Pyroglutamyl-histidyl-glycine

Pyroglutamyl-histidyl-glycine

Names
IUPAC name 2-[[(2S)-3-(4H-imidazol-4-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]amino]acetic acid
Identifiers
CAS Number	69275-10-1 N
3D model (JSmol)	Interactive image
ChemSpider	109067 Y
PubChem CID	122313
CompTox Dashboard (EPA)	DTXSID20988992
InChI InChI=1S/C13H17N5O5/c19-10-2-1-8(17-10)13(23)18-9(3-7-4-14-6-16-7)12(22)15-5-11(20)21/h4,6-9H,1-3,5H2,(H,15,22)(H,17,19)(H,18,23)(H,20,21)/t7?,8-,9-/m0/s1 Y Key: VTKWFWXOVZIATL-NPPUSCPJSA-N Y InChI=1/C13H17N5O5/c19-10-2-1-8(17-10)13(23)18-9(3-7-4-14-6-16-7)12(22)15-5-11(20)21/h4,6-9H,1-3,5H2,(H,15,22)(H,17,19)(H,18,23)(H,20,21)/t7?,8-,9-/m0/s1 Key: VTKWFWXOVZIATL-NPPUSCPJBL
SMILES O=C2N[C@H](C(=O)N[C@H](C(=O)NCC(=O)O)CC/1/N=C\N=C\1)CC2
Properties
Chemical formula	C13H17N5O5
Molar mass	323.30 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Pyroglutamyl-histidyl-glycine (pEHG) is an endogenous tripeptide that acts as a tissue-specific antimitotic and selectively inhibits the proliferation of colon epithelial cells.^[1] Early research indicated that pEHG had anorectic effects in mice and was possibly involved in the pathophysiology of anorexia nervosa.^[2] However, subsequent studies have found that pEHG lacks anorectic effects and does not alter food intake in mice.^[3][4]