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CHEBI:147396 - apelin-12(3+)

ChEBI IDCHEBI:147396
ChEBI Nameapelin-12(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-12. It is the major species at pH 7.3.
Last Modified7 May 2020
SubmitterElisabeth Coudert
DownloadsMolfile
FormulaC60H105N22O15S
Net Charge+3
Average Mass1406.706
Monoisotopic Mass1405.78340
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)[O-]
InChIInChI=1S/C60H102N22O15S/c1-33(2)27-40(77-50(88)37(12-6-21-69-59(64)65)74-55(93)44-15-9-24-81(44)56(94)38(13-7-22-70-60(66)67)75-48(86)35(62)17-18-46(63)84)51(89)79-42(31-83)53(91)78-41(28-34-29-68-32-72-34)52(90)73-36(11-4-5-20-61)49(87)71-30-47(85)80-23-8-14-43(80)54(92)76-39(19-26-98-3)57(95)82-25-10-16-45(82)58(96)97/h29,32-33,35-45,83H,4-28,30-31,61-62H2,1-3H3,(H2,63,84)(H,68,72)(H,71,87)(H,73,90)(H,74,93)(H,75,86)(H,76,92)(H,77,88)(H,78,91)(H,79,89)(H,96,97)(H4,64,65,69)(H4,66,67,70)/p+3/t35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-/m0/s1
InChIKeyQZNKGTRFBWGADN-SLUWFFAESA-Q
ChEBI Ontology
Outgoing Relation(s)
apelin-12(3+) (CHEBI:147396) is a peptide cation (CHEBI:60194)
apelin-12(3+) (CHEBI:147396) is conjugate acid of apelin-12 (CHEBI:149669)
Incoming Relation(s)
apelin-12 (CHEBI:149669) is conjugate base of apelin-12(3+) (CHEBI:147396)
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-N-[(2S)-6-azaniumyl-1-({2-[(2S)-2-{[(2S)-1-[(2S)-2-carboxylatopyrrolidin-1-yl]-4-(methylsulfanyl)-1-oxobutan-2-yl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}amino)-1-oxohexan-2-yl]-L-histidinamide
Synonyms  Source
apelin-(1-12)(3+)ChEBI
L-glutaminyl-L-arginyl-L-prolyl-L-arginyl-L-leucyl-L-seryl-L-histidyl-L-lysylglycyl-L-prolyl-L-methionyl-L-proline(3+)ChEBI
Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro(3+)ChEBI
apelin-12 peptide(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(3+)ChEBI
UniProt Name  Source
apelin-12UniProt
Citations