General Information of Drug-Metabolizing Enzyme (DME) (ID: DE6OQ3W)

DME Name Cytochrome P450 1A1 (CYP1A1)
Synonyms Cytochrome P450 family 1 subfamily A member 1; Hydroperoxy icosatetraenoate dehydratase; Cytochrome P450-C; Cytochrome P450-P1; Cytochrome P450 form 6; CYP1A1; CYPIA1
Gene Name CYP1A1
UniProt ID
CP1A1_HUMAN
INTEDE ID
DME0006
3D Structure
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2D Sequence (FASTA)
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3D Structure (PDB)
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Gene ID
1543
EC Number EC: 1.14.14.1
Oxidoreductase
Oxygen paired donor oxidoreductase
Flavin/flavoprotein donor oxidoreductase
EC: 1.14.14.1
Lineage Species: Homo sapiens
Kingdom: Metazoa
Phylum: Chordata
Class: Mammalia
Order: Primates
Family: Hominidae
Genus: Homo
Species: Homo sapiens
Sequence
MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIGHMLTLGKNPH
LALSRMSQQYGDVLQIRIGSTPVVVLSGLDTIRQALVRQGDDFKGRPDLYTFTLISNGQS
MSFSPDSGPVWAARRRLAQNGLKSFSIASDPASSTSCYLEEHVSKEAEVLISTLQELMAG
PGHFNPYRYVVVSVTNVICAICFGRRYDHNHQELLSLVNLNNNFGEVVGSGNPADFIPIL
RYLPNPSLNAFKDLNEKFYSFMQKMVKEHYKTFEKGHIRDITDSLIEHCQEKQLDENANV
QLSDEKIINIVLDLFGAGFDTVTTAISWSLMYLVMNPRVQRKIQEELDTVIGRSRRPRLS
DRSHLPYMEAFILETFRHSSFVPFTIPHSTTRDTSLKGFYIPKGRCVFVNQWQINHDQKL
WVNPSEFLPERFLTPDGAIDKVLSEKVIIFGMGKRKCIGETIARWEVFLFLAILLQRVEF
SVPLGVKVDMTPIYGLTMKHACCEHFQMQLRS
Function
This enzyme is involved in the metabolism of various endogenous substrates, including fatty acids, steroid hormones and vitamins. It catalyzes the hydroxylation of carbon-hydrogen bonds and exhibits high catalytic activity for the formation of hydroxyestrogens from estrone (E1) and 17beta-estradiol (E2), namely 2-hydroxy E1 and E2, as well as D-ring hydroxylated E1 and E2 at the C15-alpha and C16- alpha positions. It also displays different regioselectivities for polyunsaturated fatty acids (PUFA) hydroxylation and Catalyzes the epoxidation of double bonds of certain PUFA.
KEGG Pathway
Chemical carcinogenesis (hsa05204 )
Metabolic pathways (hsa01100 )
Metabolism of xenobiotics by cytochrome P450 (hsa00980 )
Ovarian steroidogenesis (hsa04913 )
Retinol metabolism (hsa00830 )
Steroid hormone biosynthesis (hsa00140 )
Tryptophan metabolism (hsa00380 )
Reactome Pathway
PPARA activates gene expression (R-HSA-1989781 )
Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE) (R-HSA-2142816 )
Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET) (R-HSA-2142670 )
Xenobiotics (R-HSA-211981 )
Biosynthesis of protectins (R-HSA-9018681 )

Molecular Interaction Atlas (MIA) of This DME

Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This DME
44 Approved Drug(s) Metabolized by This DME
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [1]
Amiodarone DMUTEX3 Tachyarrhythmias BC71 Approved [2]
Amodiaquine DME4RA8 Malaria 1F40-1F45 Approved [3]
BAY 80-6946 DMLOS5R Follicular lymphoma 2A80 Approved [4]
Capsaicin DMGMF6V Back pain ME84.Z Approved [5]
