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Cytochrome P450 2C8 (EC 1.14.14.1) (CYPIIC8) (Cytochrome P450 IIC2) (Cytochrome P450 MP-12) (Cytochrome P450 MP-20) (Cytochrome P450 form 1) (S-mephenytoin 4-hydroxylase)

 CP2C8_HUMAN             Reviewed;         490 AA.
P10632; A8K9N8; B0AZN2; B7Z1F6; Q5VX93; Q8WWB1; Q9UCZ9;
01-JUL-1989, integrated into UniProtKB/Swiss-Prot.
01-NOV-1990, sequence version 2.
25-OCT-2017, entry version 198.
RecName: Full=Cytochrome P450 2C8;
EC=1.14.14.1 {ECO:0000269|PubMed:7574697};
AltName: Full=CYPIIC8;
AltName: Full=Cytochrome P450 IIC2;
AltName: Full=Cytochrome P450 MP-12;
AltName: Full=Cytochrome P450 MP-20;
AltName: Full=Cytochrome P450 form 1;
AltName: Full=S-mephenytoin 4-hydroxylase;
Name=CYP2C8;
Homo sapiens (Human).
Eukaryota; Metazoa; Chordata; Craniata; Vertebrata; Euteleostomi;
Mammalia; Eutheria; Euarchontoglires; Primates; Haplorrhini;
Catarrhini; Hominidae; Homo.
NCBI_TaxID=9606;
[1]
NUCLEOTIDE SEQUENCE [MRNA] (ISOFORM 1), AND VARIANT MET-264.
TISSUE=Liver;
PubMed=3500169;
Okino S.T., Quattrochi L.C., Pendurthi U.R., McBride O.W., Tukey R.H.;
"Characterization of multiple human cytochrome P-450 1 cDNAs. The
chromosomal localization of the gene and evidence for alternate RNA
splicing.";
J. Biol. Chem. 262:16072-16079(1987).
[2]
NUCLEOTIDE SEQUENCE [MRNA] (ISOFORM 1).
TISSUE=Liver;
PubMed=3697070; DOI=10.1093/nar/15.23.10053;
Kimura S., Pastewka J., Gelboin H.V., Gonzalez F.J.;
"cDNA and amino acid sequences of two members of the human P450IIC
gene subfamily.";
Nucleic Acids Res. 15:10053-10054(1987).
[3]
NUCLEOTIDE SEQUENCE [MRNA] (ISOFORM 1), AND VARIANT MET-264.
PubMed=2009263; DOI=10.1021/bi00227a012;
Romkes M., Faletto M.B., Blaisdell J.A., Raucy J.L., Goldstein J.A.;
"Cloning and expression of complementary DNAs for multiple members of
the human cytochrome P450IIC subfamily.";
Biochemistry 30:3247-3255(1991).
[4]
NUCLEOTIDE SEQUENCE [LARGE SCALE MRNA] (ISOFORMS 1 AND 2), AND
VARIANTS LYS-139 AND ARG-399.
TISSUE=Liver, and Mammary gland;
PubMed=14702039; DOI=10.1038/ng1285;
Ota T., Suzuki Y., Nishikawa T., Otsuki T., Sugiyama T., Irie R.,
Wakamatsu A., Hayashi K., Sato H., Nagai K., Kimura K., Makita H.,
Sekine M., Obayashi M., Nishi T., Shibahara T., Tanaka T., Ishii S.,
Yamamoto J., Saito K., Kawai Y., Isono Y., Nakamura Y., Nagahari K.,
Murakami K., Yasuda T., Iwayanagi T., Wagatsuma M., Shiratori A.,
Sudo H., Hosoiri T., Kaku Y., Kodaira H., Kondo H., Sugawara M.,
Takahashi M., Kanda K., Yokoi T., Furuya T., Kikkawa E., Omura Y.,
Abe K., Kamihara K., Katsuta N., Sato K., Tanikawa M., Yamazaki M.,
Ninomiya K., Ishibashi T., Yamashita H., Murakawa K., Fujimori K.,
Tanai H., Kimata M., Watanabe M., Hiraoka S., Chiba Y., Ishida S.,
Ono Y., Takiguchi S., Watanabe S., Yosida M., Hotuta T., Kusano J.,
Kanehori K., Takahashi-Fujii A., Hara H., Tanase T.-O., Nomura Y.,
Togiya S., Komai F., Hara R., Takeuchi K., Arita M., Imose N.,
Musashino K., Yuuki H., Oshima A., Sasaki N., Aotsuka S.,
Yoshikawa Y., Matsunawa H., Ichihara T., Shiohata N., Sano S.,
Moriya S., Momiyama H., Satoh N., Takami S., Terashima Y., Suzuki O.,
Nakagawa S., Senoh A., Mizoguchi H., Goto Y., Shimizu F., Wakebe H.,
Hishigaki H., Watanabe T., Sugiyama A., Takemoto M., Kawakami B.,
Yamazaki M., Watanabe K., Kumagai A., Itakura S., Fukuzumi Y.,
Fujimori Y., Komiyama M., Tashiro H., Tanigami A., Fujiwara T.,
Ono T., Yamada K., Fujii Y., Ozaki K., Hirao M., Ohmori Y.,
Kawabata A., Hikiji T., Kobatake N., Inagaki H., Ikema Y., Okamoto S.,
Okitani R., Kawakami T., Noguchi S., Itoh T., Shigeta K., Senba T.,
Matsumura K., Nakajima Y., Mizuno T., Morinaga M., Sasaki M.,
Togashi T., Oyama M., Hata H., Watanabe M., Komatsu T.,
Mizushima-Sugano J., Satoh T., Shirai Y., Takahashi Y., Nakagawa K.,
Okumura K., Nagase T., Nomura N., Kikuchi H., Masuho Y., Yamashita R.,
Nakai K., Yada T., Nakamura Y., Ohara O., Isogai T., Sugano S.;
"Complete sequencing and characterization of 21,243 full-length human
cDNAs.";
Nat. Genet. 36:40-45(2004).
