CHEBI:3165 - bradykinin

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name bradykinin ChEBI ID CHEBI:3165 Definition A linear nonapeptide messenger belonging to the kinin group of proteins, with amino acid sequence RPPGFSPFR. Enzymatically produced from kallidin in the blood, it is a powerful vasodilator that causes smooth muscle contraction, and may mediate inflammation. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information No supplier information found for this compound. Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Bradykinin (BK) (from Greek brady- 'slow' + -kinin, kīn(eîn) 'to move') is a peptide that promotes inflammation. It causes arterioles to dilate (enlarge) via the release of prostacyclin, nitric oxide, and endothelium-derived hyperpolarizing factor and makes veins constrict, via prostaglandin F2, thereby leading to leakage into capillary beds, due to the increased pressure in the capillaries. Bradykinin consists of nine amino acids, and is a physiologically and pharmacologically active peptide of the kinin group of proteins. A class of drugs called angiotensin-converting-enzyme inhibitors (ACE inhibitors) increase bradykinin levels by inhibiting its degradation, thereby increasing its blood pressure lowering effect. ACE inhibitors are FDA approved for the treatment of hypertension and heart failure. Read full article at Wikipedia Formula C50H73N15O11 Net Charge 0 Average Mass 1060.20850 Monoisotopic Mass 1059.56140 InChI InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1 InChIKey QXZGBUJJYSLZLT-FDISYFBBSA-N SMILES N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. Application(s): vasodilator agent A drug used to cause dilation of the blood vessels. View more via ChEBI Ontology ChEBI Ontology Outgoing bradykinin (CHEBI:3165) has role human blood serum metabolite (CHEBI:85234) bradykinin (CHEBI:3165) has role vasodilator agent (CHEBI:35620) bradykinin (CHEBI:3165) is a oligopeptide (CHEBI:25676) bradykinin (CHEBI:3165) is conjugate base of bradykinin(2+) (CHEBI:132988) Incoming [Hyp3]-bradykinin (CHEBI:133051) has functional parent bradykinin (CHEBI:3165) NPC-567 (CHEBI:73294) has functional parent bradykinin (CHEBI:3165) bradykinin(2+) (CHEBI:132988) is conjugate acid of bradykinin (CHEBI:3165) IUPAC Name L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-L-phenylalanyl-L-arginine Synonyms Sources Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg ChEBI BK ChemIDplus L-Arg-L-Pro-L-Pro-Gly-L-Phe-L-Ser-L-Pro-L-Phe-L-Arg ChEBI L-bradykinin ChEBI RPPGFSPFR ChEBI Manual Xref Database Bradykinin Wikipedia View more database links Registry Numbers Types Sources 24162492 Reaxys Registry Number Reaxys 2801232 Reaxys Registry Number Reaxys 58-82-2 CAS Registry Number ChemIDplus Citations Last Modified 26 February 2024