Chloroquine DMSI5CB Malaria 1F40-1F45 Approved [6]
Clenbuterol DMCKYZ5 Chronic breathing disorder 7A4Z Approved [7]
Clofibrate DMPC1J7 Dysbetalipoproteinemia 5C80.2 Approved [8]
Dacarbazine DMNPZL4 Adenocarcinoma 2D40 Approved [9]
Daunorubicin DMQUSBT Acute monocytic leukemia Approved [10]
Debrisoquin DMC50ME Hypertension BA00-BA04 Approved [11]
Diclofenac DMPIHLS Chronic renal failure GB61.Z Approved [12]
Erythromycin DM4K7GQ Acne vulgaris ED80 Approved [13]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [14]
Estrone DM5T6US Acne vulgaris ED80 Approved [15]
Ethacrynic acid DM60QMR Edema MG29 Approved [16]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [17]
Flunarizine DMZU5JP Migraine 8A80 Approved [8]
Flutamide DMK0O7U Prostate cancer 2C82.0 Approved [18]
Fluvastatin DM4MDJY Arteriosclerosis BD40 Approved [19]
Granisetron DMIUW25 Malignant glioma 2A00.0 Approved [20]
Haloperidol DM96SE0 Delirium Approved [21]
Ipriflavone DM0IO13 Osteoporosis FB83.0 Approved [22]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [23]
Melatonin DMKWFBT Depression 6A70-6A7Z Approved [24]
Menadione DMSJDTY Vitamin K deficiency 5B59 Approved [25]
Mercaptopurine DMTM2IK Acute lymphoblastic leukaemia 2A85 Approved [26]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [27]
Oxaliplatin DMQNWRD Adenocarcinoma 2D40 Approved [28]
Perazine DM2AOTZ Psychotic disorder 6A20-6A25 Approved [29]
Prazosin DMCD9YG Benign prostatic hyperplasia GA90 Approved [30]
Procarbazine DMIK367 Hodgkin lymphoma 2B30 Approved [31]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [32]
Raltegravir DMYURI6 Human immunodeficiency virus infection 1C62 Approved [33]
Retigabine DMGNYIH Behcet disease 4A62 Approved [34]
Riboflavin DM8YMWE Acne vulgaris ED80 Approved [35]
Riluzole DMECBWN Amyotrophic lateral sclerosis 8B60.0 Approved [36]
Riociguat DMXBLMP Chronic thromboembolic pulmonary hypertension Approved [37]
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [38]
Testosterone cypionate DMC1TEV N. A. N. A. Approved [32]
Theophylline DMRJFN9 Bronchitis CA20 Approved [39]
Toremifene DMQYUWG Breast cancer 2C60-2C65 Approved [40]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [41]
ZOTEPINE DMF3VXA Anxiety disorder 6B00-6B0Z Approved [42]
⏷ Show the Full List of 44 Approved Drug(s)
7 Clinical Trial Drug(s) Metabolized by This DME
Drug Name Drug ID Indication ICD 11 Highest Status REF
5-methoxypsoralen DME2A8X Psoriasis vulgaris EA90 Phase 3 [43]
MK-4827 DMLYGH4 Ovarian cancer 2C73 Phase 3 [44]
AFQ056 DMMHSLC Fragile X syndrome LD55 Phase 2/3 [45]
2-Methoxyestradiol DMGBPME Pulmonary arterial hypertension BB01.0 Phase 2 [46]
9-AMINOCAMPTOTHECIN DMQXYRG Acquired immune deficiency syndrome 1C62.3 Phase 2 [47]
Famitinib DMSFWT7 Solid tumour/cancer 2A00-2F9Z Phase 2 [48]
SALVINORIN A DMJ3HQY Cerebral vasospasm BA85.Z Phase 1 [49]
⏷ Show the Full List of 7 Clinical Trial Drug(s)
2 Discontinued Drug(s) Metabolized by This DME
Drug Name Drug ID Indication ICD 11 Highest Status REF
