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BQ-123

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

BQ-123 is a selective endothelin A receptor (ETA) antagonist with IC50 of 7.3 nM. Phase 2.

Category

Peptide Inhibitors

Catalog number

BAT-010810

CAS number

136553-81-6

Molecular Formula

C31H42N6O7

Molecular Weight

610.70

Specification
Reference Reading

IUPAC Name

2-[(3R,6R,9S,12R,15S)-6-(1H-indol-3-ylmethyl)-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecan-3-yl]acetic acid

Synonyms

BQ123; BQ-123; BQ 123. Cyclo(D-trp-D-asp-pro-D-val-leu).

Appearance

Lyophilized Powder

Purity

98%

Density

1.33±0.1 g/cm3(Predicted)

Boiling Point

1053.6±65.0°C(Predicted)

Sequence

cyclo[D-Asp-Pro-D-Val-Leu-D-Trp]

Storage

Store at -20°C

Solubility

Soluble in DMSO (100 mg/mL), Ethanol (15 mg/mL)

InChI

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

InChI Key

VYCMAAOURFJIHD-PJNXIOHISA-N

Canonical SMILES

CC(C)CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C(C)C)CC(=O)O)CC3=CNC4=CC=CC=C43

1.Developmental conversion of inotropism by endothelin I and angiotensin II from positive to negative in mice.

Sekine T1, Kusano H, Nishimaru K, Tanaka Y, Tanaka H, Shigenobu K. Eur J Pharmacol. 1999 Jun 25;374(3):411-5.

Inotropic effects on isolated neonatal and adult mouse myocardium of endothelin I and angiotensin II were examined. Endothelin I produced a sustained positive inotropic response in the neonate but a sustained negative response in the adult. Both were concentration-dependent and were inhibited by the endothelin ETA receptor antagonist, BQ-123 (Cyclo(D-a-aspartyl-L-prolyl-D-valyl-L-leucyl-D-tryptophyl)). Angiotensin II produced a sustained positive inotropic response in the neonate while a sustained negative response in the adult. Both were concentration-dependent and were inhibited by the angiotensin AT1 receptor antagonist, YM358 (2,7-diethyl-5-((2'-(1 H-tetrazol-5-yl)biphenyl-4-yl)methyl-5H-pyrazolo(1,5-b)(1,2,4)tria zole potassium salt monohydrate). These results indicate that inotropic responses of the mouse heart to cardioactive peptides are unique among experimental animal species and may be reversed during development.