Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:35 UTC
HMDB IDHMDB0014350
Secondary Accession Numbers
  • HMDB14350
Metabolite Identification
Common NamePyrimethamine
DescriptionPyrimethamine is only found in individuals that have used or taken this drug. It is one of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis. [PubChem]Pyrimethamine inhibits the dihydrofolate reductase of plasmodia and thereby blocks the biosynthesis of purines and pyrimidines, which are essential for DNA synthesis and cell multiplication. This leads to failure of nuclear division at the time of schizont formation in erythrocytes and liver.
Structure
Data?1582753168
Synonyms
ValueSource
2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidineChEBI
2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidineChEBI
2,4-Diamino-5-chlorophenyl-6-ethylpyrimidineChEBI
5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidineChEBI
5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidineChEBI
5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamineChEBI
CDChEBI
ChloridineChEBI
ChloridynChEBI
DiaminopyritaminChEBI
EthylpyrimidineChEBI
PirimetaminaChEBI
PrimethamineChEBI
PyrimethaminumChEBI
DaraprimKegg
ChloridinHMDB
PirimetaminHMDB
PyremethamineHMDB
PyrimethaminHMDB
Glaxo wellcome brand OF pyrimethamineHMDB
GlaxoSmithKline brand OF pyrimethamineHMDB
TindurineHMDB
Aventis brand OF pyrimethamineHMDB
Wellcome brand OF pyrimethamineHMDB
MalocideHMDB
Chemical FormulaC12H13ClN4
Average Molecular Weight248.711
Monoisotopic Molecular Weight248.082874143
IUPAC Name5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
Traditional Namepyrimethamine
CAS Registry Number58-14-0
SMILES
CCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
InChI KeyWKSAUQYGYAYLPV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminopyrimidines and derivatives. These are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentAminopyrimidines and derivatives
Alternative Parents
Substituents
  • Aminopyrimidine
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Hydropyrimidine
  • Benzenoid
  • Heteroaromatic compound
  • Azacycle
  • Organochloride
  • Organohalogen compound
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Primary amine
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point233.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.18 g/LNot Available
LogP2.7Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available155.779http://allccs.zhulab.cn/database/detail?ID=AllCCS00000988
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.62ALOGPS
logP2.75ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)17.22ChemAxon
pKa (Strongest Basic)7.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area77.82 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71.54 m³·mol⁻¹ChemAxon
Polarizability25.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+160.98630932474
DeepCCS[M-H]-158.6130932474
DeepCCS[M-2H]-191.49630932474
DeepCCS[M+Na]+167.06230932474
AllCCS[M+H]+155.032859911
AllCCS[M+H-H2O]+151.032859911
AllCCS[M+NH4]+158.632859911
AllCCS[M+Na]+159.732859911
AllCCS[M-H]-156.532859911
AllCCS[M+Na-2H]-156.632859911
AllCCS[M+HCOO]-156.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PyrimethamineCCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C13595.7Standard polar33892256
PyrimethamineCCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C12199.3Standard non polar33892256
PyrimethamineCCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C12284.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pyrimethamine,1TMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12395.8Semi standard non polar33892256
Pyrimethamine,1TMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12114.0Standard non polar33892256
Pyrimethamine,1TMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C13446.8Standard polar33892256
Pyrimethamine,1TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12423.7Semi standard non polar33892256
Pyrimethamine,1TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12099.4Standard non polar33892256
Pyrimethamine,1TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C13481.7Standard polar33892256
Pyrimethamine,2TMS,isomer #1CCC1=NC(N[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12394.1Semi standard non polar33892256
Pyrimethamine,2TMS,isomer #1CCC1=NC(N[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12194.4Standard non polar33892256
Pyrimethamine,2TMS,isomer #1CCC1=NC(N[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C13276.2Standard polar33892256
Pyrimethamine,2TMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12326.7Semi standard non polar33892256
Pyrimethamine,2TMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12315.1Standard non polar33892256
Pyrimethamine,2TMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C13280.3Standard polar33892256
Pyrimethamine,2TMS,isomer #3CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12362.6Semi standard non polar33892256
