CHEBI:3165 - bradykinin

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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.
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Formula C50H73N15O11
Net Charge 0
Average Mass 1060.20850
Monoisotopic Mass 1059.561
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
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.
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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 tautomer 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 tautomer 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
Database Link Database
Bradykinin Wikipedia
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Registry Numbers Types Sources
24162492 Reaxys Registry Number Reaxys
2801232 Reaxys Registry Number Reaxys
58-82-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
17 August 2016