ceruleina

Chemical data

Formula

C58H73N13O21S2

Molecular weight

1352.4 g/mol

IUPAC name

(3S)-3-[[(2S)-5-amino-5-oxo-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]pentanoyl]amino]-4-[[(2S)-1-[[(2S,3R)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid

SMILES

C[C@H]([C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]5CCC(=O)N5)O

InChIKey

YRALAIOMGQZKOW-HYAOXDFASA-N

XLogP

-3

Polar surface area

585 Ų

H-bond donors

17

H-bond acceptors

22

Formal charge

0

via PubChem

Drug data · ChEMBL

Max clinical phase

Approved

Molecule type

Protein

First approval

1982

Admin. routes

parenteral

via ChEMBL · EBI

• Ceruletide for schizophrenia: a review.Psychopharmacology bulletin · 1986
• Caerulein (ceruletide). A review.Acta gastro-enterologica Belgica · 1976
• Pharmacology, clinical uses, and adverse effects of ceruletide, a cholecystokinetic agent.Pharmacotherapy · 1982
• Ceruletide acts in the abdomen, not in the brain, to produce satiety.Peptides · 1984
• Ceruletide inhibits phencyclidine-induced dopamine and serotonin release in rat prefrontal cortex.Pharmacology, biochemistry, and behavior · 1998

via PubMed

Wikidata facts

Mass

1351.448538

Has use

medication

via Wikidata · CC0