Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2023-02-21 17:18:23 UTC
HMDB IDHMDB0015086
Secondary Accession Numbers
  • HMDB15086
Metabolite Identification
Common NameIsoniazid
DescriptionIsoniazid is only found in individuals that have used or taken this drug. It is an antibacterial agent used primarily as a tuberculostatic. It remains the treatment of choice for tuberculosis. [PubChem]Isoniazid is a prodrug and must be activated by bacterial catalase. Specficially, activation is associated with reduction of the mycobacterial ferric KatG catalase-peroxidase by hydrazine and reaction with oxygen to form an oxyferrous enzyme complex. Once activated, isoniazid inhibits the synthesis of mycoloic acids, an essential component of the bacterial cell wall. At therapeutic levels isoniazid is bacteriocidal against actively growing intracellular and extracellular Mycobacterium tuberculosis organisms. Specifically isoniazid inhibits InhA, the enoyl reductase from Mycobacterium tuberculosis, by forming a covalent adduct with the NAD cofactor. It is the INH-NAD adduct that acts as a slow, tight-binding competitive inhibitor of InhA.
Structure
Data?1676999903
Synonyms
ValueSource
4-PyridinecarbohydrazideChEBI
Isonicotinic acid hydrazideChEBI
Isonicotinic hydrazideChEBI
IsonicotinohydrazideChEBI
IsonicotinoylhydrazideChEBI
IsonicotinsaeurehydrazidChEBI
Pyridine-4-carboxylic acid hydrazideChEBI
LaniazidKegg
Isonicotinate hydrazideGenerator
Pyridine-4-carboxylate hydrazideGenerator
HIAHMDB
HydrazidHMDB
HydrazideHMDB
INHHMDB
IsohydrazideHMDB
IsonicotinhydrazidHMDB
Isonicotinoyl hydrazideHMDB
Isonicotinyl hydrazideHMDB
Isonicotinyl hydrazineHMDB
IsonicotinylhydrazineHMDB
Hydrazide, isonicotinic acidHMDB
IsonexHMDB
TubazideHMDB
Vanillylidenehydrazide, isonicotinic acidHMDB
Acid vanillylidenehydrazide, isonicotinicHMDB
Isonicotinic acid vanillylidenehydrazideHMDB
FtivazideHMDB
PhthivazideHMDB
PhthivazidHMDB
IsoniazidChEBI
Chemical FormulaC6H7N3O
Average Molecular Weight137.1393
Monoisotopic Molecular Weight137.058911861
IUPAC Namepyridine-4-carbohydrazide
Traditional Nameisoniazid
CAS Registry Number54-85-3
SMILES
NNC(=O)C1=CC=NC=C1
InChI Identifier
InChI=1S/C6H7N3O/c7-9-6(10)5-1-3-8-4-2-5/h1-4H,7H2,(H,9,10)
InChI KeyQRXWMOHMRWLFEY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinecarboxylic acids and derivatives. Pyridinecarboxylic acids and derivatives are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pyridine carboxylic acid or derivatives
  • Heteroaromatic compound
  • Carboxylic acid hydrazide
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point171.4 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility34.9 g/LNot Available
LogP-0.8Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available125.559http://allccs.zhulab.cn/database/detail?ID=AllCCS00000998
Predicted Molecular Properties
PropertyValueSource
Water Solubility34.9 g/LALOGPS
logP-0.71ALOGPS
logP-0.69ChemAxon
logS-0.59ALOGPS
pKa (Strongest Acidic)13.61ChemAxon
pKa (Strongest Basic)3.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.01 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.46 m³·mol⁻¹ChemAxon
Polarizability13.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.53831661259
DarkChem[M-H]-125.6231661259
DeepCCS[M+H]+127.0730932474
DeepCCS[M-H]-123.86130932474
DeepCCS[M-2H]-160.83930932474
DeepCCS[M+Na]+136.16730932474
AllCCS[M+H]+129.632859911
AllCCS[M+H-H2O]+125.032859911
AllCCS[M+NH4]+134.032859911
AllCCS[M+Na]+135.332859911
AllCCS[M-H]-125.632859911
AllCCS[M+Na-2H]-127.332859911
AllCCS[M+HCOO]-129.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoniazidNNC(=O)C1=CC=NC=C12453.2Standard polar33892256
IsoniazidNNC(=O)C1=CC=NC=C11538.8Standard non polar33892256
IsoniazidNNC(=O)C1=CC=NC=C11491.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoniazid,1TMS,isomer #1C[Si](C)(C)NNC(=O)C1=CC=NC=C11675.9Semi standard non polar33892256
Isoniazid,1TMS,isomer #1C[Si](C)(C)NNC(=O)C1=CC=NC=C11702.5Standard non polar33892256
Isoniazid,1TMS,isomer #1C[Si](C)(C)NNC(=O)C1=CC=NC=C12165.2Standard polar33892256
Isoniazid,1TMS,isomer #2C[Si](C)(C)N(N)C(=O)C1=CC=NC=C11551.1Semi standard non polar33892256
Isoniazid,1TMS,isomer #2C[Si](C)(C)N(N)C(=O)C1=CC=NC=C11687.6Standard non polar33892256
Isoniazid,1TMS,isomer #2C[Si](C)(C)N(N)C(=O)C1=CC=NC=C12411.8Standard polar33892256
Isoniazid,2TMS,isomer #1C[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C1734.2Semi standard non polar33892256
Isoniazid,2TMS,isomer #1C[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C1767.8Standard non polar33892256
Isoniazid,2TMS,isomer #1C[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C2093.8Standard polar33892256
Isoniazid,2TMS,isomer #2C[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C1634.0Semi standard non polar33892256
Isoniazid,2TMS,isomer #2C[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C1699.7Standard non polar33892256
Isoniazid,2TMS,isomer #2C[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C1942.9Standard polar33892256
Isoniazid,3TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C)[Si](C)(C)C1699.5Semi standard non polar33892256
Isoniazid,3TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C)[Si](C)(C)C1786.8Standard non polar33892256
Isoniazid,3TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C)[Si](C)(C)C1929.9Standard polar33892256
Isoniazid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NNC(=O)C1=CC=NC=C11886.6Semi standard non polar33892256
Isoniazid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NNC(=O)C1=CC=NC=C11891.7Standard non polar33892256
Isoniazid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NNC(=O)C1=CC=NC=C12287.1Standard polar33892256
Isoniazid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(N)C(=O)C1=CC=NC=C11774.1Semi standard non polar33892256
Isoniazid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(N)C(=O)C1=CC=NC=C11883.4Standard non polar33892256
Isoniazid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(N)C(=O)C1=CC=NC=C12515.1Standard polar33892256
