BACTERIAL CATALASE FROM MICROCOCCUS LYSODEIKTICUS (CHEM004787)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:54:50 UTC
Update Date2016-10-28 10:03:49 UTC
Accession NumberCHEM004787
Identification
Common NameBACTERIAL CATALASE FROM MICROCOCCUS LYSODEIKTICUS
ClassSmall Molecule
DescriptionTrimethoprim is a pyrimidine inhibitor of dihydrofolate reductase, it is an antibacterial related to pyrimethamine. The interference with folic acid metabolism may cause a depression of hematopoiesis. It is potentiated by sulfonamides and the trimethoprim-sulfamethoxazole combination is the form most often used. It is sometimes used alone as an antimalarial. Trimethoprim resistance has been reported.
Contaminant Sources
  • EAFUS Chemicals
  • HMDB Contaminants - Urine
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • Suspected Compounds
  • Suspected Compounds - Waste Water
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidineChEBI
5-[(3,4,5-Trimethoxyphenyl)methyl]-2,4-pyrimidinediamineChEBI
ProloprimChEBI
TrimpexChEBI
CO-TrimoxazoleHMDB
Chemical FormulaC14H18N4O3
Average Molecular Mass290.318 g/mol
Monoisotopic Mass290.138 g/mol
CAS Registry Number977050-35-3
IUPAC Name5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
Traditional Nametrimethoprim
SMILESCOC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
InChI IdentifierInChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
InChI KeyIEDVJHCEMCRBQM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Alkyl aryl ether
  • Aminopyrimidine
  • Monocyclic benzene moiety
  • Pyrimidine
  • Imidolactam
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Ether
  • Azacycle
  • Organic oxygen compound
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.62 g/LALOGPS
logP1.26ALOGPS
logP1.28ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)17.33ChemAxon
pKa (Strongest Basic)7.16ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area105.51 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity81.51 m³·mol⁻¹ChemAxon
Polarizability29.71 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-5390000000-e68103f64cbb997e5776Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-5390000000-e68103f64cbb997e5776Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-072c-0390000000-14ead3ead386e06ae454Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03na-2690000000-39babdc7b45a0aa0adf7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0089-0290000000-32000410829186ca112cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0090000000-44ccaa9725303a7db8a4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0090000000-af77a44791c8867aad66Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0190000000-8eb1449e3f800368c863Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-03n9-0190000000-deb1664d211c2227b048Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-077i-0590000000-ae48b54f4879c1551670Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0089-1950000000-5084ea4b328a585b675dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0090000000-fb9fa4e4130917b6e6ffSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0090000000-15d83f92b30f466cd587Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0190000000-f95e0c038a6aa70dc02eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-03na-0190000000-72c88d8f9739c7d29714Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-077i-0590000000-9c0f5662b9713adab9cbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0089-1950000000-8b16041ba3b127d299baSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0089-0290000000-6a16da6c03a03fd87f34Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0090000000-145bf44afce31ab82f64Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0090000000-68ca013641f0c338b3a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-008c-0290000000-d56028ecf88d373b83bdSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03n9-0590000000-15246e14a33089adf87dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-ab604617a206ca211558Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-0190000000-20fc4fb0fdca747b84f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dj-3690000000-0ec38b6068b0db0dfb83Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-8e413946db77cf7ccfeaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1090000000-691ddb4fa4a66277fa2eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-7390000000-a01859f18f535ce1b096Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00440
HMDB IDHMDB0014583
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTrimethoprim
Chemspider ID5376
ChEBI ID45924
PubChem Compound ID5578
Kegg Compound IDC01965
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Brumfitt W, Hamilton-Miller JM: Limitations of and indications for the use of co-trimoxazole. J Chemother. 1994 Feb;6(1):3-11.
2. Brumfitt W, Hamilton-Miller JM: Reassessment of the rationale for the combinations of sulphonamides with diaminopyrimidines. J Chemother. 1993 Dec;5(6):465-9.
3. Johnson JR, Manges AR, O'Bryan TT, Riley LW: A disseminated multidrug-resistant clonal group of uropathogenic Escherichia coli in pyelonephritis. Lancet. 2002 Jun 29;359(9325):2249-51.
4. Felmingham D, Reinert RR, Hirakata Y, Rodloff A: Increasing prevalence of antimicrobial resistance among isolates of Streptococcus pneumoniae from the PROTEKT surveillance study, and compatative in vitro activity of the ketolide, telithromycin. J Antimicrob Chemother. 2002 Sep;50 Suppl S1:25-37.
5. Bean DC, Livermore DM, Papa I, Hall LM: Resistance among Escherichia coli to sulphonamides and other antimicrobials now little used in man. J Antimicrob Chemother. 2005 Nov;56(5):962-4. Epub 2005 Sep 8.
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=10423629
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=10969053
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=11051625
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=14629008
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=15203044
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=16311012
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=18816075
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25111783
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25361939
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26546758
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=26566149
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=26942256
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=26987772
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=28166217
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=7602118
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=8911701