Cytochrome P450 2C11

Details

Name
Cytochrome P450 2C11
Kind
protein
Synonyms
  • 1.14.14.1
  • Cyp2c
  • Cyp2c-11
  • CYPIIC11
  • Cytochrome P-450(M-1)
  • Cytochrome P450-UT-2
  • Cytochrome P450-UT-A
  • Cytochrome P450H
Gene Name
Cyp2c11
UniProtKB Entry
P08683Swiss-Prot
Organism
Rat
NCBI Taxonomy ID
10116
Amino acid sequence
>lcl|BSEQ0051630|Cytochrome P450 2C11
MDPVLVLVLTLSSLLLLSLWRQSFGRGKLPPGPTPLPIIGNTLQIYMKDIGQSIKKFSKV
YGPIFTLYLGMKPFVVLHGYEAVKEALVDLGEEFSGRGSFPVSERVNKGLGVIFSNGMQW
KEIRRFSIMTLRTFGMGKRTIEDRIQEEAQCLVEELRKSKGAPFDPTFILGCAPCNVICS
IIFQNRFDYKDPTFLNLMHRFNENFRLFSSPWLQVCNTFPAIIDYFPGSHNQVLKNFFYI
KNYVLEKVKEHQESLDKDNPRDFIDCFLNKMEQEKHNPQSEFTLESLVATVTDMFGAGTE
TTSTTLRYGLLLLLKHVDVTAKVQEEIERVIGRNRSPCMKDRSQMPYTDAVVHEIQRYID
LVPTNLPHLVTRDIKFRNYFIPKGTNVIVSLSSILHDDKEFPNPEKFDPGHFLDERGNFK
KSDYFMPFSAGKRICAGEALARTELFLFFTTILQNFNLKSLVDVKDIDTTPAISGFGHLP
PFYEACFIPVQRADSLSSHL
Number of residues
500
Molecular Weight
57180.595
Theoretical pI
Not Available
GO Classification
Functions
arachidonic acid epoxygenase activity / aromatase activity / caffeine oxidase activity / drug binding / heme binding / iron ion binding / monooxygenase activity / oxidoreductase activity / steroid hydroxylase activity / testosterone 16-alpha-hydroxylase activity
Processes
cellular amide metabolic process / drug catabolic process / drug metabolic process / epoxygenase P450 pathway / exogenous drug catabolic process / hematopoietic progenitor cell differentiation / monocarboxylic acid metabolic process / monoterpenoid metabolic process / oxidation-reduction process / oxidative demethylation / steroid metabolic process / urea metabolic process / xenobiotic metabolic process
Components
endoplasmic reticulum membrane / intracellular membrane-bounded organelle / organelle membrane
General Function
A cytochrome P450 monooxygenase involved in the metabolism of steroid hormones and fatty acids. Catalyzes the hydroxylation of carbon-hydrogen bonds. Metabolizes testosterone to 2alpha- and 16alpha-hydroxytestosterone (PubMed:2434473). Catalyzes the epoxidation of double bonds of polyunsaturated fatty acids (PUFAs) (PubMed:10491410, PubMed:15766564). Converts arachidonic acid (ARA, C20:4(n-6)) primarily to epoxyeicosatrienoic acid (EET) regioisomers, 8,9-, 11,12-, and 14,15-EET, with both R,S and S,R stereochemistry (PubMed:10491410). Preferentially produces 11R,12S-EET enantiomer. To a lesser extent, catalyzes the hydroxylation of arachidonic acid producing hydroxyeicosatetraenoates (HETEs) (PubMed:10491410). Metabolizes eicosapentaenoic acid (EPA, C20:5(n-3)) to epoxyeicosatetraenoic acid (EETeTr) regioisomers, 8,9-, 11,12-, 14,15-, and 17,18-EETeTr, preferentially producing 17R,18S-EETeTr enantiomer (PubMed:15766564). Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase (NADPH--hemoprotein reductase) (PubMed:15766564, PubMed:2434473).
