(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[(2S)-2-[3-(4-sulfooxyphenyl)propanoylamino]hexanoyl]amino]acetyl]amino]propanoyl]amino]hexanoyl]-methylamino]-4-oxobutanoic acid
Solid powder
Others
A71378 is a Cholecystokinin (CCK) receptor agonist with high potency & selectivity for CCK-A receptors.
991.1 g/mol
Formulation:
991.1 g/mol
Source:
Usage:
(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[(2S)-2-[3-(4-sulfooxyphenyl)propanoylamino]hexanoyl]amino]acetyl]amino]propanoyl]amino]hexanoyl]-methylamino]-4-oxobutanoic acid
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-257856
CAS Number: 127902-33-4
Molecular Formula: C48H62N8O13S
Molecular Weight: 991.1 g/mol
CAS Number | 127902-33-4 |
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Product Name | (3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[(2S)-2-[3-(4-sulfooxyphenyl)propanoylamino]hexanoyl]amino]acetyl]amino]propanoyl]amino]hexanoyl]-methylamino]-4-oxobutanoic acid |
Molecular Formula | C48H62N8O13S |
Molecular Weight | 991.1 g/mol |
Appearance | Solid powder |
InChI | InChI=1S/C48H62N8O13S/c1-5-7-16-38(53-41(57)24-21-31-19-22-34(23-20-31)69-70(66,67)68)45(62)51-28-42(58)56(29-33-27-50-37-18-12-11-14-35(33)37)48(65)54-39(17-8-6-2)46(63)55-44(61)36-15-10-9-13-32(36)25-30(3)52-47(64)40(49-4)26-43(59)60/h9-15,18-20,22-23,27,30,38-40,49-50H,5-8,16-17,21,24-26,28-29H2,1-4H3,(H,51,62)(H,52,64)(H,53,57)(H,54,65)(H,59,60)(H,55,61,63)(H,66,67,68)/t30-,38+,39+,40+/m1/s1 |
InChI Key | YJRSAZMDFOJHLB-HECCNADXSA-N |
Isomeric SMILES | CCCC[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCC)C(=O)N(C)[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)CCC4=CC=C(C=C4)OS(=O)(=O)O |
IUPAC Name | (3S)-4-[[(2R)-1-[2-[[(2S)-2-[[1H-indol-3-ylmethyl-[2-[[(2S)-2-[3-(4-sulfooxyphenyl)propanoylamino]hexanoyl]amino]acetyl]carbamoyl]amino]hexanoyl]carbamoyl]phenyl]propan-2-yl]amino]-3-(methylamino)-4-oxobutanoic acid |
Canonical SMILES | CCCCC(C(=O)NCC(=O)N(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCC)C(=O)NC(=O)C3=CC=CC=C3CC(C)NC(=O)C(CC(=O)O)NC)NC(=O)CCC4=CC=C(C=C4)OS(=O)(=O)O |
Description | A71378 is a Cholecystokinin (CCK) receptor agonist with high potency & selectivity for CCK-A receptors. |
Sequence | XXGWXDF |
Shelf Life | >2 years if stored properly |
SMILES | CCCCC(C(=O)NCC(=O)N(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCC)C(=O)NC(=O)C3=CC=CC=C3CC(C)NC(=O)C(CC(=O)O)NC)NC(=O)CCC4=CC=C(C=C4)OS(=O)(=O)O |
Solubility | Soluble in DMSO |
Storage | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
Synonyms | A 71378 A71378 desamino-Tyr(SO3H)-Nle-Gly-Trp-Nle-(N-methyl)Asp-Phe-NH2 |
Reference | 1: Davidowa H, Wetzel K, Henklein P. Neostriatal neurons of rats can be influenced by cholecystokinin-A receptor agonists. Neuropeptides. 1997 Jun;31(3):231-5. PubMed PMID: 9243519. 2: Qian JM, Rowley WH, Jensen RT. Gastrin and CCK activate phospholipase C and stimulate pepsinogen release by interacting with two distinct receptors. Am J Physiol. 1993 Apr;264(4 Pt 1):G718-27. PubMed PMID: 8476056. 3: Davidowa H, Wetzel K, Vierig G. Effects of cholecystokinin agonists on striatal neurons are reduced by acetylcholine. Peptides. 1997;18(4):541-5. PubMed PMID: 9210173. 4: Giralt M, Vergara P. Inhibition by CCK of ascending contraction elicited by mucosal stimulation in the duodenum of the rat. Neurogastroenterol Motil. 2000 Apr;12(2):173-80. PubMed PMID: 10877605. 5: Lin CW, Bianchi BR, Miller TR, Witte DG, Wolfram CA. Both CCK-A and CCK-B/gastrin receptors mediate pepsinogen release in guinea pig gastric glands. Am J Physiol. 1992 Jun;262(6 Pt 1):G1113-20. PubMed PMID: 1616041. 6: Lodge DJ, Lawrence AJ. Comparative analysis of the central CCK system in Fawn Hooded and Wistar Kyoto rats: extended localisation of CCK-A receptors throughout the rat brain using a novel radioligand. Regul Pept. 2001 Jun 15;99(2-3):191-201. PubMed PMID: 11384782. 7: Heidel E, Davidowa H. Interactive effects of cholecystokinin-8S and serotonin on spontaneously active neurons in ventromedial hypothalamic slices. Neuropeptides. 1998 Oct;32(5):423-9. PubMed PMID: 9845002. 8: Pradhan TK, Qian JM, Sutliff VE, Mantey SA, Jensen RT. Identification of CCK-A receptors on chief cells with use of a novel, highly selective ligand. Am J Physiol. 1995 Apr;268(4 Pt 1):G605-12. PubMed PMID: 7733286. 9: Tang LH, Miller MD, Goldenring JR, Modlin IM, Hersey SJ. Partial agonism by gastrin for a cholecystokinin receptor mediating pepsinogen secretion. Am J Physiol. 1993 Nov;265(5 Pt 1):G865-72. PubMed PMID: 8238515. 10: Rex A, Fink H. Effects of cholecystokinin-receptor agonists on cortical 5-HT release in guinea pigs on the X-maze. Peptides. 1998;19(3):519-26. PubMed PMID: 9533640. 11: Dabrowski A, Detjen KM, Logsdon CD, Williams JA. Stimulation of both CCK-A and CCK-B receptors activates MAP kinases in AR42J and receptor-transfected CHO cells. Digestion. 1997;58(4):361-7. PubMed PMID: 9324163. 12: Voits M, Voigt JP, Boomgaarden M, Henklein P, Fink H. Comparison of the satiating effect of the CCKA receptor agonist A71378 with CCK-8S. Peptides. 1996;17(2):355-7. PubMed PMID: 8801546. 13: Parrott RF. Peripheral and central effects of CCK receptor agonists on operant feeding in pigs. Physiol Behav. 1993 Feb;53(2):367-72. PubMed PMID: 8446699. 14: Meyer G, Beinborn M, Sewing KF. Characterization of CCKA receptor mediated pepsinogen secretion in porcine chief cells. Pharmacology. 1996 Jul;53(1):48-59. PubMed PMID: 8875601. 15: Giralt M, Vergara P. Both afferent and efferent nerves are implicated in cholecytokinin motor actions in the small intestine of the rat. Regul Pept. 1999 May 31;81(1-3):73-80. PubMed PMID: 10395411. 16: Lin CW, Holladay MW, Witte DG, Miller TR, Wolfram CA, Bianchi BR, Bennett MJ, Nadzan AM. A71378: a CCK agonist with high potency and selectivity for CCK-A receptors. Am J Physiol. 1990 Apr;258(4 Pt 1):G648-51. PubMed PMID: 2333977. |
PubChem Compound | (3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[(2S)-2-[3-(4-sulfooxyphenyl)propanoylamino]hexanoyl]amino]acetyl]amino]propanoyl]amino]hexanoyl]-methylamino]-4-oxobutanoic acid |
Last Modified | Mar 14 2022 |