[5]
NUCLEOTIDE SEQUENCE [GENOMIC DNA], AND VARIANTS LYS-139; VAL-244;
MET-264; PHE-269 AND ARG-399.
NIEHS SNPs program;
Submitted (DEC-2003) to the EMBL/GenBank/DDBJ databases.
[6]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
PubMed=15164054; DOI=10.1038/nature02462;
Deloukas P., Earthrowl M.E., Grafham D.V., Rubenfield M., French L.,
Steward C.A., Sims S.K., Jones M.C., Searle S., Scott C., Howe K.,
Hunt S.E., Andrews T.D., Gilbert J.G.R., Swarbreck D., Ashurst J.L.,
Taylor A., Battles J., Bird C.P., Ainscough R., Almeida J.P.,
Ashwell R.I.S., Ambrose K.D., Babbage A.K., Bagguley C.L., Bailey J.,
Banerjee R., Bates K., Beasley H., Bray-Allen S., Brown A.J.,
Brown J.Y., Burford D.C., Burrill W., Burton J., Cahill P., Camire D.,
Carter N.P., Chapman J.C., Clark S.Y., Clarke G., Clee C.M., Clegg S.,
Corby N., Coulson A., Dhami P., Dutta I., Dunn M., Faulkner L.,
Frankish A., Frankland J.A., Garner P., Garnett J., Gribble S.,
Griffiths C., Grocock R., Gustafson E., Hammond S., Harley J.L.,
Hart E., Heath P.D., Ho T.P., Hopkins B., Horne J., Howden P.J.,
Huckle E., Hynds C., Johnson C., Johnson D., Kana A., Kay M.,
Kimberley A.M., Kershaw J.K., Kokkinaki M., Laird G.K., Lawlor S.,
Lee H.M., Leongamornlert D.A., Laird G., Lloyd C., Lloyd D.M.,
Loveland J., Lovell J., McLaren S., McLay K.E., McMurray A.,
Mashreghi-Mohammadi M., Matthews L., Milne S., Nickerson T.,
Nguyen M., Overton-Larty E., Palmer S.A., Pearce A.V., Peck A.I.,
Pelan S., Phillimore B., Porter K., Rice C.M., Rogosin A., Ross M.T.,
Sarafidou T., Sehra H.K., Shownkeen R., Skuce C.D., Smith M.,
Standring L., Sycamore N., Tester J., Thorpe A., Torcasso W.,
Tracey A., Tromans A., Tsolas J., Wall M., Walsh J., Wang H.,
Weinstock K., West A.P., Willey D.L., Whitehead S.L., Wilming L.,
Wray P.W., Young L., Chen Y., Lovering R.C., Moschonas N.K.,
Siebert R., Fechtel K., Bentley D., Durbin R.M., Hubbard T.,
Doucette-Stamm L., Beck S., Smith D.R., Rogers J.;
"The DNA sequence and comparative analysis of human chromosome 10.";
Nature 429:375-381(2004).
[7]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
Mural R.J., Istrail S., Sutton G.G., Florea L., Halpern A.L.,
Mobarry C.M., Lippert R., Walenz B., Shatkay H., Dew I., Miller J.R.,
Flanigan M.J., Edwards N.J., Bolanos R., Fasulo D., Halldorsson B.V.,
Hannenhalli S., Turner R., Yooseph S., Lu F., Nusskern D.R.,
Shue B.C., Zheng X.H., Zhong F., Delcher A.L., Huson D.H.,
Kravitz S.A., Mouchard L., Reinert K., Remington K.A., Clark A.G.,
Waterman M.S., Eichler E.E., Adams M.D., Hunkapiller M.W., Myers E.W.,
Venter J.C.;
Submitted (SEP-2005) to the EMBL/GenBank/DDBJ databases.
