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CHEBI:147395 - apelin-13(3+)

ChEBI IDCHEBI:147395
ChEBI Nameapelin-13(3+)
Stars
DefinitionA peptide cation obtained from the protonation of the N-terminus amino group and L-arginyl side chains, and deprotonation of the C-terminus carboxy group of apelin-13. It is the major species at pH 7.3.
Last Modified7 May 2020
SubmitterElisabeth Coudert
DownloadsMolfile
FormulaC69H114N23O16S
Net Charge+3
Average Mass1553.883
Monoisotopic Mass1552.85181
SMILESCSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](Cc1cncn1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])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)/p+3/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1
InChIKeyXXCCRHIAIBQDPX-PEWBXTNBSA-Q
ChEBI Ontology
Outgoing Relation(s)
apelin-13(3+) (CHEBI:147395) is a peptide cation (CHEBI:60194)
apelin-13(3+) (CHEBI:147395) is conjugate acid of apelin-13 (CHEBI:80131)
Incoming Relation(s)
apelin-13 (CHEBI:80131) is conjugate base of apelin-13(3+) (CHEBI:147395)
IUPAC Name 
N2-[(2S)-5-amino-2-azaniumyl-5-oxopentanoyl]-N5-[amino(iminio)methyl]-L-ornithyl-L-prolyl-N5-[amino(iminio)methyl]-L-ornithyl-L-leucyl-L-seryl-L-histidyl-6-azaniumyl-L-norleucylglycyl-L-prolyl-L-methionyl-N-[(1S)-1-carboxylato-2-phenylethyl]-L-prolinamide
Synonyms  Source
Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe(3+)ChEBI
L-glutaminyl-L-arginyl-L-prolyl-L-arginyl-L-leucyl-L-seryl-L-histidyl-L-lysylglycyl-L-prolyl-L-methionyl-L-prolyl-L-phenylalanine(3+)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(3+)ChEBI
apelin-13 peptide(3+)ChEBI
UniProt Name  Source
apelin-13UniProt
Citations