Roxithromycin (CED0004739)

Record Information
Version1.0
Creation Date2016-05-22 04:30:34 UTC
Update Date2026-08-22 14:17:47 UTC
Accession NumberCHEM017642
Identification
Common NameRoxithromycin
ClassSmall Molecule
Description
Roxithromycin belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. With an average molecular weight of 837.05 g/mol, Roxithromycin is a heavy molecule. Its chemical formula is C41H76N2O15. The compound is identified as an antibiotic and is recorded as being found in or released from 20 different sources. These sources include healthcare, pharmaceuticals, and veterinary products. In the food, food processing, and cookware sector, it is associated with the processing of fish and the preparation of vinegar. It is also found in drinking water and water supply. Within household cleaning and consumer products, it is linked to tobacco pipes and pipe accessories. In building and construction, it is recorded in relation to tents or canopies, roofs, and sunshades awnings or outside screens. Additionally, it is found in electrical and electronic equipment, including amplifiers, antennas, auxiliary devices, electric hearing aids, and colour television systems, among six other sources. Exposure to Roxithromycin occurs through oral and inhalation routes. At the molecular level, the compound interacts with two recorded protein targets. It acts as an inhibitor of the large ribosomal subunit protein uL10 (rplJ) and interacts with the ATP-dependent translocase ABCB1.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
9-[O-(2-Methoxyethoxymethyl)-oxime] OF erythromycinChEBI
1a Brand OF roxithromycinHMDB
Hoechst brand OF roxithromycinHMDB
Knoll brand OF roxithromycinHMDB
MIP brand OF roxithromycinHMDB
MacrosilHMDB
Roxi basicsHMDB
Roxi-paed 1a pharmaHMDB
RoxibetaHMDB
Wolff brand OF roxithromycinHMDB
Basics brand OF roxithromycinHMDB
Faes brand OF roxithromycinHMDB
Hexal brand OF roxithromycinHMDB
InfectoroxitHMDB
RotesanHMDB
Roxi tadHMDB
Roxi-QHMDB
Roxi-saarHMDB
RoxigrünHMDB
Roxithromycin hexal brandHMDB
Betapharm brand OF roxithromycinHMDB
RoxiduraHMDB
Aventis brand OF roxithromycinHMDB
BiaxsigHMDB
Juta brand OF roxithromycinHMDB
Merck dura brand OF roxithromycinHMDB
Roxi-wolffHMDB
RoxigammaHMDB
RulidHMDB
TAD brand OF roxithromycinHMDB
Wörwag brand OF roxithromycinHMDB
Alpharma brand OF roxithromycinHMDB
ClaramidHMDB
Grünenthal brand OF roxithromycinHMDB
Infectopharm brand OF roxithromycinHMDB
Lichtenstein brand OF roxithromycinHMDB
MTW Brand OF roxithromycinHMDB
MTW-RoxithromycinHMDB
Medeva brand OF roxithromycinHMDB
Pfizer brand OF roxithromycinHMDB
RotraminHMDB
Roxi 1a pharmaHMDB
Roxi-purenHMDB
RoxihexalHMDB
Roxithro-lichHMDB
RulideHMDB
Sigma brand OF roxithromycinHMDB
CT-Arzneimittel brand OF roxithromycinHMDB
Roxi von CTHMDB
Chemical FormulaC41H76N2O15
Average Molecular Mass837.047 g/mol
Monoisotopic Mass836.525 g/mol
CAS Registry Number80214-83-1
IUPAC Name(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-10-(2,4,7-trioxa-1-azaoctan-1-ylidene)-1-oxacyclotetradecan-2-one
Traditional Nameroxiβ
SMILESCC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=NOCOCCOC)[C@H](C)[C@@H](O)[C@]1(C)O
InChI IdentifierInChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
InChI KeyRXZBMPWDPOLZGW-HITVVWEBSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Alkylhydrazine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Hydrazine derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP2.9ALOGPS
logP3ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.45ChemAxon
pKa (Strongest Basic)9.08ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area216.89 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity211.24 m³·mol⁻¹ChemAxon
Polarizability91.84 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-3911000000-4cbf211b5d9e86f931c0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xr-0000493040-58979c13aa08aabece66Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0000090010-6a8aec8cf2250a61f51eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00fr-0000095000-b6d63d80187aeea8a81fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0000159000-4d5697a33fe979ce33e3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-2911101000-e3794cff943215a188cbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-3911000000-4cbf211b5d9e86f931c0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-9291d800e28196af2421Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-056r-0800019000-de0949e221fc1b957fc8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-9400000000-6a952d97276edb4b15ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-9100000000-4587d24b0c13c9b2adedNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-eb3beb1e462ffecb8970Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-9000000000-1084d21308a55dd8da00Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-9000000000-6c3d2ecba29015d528a3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00fr-0000095000-b6d63d80187aeea8a81fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-9000000000-2d83c8dc4047e748f8c1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01s9-5