[8]
NUCLEOTIDE SEQUENCE [LARGE SCALE MRNA] (ISOFORM 1).
TISSUE=Liver;
PubMed=15489334; DOI=10.1101/gr.2596504;
The MGC Project Team;
"The status, quality, and expansion of the NIH full-length cDNA
project: the Mammalian Gene Collection (MGC).";
Genome Res. 14:2121-2127(2004).
[9]
NUCLEOTIDE SEQUENCE [GENOMIC DNA] OF 1-56.
TISSUE=Blood;
PubMed=1707679; DOI=10.1016/0167-4781(91)90138-C;
Ged C., Beaune P.;
"Isolation of the human cytochrome P-450 IIC8 gene: multiple
glucocorticoid responsive elements in the 5' region.";
Biochim. Biophys. Acta 1088:433-435(1991).
[10]
PROTEIN SEQUENCE OF 2-15, NUCLEOTIDE SEQUENCE [MRNA] OF 6-490,
FUNCTION, CATALYTIC ACTIVITY, AND VARIANT LEU-411.
TISSUE=Kidney;
PubMed=7574697; DOI=10.1006/abbi.1995.1438;
Zeldin D.C., DuBois R.N., Falck J.R., Capdevila J.H.;
"Molecular cloning, expression and characterization of an endogenous
human cytochrome P450 arachidonic acid epoxygenase isoform.";
Arch. Biochem. Biophys. 322:76-86(1995).
[11]
NUCLEOTIDE SEQUENCE [MRNA] OF 11-490 (ISOFORM 1), AND VARIANTS
ASP-154; LYS-193; ARG-249 AND LEU-411.
TISSUE=Liver;
PubMed=3196692; DOI=10.1021/bi00418a039;
Ged C., Umbenhauer D.R., Bellew T.M., Bork R.W., Srivastava P.K.,
Shinriki N., Lloyd R.S., Guengerich F.P.;
"Characterization of cDNAs, mRNAs, and proteins related to human liver
microsomal cytochrome P-450 (S)-mephenytoin 4'-hydroxylase.";
Biochemistry 27:6929-6940(1988).
[12]
NUCLEOTIDE SEQUENCE [MRNA] OF 34-382 (ISOFORM 1), AND VARIANT LYS-139.
PubMed=2729895; DOI=10.1111/j.1469-1809.1989.tb01119.x;
Shephard E.A., Phillips I.R., Santisteban I., Palmer C.N., Povey S.;
"Cloning, expression and chromosomal localization of a member of the
human cytochrome P450IIC gene sub-family.";
Ann. Hum. Genet. 53:23-31(1989).
[13]
NUCLEOTIDE SEQUENCE [MRNA] OF 281-490 (ISOFORM 1), AND VARIANT
ARG-399.
PubMed=2216732; DOI=10.1093/nar/18.18.5550;
Kolyada A.Y.;
"Sequence of a human liver cytochrome P-450 cDNA clone.";
Nucleic Acids Res. 18:5550-5550(1990).
[14]
POLYMORPHISM.
PubMed=15365880; DOI=10.1007/s10038-004-0188-6;
Ishikawa C., Ozaki H., Nakajima T., Ishii T., Kanai S., Anjo S.,
Shirai K., Inoue I.;
"A frameshift variant of CYP2C8 was identified in a patient who
suffered from rhabdomyolysis after administration of cerivastatin.";
J. Hum. Genet. 49:582-585(2004).
[15]
PHOSPHORYLATION [LARGE SCALE ANALYSIS] AT SER-100, AND IDENTIFICATION
BY MASS SPECTROMETRY [LARGE SCALE ANALYSIS].
TISSUE=Liver;
PubMed=24275569; DOI=10.1016/j.jprot.2013.11.014;
Bian Y., Song C., Cheng K., Dong M., Wang F., Huang J., Sun D.,
Wang L., Ye M., Zou H.;
"An enzyme assisted RP-RPLC approach for in-depth analysis of human
liver phosphoproteome.";
J. Proteomics 96:253-262(2014).
[16]
X-RAY CRYSTALLOGRAPHY (2.7 ANGSTROMS) OF 28-490.
PubMed=14676196; DOI=10.1074/jbc.M312516200;
Schoch G.A., Yano J.K., Wester M.R., Griffin K.J., Stout C.D.,
Johnson E.F.;
"Structure of human microsomal cytochrome P450 2C8. Evidence for a
peripheral fatty acid binding site.";
J. Biol. Chem. 279:9497-9503(2004).
[17]
X-RAY CRYSTALLOGRAPHY (2.28 ANGSTROMS) OF 28-490 IN COMPLEX WITH
INHIBITORS, AND SUBSTRATE-BINDING SITES.