Specific Function
arachidonic acid 11,12-epoxygenase activity
Pfam Domain Function
Signal Regions
Not Available
Transmembrane Regions
Not Available
Cellular Location
Endoplasmic reticulum membrane
Gene sequence
>lcl|BSEQ0051631|Cytochrome P450 2C11 (Cyp2c11)
ATGGATCCAGTCCTAGTCCTGGTGCTCACTCTCTCCTCTCTGCTTCTCCTCTCACTCTGG
AGACAGAGCTTTGGGAGAGGGAAGCTCCCTCCTGGTCCAACACCTCTCCCAATCATTGGA
AACACCCTTCAGATATATATGAAGGACATCGGCCAATCAATAAAAAAGTTTTCAAAAGTC
TACGGCCCTATATTTACTCTGTATTTGGGCATGAAGCCCTTTGTGGTGTTGCATGGGTAT
GAAGCTGTGAAGGAAGCTCTTGTTGATCTAGGAGAGGAATTTTCTGGAAGAGGCAGTTTT
CCAGTATCTGAAAGAGTTAACAAGGGCCTTGGAGTCATTTTTAGCAATGGGATGCAATGG
AAGGAGATCCGGCGTTTCTCCATCATGACCCTGAGGACTTTTGGGATGGGCAAGAGGACC
ATTGAGGACCGTATTCAAGAGGAGGCTCAGTGCCTTGTGGAGGAACTGAGGAAGAGCAAA
GGTGCCCCTTTTGATCCCACCTTTATCCTGGGCTGTGCTCCCTGCAATGTGATATGCTCC
ATTATTTTCCAGAATCGCTTTGATTATAAAGATCCGACTTTTCTTAACTTGATGCACAGA
TTTAATGAAAACTTCAGGCTTTTCAGCTCCCCATGGCTACAGGTCTGCAATACTTTCCCT
GCCATTATTGATTACTTCCCTGGAAGTCATAACCAAGTACTTAAGAATTTCTTCTATATA
AAAAACTATGTTTTGGAGAAAGTAAAAGAACACCAAGAGTCCTTGGACAAGGACAATCCT
CGGGACTTCATTGATTGTTTCTTGAACAAAATGGAACAGGAAAAGCACAATCCGCAGTCT
GAGTTTACCCTTGAAAGCTTGGTGGCTACTGTAACTGACATGTTTGGAGCTGGCACAGAA
ACAACAAGTACCACTCTGAGGTATGGACTCCTGCTGCTGCTGAAACACGTGGATGTCACA
GCTAAAGTCCAGGAAGAGATAGAACGTGTAATTGGCAGAAACCGGAGCCCCTGCATGAAA
GACAGGAGCCAGATGCCCTACACGGATGCTGTAGTGCATGAGATCCAGAGATATATTGAC
CTTGTCCCCACAAACCTGCCTCATTTAGTGACACGTGATATAAAATTCAGAAACTACTTC
ATTCCCAAGGGTACCAATGTGATAGTATCGCTGTCATCCATACTGCATGATGACAAAGAA
TTTCCTAATCCAGAGAAGTTTGACCCTGGTCACTTTCTAGATGAGAGAGGTAACTTTAAG
AAGAGTGACTACTTTATGCCATTCTCAGCAGGAAAGAGGATATGTGCAGGAGAAGCCCTG
GCTCGCACGGAGCTGTTTTTGTTCTTCACCACCATTTTACAGAATTTTAACCTGAAGTCT
CTGGTTGATGTAAAAGACATTGACACAACACCAGCTATCAGTGGATTTGGCCATTTGCCC
CCTTTTTACGAGGCTTGTTTTATTCCTGTGCAAAGGGCAGACTCTCTAAGCTCTCATCTG
TAA
Chromosome Location
1
Locus
1q53
External Identifiers
ResourceLink
UniProtKB IDP08683
UniProtKB Entry NameCP2CB_RAT
KEGG IDrno:29277
NCBI Gene ID29277
General References
  1. Yoshioka H, Morohashi K, Sogawa K, Miyata T, Kawajiri K, Hirose T, Inayama S, Fujii-Kuriyama Y, Omura T: Structural analysis and specific expression of microsomal cytochrome P-450(M-1) mRNA in male rat livers. J Biol Chem. 1987 Feb 5;262(4):1706-11. [Article]
  2. Morishima N, Yoshioka H, Higashi Y, Sogawa K, Fujii-Kuriyama Y: Gene structure of cytochrome P-450(M-1) specifically expressed in male rat liver. Biochemistry. 1987 Dec 15;26(25):8279-85. [Article]
  3. Strom A, Mode A, Zaphiropoulos P, Nilsson AG, Morgan E, Gustafsson JA: Cloning and pretranslational hormonal regulation of testosterone 16 alpha-hydroxylase (P-45016 alpha) in male rat liver. Acta Endocrinol (Copenh). 1988 Jun;118(2):314-20. [Article]
