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CHEBI:194468 - AcGly-Ser(O-L-α-D-Hep)-Gly-Leu

ChEBI IDCHEBI:194468
ChEBI NameAcGly-Ser(O-L-α-D-Hep)-Gly-Leu
Stars
ASCII NameAcGly-Ser(O-L-alpha-D-Hep)-Gly-Leu
DefinitionA derivatised tetrapeptide in which a parent tetrapeptide comprising glycine, L-serine, glycine and L-leucine residues coupled in sequence, has its terminal glycine residue acetylated on nitrogen and its serine residue L-glycero-α-D-heptosylated on oxygen.
Last Modified8 March 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC21H36N4O14
Net Charge0
Average Mass568.533
Monoisotopic Mass568.22280
SMILES[H][C@]1([C@H](O)CO)O[C@H](OC[C@H](NC(=O)CNC(C)=O)C(=O)NCC(=O)N[C@@H](OC(C)C)C(=O)O)[C@@H](O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C21H36N4O14/c1-8(2)38-19(20(35)36)25-13(30)5-23-18(34)10(24-12(29)4-22-9(3)27)7-37-21-16(33)14(31)15(32)17(39-21)11(28)6-26/h8,10-11,14-17,19,21,26,28,31-33H,4-7H2,1-3H3,(H,22,27)(H,23,34)(H,24,29)(H,25,30)(H,35,36)/t10-,11+,14-,15-,16-,17+,19-,21-/m0/s1
InChIKeyAWPWUSDAPCJRDC-TXOIZJTMSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
AcGly-Ser(O-L-α-D-Hep)-Gly-Leu (CHEBI:194468) has functional parent Gly-Ser-Gly-Leu (CHEBI:194470)
AcGly-Ser(O-L-α-D-Hep)-Gly-Leu (CHEBI:194468) has part L-glycero-α-D-manno-heptopyranosyl group (CHEBI:194471)
AcGly-Ser(O-L-α-D-Hep)-Gly-Leu (CHEBI:194468) is a glycopeptide (CHEBI:24396)
AcGly-Ser(O-L-α-D-Hep)-Gly-Leu (CHEBI:194468) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
(2S,8S)-8-[({(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}oxy)methyl]-2-isopropoxy-4,7,10,13-tetraoxo-3,6,9,12-tetraazatetradecan-1-oic acid
Synonyms  Source
N-acetylglycyl-L-seryl(O-L-glycero-α-D-manno-heptopyranosyl)glycyl-L-leucineChEBI
AcGlySer(O-L-α-D-Hep)GlyLeuChEBI
(2S,8S)-8-[({(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl}oxy)methyl]-4,7,10,13-tetraoxo-2-[(propan-2-yl)oxy]-3,6,9,12-tetraazatetradecan-1-oic acidIUPAC
Citations