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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:51 UTC
HMDB IDHMDB0015067
Secondary Accession Numbers
  • HMDB15067
Metabolite Identification
Common NameTipranavir
DescriptionTipranavir is only found in individuals that have used or taken this drug. It is a sulfonamide-containing dyhydropyrone and a nonpeptidic protease inhibitor that targets the HIV protease. It is administered with ritonavir in combination therapy to treat HIV infections.Tipranavir inhibits the processing of the viral Gag and Gag-Pol polyproteins in HIV-1 infected cells, thus preventing formation of mature virions. Two mechanisms are suggested in regards to the potency of tipranavir: 1. Tipravanir may bind to the active site of the protease enzyme with fewer hydrogen bonds than peptidic protease inhibitors, which results in increased flexibility, allowing it to fit into the active site of the enzyme in viruses that have become resistance to other protease inhibitors. This also enables tipranavir to adjust to amino acid substitutions at the active site. 2. Tipranavir's strong hydrogen bonding interaction with the amide backbone of the protease active site Asp30 may lead to its activity against resistant viruses.
Structure
Data?1582753253
Synonyms
ValueSource
TPVHMDB
N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulphonamideGenerator
Chemical FormulaC31H33F3N2O5S
Average Molecular Weight602.664
Monoisotopic Molecular Weight602.206227481
IUPAC NameN-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide
Traditional Nameaptivus
CAS Registry Number174484-41-4
SMILES
CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1
InChI Identifier
InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36,38H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1
InChI KeyNZPXPXAGXYTROM-FYBSXPHGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassDiarylheptanoids
Sub ClassLinear diarylheptanoids
Direct ParentLinear diarylheptanoids
Alternative Parents
Substituents
  • Linear 1,7-diphenylheptane skeleton
  • Sulfanilide
  • Pyridine-2-sulfonamide
  • Phenylpropane
  • Dihydropyranone
  • Monocyclic benzene moiety
  • Organosulfonic acid amide
  • Benzenoid
  • Pyridine
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Vinylogous ester
  • Vinylogous acid
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Ketene acetal or derivatives
  • Ketone
  • Cyclic ketone
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Alkyl fluoride
  • Alkyl halide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00021 g/LNot Available
LogP6.9Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00021 g/LALOGPS
logP5.71ALOGPS
logP7.81ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)5.96ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area105.59 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity163.56 m³·mol⁻¹ChemAxon
Polarizability61.31 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+227.48330932474
DeepCCS[M-H]-225.58630932474
DeepCCS[M-2H]-258.82530932474
DeepCCS[M+Na]+233.22430932474
AllCCS[M+H]+239.332859911
AllCCS[M+H-H2O]+237.932859911
AllCCS[M+NH4]+240.532859911
AllCCS[M+Na]+240.932859911
AllCCS[M-H]-232.532859911
AllCCS[M+Na-2H]-235.132859911
AllCCS[M+HCOO]-238.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TipranavirCCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O15841.4Standard polar33892256
TipranavirCCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O13825.2Standard non polar33892256
TipranavirCCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O13972.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tipranavir,1TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13808.4Semi standard non polar33892256
Tipranavir,1TMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O13889.8Semi standard non polar33892256
Tipranavir,1TMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O13884.9Semi standard non polar33892256
Tipranavir,2TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13805.9Semi standard non polar33892256
Tipranavir,2TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13685.9Standard non polar33892256
Tipranavir,2TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O14743.6Standard polar33892256
Tipranavir,2TMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13771.5Semi standard non polar33892256
Tipranavir,2TMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13909.9Standard non polar33892256
Tipranavir,2TMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O14655.8Standard polar33892256
Tipranavir,2TMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O13843.5Semi standard non polar33892256
Tipranavir,2TMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O13869.6Standard non polar33892256
Tipranavir,2TMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14877.5Standard polar33892256
Tipranavir,3TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13771.4Semi standard non polar33892256
Tipranavir,3TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O13823.9Standard non polar33892256
