Structure via PubChem · Public domain (PubChem)
tylosin
Sign in to saveAlso known as Tylosin A, Tylocine, Tylan
Tylosin is a macrolide antibiotic and bacteriostatic feed additive used in veterinary medicine. It has a broad spectrum of activity against Gram-positive organisms and a limited range of Gram-negative organisms. It is found naturally as a fermentation product of Streptomyces fradiae.
Chemical data
- Formula
- C46H77NO17
- Molecular weight
- 916.1 g/mol
- IUPAC name
- 2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
- SMILES
- CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
- InChIKey
- WBPYTXDJUQJLPQ-VMXQISHHSA-N
- XLogP
- 1
- Polar surface area
- 239 Ų
- H-bond donors
- 5
- H-bond acceptors
- 18
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,504 papers- The tylosin-biosynthetic genes of Streptomyces fradiae.Antonie van Leeuwenhoek · 2001
- The effect of tylosin on antimicrobial resistance in beef cattle enteric bacteria: A systematic review and meta-analysis.Preventive veterinary medicine · 2020
- Efficient degradation of tylosin by Klebsiella oxytoca TYL-T1.The Science of the total environment · 2022
- Anti-Toxoplasma gondii effect of tylosin in vitro and in vivo.Parasites & vectors · 2024
- Tylosin exposure reduces the susceptibility of Salmonella Typhimurium to florfenicol and tetracycline.BMC veterinary research · 2020
via PubMed
Wikidata facts
- Mass
- 915.519
Show 7 more facts
- Commons category
- Tylosin
- chemical formula
- C₄₆H₇₇NO₁₇
- canonical SMILES
- CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)C)COC4C(C(C(C(O4)C)O)OC)OC
- isomeric SMILES
- CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
- World Health Organisation international non-proprietary name
- tylosin
- subject has role
- antibiotic
- medical condition treated
- diphtheria
via Wikidata · CC0
~6 min read
Encyclopedic overview
9 sectionsContents
- Mode of action
- Spectrum of activity
- Clinical use
- Available forms
- Composition
- Precautions and contraindications
- Drug interactions
- See also
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 409090936 | 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-glucopyranosyl]oxy}-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 | image = Tylosin structure.svg | image_class = skin-invert-image
| tradename = Tylocine, Tylan | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “tylosin” article, available under the CC BY-SA 4.0 licence.