|
| Actions of endothelin and corticotropin releasing factor in the guinea-pig ileum: no evidence for an interaction with capsaicin-sensitive neurons. | 2003 Aug |
|
| Et-A receptor antagonist BQ123 prevents radiocontrast media-induced renal medullary hypoxia. | 2003 Jan |
|
| Endothelin-1 inhibits TNF alpha-induced iNOS expression in 3T3-F442A adipocytes. | 2003 Jul |
|
| Developmental changes in the functional, biochemical and molecular properties of rat bladder endothelin receptors. | 2003 May |
|
| Endothelins induce ETB receptor-mediated mechanical hypernociception in rat hindpaw: roles of cAMP and protein kinase C. | 2004 Oct 6 |
|
| Endothelin upregulates the expression of vasopressin V2 mRNA in the inner medullary collecting duct of the rat. | 2004 Sep |
|
| Endothelin 1 versus endothelin 3 in the development of the slow force response to myocardial stretch. | 2005 Apr |
|
| Intercellular communication via gap junctions in activated rat hepatic stellate cells. | 2005 Feb |
|
| Chronic endothelin exposure inhibits connexin43 expression in cultured cortical astroglia. | 2005 Feb 1 |
|
| Endothelin isoforms and the response to myocardial stretch. | 2005 Jun |
|
| Cyclo-oxygenase-2, endothelium and aortic reactivity during deoxycorticosterone acetate salt-induced hypertension. | 2005 May |
|
| Functional characterization and expression of endothelin receptors in rat carotid artery: involvement of nitric oxide, a vasodilator prostanoid and the opening of K+ channels in ETB-induced relaxation. | 2005 Nov |
|
| Modulation of the myocardial effects of selective ETB receptor stimulation and its implications for heart failure. | 2005 Sep |
|
| Ethanol consumption enhances endothelin-1-induced contraction in the isolated rat carotid. | 2006 Aug |
|
| Involvement of endothelium and endothelin-1 in lead-induced smooth muscle cell dysfunction in rats. | 2006 Feb |
|
| Leptin regulates cardiomyocyte contractile function through endothelin-1 receptor-NADPH oxidase pathway. | 2006 Feb |
|
| Contribution of endothelin receptors and cyclooxygenase-derivatives to the altered response of the rabbit renal artery to endothelin-1 in diabetes. | 2006 Mar 18 |
|
| Mechanisms of direct peritoneal resuscitation-mediated splanchnic hyperperfusion following hemorrhagic shock. | 2007 Apr |
|
| Molecular analysis of cocaine-induced endothelial dysfunction: role of endothelin-1 and nitric oxide. | 2008 Dec |
|
| Central endothelin: effects on vasopressin and the arterial baroreflex in doxorubicin heart failure rats. | 2008 Jun |
|
| Aldosterone induces interleukin-18 through endothelin-1, angiotensin II, Rho/Rho-kinase, and PPARs in cardiomyocytes. | 2008 Sep |
|
| Vehicular emissions induce vascular MMP-9 expression and activity associated with endothelin-1-mediated pathways. | 2009 Apr |
|
| Role of ET(A) and ET(B) endothelin receptors on endothelin-1-induced potentiation of nociceptive and thermal hyperalgesic responses evoked by capsaicin in rats. | 2009 Jul 3 |
|
| Endothelin-1 promotes osteosarcoma cell invasion and survival against cisplatin-induced apoptosis. | 2011 Nov |
|
| Selective ET(A) receptor blockade protects against cisplatin-induced acute renal failure in male rats. | 2014 May 5 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:31:12 UTC 2023
by
admin
on
Fri Dec 15 16:31:12 UTC 2023
|
| Record UNII |
S2A8YZM151
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Code | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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S2A8YZM151
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
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PRIMARY | |||
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DB12054
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
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PRIMARY | |||
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443289
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
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PRIMARY | |||
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136553-81-6
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
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PRIMARY | |||
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DTXSID70929476
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
|
PRIMARY | |||
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BQ-123
Created by
admin on Fri Dec 15 16:31:12 UTC 2023 , Edited by admin on Fri Dec 15 16:31:12 UTC 2023
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PRIMARY |
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TARGET -> INHIBITOR |
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BINDING
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SALT/SOLVATE -> PARENT |
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TRANSPORTER -> SUBSTRATE |
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ACTIVE MOIETY |
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