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140703-51-1 | L-Lysinamide, L-histidyl-2-methyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-
CAS No: 140703-51-1 Catalog No: AG001CPS MDL No:MFCD00671439
Product Description
Catalog Number:
AG001CPS
Chemical Name:
L-Lysinamide, L-histidyl-2-methyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-
CAS Number:
140703-51-1
Molecular Formula:
C47H58N12O6
Molecular Weight:
887.0402
MDL Number:
MFCD00671439
IUPAC Name:
(2S)-6-amino-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(2-methyl-1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide
InChI:
InChI=1S/C47H58N12O6/c1-27-34(33-15-7-9-17-37(33)54-27)23-41(58-44(62)35(49)22-31-25-51-26-53-31)45(63)55-28(2)43(61)57-40(21-30-24-52-36-16-8-6-14-32(30)36)47(65)59-39(20-29-12-4-3-5-13-29)46(64)56-38(42(50)60)18-10-11-19-48/h3-9,12-17,24-26,28,35,38-41,52,54H,10-11,18-23,48-49H2,1-2H3,(H2,50,60)(H,51,53)(H,55,63)(H,56,64)(H,57,61)(H,58,62)(H,59,65)/t28-,35-,38-,39+,40-,41+/m0/s1
InChI Key:
RVWNMGKSNGWLOL-GIIHNPQRSA-N
SMILES:
NCCCC[C@@H](C(=O)N)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](Cc1c(C)[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]cn1)N)C
UNII:
09QF37C617
Properties
Complexity:
1600
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
6
Defined Bond Stereocenter Count:
0
Exact Mass:
886.46g/mol
Formal Charge:
0
Heavy Atom Count:
65
Hydrogen Bond Acceptor Count:
9
Hydrogen Bond Donor Count:
11
Isotope Atom Count:
0
Molecular Weight:
887.059g/mol
Monoisotopic Mass:
886.46g/mol
Rotatable Bond Count:
23
Topological Polar Surface Area:
301A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.3
Literature
| Title | Journal |
|---|---|
| Novel domain-selective ACE-inhibiting activity of synthetic growth hormone secretagogues. | Pharmacological research 20121001 |
| Chronic administration of hexarelin attenuates cardiac fibrosis in the spontaneously hypertensive rat. | American journal of physiology. Heart and circulatory physiology 20120915 |
| Azapeptide analogues of the growth hormone releasing peptide 6 as cluster of differentiation 36 receptor ligands with reduced affinity for the growth hormone secretagogue receptor 1a. | Journal of medicinal chemistry 20120726 |
| Growth hormone secretagogues protect mouse cardiomyocytes from in vitro ischemia/reperfusion injury through regulation of intracellular calcium. | PloS one 20120101 |
| Beneficial effects of desacyl-ghrelin, hexarelin and EP-80317 in models of status epilepticus. | European journal of pharmacology 20111116 |
| Molecular identification of ghrelin receptor (GHS-R1a) and its functional role in the gastrointestinal tract of the guinea-pig. | Peptides 20110901 |
| Synthesis and structure-activity relationship of N-(2-arylethyl) isoquinoline derivatives as human scavenger receptor CD36 antagonists. | European journal of medicinal chemistry 20110401 |
| Hexarelin suppresses high lipid diet and vitamin D3-induced atherosclerosis in the rat. | Peptides 20100401 |
| The growth hormone secretagogue hexarelin increases cell proliferation in neurogenic regions of the mouse hippocampus. | Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society 20100201 |
| Use of coated capillaries for the electrophoretic separation of stereoisomers of a growth hormone secretagogue. | Electrophoresis 20091101 |
| Direct nose-to-brain transfer of a growth hormone releasing neuropeptide, hexarelin after intranasal administration to rabbits. | International journal of pharmaceutics 20090813 |
| Proliferative and protective effects of growth hormone secretagogues on adult rat hippocampal progenitor cells. | Endocrinology 20080501 |
| New trisubstituted 1,2,4-triazole derivatives as potent ghrelin receptor antagonists. 3. Synthesis and pharmacological in vitro and in vivo evaluations. | Journal of medicinal chemistry 20080214 |
| Cortistatin-8, a synthetic cortistatin-derived ghrelin receptor ligand, does not modify the endocrine responses to acylated ghrelin or hexarelin in humans. | Neuropeptides 20080201 |
| Hexarelin suppresses cardiac fibroblast proliferation and collagen synthesis in rat. | American journal of physiology. Heart and circulatory physiology 20071101 |
| Synthesis and pharmacological in vitro and in vivo evaluations of novel triazole derivatives as ligands of the ghrelin receptor. 1. | Journal of medicinal chemistry 20070419 |
| d-Lys-GHRP-6 does not modify the endocrine response to acylated ghrelin or hexarelin in humans. | Neuropeptides 20070201 |
| A growth hormone-releasing peptide that binds scavenger receptor CD36 and ghrelin receptor up-regulates sterol transporters and cholesterol efflux in macrophages through a peroxisome proliferator-activated receptor gamma-dependent pathway. | Molecular endocrinology (Baltimore, Md.) 20061201 |
| Obestatin inhibits feeding but does not modulate GH and corticosterone secretion in the rat. | Journal of endocrinological investigation 20060901 |
| Early tolerance to the hypophagic effect of the cannabinoid receptor antagonist SR141716 does not impede blockade of an orexigenic stimulus. | European journal of pharmacology 20060807 |
| GH-releasing peptides improve cardiac dysfunction and cachexia and suppress stress-related hormones and cardiomyocyte apoptosis in rats with heart failure. | American journal of physiology. Heart and circulatory physiology 20051001 |
| Ghrelin stimulates, whereas des-octanoyl ghrelin inhibits, glucose output by primary hepatocytes. | The Journal of clinical endocrinology and metabolism 20050201 |
| Ghrelin regulates proliferation and differentiation of osteoblastic cells. | The Journal of endocrinology 20050101 |
| Effects of hexarelin against acid-independent and acid-dependent ulcerogens in the rat. | Peptides 20041201 |
| The role of oxytocin and the paraventricular nucleus in the sexual behaviour of male mammals. | Physiology & behavior 20041115 |
| Ghrelin and des-acyl ghrelin both inhibit isoproterenol-induced lipolysis in rat adipocytes via a non-type 1a growth hormone secretagogue receptor. | European journal of pharmacology 20040913 |
| Identification of the growth hormone-releasing peptide binding site in CD36: a photoaffinity cross-linking study. | The Biochemical journal 20040901 |
| [Ghrelin-related drugs: clinical perspectives]. | Nihon rinsho. Japanese journal of clinical medicine 20040901 |
| Hexarelin decreases slow-wave sleep and stimulates the secretion of GH, ACTH, cortisol and prolactin during sleep in healthy volunteers. | Psychoneuroendocrinology 20040801 |
| Hexarelin protects rat cardiomyocytes from angiotensin II-induced apoptosis in vitro. | American journal of physiology. Heart and circulatory physiology 20040301 |
| Basal and stimulated levels of growth hormone, insulin-like growth factor-I (IGF-I), IGF-I binding and IGF-binding proteins in beta-thalassemia major. | Journal of pediatric endocrinology & metabolism : JPEM 20040101 |
| Activation of GABAA and opioid receptors reduce penile erection induced by hexarelin peptides. | Pharmacology, biochemistry, and behavior 20031201 |
| Effect of ghrelin and synthetic growth hormone secretagogues in normal and ischemic rat heart. | Basic research in cardiology 20031101 |
| Cardiac effects of ghrelin and its endogenous derivatives des-octanoyl ghrelin and des-Gln14-ghrelin. | European journal of pharmacology 20030822 |
| Rapid desensitisation of the GH secretagogue (ghrelin) receptor to hexarelin in vitro. | Journal of endocrinological investigation 20030801 |
| Effects of cortistatin-14 and somatostatin-14 on the endocrine response to hexarelin in humans. | Journal of endocrinological investigation 20030701 |
