Astressin-B Explained

Iupac Name:	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:	73350132
Chembl:	2370918
Chemspiderid:	59008829
C:	183
H:	305
N:	47
O:	55
Smiles:	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
Stdinchi:	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
Stdinchikey:	BGFHNAZIBICPLD-IXILWOCFSA-N

Astressin-B is a nonselective corticotropin releasing hormone antagonist that reduces the synthesis of adrenocorticotropic hormone and cortisol.^[1]

It reduces the synthesis of adrenocorticotropic hormone and improves the sexual drive of rats under stressing conditions.^[2]

Astressin-B is able to delay the emptying of solid food in mice.^[3] Astressin-B can prevent the release of adrenocorticotropic hormone in mice due to shock, alcohol and endotoxemia.^[4]

Treatment with astressin-B caused the sudden growth of hair in mice bred for a propensity for stress.^[5]

Notes and References

1. Vulliémoz NR, Xiao E, Xia-Zhang L, Rivier J, Ferin M . 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 . March 2008 . 18063681 . 2275354 . 10.1210/en.2007-1350 .
2. Miwa Y, Nagase K, Oyama N, Akino H, Yokoyama O . Effect of corticotropin-releasing factor receptor antagonist on psychologically suppressed masculine sexual behavior in rats . The Journal of Sexual Medicine . 8 . 3 . 688–695 . March 2011 . 20946165 . 10.1111/j.1743-6109.2010.02055.x .
3. Wang L, Martínez V, Rivier JE, Taché Y . 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 . November 2001 . 11641109 . 10.1152/ajpregu.2001.281.5.R1401 . free .
4. Rivier CL, Grigoriadis DE, Rivier JE . Role of corticotropin-releasing factor receptors type 1 and 2 in modulating the rat adrenocorticotropin response to stressors . Endocrinology . 144 . 6 . 2396–2403 . June 2003 . 12746300 . 10.1210/en.2002-0117 . free .
5. Wang L, Million M, Rivier J, Rivier C, Craft N, Stenzel-Poore MP, Taché Y . CRF receptor antagonist astressin-B reverses and prevents alopecia in CRF over-expressing mice . PLOS ONE . 6 . 2 . e16377 . February 2011 . 21359208 . 3040186 . 10.1371/journal.pone.0016377 . Polymenis M . free . 2011PLoSO...616377W .