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enterostatin

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EntityQ5380242· pop 7· linked from 2 articles

enterostatin

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Also 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

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
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via Wikidata · CC0

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Encyclopedic overview

6 sections
Contents
  • 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.

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