Isoniazid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2163.5Semi standard non polar33892256
Isoniazid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2130.0Standard non polar33892256
Isoniazid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(NC(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2276.1Standard polar33892256
Isoniazid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2049.7Semi standard non polar33892256
Isoniazid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2095.9Standard non polar33892256
Isoniazid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NN(C(=O)C1=CC=NC=C1)[Si](C)(C)C(C)(C)C2202.1Standard polar33892256
Isoniazid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2345.6Semi standard non polar33892256
Isoniazid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2353.0Standard non polar33892256
Isoniazid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=NC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2283.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoniazid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-2900000000-d379ce585203e68cb06a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoniazid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0kdr-9600000000-f04526999a9b68d318612014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , negative-QTOFsplash10-000i-0900000000-3cf8f43d0df46334dcd92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , negative-QTOFsplash10-052r-7900000000-3d43394feacded48669d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , negative-QTOFsplash10-004i-9000000000-263a0bcadf2e215369832017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , negative-QTOFsplash10-002f-9000000000-17100430370d37f834ce2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-9466b9291244c1a61f012017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , positive-QTOFsplash10-000i-0900000000-afcf227eec118bec08a42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , positive-QTOFsplash10-00di-1900000000-d63af1f463124dbf7b652017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , positive-QTOFsplash10-00fr-9600000000-1d50dedb0eea7ff8dccb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , positive-QTOFsplash10-004i-9100000000-371fd6d67c48f373e2e52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoniazid LC-ESI-QQ , positive-QTOFsplash10-004i-9000000000-dee0012ebd004444b3d82017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 10V, Positive-QTOFsplash10-000i-0900000000-2900848c5042f3badc642016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 20V, Positive-QTOFsplash10-000i-0900000000-aeda0fc92729a25612482016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 40V, Positive-QTOFsplash10-0zgi-9200000000-8cdf3d4be1d99712a8392016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 10V, Negative-QTOFsplash10-000i-0900000000-0de7d57696bde8b4ad722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 20V, Negative-QTOFsplash10-000i-4900000000-8760bef4d7b9a5b3360c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 40V, Negative-QTOFsplash10-056r-9100000000-7dfda590da30abf9e3292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 10V, Positive-QTOFsplash10-0a4r-0900000000-37604552ea11c4e9ae142021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 20V, Positive-QTOFsplash10-0a4i-2900000000-0fe0a0315394b81d8b4e2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 40V, Positive-QTOFsplash10-0fb9-9100000000-3169da9068df634af7d42021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 10V, Negative-QTOFsplash10-002r-7900000000-1e1d0995890b4dca17722021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 20V, Negative-QTOFsplash10-004i-9000000000-c2850ce6846335b0374d2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoniazid 40V, Negative-QTOFsplash10-004i-9000000000-fdff89cf4c9b7fb7a6532021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX 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 DB00951 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00951 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 IDDB00951
Phenol Explorer Compound IDNot Available
FooDB IDFDB029229
KNApSAcK IDNot Available
Chemspider ID3635
KEGG Compound IDC07054
BioCyc IDISONIAZIDE
BiGG IDNot Available
Wikipedia LinkIsoniazid
METLIN IDNot Available
PubChem Compound3767
PDB IDNIZ
ChEBI ID6030
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 ReferencesNot Available

Enzymes

General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT1
Uniprot ID:
P18440
Molecular weight:
33898.445
Reactions
Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniaziddetails
General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT2
Uniprot ID:
P11245
Molecular weight:
33570.245
Reactions
Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniaziddetails
References
  1. Upton AM, Mushtaq A, Victor TC, Sampson SL, Sandy J, Smith DM, van Helden PV, Sim E: Arylamine N-acetyltransferase of Mycobacterium tuberculosis is a polymorphic enzyme and a site of isoniazid metabolism. Mol Microbiol. 2001 Oct;42(2):309-17. [PubMed:11703656 ]
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. 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. 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 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. 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:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Molecular weight:
56848.42
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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
References
  1. Wang B, Zhou SF: Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218. [PubMed:19754423 ]
  2. 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 ]
General function:
Involved in monooxygenase activity
Specific function:
Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:
CYP2A6
Uniprot ID:
P11509
Molecular weight:
56517.005
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 ]