Phenacetin DMRQAM0 Analgesia MB40.8 Withdrawn from market [50]
Benzydamine DMEQL9U Chemotherapy or radiotherapy-induced mucositis DA42-DA60 Discontinued in Phase 2 [51]
1 Investigative Drug(s) Metabolized by This DME
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acriflavinium chloride DMYZJ5B N. A. N. A. Investigative [52]

Molecular Expression Atlas (MEA) of This DME

Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This DME
Disease Name ICD 11 Studied Tissue p-value Fold-Change Z-score
Acute myelocytic leukaemia 2B33.1 Bone marrow 1.37E-01 -9.49E-02 -3.91E-01
Alopecia ED70 Skin from scalp 8.44E-02 3.45E-01 2.95E-01
Alzheimer's disease 8A20 Entorhinal cortex 6.83E-06 -1.42E-01 -4.93E-01
Ankylosing spondylitis FA92.0 Pheripheral blood 7.18E-01 7.18E-03 6.40E-02
Aortic stenosis BB70 Calcified aortic valve 5.11E-01 -1.37E-01 -3.55E-01
Apnea 7A40 Hyperplastic tonsil 4.19E-01 -2.85E-03 -1.72E-02
Arthropathy FA00-FA5Z Peripheral blood 5.24E-01 6.33E-02 3.33E-01
Asthma CA23 Nasal and bronchial airway 1.94E-01 4.89E-02 5.93E-02
Atopic dermatitis EA80 Skin 6.65E-03 3.22E-01 5.38E-01
Autism 6A02 Whole blood 1.25E-01 -1.10E-01 -4.94E-01
Autoimmune uveitis 9A96 Peripheral monocyte 6.75E-01 -2.61E-02 -1.86E-01
Autosomal dominant monocytopenia 4B04 Whole blood 3.61E-01 4.78E-02 2.17E-01
Bacterial infection of gingival 1C1H Gingival tissue 6.86E-05 1.01E-01 4.55E-01
Batten disease 5C56.1 Whole blood 3.47E-01 1.69E-02 1.33E-01
Behcet's disease 4A62 Peripheral blood 5.27E-01 -3.43E-02 -2.24E-01
Bipolar disorder 6A60-6A6Z Prefrontal cortex 2.16E-01 -9.73E-03 -4.11E-02
Bladder cancer 2C94 Bladder tissue 3.08E-03 -2.68E+00 -2.11E+00
Breast cancer 2C60-2C6Z Breast tissue 5.28E-09 -1.55E-01 -1.78E-01
Cardioembolic stroke 8B11.20 Whole blood 5.24E-02 2.60E-02 1.93E-01
Cervical cancer 2C77 Cervical tissue 7.17E-01 -1.72E-02 -5.33E-02
Childhood onset rheumatic disease FA20.Z Peripheral blood 6.80E-01 3.43E-02 1.05E-01
Chronic hepatitis C 1E51.1 Whole blood 8.24E-01 7.47E-02 2.73E-01
Chronic obstructive pulmonary disease CA22 Lung tissue 5.56E-03 1.38E-01 4.04E-01
Chronic obstructive pulmonary disease CA22 Small airway epithelium 6.48E-06 2.92E+00 1.40E+00
Chronic rhinosinusitis CA0A Sinus mucosa tissue 1.28E-01 -5.67E-02 -2.90E-01
Colon cancer 2B90 Colon tissue 2.62E-03 -8.29E-02 -1.75E-01
Coronary artery disease BA80-BA8Z Peripheral blood 4.81E-01 -8.88E-02 -1.15E-01
Diffuse large B-cell lymphoma 2A81 Tonsil tissue 3.93E-01 -1.05E-01 -2.24E-01
Endometriosis GA10 Endometrium tissue 1.09E-01 -9.50E-02 -2.41E-01
Familial hypercholesterolemia 5C80.00 Peripheral blood 8.98E-02 1.50E-01 2.10E+00
Familial hypercholesterolemia 5C80.00 Whole blood 7.09E-03 -2.38E-01 -7.72E-01
Gastric cancer 2B72 Gastric tissue 8.75E-02 -6.33E-01 -2.13E+00
Glioblastopma 2A00.00 Nervous tissue 5.48E-47 -3.01E-01 -8.32E-01
Glioma 2A00.0Y-2A00.0Z Brain stem tissue 9.90E-01 -3.64E-02 -1.18E-01
Glioma 2A00.0Y-2A00.0Z White matter tissue 2.46E-02 9.11E-02 1.61E-01
