CHEBI:80131 - apelin-13

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ChEBI Name apelin-13
ChEBI ID CHEBI:80131
Definition A 13 amino acid oligopeptide which is the ligand for the apelin receptor (also known as the APJ receptor). It exhibits hypotensive and neuroprotective effects, and may be a potential prognostic biomarker for acute ischemic stroke and multiple sclerosis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB0671552
Download Molfile XML SDF
Formula C69H111N23O16S
Net Charge 0
Average Mass 1550.850
Monoisotopic Mass 1549.82999
InChI InChI=1S/C69H111N23O16S/c1-39(2)32-47(86-58(98)44(17-9-26-78-68(73)74)83-63(103)52-20-12-29-91(52)65(105)45(18-10-27-79-69(75)76)84-56(96)42(71)22-23-54(72)94)59(99)89-50(37-93)61(101)87-48(34-41-35-77-38-81-41)60(100)82-43(16-7-8-25-70)57(97)80-36-55(95)90-28-11-19-51(90)62(102)85-46(24-31-109-3)66(106)92-30-13-21-53(92)64(104)88-49(67(107)108)33-40-14-5-4-6-15-40/h4-6,14-15,35,38-39,42-53,93H,7-13,16-34,36-37,70-71H2,1-3H3,(H2,72,94)(H,77,81)(H,80,97)(H,82,100)(H,83,103)(H,84,96)(H,85,102)(H,86,98)(H,87,101)(H,88,104)(H,89,99)(H,107,108)(H4,73,74,78)(H4,75,76,79)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1
InChIKey XXCCRHIAIBQDPX-PEWBXTNBSA-N
SMILES N(C(=O)[C@H]1N(CCC1)C([C@H](CCSC)NC(=O)[C@H]2N(CCC2)C(=O)CNC([C@H](CCCCN)NC([C@H](CC3=CN=CN3)NC([C@H](CO)NC([C@H](CC(C)C)NC([C@H](CCCNC(=N)N)NC(=O)[C@H]4N(CCC4)C([C@H](CCCNC(=N)N)NC([C@H](CCC(=O)N)N)=O)=O)=O)=O)=O)=O)=O)=O)[C@H](C(=O)O)CC=5C=CC=CC5
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): autophagy inhibitor
Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
biomarker
A substance used as an indicator of a biological state.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing apelin-13 (CHEBI:80131) has role antihypertensive agent (CHEBI:35674)
apelin-13 (CHEBI:80131) has role autophagy inhibitor (CHEBI:88230)
apelin-13 (CHEBI:80131) has role biomarker (CHEBI:59163)
apelin-13 (CHEBI:80131) has role human metabolite (CHEBI:77746)
apelin-13 (CHEBI:80131) has role neuroprotective agent (CHEBI:63726)
apelin-13 (CHEBI:80131) is a oligopeptide (CHEBI:25676)
apelin-13 (CHEBI:80131) is conjugate base of apelin-13(3+) (CHEBI:147395)
Incoming apelin-13(3+) (CHEBI:147395) is conjugate acid of apelin-13 (CHEBI:80131)
IUPAC Name
L-glutaminyl-L-arginyl-L-prolyl-L-arginyl-L-leucyl-L-seryl-L-histidyl-L-lysylglycyl-L-prolyl-L-methionyl-L-prolyl-L-phenylalanine
Synonyms Sources
apelin 13 ChEBI
apelin-13 peptide HMDB
Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe ChEBI
L-Gln-L-Arg-L-Pro-L-Arg-L-Leu-L-Ser-L-His-L-Lys-L-Gly-L-Pro-L-Met-L-Pro-L-Phe ChEBI
Q-R-P-R-L-S-H-K-G-P-M-P-F ChEBI
QRPRLSHKGPMPF ChEBI
Manual Xrefs Databases
C15855 KEGG COMPOUND
FDB029200 FooDB
HMDB0012894 HMDB
View more database links
Registry Number Type Source
217082-58-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
07 May 2020