Tipranavir,3TMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O14563.6Standard polar33892256
Tipranavir,1TBDMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O13978.8Semi standard non polar33892256
Tipranavir,1TBDMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14067.3Semi standard non polar33892256
Tipranavir,1TBDMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14048.4Semi standard non polar33892256
Tipranavir,2TBDMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14129.5Semi standard non polar33892256
Tipranavir,2TBDMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14051.9Standard non polar33892256
Tipranavir,2TBDMS,isomer #1CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14791.8Standard polar33892256
Tipranavir,2TBDMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14103.9Semi standard non polar33892256
Tipranavir,2TBDMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14351.1Standard non polar33892256
Tipranavir,2TBDMS,isomer #2CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O14671.7Standard polar33892256
Tipranavir,2TBDMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14171.9Semi standard non polar33892256
Tipranavir,2TBDMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14283.4Standard non polar33892256
Tipranavir,2TBDMS,isomer #3CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O14873.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8229270000-596bf0ee34438763294c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (1 TMS) - 70eV, Positivesplash10-01po-5405229000-1fdb1b5902795e4e97e82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tipranavir GC-MS ("Tipranavir,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-20Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 10V, Positive-QTOFsplash10-0fc3-2329435000-8b161c5b43dec5b7d6242017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 20V, Positive-QTOFsplash10-0a4i-2915000000-3450510ad42cdf51646b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 40V, Positive-QTOFsplash10-0006-9803000000-88c9b757103b61b820b12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 10V, Negative-QTOFsplash10-0pb9-0420093000-e07ea9e6e3ce13fce6a02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 20V, Negative-QTOFsplash10-0a4i-0491131000-9be133ee8ba218c4652c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 40V, Negative-QTOFsplash10-000j-4910100000-68f43304d077d485af492017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 10V, Positive-QTOFsplash10-0udi-2000109000-7b162ab71992fa9cc9082021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 20V, Positive-QTOFsplash10-0f6x-7801496000-795a6c06736141d229242021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 40V, Positive-QTOFsplash10-0aor-2911000000-ca162651cff1ff6ea3282021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 10V, Negative-QTOFsplash10-0udi-0000009000-f2dc818653fae19f83bf2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 20V, Negative-QTOFsplash10-0udi-2210389000-b8011d98164d3a7152102021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tipranavir 40V, Negative-QTOFsplash10-0006-2409430000-a5306ead0a49ae4cd0aa2021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00932 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00932 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID58539
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTipranavir
METLIN IDNot Available
PubChem Compound65027
PDB IDNot Available
ChEBI ID404696
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Temesgen Z, Feinberg J: Tipranavir: a new option for the treatment of drug-resistant HIV infection. Clin Infect Dis. 2007 Sep 15;45(6):761-9. Epub 2007 Aug 7. [PubMed:17712762 ]
  2. Luna B, Townsend MU: Tipranavir: the first nonpeptidic protease inhibitor for the treatment of protease resistance. Clin Ther. 2007 Nov;29(11):2309-18. [PubMed:18158073 ]
  3. Doyon L, Tremblay S, Bourgon L, Wardrop E, Cordingley MG: Selection and characterization of HIV-1 showing reduced susceptibility to the non-peptidic protease inhibitor tipranavir. Antiviral Res. 2005 Oct;68(1):27-35. [PubMed:16122817 ]
  4. Authors unspecified: Tipranavir: PNU 140690, tipranivir. Drugs R D. 2006;7(1):55-62. [PubMed:16620137 ]

Enzymes

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Temesgen Z, Feinberg J: Tipranavir: a new option for the treatment of drug-resistant HIV infection. Clin Infect Dis. 2007 Sep 15;45(6):761-9. Epub 2007 Aug 7. [PubMed:17712762 ]
  2. Luna B, Townsend MU: Tipranavir: the first nonpeptidic protease inhibitor for the treatment of protease resistance. Clin Ther. 2007 Nov;29(11):2309-18. [PubMed:18158073 ]
  3. Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
  4. Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
References
  1. Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
  2. Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]
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. Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
  2. Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]