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.
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.