Structure via PubChem · Public domain (PubChem)
Ularitide
Sign in to saveAlso known as Urodilatin ularitide
Urodilatin (URO) is a hormone that causes natriuresis by increasing renal blood flow. It is secreted in response to increased mean arterial pressure and increased blood volume from the cells of the distal tubule and collecting duct. It is important in oliguric patients (such as those with acute kidney injury and chronic kidney failure) as it lowers serum creatinine and increases urine output.
Chemical data
- Formula
- C145H234N52O44S3
- Molecular weight
- 3505.9 g/mol
- IUPAC name
- (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[(4R,10S,16S,19S,22S,28S,31S,34S,37S,40S,49S,52R)-52-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-5-carbamimidamidopentanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-19-(3-amino-3-oxopropyl)-49-benzyl-28-[(2S)-butan-2-yl]-31,40-bis(3-carbamimidamidopropyl)-34-(carboxymethyl)-16-(hydroxymethyl)-22-methyl-10-(2-methylpropyl)-37-(2-methylsulfanylethyl)-6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51-hexadecaoxo-1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50-hexadecazacyclotripentacontane-4-carbonyl]amino]-4-oxobutanoyl]amino]-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
- SMILES
- CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCNC(=N)N)CC(=O)O)CCSC)CCCNC(=N)N)CC2=CC=CC=C2)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC5=CC=C(C=C5)O)C(=O)O)CC(C)C)CO)CCC(=O)N)C
- InChIKey
- IUCCYQIEZNQWRS-DWWHXVEHSA-N
- XLogP
- -17.1
- Polar surface area
- 1670 Ų
- H-bond donors
- 60
- H-bond acceptors
- 54
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Protein
- Indications
- heart failure, congestive heart failure
via ChEMBL · EBI
Research
239 papers- Ularitide for the treatment of acute decompensated heart failure: from preclinical to clinical studies.European heart journal · 2015
- Ularitide: a natriuretic peptide candidate for the treatment of acutely decompensated heart failure.Future cardiology · 2015
- Randomized double-blind clinical studies of ularitide and other vasoactive substances in acute decompensated heart failure: a systematic review and meta-analysis.ESC heart failure · 2018
- Heart failure: No effect of ularitide in heart failure outcomes.Nature reviews. Cardiology · 2017
- Ularitide as treatment of refractory ascites in cirrhosis- a study protocol for a randomised trial.Danish medical journal · 2021
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 3504.686717
Show 3 more facts
- chemical formula
- C₁₄₅H₂₃₄N₅₂O₄₄S₃
- subject has role
- hormone
- has effect
- natriuresis
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Interactions
- Effects
- Metabolism
- Drug development
- References
Urodilatin (URO) is a hormone that causes natriuresis by increasing renal blood flow. It is secreted in response to increased mean arterial pressure and increased blood volume from the cells of the distal tubule and collecting duct. It is important in oliguric patients (such as those with acute kidney injury and chronic kidney failure) as it lowers serum creatinine and increases urine output.
==Interactions== Atrial natriuretic peptide (ANP; CDD/ANP-99-126; NPPA-124-151, 28 residues) is a hormone system of clinical importance. It is produced in the heart and excreted into the circulation via exocytosis. The endocrine heart is composed of specific myoendocrine cells that synthesize and secrete the natriuretic peptide hormones, which exhibit diuretic and vasorelaxant properties. Urodilatin (CDD/ANP-95-126; NPPA-120-151, 32 residues) is a homologue natriuretic peptide that differs from CDD/ANP-99-126 by a four-residue extension at the N-terminal end, produced by the kidney as part of a paracrine system regulating water and sodium reabsorption. It is secreted into the urine.
Excerpted from Wikipedia’s “Ularitide” article, available under the CC BY-SA 4.0 licence.