Structure via PubChem · Public domain (PubChem)
enterostatin
Sign in to saveAlso known as N2-[1-[N-(1-L-alanyl-L-prolyl)glycyl]-L-prolyl] L-Arginine, L-Alanyl-L-prolylglycyl-L-prolyl-L-Arginine, H-Ala-Pro-Gly-Pro-Arg-OH, APGPR
Enterostatin is a pentapeptide derived from a proenzyme in the gastrointestinal tract called procolipase. It reduces food intake, in particular fat intake, when given peripherally or into the brain.
In the Vinony graph
Within Vinony's link graph, enterostatin is referenced by 2 other articles, and connects out to stomach, International Standard Book Number and digital object identifier.
It sits within the topics Chembox image size set, Digestive system and Pentapeptides.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C21H36N8O6
- Molecular weight
- 496.6 g/mol
- IUPAC name
- (2S)-2-[[(2S)-1-[2-[[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidine-2-carbonyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid
- SMILES
- C[C@@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)N
- InChIKey
- ITZMJCSORYKOSI-AJNGGQMLSA-N
- XLogP
- -5
- Polar surface area
- 227 Ų
- H-bond donors
- 6
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 496.276
Show 3 more facts
- chemical formula
- C₂₁H₃₆N₈O₆
- canonical SMILES
- CC(C(=O)N1CCCC1C(=O)NCC(=O)N2CCCC2C(=O)NC(CCCN=C(N)N)C(=O)O)N
- isomeric SMILES
- C[C@@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)N
Sources (1)
via Wikidata · CC0
~4 min read
Encyclopedic overview
6 sectionsContents
- Chemical structure
- Function
- Signaling pathway
- Effects
- Medical trials
- References
Enterostatin is a pentapeptide derived from a proenzyme in the gastrointestinal tract called procolipase. It reduces food intake, in particular fat intake, when given peripherally or into the brain.
== Chemical structure == Enterostatin has the sequence Val-Pro-Asp-Pro-Arg in most mammals, but Val-Pro-Gly-Pro-Arg or Val-Pro-Asp-Pro-Arg in rodents and Ala-Pro-Gly-Pro-Arg in humans. The sequence that it necessary for its anorexic effects is X-pro-Y-pro-arg and conserved among several vertebrate species.
Excerpted from Wikipedia’s “enterostatin” article, available under the CC BY-SA 4.0 licence.