Structure via PubChem · Public domain (PubChem)
felypressin
Sign in to saveAlso known as PLV-2, 2-(L-phenylalanine)-8-L-lysinevasopressin, Felipresina, Felypressine, Felypressinum, L-cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparagyl-L-cysteinyl-L-prolyl-L-lysyl-glycinamide (1->6)-disulfide
Felypressin is a non-catecholamine vasoconstrictor that is chemically related to vasopressin, the posterior pituitary hormone. It is added to some local anaesthetics such as prilocaine in a concentration of 0.03 IU/ml. Felypressin is a Vasopressin 1 agonist, and will thus have effects at all Arginine vasopressin receptor 1As. It will, however, have its main physiological effects on vascular SMC's due to the form in which it is administered.
Chemical data
- Formula
- C46H65N13O11S2
- Molecular weight
- 1040.2 g/mol
- IUPAC name
- (2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
- SMILES
- C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=CC=C4)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N
- InChIKey
- SFKQVVDKFKYTNA-DZCXQCEKSA-N
- XLogP
- -3.5
- Polar surface area
- 456 Ų
- H-bond donors
- 12
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Research
255 papers- Felypressin increases blood pressure during dental procedures in hypertensive patients.Arquivos brasileiros de cardiologia · 2012
- Immunological modulation by lidocaine-epinephrine and prilocaine-felypressin on the functions related to natural immunity in neutrophils and macrophages.Current drug targets. Immune, endocrine and metabolic disorders · 2004
- Short Editorial - Effect of Passive Smoking on Blood Pressure Response to Epinephrine and Felypressin in 1K1C Hypertensive Rats Treated or not with Atenolol.Arquivos brasileiros de cardiologia · 2020
- Cardiovascular effects of felypressin.Anesthesia progress · 2006
- Clinically safe dosage of felypressin for patients with essential hypertension.Anesthesia progress · 1996
via PubMed
Wikidata facts
- Mass
- 1039.4367919
- Has use
- medication
Show 4 more facts
- chemical formula
- C₄₇H₆₆N₁₂O₁₁S₂
- NCI Thesaurus ID
- C81496
- isomeric SMILES
- C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=CC=C4)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N
- canonical SMILES
- NCCCCC(NC(=O)C1CCCN1C(=O)C1CSSCC(N)C(=O)NC(Cc2ccccc2)C(=O)NC(Cc2ccccc2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(N)=O)C(=O)N1)C(=O)NCC(N)=O
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Felypressin is a non-catecholamine vasoconstrictor that is chemically related to vasopressin, the posterior pituitary hormone. It is added to some local anaesthetics such as prilocaine in a concentration of 0.03 IU/ml. Felypressin is a Vasopressin 1 agonist, and will thus have effects at all Arginine vasopressin receptor 1As. It will, however, have its main physiological effects on vascular SMC's due to the form in which it is administered.
V1 receptors are found in various sites around the body. The major points include the CNS, Liver, Anterior Pituitary, Muscle (both vascular and non-vascular smooth muscle), and Platelets (CLAMP).
Excerpted from Wikipedia’s “felypressin” article, available under the CC BY-SA 4.0 licence.