Head and neck cancer 2D42 Head and neck tissue 1.33E-03 -1.84E-02 -1.02E-02
HIV-associated neurocognitive impairment 8A2Y-8A2Z White matter tissue 2.24E-01 -1.24E-01 -5.62E-01
Huntington's disease 8A01.10 Whole blood 3.39E-01 -1.41E-01 -7.19E-01
Idiopathic pulmonary fibrosis CB03.4 Lung tissue 2.52E-01 -2.19E-01 -2.26E-01
Immunodeficiency 4A00-4A20 Peripheral blood 7.54E-01 7.57E-02 9.05E-01
Influenza 1E30 Whole blood 4.04E-01 2.59E-02 2.94E-01
Interstitial cystitis GC00.3 Bladder tissue 1.25E-02 -2.09E+00 -2.00E+00
Intracranial aneurysm 8B01.0 Intracranial artery 9.97E-02 -2.81E-01 -7.92E-01
Irritable bowel syndrome DD91.0 Rectal colon tissue 7.16E-01 5.65E-02 1.66E-01
Ischemic stroke 8B11 Peripheral blood 4.00E-01 1.96E-02 1.29E-01
Juvenile idiopathic arthritis FA24 Peripheral blood 2.98E-02 8.63E-02 3.41E-01
Lateral sclerosis 8B60.4 Skin 8.86E-01 3.14E-02 8.69E-02
Lateral sclerosis 8B60.4 Cervical spinal cord 1.89E-01 1.53E-01 9.88E-01
Liver cancer 2C12.0 Liver tissue 2.48E-09 -2.66E+00 -2.18E+00
Liver failure DB99.7-DB99.8 Liver tissue 3.24E-05 -4.16E+00 -3.50E+00
Lung cancer 2C25 Lung tissue 1.99E-02 -3.84E-03 -3.55E-03
Lupus erythematosus 4A40 Whole blood 8.79E-02 -8.23E-02 -1.08E-01
Major depressive disorder 6A70-6A7Z Hippocampus 9.33E-01 3.62E-02 1.51E-01
Major depressive disorder 6A70-6A7Z Whole blood 2.61E-01 1.37E-03 5.40E-03
Melanoma 2C30 Skin 8.74E-01 5.66E-02 5.84E-02
Multiple myeloma 2A83.1 Peripheral blood 2.33E-01 1.26E-01 3.83E-01
Multiple myeloma 2A83.1 Bone marrow 2.72E-02 -1.97E-01 -8.12E-01
Multiple sclerosis 8A40 Plasmacytoid dendritic cells 5.01E-01 -1.01E-02 -6.05E-02
Myelodysplastic syndrome 2A36-2A3Z Bone marrow 8.93E-01 -4.38E-03 -9.40E-03
Myelofibrosis 2A20.2 Whole blood 5.59E-03 1.79E-01 1.05E+00
Myocardial infarction BA41-BA50 Peripheral blood 1.73E-03 7.35E-01 1.07E+00
Myopathy 8C70.6 Muscle tissue 3.18E-02 -5.95E-01 -5.76E-01
Neonatal sepsis KA60 Whole blood 3.28E-02 6.59E-02 2.63E-01
Neuroectodermal tumour 2A00.11 Brain stem tissue 1.22E-03 -6.41E-01 -1.80E+00
Non-alcoholic fatty liver disease DB92 Liver tissue 6.25E-01 -5.57E-01 -5.51E-01
Obesity related type 2 diabetes 5A11 Omental adipose tissue 1.25E-01 1.91E-01 6.80E-01
Olive pollen allergy CA08.00 Peripheral blood 6.85E-01 -1.63E-01 -2.11E-01
Oral cancer 2B6E Oral tissue 4.45E-03 -2.74E-01 -2.72E-01
Osteoarthritis FA00-FA0Z Synovial tissue 3.84E-02 -9.06E-01 -8.94E-01
Osteoporosis FB83.1 Bone marrow 7.99E-01 1.82E-01 2.45E-01
Ovarian cancer 2C73 Ovarian tissue 5.71E-01 -1.43E-01 -5.46E-01
Pancreatic cancer 2C10 Pancreas 1.38E-04 -3.36E-01 -1.19E+00
Parkinson's disease 8A00.0 Substantia nigra tissue 7.84E-01 -1.03E-01 -4.48E-01
Pediatric respiratory syncytial virus infection CA40.11 Peripheral blood 4.30E-01 -5.57E-03 -3.08E-02
Pituitary cancer 2D12 Pituitary tissue 1.55E-02 2.48E-01 7.63E-01
Pituitary gonadotrope tumour 2D12 Pituitary tissue 1.31E-01 1.19E-01 3.91E-01
Polycystic ovary syndrome 5A80.1 Vastus lateralis muscle 8.67E-01 7.63E-03 2.91E-02