| Growth hormone secretagogues modulate the electrical and contractile properties of rat skeletal muscle through a ghrelin-specific receptor. | British journal of pharmacology 20030601 |
| Ghrelin plays a minor role in the physiological control of cardiac function in the rat. | Endocrinology 20030501 |
| New active series of growth hormone secretagogues. | Journal of medicinal chemistry 20030327 |
| Natural (ghrelin) and synthetic (hexarelin) GH secretagogues stimulate H9c2 cardiomyocyte cell proliferation. | The Journal of endocrinology 20021001 |
| EP1572: a novel peptido-mimetic GH secretagogue with potent and selective GH-releasing activity in man. | Journal of endocrinological investigation 20020901 |
| Biochemical and imaging evaluation of Cushing's syndrome. | Minerva endocrinologica 20020601 |
| Bone effects of hexarelin, a GH-releasing peptide, in female rats: influence of estrogen milieu. | European journal of endocrinology 20020601 |
| Impact of two or three daily subcutaneous injections of hexarelin, a synthetic growth hormone (GH) secretagogue, on 24-h GH, prolactin, adrenocorticotropin and cortisol secretion in humans. | European journal of endocrinology 20020301 |
| Leptin regulates GH gene expression and secretion and nitric oxide production in pig pituitary cells. | Endocrinology 20020201 |
| Evidence for a central inhibitory role of growth hormone secretagogues and ghrelin on gastric acid secretion in conscious rats. | Neuroendocrinology 20020201 |
| Ghrelin, a natural GH secretagogue produced by the stomach, induces hyperglycemia and reduces insulin secretion in humans. | The Journal of clinical endocrinology and metabolism 20011001 |
| Role of endothelial cells in modulation of contractility induced by hexarelin in rat ventricle. | Life sciences 20010921 |
| Hexarelin--evaluation of factors influencing oral bioavailability and ways to improve absorption. | The Journal of pharmacy and pharmacology 20010901 |
| EP 91073 prevents EP 80661-induced penile erection: new evidence for the existence of specific EP peptide receptors mediating penile erection. | Neuropharmacology 20010801 |
| Permeability of the peptidic GH secretagogues hexarelin and EP 51389, across rat jejunum. | Peptides 20010701 |
| Growth hormone-releasing hormone combined with arginine or growth hormone secretagogues for the diagnosis of growth hormone deficiency in adults. | Endocrine 20010601 |
| Endocrine activities of ghrelin, a natural growth hormone secretagogue (GHS), in humans: comparison and interactions with hexarelin, a nonnatural peptidyl GHS, and GH-releasing hormone. | The Journal of clinical endocrinology and metabolism 20010301 |
| Binding of 125I-labeled ghrelin to membranes from human hypothalamus and pituitary gland. | Journal of endocrinological investigation 20010301 |
| Growth hormone and the heart. | Clinical endocrinology 20010201 |
| Recombinant human IGF-I does not modify the ACTH and cortisol responses to hCRH and hexarelin, a peptidyl GH secretagogue, in humans. | Journal of endocrinological investigation 20010201 |
| Hexarelin, but not growth hormone, protects heart from damage induced in vitro by calcium deprivation replenishment. | Endocrine 20010201 |
| Somatostatin octapeptides (lanreotide, octreotide, vapreotide, and their analogs) share the growth hormone-releasing peptide receptor in the human pituitary gland. | Endocrine 20010201 |
| The diagnosis of growth hormone deficiency (GHD) in successfully treated acromegalic patients. | Clinical endocrinology 20010101 |
| Cortistatin, but not somatostatin, binds to growth hormone secretagogue (GHS) receptors of human pituitary gland. | Journal of endocrinological investigation 20010101 |
| The effect of hexarelin on growth hormone (GH) secretion in patients with GH deficiency. | The Journal of clinical endocrinology and metabolism 19950901 |
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