Pyrimethamine,2TMS,isomer #3CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12294.0Standard non polar33892256
Pyrimethamine,2TMS,isomer #3CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C13236.0Standard polar33892256
Pyrimethamine,3TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12388.5Semi standard non polar33892256
Pyrimethamine,3TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12363.8Standard non polar33892256
Pyrimethamine,3TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12970.5Standard polar33892256
Pyrimethamine,3TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12385.5Semi standard non polar33892256
Pyrimethamine,3TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12346.8Standard non polar33892256
Pyrimethamine,3TMS,isomer #2CCC1=NC(N[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C13044.1Standard polar33892256
Pyrimethamine,4TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12451.5Semi standard non polar33892256
Pyrimethamine,4TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12518.6Standard non polar33892256
Pyrimethamine,4TMS,isomer #1CCC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1C1=CC=C(Cl)C=C12799.1Standard polar33892256
Pyrimethamine,1TBDMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12560.2Semi standard non polar33892256
Pyrimethamine,1TBDMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12336.5Standard non polar33892256
Pyrimethamine,1TBDMS,isomer #1CCC1=NC(N)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13466.6Standard polar33892256
Pyrimethamine,1TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12580.3Semi standard non polar33892256
Pyrimethamine,1TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12315.3Standard non polar33892256
Pyrimethamine,1TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C13474.8Standard polar33892256
Pyrimethamine,2TBDMS,isomer #1CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12748.4Semi standard non polar33892256
Pyrimethamine,2TBDMS,isomer #1CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12649.1Standard non polar33892256
Pyrimethamine,2TBDMS,isomer #1CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13329.3Standard polar33892256
Pyrimethamine,2TBDMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12712.8Semi standard non polar33892256
Pyrimethamine,2TBDMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12700.0Standard non polar33892256
Pyrimethamine,2TBDMS,isomer #2CCC1=NC(N)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13312.0Standard polar33892256
Pyrimethamine,2TBDMS,isomer #3CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12727.7Semi standard non polar33892256
Pyrimethamine,2TBDMS,isomer #3CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C12661.6Standard non polar33892256
Pyrimethamine,2TBDMS,isomer #3CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N)=C1C1=CC=C(Cl)C=C13253.3Standard polar33892256
Pyrimethamine,3TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12947.3Semi standard non polar33892256
Pyrimethamine,3TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12959.1Standard non polar33892256
Pyrimethamine,3TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13173.9Standard polar33892256
Pyrimethamine,3TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12958.9Semi standard non polar33892256
Pyrimethamine,3TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C12947.6Standard non polar33892256
Pyrimethamine,3TBDMS,isomer #2CCC1=NC(N[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13226.9Standard polar33892256
Pyrimethamine,4TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13178.8Semi standard non polar33892256
Pyrimethamine,4TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13222.2Standard non polar33892256
Pyrimethamine,4TBDMS,isomer #1CCC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C1=CC=C(Cl)C=C13090.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Pyrimethamine CI-B (Non-derivatized)splash10-0002-0090000000-4e966bed391e234a23e32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyrimethamine CI-B (Non-derivatized)splash10-0002-0090000000-4e966bed391e234a23e32018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyrimethamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-01pk-0290000000-f67f41257c448ad0d8402017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyrimethamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-2590000000-6434b6f0181741b3ca412014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine LC-ESI-QTOF , positive-QTOFsplash10-0002-0090000000-a146b85d59fc9835ed4c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine LC-ESI-QTOF , positive-QTOFsplash10-0002-0090000000-84e4cea277c64351f21b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine LC-ESI-QTOF , positive-QTOFsplash10-0002-0190000000-d931593de00f33f045872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine LC-ESI-QTOF , positive-QTOFsplash10-0059-0980000000-a232e355dd50976aea072017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine LC-ESI-QTOF , positive-QTOFsplash10-005a-0920000000-7d48f7cfecbd7823803a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine , positive-QTOFsplash10-0002-0290000000-b6d3f56ade24c0e6984c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine , positive-QTOFsplash10-0002-0290000000-415b60a9caab352df1842017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine , positive-QTOFsplash10-0032-2960000000-583d00b81182f34e5a942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 20V, Positive-QTOFsplash10-0002-0090000000-84e4cea277c64351f21b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 10V, Positive-QTOFsplash10-0002-0090000000-a146b85d59fc9835ed4c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 40V, Positive-QTOFsplash10-0059-0980000000-a232e355dd50976aea072021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 30V, Positive-QTOFsplash10-0002-0190000000-d931593de00f33f045872021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 30V, Positive-QTOFsplash10-0002-0090000000-a5bd8cb5be16b08fe3522021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 45V, Positive-QTOFsplash10-0002-0090000000-ec976a2cca417c4abd832021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 15V, Positive-QTOFsplash10-0002-0090000000-142231cbd9fb9d4cd7ca2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 50V, Positive-QTOFsplash10-005a-0920000000-7d48f7cfecbd7823803a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 90V, Positive-QTOFsplash10-005a-0910000000-74228f82abe0906b09dd2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 30V, Positive-QTOFsplash10-0002-0190000000-2277a786baa63a6f391c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 50V, Positive-QTOFsplash10-005a-0920000000-aacf5c362f2e7330e3642021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 90V, Positive-QTOFsplash10-005a-0910000000-d01f0a8b6058c27129212021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 40V, Positive-QTOFsplash10-0059-0980000000-f3fae500644ff74973de2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 75V, Positive-QTOFsplash10-0059-0950000000-ef36c55d4c28769d604f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyrimethamine 60V, Positive-QTOFsplash10-0032-0590000000-60880dda788d5075e6822021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrimethamine 10V, Negative-QTOFsplash10-0002-0090000000-7cec7981debaccce56c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrimethamine 20V, Negative-QTOFsplash10-0002-1190000000-3e6ac4ed3d93347562162016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00205 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00205 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00205
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4819
KEGG Compound IDC07391
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPyrimethamine
METLIN IDNot Available
PubChem Compound4993
PDB IDCP6
ChEBI ID8673
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sirichaiwat C, Intaraudom C, Kamchonwongpaisan S, Vanichtanankul J, Thebtaranonth Y, Yuthavong Y: Target guided synthesis of 5-benzyl-2,4-diamonopyrimidines: their antimalarial activities and binding affinities to wild type and mutant dihydrofolate reductases from Plasmodium falciparum. J Med Chem. 2004 Jan 15;47(2):345-54. [PubMed:14711307 ]
  2. Gatton ML, Martin LB, Cheng Q: Evolution of resistance to sulfadoxine-pyrimethamine in Plasmodium falciparum. Antimicrob Agents Chemother. 2004 Jun;48(6):2116-23. [PubMed:15155209 ]

Enzymes

General function:
Involved in dihydrofolate reductase activity
Specific function:
Key enzyme in folate metabolism. Contributes to the de novo mitochondrial thymidylate biosynthesis pathway. Catalyzes an essential reaction for de novo glycine and purine synthesis, and for DNA precursor synthesis. Binds its own mRNA and that of DHFRL1.
Gene Name:
DHFR
Uniprot ID:
P00374
Molecular weight:
21452.61
References
  1. Rastelli G, Pacchioni S, Parenti MD: Structure of Plasmodium vivax dihydrofolate reductase determined by homology modeling and molecular dynamics refinement. Bioorg Med Chem Lett. 2003 Oct 6;13(19):3257-60. [PubMed:12951104 ]
  2. Fidock DA, Wellems TE: Transformation with human dihydrofolate reductase renders malaria parasites insensitive to WR99210 but does not affect the intrinsic activity of proguanil. Proc Natl Acad Sci U S A. 1997 Sep 30;94(20):10931-6. [PubMed:9380737 ]
  3. Wooden JM, Hartwell LH, Vasquez B, Sibley CH: Analysis in yeast of antimalaria drugs that target the dihydrofolate reductase of Plasmodium falciparum. Mol Biochem Parasitol. 1997 Mar;85(1):25-40. [PubMed:9108546 ]
  4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular weight:
55627.365
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular weight:
55768.94
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular weight:
55824.275
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]