WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 597417
CAS#: 124001-41-8
Description: ICI 216140 is a GRP/bombesin receptor 2 antagonist (IC50 = 2 nM in vitro). At 2 mg/kg, it can reduce bombesin-stimulated pancreatic amylase secretion in rats. At 1 mM, it has been shown to attenuate bombesin-stimulated increases in blood pressure in rats. Bombesin is a peptide, originally isolated from the skin of the European fire-bellied toad, with pressor and sympathoexcitatory activity. Its three receptors are distributed throughout the central and peripheral nervous system and are involved in gastric acid secretion, emotional response, temperature control, learning, and memory. Neuromedin B and gastrin-releasing peptide (GRP) are mammalian homologs of bombesin.
MedKoo Cat#: 597417
Name: Ici 216140
CAS#: 124001-41-8
Chemical Formula: C45H65N13O8
Exact Mass: 915.5079
Molecular Weight: 916.09
Elemental Analysis: C, 59.00; H, 7.15; N, 19.88; O, 13.97
Synonym: Ici 216140; Ici-216140; Ici216140; m216140; m 216140; m-216140; N-Isobutyryl-his-trp-ala-val-ala-his-leu-nhme;
IUPAC/Chemical Name: (S)-2-((2S,5R,8S,11S,14S,17S)-2,17-bis((1H-imidazol-4-yl)methyl)-14-((1H-indol-3-yl)methyl)-8-isopropyl-N,5,11,20-tetramethyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazahenicosanamido)-4-methylpentanamide
InChi Key: PPGUWGIPRTYEBI-QHOQUQLNSA-N
InChi Code: InChI=1S/C45H65N13O8/c1-23(2)14-36(38(46)59)58(9)45(66)35(17-30-20-48-22-51-30)56-40(61)26(7)53-44(65)37(24(3)4)57-41(62)27(8)52-42(63)33(15-28-18-49-32-13-11-10-12-31(28)32)55-43(64)34(54-39(60)25(5)6)16-29-19-47-21-50-29/h10-13,18-27,33-37,49H,14-17H2,1-9H3,(H2,46,59)(H,47,50)(H,48,51)(H,52,63)(H,53,65)(H,54,60)(H,55,64)(H,56,61)(H,57,62)/t26-,27+,33+,34+,35+,36+,37+/m1/s1
SMILES Code: CC(C)C[C@@H](C(N)=O)N(C([C@H](CC1=CNC=N1)NC([C@@H](C)NC([C@H](C(C)C)NC([C@H](C)NC([C@H](CC2=CNC3=C2C=CC=C3)NC([C@H](CC4=CNC=N4)NC(C(C)C)=O)=O)=O)=O)=O)=O)=O)C
Appearance: Solid powder
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: >3 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: 2934.99.03.00
The following data is based on the product molecular weight 916.09 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: Ryan RR, Taylor JE, Daniel JL, Cowan A. Pharmacological profiles of two bombesin analogues in cells transfected with human neuromedin B receptors. Eur J Pharmacol. 1996 Jun 13;306(1-3):307-14. PubMed PMID: 8813645.
2: Ryan RR, Daniel JL, Cowan A. Two bombesin analogues discriminate between neuromedin B- and bombesin-induced calcium flux in a lung cancer cell line. Peptides. 1993 Nov-Dec;14(6):1231-5. PubMed PMID: 8134305.
3: Camble R, Cotton R, Dutta AS, Garner A, Hayward CF, Moore VE, Scholes PB. N-isobutyryl-His-Trp-Ala-Val-D-Ala-His-Leu-NHMe (ICI 216140) a potent in vivo antaconist analogue of bombesin/gastrin releasing peptide (BN/GRP) derived from the C-terminal sequence lacking the final methionine residue. Life Sci. 1989;45(17):1521-7. PubMed PMID: 2555638.
4: Zogovic B, Pilowsky PM. Intrathecal bombesin is sympathoexcitatory and pressor in rat. Am J Physiol Regul Integr Comp Physiol. 2011 Nov;301(5):R1486-94. doi: 10.1152/ajpregu.00297.2011. Epub 2011 Aug 17. PubMed PMID: 21849634.
5: Campbell BJ, Garner A, Dockray GJ, Hughes J, Dimaline R. The mechanism of action of gastrin releasing peptide (GRP) in stimulating avian gastric acid secretion. Regul Pept. 1994 Jan 13;49(3):249-55. PubMed PMID: 8140277.
6: Campbell B, Garner A, Dimaline R, Dockray GJ. Hormonal control of avian pancreas by gastrin-releasing peptide from the proventriculus. Am J Physiol. 1991 Jul;261(1 Pt 1):G16-21. PubMed PMID: 1858884.
