Corticotropin-like intermediate peptide

Corticotropin-like intermediate peptide
Names
	IUPAC name L-arginyl-L-prolyl-L-valyl-L-lysyl-L-valyl-L-tyrosyl-L-prolyl-L-asparaginyl-L-glycyl-L-alanyl-L-α-glutamyl-L-α-aspartyl-L-α-glutamyl-L-seryl-L-alanyl-L-α-glutamyl-L-alanyl-L-phenylalanyl-L-prolyl-L-leucyl-L-α-glutamyl-L-phenylalanine
Identifiers
CAS Number	53917-42-3;
3D model (JSmol)	Interactive image;
ChemSpider	14195066;
PubChem CID	102307347;
	InChI InChI=1S/C112H165N27O36/c1-56(2)48-72(100(163)125-70(37-41-86(148)149)97(160)133-77(111(174)175)51-63-24-14-11-15-25-63)129-103(166)79-28-20-46-138(79)109(172)75(49-62-22-12-10-13-23-62)131-93(156)61(9)121-95(158)68(35-39-84(144)145)123-92(155)60(8)122-102(165)78(55-140)134-98(161)71(38-42-87(150)151)126-101(164)74(53-88(152)153)128-96(159)69(36-40-85(146)147)124-91(154)59(7)120-83(143)54-119-94(157)73(52-82(115)142)130-104(167)80-29-21-47-139(80)110(173)76(50-64-31-33-65(141)34-32-64)132-107(170)89(57(3)4)135-99(162)67(27-16-17-43-113)127-106(169)90(58(5)6)136-105(168)81-30-19-45-137(81)108(171)66(114)26-18-44-118-112(116)117/h10-15,22-25,31-34,56-61,66-81,89-90,140-141H,16-21,26-30,35-55,113-114H2,1-9H3,(H2,115,142)(H,119,157)(H,120,143)(H,121,158)(H,122,165)(H,123,155)(H,124,154)(H,125,163)(H,126,164)(H,127,169)(H,128,159)(H,129,166)(H,130,167)(H,131,156)(H,132,170)(H,133,160)(H,134,161)(H,135,162)(H,136,168)(H,144,145)(H,146,147)(H,148,149)(H,150,151)(H,152,153)(H,174,175)(H4,116,117,118)/t59-,60-,61-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,89-,90-/m0/s1 Key: ZYDMZKPAPSZILB-WKNDHWIVSA-N; Key: ZYDMZKPAPSZILB-UHFFFAOYAN;
	SMILES C[C@@H](C(=N[C@@H](CCC(=O)O)C(=N[C@@H](CC(=O)O)C(=N[C@@H](CCC(=O)O)C(=N[C@@H](CO)C(=N[C@@H](C)C(=N[C@@H](CCC(=O)O)C(=N[C@@H](C)C(=N[C@@H](CC1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=N[C@@H](CC(C)C)C(=N[C@@H](CCC(=O)O)C(=N[C@@H](CC3=CC=CC=C3)C(=O)O)O)O)O)O)O)O)O)O)O)O)O)N=C(CN=C([C@H](CC(=N)O)N=C([C@@H]4CCCN4C(=O)[C@H](CC5=CC=C(C=C5)O)N=C([C@H](C(C)C)N=C([C@H](CCCCN)N=C([C@H](C(C)C)N=C([C@@H]6CCCN6C(=O)[C@H](CCCNC(=N)N)N)O)O)O)O)O)O)O;
Properties
Chemical formula	C112H165N27O36
Molar mass	2465.705 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Search for
Structures	Swiss-model
Domains	InterPro

pro-opiomelanocortin
pro-opiomelanocortin
Identifiers
Symbol	POMC
NCBI gene	5443
HGNC	9201
OMIM	176830
RefSeq	NM_000939
UniProt	P01189
Other data
Locus	Chr. 2 p23
Structures
Search for
Structures	Swiss-model
Domains	InterPro

Corticotropin-like intermediate [lobe] peptide (CLIP), also known as adrenocorticotropic hormone fragment 18-39 (ACTH(18-39)), is a naturally occurring, endogenous neuropeptide with a docosapeptide structure and the amino acid sequence Arg-Pro-Val-Lys-Val-Tyr-Pro-Asn-Gly-Ala-Glu-Asp-Glu-Ser-Ala-Glu-Ala-Phe-Pro-Leu-Glu-Phe. CLIP is generated as a proteolyic cleavage product of adrenocorticotropic hormone (ACTH), which in turn is a cleavage product of proopiomelanocortin (POMC). Its physiological role has been investigated in various tissues, specifically in the central nervous system.

It has been suggested to function as an insulin secretagogue in the pancreas.