Structure via PubChem · Public domain (PubChem)
teprotide
Sign in to saveAlso known as pGlu-Trp-Pro-Arg-Pro-Gln-Ile-Pro-Pro
Teprotide is nonapeptide which has been isolated from the snake Bothrops jararaca. It is an angiotensin converting enzyme inhibitor (ACE inhibitor) which inhibits the conversion of angiotensin I to angiotensin II and may potentiate some of the pharmacological actions of bradykinin. It has been investigated as an antihypertension agent.
In the Vinony graph
Vinony's link graph records 9 inbound references to teprotide, and connects out to digital object identifier, chemical formula and molar mass.
Vinony files it under ACE inhibitors, Chembox image size set and Nonapeptides.
Vinony links it to 8 Wikipedia language editions.
Chemical data
- Formula
- C53H76N14O12
- Molecular weight
- 1101.3 g/mol
- IUPAC name
- (2S)-1-[(2S)-1-[(2S,3S)-2-[[(2S)-5-amino-2-[[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2S)-3-(1H-indol-3-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
- SMILES
- CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@@H]7CCC(=O)N7
- InChIKey
- UUUHXMGGBIUAPW-CSCXCSGISA-N
- XLogP
- -0.9
- Polar surface area
- 387 Ų
- H-bond donors
- 10
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Protein
via ChEMBL · EBI
Research
539 papersvia PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 1100.576714
Show 4 more facts
- chemical formula
- C₅₃H₇₆N₁₄O₁₂
- subject has role
- antihypertensive drug
- isomeric SMILES
- CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@@H]7CCC(=O)N7
- canonical SMILES
- CCC(C)C(C(=O)N1CCCC1C(=O)N2CCCC2C(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C3CCCN3C(=O)C(CCCN=C(N)N)NC(=O)C4CCCN4C(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C7CCC(=O)N7
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Isolation and synthesis
- Medical use
- References
Teprotide is nonapeptide which has been isolated from the snake Bothrops jararaca. It is an angiotensin converting enzyme inhibitor (ACE inhibitor) which inhibits the conversion of angiotensin I to angiotensin II and may potentiate some of the pharmacological actions of bradykinin. It has been investigated as an antihypertension agent.
__TOC__ ==Isolation and synthesis==
Excerpted from Wikipedia’s “teprotide” article, available under the CC BY-SA 4.0 licence.