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CHEBI:80131 - apelin-13

Default Structure
ChEBI IDCHEBI:80131
ChEBI Nameapelin-13
Stars
DefinitionA 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.
Last Modified7 May 2020
DownloadsMolfile
FormulaC69H111N23O16S
Net Charge0
Average Mass1550.859
Monoisotopic Mass1549.82999
SMILESCSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1cncn1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O
InChIInChI=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
InChIKeyXXCCRHIAIBQDPX-PEWBXTNBSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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).
Applications:
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.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
apelin 13ChEBI
apelin-13 peptideHMDB
Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-PheChEBI
Q-R-P-R-L-S-H-K-G-P-M-P-FChEBI
QRPRLSHKGPMPFChEBI
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-PheChEBI
Manual XrefsDatabases
C15855KEGG COMPOUND
FDB029200FooDB
HMDB0012894HMDB
Registry NumbersSources
CAS:217082-58-1ChemIDplus
Citations