CHEBI:65086 - γ-L-glutamylbutirosin B(3+)

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ChEBI Name γ-L-glutamylbutirosin B(3+)
ChEBI ID CHEBI:65086
ChEBI ASCII Name gamma-L-glutamylbutirosin B(3+)
Definition A primary ammonium ion obtained by protonation of the four amino groups and deprotonation of the carboxy group of γ-L-glutamylbutirosin B; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C26H51N6O15
Net Charge +3
Average Mass 687.71430
Monoisotopic Mass 687.33959
InChI InChI=1S/C26H48N6O15/c27-6-12-17(37)19(39)15(30)25(44-12)46-21-9(29)5-10(16(36)22(21)47-26-20(40)18(38)13(7-33)45-26)32-23(41)11(34)3-4-31-14(35)2-1-8(28)24(42)43/h8-13,15-22,25-26,33-34,36-40H,1-7,27-30H2,(H,31,35)(H,32,41)(H,42,43)/p+3/t8-,9-,10+,11-,12+,13+,15+,16-,17+,18+,19+,20+,21+,22+,25+,26-/m0/s1
InChIKey YGLNWHGPOZHVMV-BHZFYAMWSA-Q
SMILES [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H](NC(=O)[C@@H](O)CCNC(=O)CC[C@H]([NH3+])C([O-])=O)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)[C@H]([NH3+])[C@@H](O)[C@@H]1O
ChEBI Ontology
Outgoing γ-L-glutamylbutirosin B(3+) (CHEBI:65086) has functional parent neamine(4+) (CHEBI:65076)
γ-L-glutamylbutirosin B(3+) (CHEBI:65086) is a primary ammonium ion (CHEBI:65296)
γ-L-glutamylbutirosin B(3+) (CHEBI:65086) is conjugate acid of γ-L-glutamylbutirosin B (CHEBI:65108)
Incoming γ-L-glutamylbutirosin B (CHEBI:65108) is conjugate base of γ-L-glutamylbutirosin B(3+) (CHEBI:65086)
IUPAC Name
(2R)-2-ammonio-5-{[(3S)-4-{[(1R,2S,3R,4R,5S)-5-ammonio-4-[(2,6-diammonio-2,6-dideoxy-α-D-glucopyranosyl)oxy]-2-hydroxy-3-(β-D-ribofuranosyloxy)cyclohexyl]amino}-3-hydroxy-4-oxobutyl]amino}-5-oxopentanoate
Synonym Source
γ-L-glutamyl-butirosin B UniProt
Citation
Llewellyn NM, Li Y, Spencer JB (2007)
Biosynthesis of butirosin: transfer and deprotection of the unique amino acid side chain.
Chemistry & biology 14, 379-386 (Source: SUBMITTER) [PubMed:17462573]
[show Abstract]
Last Modified
13 March 2020