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170809-51-5,MFCD00798715
Catalog No.:AA01E6T1

170809-51-5 | Astressin trifluoroacetate salt H-D-Phe-His-Leu-Leu-Arg-Glu-Val-Leu-Glu-Nle-Ala-Arg-Ala-Glu-Gln-Leu-Ala-Gln-cyclo(-Glu-Ala-His-Lys)-Asn-Arg-Lys-Leu-Nle-Glu-Ile-Ile-NH2 trifluoroacetate salt

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1mg
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5mg
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10mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01E6T1
Chemical Name:
Astressin trifluoroacetate salt H-D-Phe-His-Leu-Leu-Arg-Glu-Val-Leu-Glu-Nle-Ala-Arg-Ala-Glu-Gln-Leu-Ala-Gln-cyclo(-Glu-Ala-His-Lys)-Asn-Arg-Lys-Leu-Nle-Glu-Ile-Ile-NH2 trifluoroacetate salt
CAS Number:
170809-51-5
Molecular Formula:
C161H269N49O42
Molecular Weight:
3563.1617
MDL Number:
MFCD00798715
SMILES:
CCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC1CCC(=O)NCCCCC(NC(=O)C(NC(=O)C(NC1=O)C)Cc1nc[nH]c1)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(CC)C)C(=O)N)C(CC)C)CCC(=O)O)CCCC)CC(C)C)CCCCN)CCCNC(=N)N)CC(=O)N)CCC(=O)N)C)CC(C)C)CCC(=O)N)CCC(=O)O)C)CCCNC(=N)N)C)NC(=O)C(NC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)N)Cc1nc[nH]c1)CC(C)C)CC(C)C)CCCNC(=N)N)CCC(=O)O)CC(C)C)CCC(=O)O
Properties
Computed Properties
 
Complexity:
8350  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
32  
Heavy Atom Count:
252  
Hydrogen Bond Acceptor Count:
49  
Hydrogen Bond Donor Count:
51  
Rotatable Bond Count:
119  
XLogP3:
-8  

Literature

Title: Feeding-suppressive mechanism of sulfated cholecystokinin (26-33) in chicks.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20120401

Title: Urocortin-induced cardiomyocytes hypertrophy is associated with regulation of the GSK-3β pathway.

Journal: Heart and vessels 20120301

Title: Nicotine stimulates secretion of corticosterone via both CRH and AVP receptors.

Journal: Journal of neurochemistry 20120301

Title: Differential regulation of glucose transporters mediated by CRH receptor type 1 and type 2 in human placental trophoblasts.

Journal: Endocrinology 20120301

Title: Role of corticotrophin-releasing factor in the stress-induced dilation of esophageal intercellular spaces.

Journal: Journal of Korean medical science 20110201

Title: [The extended amygdala system and self-stimulation of the lateral hypothalamus in rats: modulation with opiates and opioids].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20110201

Title: Endocrine and behavioural responses to acute central CRF challenge are antagonized in the periphery and CNS, respectively, in C57BL/6 mice.

Journal: Neuropharmacology 20110101

Title: [Significance of CRF and dopamine receptors in amygdala for reinforcing effects of opiates and opioids on self-stimulation of lateral hypothalamus in rats].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20110101

Title: Corticotropin-releasing factor regulates the development in the direct developing frog, Eleutherodactylus coqui.

Journal: General and comparative endocrinology 20101201

Title: Urocortin prevents indomethacin-induced small intestinal lesions in rats through activation of CRF2 receptors.

Journal: Digestive diseases and sciences 20100601

Title: The serotonergic projection from the median raphe nucleus to the ventral hippocampus is involved in the retrieval of fear memory through the corticotropin-releasing factor type 2 receptor.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20100501

Title: A specific CRH antagonist attenuates ACTH-stimulated cortisol secretion in ovine adrenocortical cells.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20100501

Title: Central administration of substance P inhibits feeding behavior in chicks.