  4. Biagini C, Celier C: cDNA-directed expression of two allelic variants of cytochrome P450 2C11 using COS1 and SF21 insect cells. Arch Biochem Biophys. 1996 Feb 15;326(2):298-305. doi: 10.1006/abbi.1996.0079. [Article]
  5. Zaphiropoulos PG, Mode A, Strom A, Husman B, Andersson G, Gustafsson JA: Sequence and regulation of two growth-hormone-controlled, sex-specific isozymes of cytochrome P-450 in rat liver, P-450(15)beta and P-450(16)alpha. Acta Med Scand Suppl. 1988;723:161-7. [Article]
  6. Gerhard DS, Wagner L, Feingold EA, Shenmen CM, Grouse LH, Schuler G, Klein SL, Old S, Rasooly R, Good P, Guyer M, Peck AM, Derge JG, Lipman D, Collins FS, Jang W, Sherry S, Feolo M, Misquitta L, Lee E, Rotmistrovsky K, Greenhut SF, Schaefer CF, Buetow K, Bonner TI, Haussler D, Kent J, Kiekhaus M, Furey T, Brent M, Prange C, Schreiber K, Shapiro N, Bhat NK, Hopkins RF, Hsie F, Driscoll T, Soares MB, Casavant TL, Scheetz TE, Brown-stein MJ, Usdin TB, Toshiyuki S, Carninci P, Piao Y, Dudekula DB, Ko MS, Kawakami K, Suzuki Y, Sugano S, Gruber CE, Smith MR, Simmons B, Moore T, Waterman R, Johnson SL, Ruan Y, Wei CL, Mathavan S, Gunaratne PH, Wu J, Garcia AM, Hulyk SW, Fuh E, Yuan Y, Sneed A, Kowis C, Hodgson A, Muzny DM, McPherson J, Gibbs RA, Fahey J, Helton E, Ketteman M, Madan A, Rodrigues S, Sanchez A, Whiting M, Madari A, Young AC, Wetherby KD, Granite SJ, Kwong PN, Brinkley CP, Pearson RL, Bouffard GG, Blakesly RW, Green ED, Dickson MC, Rodriguez AC, Grimwood J, Schmutz J, Myers RM, Butterfield YS, Griffith M, Griffith OL, Krzywinski MI, Liao N, Morin R, Palmquist D, Petrescu AS, Skalska U, Smailus DE, Stott JM, Schnerch A, Schein JE, Jones SJ, Holt RA, Baross A, Marra MA, Clifton S, Makowski KA, Bosak S, Malek J: The status, quality, and expansion of the NIH full-length cDNA project: the Mammalian Gene Collection (MGC). Genome Res. 2004 Oct;14(10B):2121-7. [Article]
  7. Strom A, Eguchi H, Mode A, Legraverend C, Tollet P, Stromstedt PE, Gustafsson JA: Characterization of the proximal promoter and two silencer elements in the CYP2C11 gene expressed in rat liver. DNA Cell Biol. 1994 Aug;13(8):805-19. [Article]
  8. Matsumoto T, Emi Y, Kawabata S, Omura T: Purification and characterization of three male-specific and one female-specific forms of cytochrome P-450 from rat liver microsomes. J Biochem. 1986 Nov;100(5):1359-71. [Article]

Associated Data

Drug Relations
DrugDrug groupPharmacological action?TypeActionsDetails
Bioallethrinapproved, experimentalnoenzymesubstrateDetails
DicoumarolapprovedunknownenzymeinhibitorDetails