Showing metabocard for Tylosin (BMDB0063639)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-12-04 20:29:22 UTC
Update Date2020-06-04 20:42:49 UTC
MCDB ID BMDB0063639
Secondary Accession Numbers
  • BMDB63639
Metabolite Identification
Common NameTylosin
DescriptionTylosin is used in treatment of cattle, swine and mycoplasmas in poultry Tylosin is a macrolide-class antibiotic 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.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
TylanMeSH
Tylosin hydrochlorideMeSH
Tylosin tartrate (salt)MeSH
TylosineMeSH
Tartrate, tylosinMeSH
Tylosin tartrateMeSH
Hydrochloride, tylosinMeSH
FradizineMeSH
Corvel-tylocineHMDB
DehydrorelomycinHMDB
elanco-mHMDB
FrazidineHMDB
norco T-2HMDB
ParkenovaHMDB
TylonHMDB
TylosinMeSH
Chemical FormulaC46H77NO17
Average Molecular Weight916.1001
Monoisotopic Molecular Weight915.519150043
IUPAC Name2-[(11E,13E)-6-({5-[(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy]-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl}oxy)-16-ethyl-4-hydroxy-15-{[(5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl)oxy]methyl}-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
Traditional Name2-[(11E,13E)-6-({5-[(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy]-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl}oxy)-16-ethyl-4-hydroxy-15-{[(5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl)oxy]methyl}-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
CAS Registry Number1401-69-0
SMILES
CCC1OC(=O)CC(O)C(C)C(OC2OC(C)C(OC3CC(C)(O)C(O)C(C)O3)C(C2O)N(C)C)C(CC=O)CC(C)C(=O)\C=C\C(\C)=C\C1COC1OC(C)C(O)C(OC)C1OC
InChI Identifier
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+
InChI KeyWBPYTXDJUQJLPQ-LLMNDNAOSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAminoglycosides
Alternative Parents
Substituents
  • Aminoglycoside core
  • Macrolide
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Oxane
  • Alpha-hydrogen aldehyde
  • Tertiary alcohol
  • 1,2-aminoalcohol
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Cyclic ketone
  • Secondary alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Acetal
  • Organoheterocyclic compound
  • Ether
  • Monocarboxylic acid or derivatives
  • Dialkyl ether
  • Oxacycle
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Aldehyde
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point131 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.005 mg/mL at 25 °CNot Available
LogP1.63Not Available
Predicted Properties
PropertyValueSource
logP1.46ALOGPS
logP2.32ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.45ChemAxon
pKa (Strongest Basic)7.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area238.67 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity232.21 m³·mol⁻¹ChemAxon
Polarizability98.82 ųChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dj-0981080686-b55a1155803a66b21a132017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1500192030-26b62428a4b5cb8996912017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-5300090100-13d7422257d01f00b74e2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0301000196-ce9ae9d224dad12ba4462021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03ka-3900030482-eb51ac617d0c89ec92b92021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-6409071031-8aea06aa6faeab4d5fdb2021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-0100190762-470bea8fef78f920d2b42017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-008a-1200490300-d317b82ba97107fcfb362017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059t-1800590010-9c2e267d4192bf0461ad2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0101011379-688871723cabd3ef4fc82021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0102040193-64d948930b3ff5335ca82021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avj-1900130000-eec2f3b7d123d62b59542021-09-25View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified0.0599 uM
  • Cristina Juan, Ju...
 details
HMDB IDHMDB0034108
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012374
KNApSAcK IDC00018311
Chemspider ID4865403
KEGG Compound IDC01457
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTylosin
METLIN IDNot Available
PubChem Compound6260974
PDB IDNot Available
ChEBI ID17658
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Cristina Juan, Juan Carlos Moltó, Jordi Mañes, Guillermina Font (2010). Cristina Juan, Juan Carlos Moltó, Jordi Mañes, Guillermina Font. Determination of macrolide and lincosamide antibiotics by pressurised liquid extraction and liquid chromatography-tandem mass spectrometry in meat and milk. Volume 21, Issue 12, Supplement, December 2010, Pages 1703-1709. Food Control.