Journal: Hormones and behavior 20100201

Title: Effect of long-term treatment with urocortin on the activity of somatic angiotensin-converting enzyme in spontaneously hypertensive rats.

Journal: Canadian journal of physiology and pharmacology 20100201

Title: beta-Lactotensin derived from bovine beta-lactoglobulin suppresses food intake via the CRF system followed by the CGRP system in mice.

Journal: Peptides 20091201

Title: Urocortin promotes the development of vasculitis in a rat model of thromboangiitis obliterans via corticotrophin-releasing factor type 1 receptors.

Journal: British journal of pharmacology 20090801

Title: Corticotropin-releasing factor-1 receptor activation mediates nicotine withdrawal-induced deficit in brain reward function and stress-induced relapse.

Journal: Biological psychiatry 20090715

Title: Cortagine, a CRF1 agonist, induces stresslike alterations of colonic function and visceral hypersensitivity in rodents primarily through peripheral pathways.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20090701

Title: Putative neuroprotective role of centrally administered corticotropin-releasing factor in low-temperature-exposed neonatal chicks.

Journal: Neuroscience 20090218

Title: Differential feed intake responses to central corticotrophin releasing factor in lines of chickens divergently selected for low or high body weight.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20090101

Title: Antagonism of specific corticotropin-releasing factor receptor subtypes selectively modifies weight loss in restrained rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20081201

Title: Corticotropin-releasing factor (CRF) is involved in the acute anorexic effect of alpha-melanocyte-stimulating hormone: a study using CRF-deficient mice.

Journal: Peptides 20081201

Title: Repeated stimulation of CRF receptors in the BNST of rats selectively induces social but not panic-like anxiety.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20081001

Title: Antagonism of corticotrophin-releasing factor receptors in the fourth ventricle modifies responses to mild but not restraint stress.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20080801

Title: Anorexigenic effects of central neuropeptide K are associated with hypothalamic changes in juvenile Gallus gallus.

Journal: General and comparative endocrinology 20080101

Title: Distinct structural and functional roles of conserved residues in the first extracellular domain of receptors for corticotropin-releasing factor and related G-protein-coupled receptors.

Journal: The Journal of biological chemistry 20071228

Title: Role of Ca2+-independent phospholipase A2 and store-operated pathway in urocortin-induced vasodilatation of rat coronary artery.

Journal: Circulation research 20071126

Title: Expression and role of the corticotropin-releasing hormone/urocortin-receptor-binding protein system in the primate corpus luteum during the menstrual cycle.

Journal: Endocrinology 20071101

Title: Astressin-amide and astressin-acid are structurally different in dimethylsulfoxide.

Journal: Biopolymers 20071001

Title: The anorexic effect of alpha-melanocyte-stimulating hormone is mediated by corticotrophin-releasing factor in chicks.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20070501

Title: Restraint stress stimulates colonic motility via central corticotropin-releasing factor and peripheral 5-HT3 receptors in conscious rats.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070401

Title: The neuropeptide corticotropin-releasing factor regulates excitatory transmission and plasticity at the climbing fibre-Purkinje cell synapse.

Journal: The European journal of neuroscience 20070301

Title: Glucagon like peptide-1 accelerates colonic transit via central CRF and peripheral vagal pathways in conscious rats.

Journal: Autonomic neuroscience : basic & clinical 20070130

Title: Separate locations of urocortin and its receptors in mouse testis: function in male reproduction and the relevant mechanisms.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20070101

Title: Central glucagon like peptide-1 delays solid gastric emptying via central CRF and peripheral sympathetic pathway in rats.

Journal: Brain research 20060921

Title: Peripherally administered CRF stimulates colonic motility via central CRF receptors and vagal pathways in conscious rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20060601

Title: Impact of state of arousal and stress neuropeptides on urodynamic function in freely moving rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20060601

Title: Analgesia and hyperalgesia from CRF receptor modulation in the central nervous system of Fischer and Lewis rats.

Journal: Pain 20060401

Title: Expression of urocortin in rat lung and its effect on pulmonary vascular permeability.

Journal: The Journal of endocrinology 20060401

Title: Extrahypothalamic corticoliberin receptors regulate the reinforcing effects of self-stimulation.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20060101

Title: [Astressin blockade of amygdaloid corticoliberin receptors eliminates the stimulating effects of amphetamine, morphine and leu-enkephalin on brain self-stimulation].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20060101

Title: CRF1 receptors as a therapeutic target for irritable bowel syndrome.

Journal: Current pharmaceutical design 20060101

Title: Neonatal isolation accelerates the developmental switch in the signalling cascades for long-term potentiation induction.

Journal: The Journal of physiology 20051215

Title: Effects of urocortin II on neonatal rat cardiac myocytes and non-myocytes.

Journal: Peptides 20051201

Title: The CRF(1) receptor antagonist, NBI-35965, abolished the activation of locus coeruleus neurons induced by colorectal distension and intracisternal CRF in rats.

Journal: Brain research 20050914

Title: Corticotropin-releasing hormone (CRH) and urocortin act through type 1 CRH receptors to stimulate dehydroepiandrosterone sulfate production in human fetal adrenal cells.

Journal: The Journal of clinical endocrinology and metabolism 20050901

Title: Ghrelin-induced stimulation of colonic propulsion is dependent on hypothalamic neuropeptide Y1- and corticotrophin-releasing factor 1 receptor activation.

Journal: Journal of neuroendocrinology 20050901

Title: Corticotropin-releasing factor receptor subtypes mediating nutritional suppression of estrous behavior in Syrian hamsters.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20050801

Title: Des-acyl ghrelin acts by CRF type 2 receptors to disrupt fasted stomach motility in conscious rats.

Journal: Gastroenterology 20050701

Title: Regulation of body temperature by thyrotropin-releasing hormone in neonatal chicks.

Journal: Brain research. Developmental brain research 20050609

Title: Distinct conformations of the corticotropin releasing factor type 1 receptor adopted following agonist and antagonist binding are differentially regulated.

Journal: The Journal of biological chemistry 20050325

Title: Excitatory stimulation of neurons in the arcuate nucleus initiates central CRF-dependent stimulation of colonic propulsion in rats.

Journal: Brain research 20050302

Title: Expression of type 1 corticotropin-releasing factor receptor in the guinea pig enteric nervous system.

Journal: The Journal of comparative neurology 20050117

Title: Anorexigenic effects of pituitary adenylate cyclase-activating polypeptide and vasoactive intestinal peptide in the chick brain are mediated by corticotrophin-releasing factor.

Journal: Regulatory peptides 20040815

Title: MALDI-MS analysis of peptides modified with photolabile arylazido groups.

Journal: Journal of the American Society for Mass Spectrometry 20040801

Title: Cocaine- and amphetamine-regulated transcript stimulates colonic motility via central CRF receptor activation and peripheral cholinergic pathways in fed, conscious rats.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20040801

Title: Binding differences of human and amphibian corticotropin-releasing factor type 1 (CRF(1)) receptors: identification of amino acids mediating high-affinity astressin binding and functional antagonism.

Journal: Regulatory peptides 20040515

Title: Ligand affinity for amino-terminal and juxtamembrane domains of the corticotropin releasing factor type I receptor: regulation by G-protein and nonpeptide antagonists.

Journal: Biochemistry 20040406

Title: Kindling stimuli delivered at different times in the sleep-wake cycle.

Journal: Sleep 20040315

Title: Structure-activity studies on the corticotropin releasing factor antagonist astressin, leading to a minimal sequence necessary for antagonistic activity.

Journal: Chembiochem : a European journal of chemical biology 20040305

Title: Stimulation of neurons in rat ARC inhibits gastric acid secretion via hypothalamic CRF1/2- and NPY-Y1 receptors.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20031201

Title: Conformational states of the corticotropin releasing factor 1 (CRF1) receptor: detection, and pharmacological evaluation by peptide ligands.