Polycythemia vera 2A20.4 Whole blood 2.43E-12 3.21E-01 1.69E+00
Pompe disease 5C51.3 Biceps muscle 6.86E-01 -3.43E-02 -1.84E-01
Preterm birth KA21.4Z Myometrium 3.01E-01 -2.66E-02 -1.35E-01
Prostate cancer 2C82 Prostate 3.83E-02 -4.91E-01 -4.02E-01
Psoriasis EA90 Skin 7.81E-09 -9.88E-01 -6.02E-01
Rectal cancer 2B92 Rectal colon tissue 7.71E-01 -2.82E-02 -1.18E-01
Renal cancer 2C90-2C91 Kidney 8.34E-04 -6.01E-01 -1.73E+00
Retinoblastoma 2D02.2 Uvea 5.40E-02 -2.03E-01 -1.83E+00
Rheumatoid arthritis FA20 Synovial tissue 3.71E-02 -9.79E-01 -1.13E+00
Rhinovirus infection CA42.1 Nasal epithelium tissue 6.79E-01 -1.94E-02 -2.31E-02
Schizophrenia 6A20 Prefrontal cortex 2.32E-01 -3.66E-02 -1.30E-01
Schizophrenia 6A20 Superior temporal cortex 6.55E-01 1.27E-02 8.44E-02
Scleroderma 4A42.Z Whole blood 2.88E-02 -1.27E-01 -9.50E-01
Seizure 8A60-8A6Z Whole blood 4.82E-01 9.24E-03 3.62E-02
Sensitive skin EK0Z Skin 5.77E-01 -2.08E-01 -2.56E-01
Sepsis with septic shock 1G41 Whole blood 2.55E-09 1.64E-01 6.56E-01
Shwachman-Diamond syndrome 3A70.0 Bone marrow 1.86E-01 3.91E-01 8.45E-01
Sickle cell disease 3A51.0-3A51.3 Peripheral blood 4.92E-01 2.74E-01 4.93E-01
Simpson golabi behmel syndrome LD2C Adipose tissue 3.01E-01 -5.79E-02 -6.41E-01
Sjogren's syndrome 4A43.2 Salivary gland tissue 4.53E-01 -5.22E-02 -1.69E-01
Skin cancer 2C30-2C3Z Skin 1.66E-11 -4.25E-01 -2.87E-01
Thrombocythemia 3B63 Whole blood 1.69E-04 2.49E-01 1.39E+00
Thrombocytopenia 3B64 Whole blood 7.49E-01 0.00E+00 0.00E+00
Thyroid cancer 2D10 Thyroid 1.13E-02 4.75E-02 1.99E-01
Tibial muscular dystrophy 8C75 Muscle tissue 2.71E-02 -2.19E-01 -1.44E-01
Tuberous sclerosis complex LD2D.2 Perituberal tissue 8.45E-01 5.81E-02 2.32E-01
Type 2 diabetes 5A11 Liver tissue 6.63E-01 3.55E-01 4.13E-01
Ureter cancer 2C92 Urothelium 9.34E-01 -1.74E-01 -3.73E-01
Uterine cancer 2C78 Endometrium tissue 2.46E-01 -7.08E-03 -2.10E-02
Vitiligo ED63.0 Skin 4.32E-01 -5.47E-01 -4.60E-01
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⏷ Show the Full List of DME Expression Under 107 Diseases

References

1 Preferred orientations in the binding of 4'-hydroxyacetanilide (acetaminophen) to cytochrome P450 1A1 and 2B1 isoforms as determined by 13C- and 15N-NMR relaxation studies. J Med Chem. 1994 Mar 18;37(6):860-7.
2 A significant role of human cytochrome P450 2C8 in amiodarone N-deethylation: an approach to predict the contribution with relative activity factor. Drug Metab Dispos. 2000 Nov;28(11):1303-10.
3 Amodiaquine clearance and its metabolism to N-desethylamodiaquine is mediated by CYP2C8: a new high affinity and turnover enzyme-specific probe substrate. J Pharmacol Exp Ther. 2002 Feb;300(2):399-407.
4 FDA label of Copanlisib. The 2020 official website of the U.S. Food and Drug Administration.
5 Metabolism of capsaicin by cytochrome P450 produces novel dehydrogenated metabolites and decreases cytotoxicity to lung and liver cells. Chem Res Toxicol. 2003 Mar;16(3):336-49.
