CHEBI:80144 - kinetensin

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ChEBI Name kinetensin
ChEBI ID CHEBI:80144
Definition An oligopeptide comprising of nine amino acids with sequence L-Ile-L-Ala-L-Arg-L-Arg-L-His-L-Pro-L-Tyr-L-Phe-L-Leu. It was originally isolated from pepsin-treated human plasma and shares some sequence homology with the C-terminal end of neurotensin. It is a potent histamine releaser and may serve as an inflammatory mediator.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C56H85N17O11
Net Charge 0
Average Mass 1172.404
Monoisotopic Mass 1171.66145
InChI InChI=1S/C56H85N17O11/c1-6-32(4)45(57)52(81)66-33(5)46(75)67-38(15-10-22-63-55(58)59)47(76)68-39(16-11-23-64-56(60)61)48(77)71-42(28-36-29-62-30-65-36)53(82)73-24-12-17-44(73)51(80)70-41(27-35-18-20-37(74)21-19-35)49(78)69-40(26-34-13-8-7-9-14-34)50(79)72-43(54(83)84)25-31(2)3/h7-9,13-14,18-21,29-33,38-45,74H,6,10-12,15-17,22-28,57H2,1-5H3,(H,62,65)(H,66,81)(H,67,75)(H,68,76)(H,69,78)(H,70,80)(H,71,77)(H,72,79)(H,83,84)(H4,58,59,63)(H4,60,61,64)/t32-,33-,38-,39-,40-,41-,42-,43-,44-,45-/m0/s1
InChIKey PANUJGMSOSQAAY-IHXGQVBNSA-N
SMILES C([C@H](CC(C)C)NC([C@H](CC1=CC=CC=C1)NC([C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H]3N(CCC3)C([C@@H](NC([C@H](CCCNC(=N)N)NC([C@H](CCCNC(N)=N)NC([C@H](C)NC([C@H]([C@H](CC)C)N)=O)=O)=O)=O)CC4=CN=CN4)=O)=O)=O)(=O)O
Metabolite of Species Details
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).
histamine releasing agent
Any substance that can induce the release of histamine from mast cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing kinetensin (CHEBI:80144) has role histamine releasing agent (CHEBI:75298)
kinetensin (CHEBI:80144) has role human metabolite (CHEBI:77746)
kinetensin (CHEBI:80144) is a oligopeptide (CHEBI:25676)
kinetensin (CHEBI:80144) is conjugate base of kinetensin(2+) (CHEBI:147364)
Incoming kinetensin(2+) (CHEBI:147364) is conjugate acid of kinetensin (CHEBI:80144)
IUPAC Name
L-isoleucyl-L-alanyl-L-arginyl-L-arginyl-L-histidyl-L-prolyl-L-tyrosyl-L-phenylalanyl-L-leucine
Synonyms Sources
H-Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe-Leu-OH ChEBI
I-A-R-R-H-P-Y-F-L ChEBI
IARRHPYFL ChEBI
Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe-Leu KEGG COMPOUND
kinetensin (human) ChEBI
L-Ile-L-Ala-L-Arg-L-Arg-L-His-L-Pro-L-Tyr-L-Phe-L-Leu ChEBI
Manual Xrefs Databases
C15872 KEGG COMPOUND
FDB029235 FooDB
HMDB0012988 HMDB
WO2009040022 Patent
View more database links
Registry Number Type Source
103131-69-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1800960 PubMed citation Europe PMC
2117773 PubMed citation Europe PMC
23802150 PubMed citation Europe PMC
2437111 PubMed citation Europe PMC
2473637 PubMed citation Europe PMC
3087352 PubMed citation Europe PMC
8013539 PubMed citation Europe PMC
8213349 PubMed citation Europe PMC
Last Modified
20 April 2020