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CHEBI:17658 - tylosin

ChEBI IDCHEBI:17658
ChEBI Nametylosin
Stars
DefinitionA macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups. It is found naturally as a fermentation product of Streptomyces fradiae.
Secondary ChEBI IDsCHEBI:9787, CHEBI:15275, CHEBI:27172, CHEBI:46150
Last Modified4 November 2014
DownloadsMolfile
FormulaC46H77NO17
Net Charge0
Average Mass916.112
Monoisotopic Mass915.51915
SMILESCC[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](N(C)C)[C@H]2O)[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](OC)[C@H]1OC
InChIInChI=1S/C46H77NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1
InChIKeyWBPYTXDJUQJLPQ-VMXQISHHSA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tylosin (CHEBI:17658) has functional parent tylactone (CHEBI:29700)
tylosin (CHEBI:17658) has role allergen (CHEBI:50904)
tylosin (CHEBI:17658) has role bacterial metabolite (CHEBI:76969)
tylosin (CHEBI:17658) has role environmental contaminant (CHEBI:78298)
tylosin (CHEBI:17658) has role xenobiotic (CHEBI:35703)
tylosin (CHEBI:17658) is a aldehyde (CHEBI:17478)
tylosin (CHEBI:17658) is a disaccharide derivative (CHEBI:63353)
tylosin (CHEBI:17658) is a enone (CHEBI:51689)
tylosin (CHEBI:17658) is a leucomycin (CHEBI:25022)
tylosin (CHEBI:17658) is a macrolide antibiotic (CHEBI:25105)
tylosin (CHEBI:17658) is a monosaccharide derivative (CHEBI:63367)
tylosin (CHEBI:17658) is conjugate base of tylosin(1+) (CHEBI:77047)
Incoming Relation(s)
tylosin(1+) (CHEBI:77047) is conjugate acid of tylosin (CHEBI:17658)
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-2,3-di-O-methyl-β-D-allopyranoside
INNs  Source
tylosinChemIDplus
tilosinaChemIDplus
tylosineChemIDplus
tylosinumChemIDplus
Synonyms  Source
TylosinKEGG COMPOUND
TylanChemIDplus
TylocineChemIDplus
Tylosin AChemIDplus
Manual XrefsDatabases
C01457KEGG COMPOUND
TYKPDBeChem
LMPK04000004LIPID MAPS
US2004082524Patent
TYLOSINMetaCyc
HMDB0034108HMDB
D02490KEGG DRUG
TylosinWikipedia
Registry NumbersSources
Reaxys:4651020Reaxys
CAS:1401-69-0KEGG COMPOUND
CAS:1401-69-0ChemIDplus
Citations