CHEBI:149658 - [des-Phe8, des-Arg9]-bradykinin

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ChEBI Name [des-Phe8, des-Arg9]-bradykinin
ChEBI ID CHEBI:149658
ChEBI ASCII Name [des-Phe(8), des-Arg(9)]-bradykinin
Definition A seven-membered oligopeptide comprising Arg, Pro, Pro, Gly, Phe, Ser, and Pro residues joined in sequence by peptide bonds. It is a metabolite of bradykinin lacking the Phe residue at position 8 and the Arg residue at position 9.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C35H52N10O9
Net Charge 0
Average Mass 756.862
Monoisotopic Mass 756.39187
InChI InChI=1S/C35H52N10O9/c36-22(10-4-14-39-35(37)38)31(50)44-16-6-12-26(44)33(52)43-15-5-11-25(43)30(49)40-19-28(47)41-23(18-21-8-2-1-3-9-21)29(48)42-24(20-46)32(51)45-17-7-13-27(45)34(53)54/h1-3,8-9,22-27,46H,4-7,10-20,36H2,(H,40,49)(H,41,47)(H,42,48)(H,53,54)(H4,37,38,39)/t22-,23-,24-,25-,26-,27-/m0/s1
InChIKey CRROPKNGCGVIOG-QCOJBMJGSA-N
SMILES C(=N)(NCCC[C@@H](C(=O)N1[C@H](C(N2[C@H](C(=O)NCC(N[C@H](C(N[C@H](C(=O)N3[C@H](C(=O)O)CCC3)CO)=O)CC=4C=CC=CC4)=O)CCC2)=O)CCC1)N)N
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) Identified in Sprague-Dawley rats. See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO_0000131). See: PubMed
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 metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing [des-Phe8, des-Arg9]-bradykinin (CHEBI:149658) has role human metabolite (CHEBI:77746)
[des-Phe8, des-Arg9]-bradykinin (CHEBI:149658) has role rat metabolite (CHEBI:86264)
[des-Phe8, des-Arg9]-bradykinin (CHEBI:149658) is a oligopeptide (CHEBI:25676)
[des-Phe8, des-Arg9]-bradykinin (CHEBI:149658) is conjugate base of [des-Phe8, des-Arg9]-bradykinin(1+) (CHEBI:147352)
Incoming [des-Phe8, des-Arg9]-bradykinin(1+) (CHEBI:147352) is conjugate acid of [des-Phe8, des-Arg9]-bradykinin (CHEBI:149658)
IUPAC Name
L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-proline
Synonyms Sources
8-des-Phe-9-des-Arg-BK ChemIDplus
Arg-Pro-Pro-Gly-Phe-Ser-Pro ChEBI
BK 1-7 ChEBI
bradykinin (1-7) ChEBI
bradykinin 1-7 ChEBI
bradykinin fragment 1-7 ChEBI
bradykinin-(1-7) ChEBI
des-8,9-BK ChemIDplus
des-Phe(8)-Arg(9)-BK ChemIDplus
des-Phe8-Arg9-BK ChEBI
des-phenylalanyl(8)-des-arginine(9)-bradykinin ChemIDplus
H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-OH ChEBI
L-Arg-L-Pro-L-Pro-Gly-L-Phe-L-Ser-L-Pro ChEBI
R-P-P-G-F-S-P ChEBI
RPPGFSP ChEBI
Registry Number Type Source
23815-87-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1462880 PubMed citation Europe PMC
1466291 PubMed citation Europe PMC
1479739 PubMed citation Europe PMC
16521041 PubMed citation Europe PMC
1711895 PubMed citation Europe PMC
19673938 PubMed citation Europe PMC
2009602 PubMed citation Europe PMC
21629912 PubMed citation Europe PMC
23592213 PubMed citation Europe PMC
28700653 PubMed citation Europe PMC
30348432 PubMed citation Europe PMC
8954825 PubMed citation Europe PMC
8961071 PubMed citation Europe PMC
9153232 PubMed citation Europe PMC
9721983 PubMed citation Europe PMC
Last Modified
05 May 2020