CHEBI:17658 - tylosin

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ChEBI Name tylosin
ChEBI ID CHEBI:17658
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46150, CHEBI:15275, CHEBI:27172, CHEBI:9787
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Formula C46H77NO17
Net Charge 0
Average Mass 916.10010
Monoisotopic Mass 915.519
InChI InChI=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
InChIKey WBPYTXDJUQJLPQ-VMXQISHHSA-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](OC)[C@H]1OC
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via leucomycin )
allergen
A chemical compound 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.
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 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 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 Sources
tilosina ChemIDplus
tylosin ChemIDplus
tylosine ChemIDplus
tylosinum ChemIDplus
Synonyms Sources
Tylan ChemIDplus
Tylocine ChemIDplus
Tylosin KEGG COMPOUND
Tylosin A ChemIDplus
Manual Xrefs Databases
C01457 KEGG COMPOUND
D02490 KEGG DRUG
HMDB0034108 HMDB
LMPK04000004 LIPID MAPS
TYK PDBeChem
Tylosin Wikipedia
TYLOSIN MetaCyc
US2004082524 Patent
View more database links
Registry Numbers Types Sources
1401-69-0 CAS Registry Number KEGG COMPOUND
1401-69-0 CAS Registry Number ChemIDplus
4651020 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18836909 PubMed citation Europe PMC
23013044 PubMed citation Europe PMC
23352520 PubMed citation Europe PMC
23397987 PubMed citation Europe PMC
23398744 PubMed citation Europe PMC
23928021 PubMed citation Europe PMC
23985521 PubMed citation Europe PMC
24063615 PubMed citation Europe PMC
24113548 PubMed citation Europe PMC
24201036 PubMed citation Europe PMC
24270892 PubMed citation Europe PMC
24393633 PubMed citation Europe PMC
7867337 PubMed citation Europe PMC
Last Modified
04 November 2014
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag