CHEBI:17371 - macrocin

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ChEBI Name macrocin
ChEBI ID CHEBI:17371
Definition A macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14551, CHEBI:6626, CHEBI:25104
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Formula C45H75NO17
Net Charge 0
Average Mass 902.07350
Monoisotopic Mass 901.50350
InChI InChI=1S/C45H75NO17/c1-12-32-29(21-57-44-41(56-11)38(53)36(51)25(5)59-44)17-22(2)13-14-30(48)23(3)18-28(15-16-47)39(24(4)31(49)19-33(50)61-32)63-43-37(52)35(46(9)10)40(26(6)60-43)62-34-20-45(8,55)42(54)27(7)58-34/h13-14,16-17,23-29,31-32,34-44,49,51-55H,12,15,18-21H2,1-11H3/b14-13+,22-17+/t23-,24+,25-,26-,27+,28+,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41-,42+,43+,44-,45-/m1/s1
InChIKey UFUYRGNJTFAODM-HQCAVAADSA-N
SMILES CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(\C)=C\[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1OC
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via leucomycin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing macrocin (CHEBI:17371) has functional parent tylactone (CHEBI:29700)
macrocin (CHEBI:17371) has role bacterial metabolite (CHEBI:76969)
macrocin (CHEBI:17371) is a aldehyde (CHEBI:17478)
macrocin (CHEBI:17371) is a disaccharide derivative (CHEBI:63353)
macrocin (CHEBI:17371) is a enone (CHEBI:51689)
macrocin (CHEBI:17371) is a leucomycin (CHEBI:25022)
macrocin (CHEBI:17371) is a macrolide antibiotic (CHEBI:25105)
macrocin (CHEBI:17371) is a monosaccharide derivative (CHEBI:63367)
macrocin (CHEBI:17371) is conjugate base of macrocin(1+) (CHEBI:76820)
Incoming macrocin(1+) (CHEBI:76820) is conjugate acid of macrocin (CHEBI:17371)
IUPAC Name
[(2R,3R,4E,6E,9R,11R,12S,13S,14R)-12-[3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-3-(dimethylamino)-β-D-glucopyranosyloxy]-2-ethyl-14-hydroxy-5,9,13-trimethyl-8,16-dioxo-11-(2-oxoethyl)oxacyclohexadeca-4,6-dien-3-yl]methyl 6-deoxy-2-O-methyl-β-D-allopyranoside
Synonyms Sources
3(sup C)-O-Demethyltylosin ChemIDplus
Macrocin KEGG COMPOUND
Tylosin C ChemIDplus
Tylosin C KEGG COMPOUND
Manual Xrefs Databases
C00018716 KNApSAcK
C00744 KEGG COMPOUND
Macrocin Wikipedia
View more database links
Registry Numbers Types Sources
11049-15-3 CAS Registry Number KEGG COMPOUND
11049-15-3 CAS Registry Number ChemIDplus
6468979 Beilstein Registry Number ChemIDplus
6468979 Reaxys Registry Number Reaxys
Last Modified
14 April 2015