6 In vitro metabolism of chloroquine: identification of CYP2C8, CYP3A4, and CYP2D6 as the main isoforms catalyzing N-desethylchloroquine formation. Drug Metab Dispos. 2003 Jun;31(6):748-54.
7 Beta-adrenergic receptor modulation of the LPS-mediated depression in CYP1A activity in astrocytes. Biochem Pharmacol. 2005 Mar 1;69(5):741-50.
8 Oxidative metabolism of flunarizine and cinnarizine by microsomes from B-lymphoblastoid cell lines expressing human cytochrome P450 enzymes. Biol Pharm Bull. 1996 Nov;19(11):1511-4.
9 Metabolic activation of dacarbazine by human cytochromes P450: the role of CYP1A1, CYP1A2, and CYP2E1. Clin Cancer Res. 1999 Aug;5(8):2192-7.
10 The effect of new lipophilic chelators on the activities of cytosolic reductases and P450 cytochromes involved in the metabolism of anthracycline antibiotics: studies in vitro. Physiol Res. 2004;53(6):683-91.
11 4-Hydroxylation of debrisoquine by human CYP1A1 and its inhibition by quinidine and quinine. J Pharmacol Exp Ther. 2002 Jun;301(3):1025-32.
12 Diclofenac and its derivatives as tools for studying human cytochromes P450 active sites: particular efficiency and regioselectivity of P450 2Cs. Biochemistry. 1999 Oct 26;38(43):14264-70.
13 Cytochromes P450 in crustacea. Comp Biochem Physiol C Pharmacol Toxicol Endocrinol. 1998 Nov;121(1-3):157-72.
14 Cytochrome P450 isoforms catalyze formation of catechol estrogen quinones that react with DNA. Metabolism. 2007 Jul;56(7):887-94.
15 A common CYP1B1 polymorphism is associated with 2-OHE1/16-OHE1 urinary estrone ratio. Clin Chem Lab Med. 2005;43(7):702-6.
16 Xenobiotic metabolizing and antioxidant enzymes in normal and neoplastic human breast tissue. Eur J Drug Metab Pharmacokinet. 1998 Oct-Dec;23(4):497-500.
17 The involvement of CYP3A4 and CYP2C9 in the metabolism of 17 alpha-ethinylestradiol. Drug Metab Dispos. 2004 Nov;32(11):1209-12.
18 Human CYP1B1 and anticancer agent metabolism: mechanism for tumor-specific drug inactivation? J Pharmacol Exp Ther. 2001 Feb;296(2):537-41.
19 Regulation of cytochrome P450 expression by inhibitors of hydroxymethylglutaryl-coenzyme A reductase in primary cultured rat hepatocytes and in rat liver. Drug Metab Dispos. 1996 Nov;24(11):1197-204.
20 CYP1A1 is a major enzyme responsible for the metabolism of granisetron in human liver microsomes. Curr Drug Metab. 2005 Oct;6(5):469-80.
21 In vitro characterization of the metabolism of haloperidol using recombinant cytochrome p450 enzymes and human liver microsomes. Drug Metab Dispos. 2001 Dec;29(12):1638-43.
22 Effects of enzyme inducers and inhibitors on the pharmacokinetics of intravenous ipriflavone in rats. J Pharm Pharmacol. 2006 Apr;58(4):449-57.
23 Increasing the intracellular availability of all-trans retinoic acid in neuroblastoma cells. Br J Cancer. 2005 Feb 28;92(4):696-704.
24 Metabolism of melatonin by human cytochromes p450. Drug Metab Dispos. 2005 Apr;33(4):489-94.
25 Rat hepatic CYP1A1 and CYP1A2 induction by menadione. Toxicol Lett. 2005 Feb 15;155(2):253-8.
26 Pharmacogenomics in drug-metabolizing enzymes catalyzing anticancer drugs for personalized cancer chemotherapy. Curr Drug Metab. 2007 Aug;8(6):554-62.
27 Roles of CYP2A6 and CYP2B6 in nicotine C-oxidation by human liver microsomes. Arch Toxicol. 1999 Mar;73(2):65-70.
28 The influence of metabolic gene polymorphisms on urinary 1-hydroxypyrene concentrations in Chinese coke oven workers. Sci Total Environ. 2007 Aug 1;381(1-3):38-46.
29 The metabolism of the piperazine-type phenothiazine neuroleptic perazine by the human cytochrome P-450 isoenzymes. Eur Neuropsychopharmacol. 2004 May;14(3):199-208.
