Astressin-B

Astressin-B
Space-filling model of astressin-B. PDB: 2rmb​.
Identifiers
  • Cyclo(30-33)(phenylalanyl(12)-norleucyl(21)-Cα-methylleucyl(2-7)-glutamyl(30)-lysyl(33)-norleucyl(38)-Cα-methyleucyl(40))acetyl-hCRF(9-41)
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC183H305N47O55
Molar mass4043.727 g·mol−1
3D model (JSmol)
  • CCCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@](C)(CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C)C(=O)NC3CCC(=O)NCCCC[C@H](NC(=O)[C@H](CC(=O)N)NC(=O)[C@@H](CC(=O)N)NC3=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@](C)(CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N
  • InChI=1S/C183H305N47O55/c1-26-30-47-106(201-151(256)107(48-34-39-70-184)202-155(260)112(53-44-75-196-181(192)193)207-169(274)125(80-96(13)14)225-179(284)182(24,87-97(15)16)229-175(280)127(82-105-89-194-91-197-105)220-170(275)126(81-104-45-32-31-33-46-104)219-174(279)132(90-231)224-168(273)124(79-95(11)12)218-173(278)130(85-143(249)250)199-103(23)232)163(268)226-146(100(20)28-3)178(283)214-120(61-69-142(247)248)164(269)227-147(101(21)29-4)177(282)213-119(60-68-141(245)246)161(266)205-108(49-35-40-71-185)152(257)208-113(54-62-133(188)233)157(262)212-117(58-66-139(241)242)159(264)204-109(50-36-41-72-186)153(258)210-116(57-65-138(239)240)158(263)203-110(51-37-42-73-187)154(259)211-118(59-67-140(243)244)160(265)209-115(56-64-137(237)238)150(255)198-102(22)149(254)200-114-55-63-136(236)195-74-43-38-52-111(206-171(276)128(83-134(189)234)222-172(277)129(84-135(190)235)221-162(114)267)156(261)215-121(76-92(5)6)165(270)216-122(77-93(7)8)166(271)217-123(78-94(9)10)167(272)223-131(86-144(251)252)176(281)230-183(25,88-98(17)18)180(285)228-145(148(191)253)99(19)27-2/h31-33,45-46,89,91-102,106-132,145-147,231H,26-30,34-44,47-88,90,184-187H2,1-25H3,(H2,188,233)(H2,189,234)(H2,190,235)(H2,191,253)(H,194,197)(H,195,236)(H,198,255)(H,199,232)(H,200,254)(H,201,256)(H,202,260)(H,203,263)(H,204,264)(H,205,266)(H,206,276)(H,207,274)(H,208,257)(H,209,265)(H,210,258)(H,211,259)(H,212,262)(H,213,282)(H,214,283)(H,215,261)(H,216,270)(H,217,271)(H,218,278)(H,219,279)(H,220,275)(H,221,267)(H,222,277)(H,223,272)(H,224,273)(H,225,284)(H,226,268)(H,227,269)(H,228,285)(H,229,280)(H,230,281)(H,237,238)(H,239,240)(H,241,242)(H,243,244)(H,245,246)(H,247,248)(H,249,250)(H,251,252)(H4,192,193,196)/t99-,100-,101-,102-,106-,107-,108-,109-,110-,111-,112-,113-,114?,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126+,127-,128-,129+,130-,131-,132-,145-,146-,147-,182+,183+/m0/s1
  • Key:BGFHNAZIBICPLD-IXILWOCFSA-N

Astressin-B is a nonselective corticotropin releasing hormone antagonist that reduces the synthesis of adrenocorticotropic hormone and cortisol.

It reduces the synthesis of adrenocorticotropic hormone and improves the sexual drive of rats under stressing conditions.

Astressin-B is able to delay the emptying of solid food in mice. Astressin-B can prevent the release of adrenocorticotropic hormone in mice due to shock, alcohol and endotoxemia.

Treatment with astressin-B caused the sudden growth of hair in mice bred for a propensity for stress.

References

  1. ↑ Vulliémoz NR, Xiao E, Xia-Zhang L, Rivier J, Ferin M (March 2008). "Astressin B, a nonselective corticotropin-releasing hormone receptor antagonist, prevents the inhibitory effect of ghrelin on luteinizing hormone pulse frequency in the ovariectomized rhesus monkey". Endocrinology. 149 (3): 869–874. doi:10.1210/en.2007-1350. PMC 2275354. PMID 18063681.
  2. ↑ Miwa Y, Nagase K, Oyama N, Akino H, Yokoyama O (March 2011). "Effect of corticotropin-releasing factor receptor antagonist on psychologically suppressed masculine sexual behavior in rats". The Journal of Sexual Medicine. 8 (3): 688–695. doi:10.1111/j.1743-6109.2010.02055.x. PMID 20946165.
  3. ↑ Wang L, Martínez V, Rivier JE, Taché Y (November 2001). "Peripheral urocortin inhibits gastric emptying and food intake in mice: differential role of CRF receptor 2". American Journal of Physiology. Regulatory, Integrative and Comparative Physiology. 281 (5): R1401–R1410. doi:10.1152/ajpregu.2001.281.5.R1401. PMID 11641109.
  4. ↑ Rivier CL, Grigoriadis DE, Rivier JE (June 2003). "Role of corticotropin-releasing factor receptors type 1 and 2 in modulating the rat adrenocorticotropin response to stressors". Endocrinology. 144 (6): 2396–2403. doi:10.1210/en.2002-0117. PMID 12746300.
  5. ↑ Wang L, Million M, Rivier J, Rivier C, Craft N, Stenzel-Poore MP, et al. (February 2011). Polymenis M (ed.). "CRF receptor antagonist astressin-B reverses and prevents alopecia in CRF over-expressing mice". PLOS ONE. 6 (2) e16377. Bibcode:2011PLoSO...616377W. doi:10.1371/journal.pone.0016377. PMC 3040186. PMID 21359208.