[des-Phe(8), des-Arg(9)]-bradykinin (CHEBI:149658)

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

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ChEBI ID	CHEBI:149658
ChEBI Name	[des-Phe⁸, des-Arg⁹]-bradykinin
Stars
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.
Last Modified	5 May 2020
Submitter	Adnan
Downloads	Molfile

Formula	C35H52N10O9
Net Charge	0
Average Mass	756.862
Monoisotopic Mass	756.39187
SMILES	N=C(N)NCCC[C@H](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)O
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

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	blood plasma (BTO_0000131)	PubMed (1479739)
Rattus norvegicus (ncbitaxon:10116)	-	PubMed (9721983)	Identified in Sprague-Dawley rats.

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	rat metabolite Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology

Outgoing Relation(s)
	[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 Relation(s)
Incoming Relation(s)	[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	Source
Arg-Pro-Pro-Gly-Phe-Ser-Pro	ChEBI
L-Arg-L-Pro-L-Pro-Gly-L-Phe-L-Ser-L-Pro	ChEBI
RPPGFSP	ChEBI
R-P-P-G-F-S-P	ChEBI
bradykinin (1-7)	ChEBI
bradykinin-(1-7)	ChEBI

Registry Numbers	Sources
CAS:23815-87-4	ChemIDplus

Citations