CHEBI:147395 - apelin-13(3+)

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ChEBI Name apelin-13(3+) ChEBI ID CHEBI:147395 Definition A 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. Stars This entity has been manually annotated by the ChEBI Team. Submitter Elisabeth COUDERT Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C69H114N23O16S Net Charge +3 Average Mass 1553.870 Monoisotopic Mass 1552.85182 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)/p+3/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1 InChIKey XXCCRHIAIBQDPX-PEWBXTNBSA-Q SMILES N(C(=O)[C@H]1N(CCC1)C([C@H](CCSC)NC(=O)[C@H]2N(CCC2)C(=O)CNC([C@H](CCCC[NH3+])NC([C@H](CC3=CN=CN3)NC([C@H](CO)NC([C@H](CC(C)C)NC([C@H](CCCNC(=[NH2+])N)NC(=O)[C@H]4N(CCC4)C([C@H](CCCNC(=[NH2+])N)NC([C@H](CCC(=O)N)[NH3+])=O)=O)=O)=O)=O)=O)=O)=O)[C@H](C(=O)[O-])CC=5C=CC=CC5 ChEBI Ontology Outgoing 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 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 Sources apelin-13 UniProt apelin-13 peptide(3+) ChEBI Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe(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 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 Citation Type Source 11815627 PubMed citation SUBMITTER Last Modified 07 May 2020