100029140-40e43637a280a4eb46aaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2200095000-16b1ef7907f8808065a2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006x-9100160000-85b185754c8ef3a49170Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-2500069830-f89e7f69e1091b4b9b7dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dj-5400089510-c2329a0e31fc4cd9d425Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3200096100-351f99c960e0a3fb10daNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0000000490-a5cea0c54f2de2b57bc2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bvi-8900014460-57d3c795b0641e146204Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9600000000-a2f0b281a66db810ca71Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-1000001290-db4a22edbd101ed6a947Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01bi-2900000450-bbe4a81d359620254ef8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9200000110-b7bd1f4aaad9cee62a0bNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
1135.0Log mg/kg[640:2000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
499RoofsBuilding & ConstructionNot Available
502Sunshades Awnings Or Outside ScreensBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
509Colour Television SystemsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
533Sparking PlugsElectrical & Electronic EquipmentNot Available
535Superconducting Magnets And Superconducting CoilsElectrical & Electronic EquipmentNot Available
536Superconductive Or Hyperconductive Conductors Cables Or Transmission LinesElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
584BuoysMarine, shipping & aquacultureNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
Pathways
3 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)0.467095
Click to view 3D structureMotilin receptorA5A4K8Oryctolagus cuniculusPredicted (SEA)0.389246
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)42.0386
Solute carrier organic anion transporter family member 1B1 structureClick to view 3D structureSolute carrier organic anion transporter family member 1B1Q9Y6L6HumansPredicted (SEA)3.50322
Solute carrier organic anion transporter family member 1B3 structureClick to view 3D structureSolute carrier organic anion transporter family member 1B3Q9NPD5HumansPredicted (SEA)2.72472
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)347.052
Motilin receptor structureClick to view 3D structureMotilin receptorO43193HumansPredicted (SEA)1.01204
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)112.025
ATP-dependent translocase ABCB1 structureClick to view 3D structureATP-dependent translocase ABCB1P08183HumansPredicted (SEA)416.649
DIS3-like exonuclease 2 structureClick to view 3D structureDIS3-like exonuclease 2Q8IYB7HumansPredicted (SEA)0.389246
G-protein coupled receptor 35 structureClick to view 3D structureG-protein coupled receptor 35Q9HC97HumansPredicted (SEA)1232.04
Click to view 3D structureATP synthase subunit beta, mitochondrialP00830Saccharomyces cerevisiae S288cPredicted (SEA)0.389246
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)3232.69
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)7408.21
Histone deacetylase 8 structureClick to view 3D structureHistone deacetylase 8Q9BY41HumansPredicted (SEA)7234.53
DNA topoisomerase 2-alpha structureClick to view 3D structureDNA topoisomerase 2-alphaP11388HumansPredicted (SEA)2082.86
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoformP42336HumansPredicted (SEA)7389.99
Inhibitor of nuclear factor kappa-B kinase subunit beta structureClick to view 3D structureInhibitor of nuclear factor kappa-B kinase subunit betaO14920HumansPredicted (SEA)7445.73
Click to view 3D structureNeurogenic locus notch homolog protein 1Q01705Mus musculusPredicted (SEA)42.35
Dual specificity mitogen-activated protein kinase kinase 1 structureClick to view 3D structureDual specificity mitogen-activated protein kinase kinase 1Q02750HumansPredicted (SEA)7515.49
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)7670.8
Tyrosine-protein kinase BTK structureClick to view 3D structureTyrosine-protein kinase BTKQ06187HumansPredicted (SEA)7569.12
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoformO00329HumansPredicted (SEA)7399.57
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformP48736HumansPredicted (SEA)7380.57
Click to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoformP42338HumansPredicted (SEA)7344.06
Concentrations
StatusValueUnitSample LocationReference
Detected and Quantified1100ng/LBioggio,Lugano
Detected and Quantified21ng/LVernier,Aïre
External Links
DrugBank IDDB00778
HMDB IDHMDB0014916
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDROX
Wikipedia LinkRoxithromycin
Chemspider ID5291557
ChEBI ID48844
PubChem Compound ID6915744
Kegg Compound IDC13173
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Gentry LO: Roxithromycin, a new macrolide antibiotic, in the treatment of infections in the lower respiratory tract: an overview. J Antimicrob Chemother. 1987 Nov;20 Suppl B:145-52.
2. South African Electronic Package Inserts: http://home.intekom.com/pharm/hmr/rulide.html