Hexarelin
Hexarelin is a synthetic analog of ghrelin that binds and activates the ghrelin (GHS) receptor. Hexarelin exhibits cardioprotective, anti-fibrotic, antihypertensive, and anti-fertility activities. In animal models of myocardial infarction, hexarelin protects cardiac function. In spontaneously hypertensive rats, hexarelin prevents deposition of collagen, decreases expression of TIMP-1, collagen I, and collagen III, and increases expression of MMP2 and MMP9, decreasing cardiac fibrosis and blood pressure and attenuating left ventricular hypertrophy. Hexarelin also decreases ovulation and number of offspring produced in vivo.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18931003
Cas No. |
140703-51-1 |
---|---|
Purity |
≥95% |
Formula |
C47H58N12O6 |
Formula Wt. |
887.0 |
Chemical Name |
L-histidyl-2-methyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-Lysinamide |
IUPAC Name |
(2S)-6-amino-2-[[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]hexanamideInChI: 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 |
Synonym |
Examorelin |
Solubility |
Soluble in water. |
Appearance |
White to Off-white Powder |
Mao Y, Tokudome T, Kishimoto I, et al. One dose of oral hexarelin protects chronic cardiac function after myocardial infarction. Peptides. 2014 Apr 18;56C:156-162. PMID: 24747279.
Xu X, Ding F, Pang J, et al. Chronic administration of hexarelin attenuates cardiac fibrosis in the spontaneously hypertensive rat. Am J Physiol Heart Circ Physiol. 2012 Sep 15;303(6):H703-11. PMID: 22842067.
Puechagut PB, Martini AC, Stutz G, et al. Reproductive performance and fertility in male and female adult mice chronically treated with hexarelin. Reprod Fertil Dev. 2012;24(3):451-60. PMID: 22401277.