30 Role of adrenoceptor-linked signaling pathways in the regulation of CYP1A1 gene expression. Biochem Pharmacol. 2005 Jan 15;69(2):277-87.
31 In vitro and in vivo evidence for the formation of methyl radical from procarbazine: a spin-trapping study. Carcinogenesis. 1992 May;13(5):799-805.
32 Allelic variants of human cytochrome P450 1A1 (CYP1A1): effect of T461N and I462V substitutions on steroid hydroxylase specificity. Pharmacogenetics. 2000 Aug;10(6):519-30.
33 Exposure-related effects of atazanavir on the pharmacokinetics of raltegravir in HIV-1-infected patients. Ther Drug Monit. 2010 Dec;32(6):782-6.
34 Retigabine N-glucuronidation and its potential role in enterohepatic circulation. Drug Metab Dispos. 1999 May;27(5):605-12.
35 Disruption of endogenous regulator homeostasis underlies the mechanism of rat CYP1A1 mRNA induction by metyrapone. Biochem J. 1998 Apr 1;331 ( Pt 1):273-81.
36 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
37 Riociguat (adempas): a novel agent for the treatment of pulmonary arterial hypertension and chronic thromboembolic pulmonary hypertension. P T. 2014 Nov;39(11):749-58.
38 Metabolism of tamoxifen by recombinant human cytochrome P450 enzymes: formation of the 4-hydroxy, 4'-hydroxy and N-desmethyl metabolites and isomerization of trans-4-hydroxytamoxifen. Drug Metab Dispos. 2002 Aug;30(8):869-74.
39 Specificity of substrate and inhibitor probes for human cytochromes P450 1A1 and 1A2. J Pharmacol Exp Ther. 1993 Apr;265(1):401-7.
40 Involvement of cytochrome P450 3A enzyme family in the major metabolic pathways of toremifene in human liver microsomes. Biochem Pharmacol. 1994 May 18;47(10):1883-95.
41 Oxidation of troglitazone to a quinone-type metabolite catalyzed by cytochrome P-450 2C8 and P-450 3A4 in human liver microsomes. Drug Metab Dispos. 1999 Nov;27(11):1260-6.
42 Identification of cytochrome P450 enzymes involved in the metabolism of zotepine, an antipsychotic drug, in human liver microsomes. Xenobiotica. 1999 Mar;29(3):217-29.
43 Cytochrome P450 CYP1B1 interacts with 8-methoxypsoralen (8-MOP) and influences psoralen-ultraviolet A (PUVA) sensitivity. PLoS One. 2013 Sep 23;8(9):e75494.
44 Discovery of 2-{4-[(3S)-piperidin-3-yl]phenyl}-2H-indazole-7-carboxamide (MK-4827): a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors. J Med Chem. 2009 Nov 26;52(22):7170-85.
45 Methods to Assess Pulmonary Metabolism.
46 Role of 2-methoxyestradiol, an Endogenous Estrogen Metabolite, in Health and Disease. Mini Rev Med Chem. 2015;15(5):427-38.
47 Cytochrome P450 3A-mediated metabolism of the topoisomerase I inhibitor 9-aminocamptothecin: impact on cancer therapy. Int J Oncol. 2014 Aug;45(2):877-86.
48 Metabolism and bioactivation of famitinib, a novel inhibitor of receptor tyrosine kinase, in cancer patients. Br J Pharmacol. 2013 Apr;168(7):1687-706.
49 Evaluation of the transport, in vitro metabolism and pharmacokinetics of Salvinorin A, a potent hallucinogen. Eur J Pharm Biopharm. 2009 Jun;72(2):471-7.
50 Identification of CYP3A4 as the enzyme involved in the mono-N-dealkylation of disopyramide enantiomers in humans. Drug Metab Dispos. 2000 Aug;28(8):937-44.
51 In vitro evaluation of potential in vivo probes for human flavin-containing monooxygenase (FMO): metabolism of benzydamine and caffeine by FMO and P450 isoforms. Br J Clin Pharmacol. 2000 Oct;50(4):311-4.
52 Activation of the antitumor agent aminoflavone (NSC 686288) is mediated by induction of tumor cell cytochrome P450 1A1/1A2. Mol Pharmacol. 2002 Jul;62(1):143-53.