Journal: Peptides 20031201

Title: CNS glucagon-like peptide-1 receptors mediate endocrine and anxiety responses to interoceptive and psychogenic stressors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030716

Title: Stress-induced interleukin-6 release in mice is mast cell-dependent and more pronounced in Apolipoprotein E knockout mice.

Journal: Cardiovascular research 20030701

Title: A soluble form of the first extracellular domain of mouse type 2beta corticotropin-releasing factor receptor reveals differential ligand specificity.

Journal: The Journal of biological chemistry 20030502

Title: Regulation of 15-hydroxy prostaglandin dehydrogenase by corticotrophin-releasing hormone through a calcium-dependent pathway in human chorion trophoblast cells.

Journal: The Journal of clinical endocrinology and metabolism 20030401

Title: Mechanism of corticotropin-releasing factor type I receptor regulation by nonpeptide antagonists.

Journal: Molecular pharmacology 20030301

Title: Central injection of astressin inhibits carbon tetrachloride-induced acute liver injury in rats.

Journal: European journal of pharmacology 20030124

Title: Development of a selective photoactivatable antagonist for corticotropin-releasing factor receptor, type 2 (CRF2).

Journal: European journal of biochemistry 20021101

Title: Urocortin has cell-proliferative effects on cardiac non-myocytes.

Journal: Life sciences 20020906

Title: Disinhibition of female sexual behavior by a CRH receptor antagonist in Syrian hamsters.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020901

Title: Role of corticotropin-releasing hormone in stressor-induced alterations of sleep in rat.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020801

Title: An optimized solid phase synthesis strategy--including on-resin lactamization--of astressin, its retro-, inverso-, and retro-inverso isomers as corticotropin releasing factor antagonists.

Journal: Biopolymers 20020201

Title: Repeated restraint stress-induced increase in baroreceptor reflex sensitivity: role of corticotropin-releasing factor.

Journal: Neuropeptides 20010401

Title: Central corticotropin releasing factor (CRF) and adrenergic receptors mediate hemodynamic responses to cocaine.

Journal: Brain research 20010302

Title: Different binding modes of amphibian and human corticotropin-releasing factor type 1 and type 2 receptors: evidence for evolutionary differences.

Journal: The Journal of pharmacology and experimental therapeutics 20010101

Title: Comparison of an agonist, urocortin, and an antagonist, astressin, as radioligands for characterization of corticotropin-releasing factor receptors.

Journal: The Journal of pharmacology and experimental therapeutics 19990201

Title: Corticotropin-releasing factor receptor type 1 from Tupaia belangeri--cloning, functional expression and tissue distribution.

Journal: European journal of biochemistry 19981115

Title: Gulyas J, et al. Potent, structurally constrained agonists and competitive antagonists of corticotropin-releasing factor. Proc Natl Acad Sci U S A. 1995 Nov 7;92(23):10575-9.

Title: Spina MG, et al. Behavioral effects of central administration of the novel CRF antagonist astressin in rats. Neuropsychopharmacology. 2000 Mar;22(3):230-9.

Title: Maecker H, et al. Astressin, a novel and potent CRF antagonist, is neuroprotective in the hippocampus when administered after a seizure. Brain Res. 1997 Jan 2;744(1):166-70.

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SDS
Tags:170809-51-5 Molecular Formula|170809-51-5 MDL|170809-51-5 SMILES|170809-51-5 Astressin trifluoroacetate salt H-D-Phe-His-Leu-Leu-Arg-Glu-Val-Leu-Glu-Nle-Ala-Arg-Ala-Glu-Gln-Leu-Ala-Gln-cyclo(-Glu-Ala-His-Lys)-Asn-Arg-Lys-Leu-Nle-Glu-Ile-Ile-NH2 trifluoroacetate salt