PubMed=18413310; DOI=10.1074/jbc.M802180200;
Schoch G.A., Yano J.K., Sansen S., Dansette P.M., Stout C.D.,
Johnson E.F.;
"Determinants of cytochrome P450 2C8 substrate binding: structures of
complexes with montelukast, troglitazone, felodipine, and 9-cis-
retinoic acid.";
J. Biol. Chem. 283:17227-17237(2008).
[18]
VARIANTS LYS-139; PHE-269 AND ARG-399.
PubMed=11668219; DOI=10.1097/00008571-200110000-00006;
Dai D., Zeldin D.C., Blaisdell J.A., Chanas B., Coulter S.J.,
Ghanayem B.I., Goldstein J.A.;
"Polymorphisms in human CYP2C8 decrease metabolism of the anticancer
drug paclitaxel and arachidonic acid.";
Pharmacogenetics 11:597-607(2001).
[19]
VARIANTS LYS-139; MET-264; PHE-269; SER-390 AND ARG-399.
PubMed=12429347; DOI=10.1016/S0006-2952(02)01354-0;
Bahadur N., Leathart J.B., Mutch E., Steimel-Crespi D., Dunn S.A.,
Gilissen R., Houdt J.V., Hendrickx J., Mannens G., Bohets H.,
Williams F.M., Armstrong M., Crespi C.L., Daly A.K.;
"CYP2C8 polymorphisms in Caucasians and their relationship with
paclitaxel 6alpha-hydroxylase activity in human liver microsomes.";
Biochem. Pharmacol. 64:1579-1589(2002).
[20]
VARIANTS LYS-139; MET-264; PHE-269 AND ARG-399.
PubMed=15469410; DOI=10.1517/14622416.5.7.895;
Solus J.F., Arietta B.J., Harris J.R., Sexton D.P., Steward J.Q.,
McMunn C., Ihrie P., Mehall J.M., Edwards T.L., Dawson E.P.;
"Genetic variation in eleven phase I drug metabolism genes in an
ethnically diverse population.";
Pharmacogenomics 5:895-931(2004).
[21]
CHARACTERIZATION OF VARIANTS LYS-139; SER-171; GLY-186; MET-223;
PRO-238; ARG-247; MET-264; PHE-269; ASN-383; ARG-399 AND VAL-461 DEL,
FUNCTION, AND BIOPHYSICOCHEMICAL PROPERTIES.
PubMed=26427316; DOI=10.1016/j.dmpk.2015.07.003;
Tsukada C., Saito T., Maekawa M., Mano N., Oda A., Hirasawa N.,
Hiratsuka M.;
"Functional characterization of 12 allelic variants of CYP2C8 by
assessment of paclitaxel 6alpha-hydroxylation and amodiaquine N-
deethylation.";
Drug Metab. Pharmacokinet. 30:366-373(2015).
-!- 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). {ECO:0000269|PubMed:26427316,
ECO:0000269|PubMed:7574697}.
-!- CATALYTIC ACTIVITY: RH + [reduced NADPH--hemoprotein reductase] +
O(2) = ROH + [oxidized NADPH--hemoprotein reductase] + H(2)O.
{ECO:0000269|PubMed:7574697}.
-!- COFACTOR:
Name=heme; Xref=ChEBI:CHEBI:30413;
-!- BIOPHYSICOCHEMICAL PROPERTIES:
Kinetic parameters:
KM=7.18 uM for paclitaxel {ECO:0000269|PubMed:26427316};
KM=1.35 uM for amodiaquine {ECO:0000269|PubMed:26427316};
Vmax=2.18 pmol/min/pmol enzyme with paclitaxel as substrate
{ECO:0000269|PubMed:26427316};
Vmax=11.30 pmol/min/pmol enzyme with amodiaquine as substrate
{ECO:0000269|PubMed:26427316};
-!- SUBCELLULAR LOCATION: Endoplasmic reticulum membrane; Peripheral
membrane protein. Microsome membrane; Peripheral membrane protein.
-!- ALTERNATIVE PRODUCTS:
Event=Alternative splicing; Named isoforms=2;
Name=1;
IsoId=P10632-1; Sequence=Displayed;
Name=2;
IsoId=P10632-2; Sequence=VSP_043306, VSP_043307;
Note=No experimental confirmation available.;
-!- INDUCTION: By phenobarbital.
-!- POLYMORPHISM: Several alleles are found in the human population,
contributing to interindividual variations in the therapeutic
efficacy and toxicity of a myriad of drugs such as paclitaxel or
amodiaquine. The allele shown here is CYP2C8*1 (PubMed:26427316).
CYP2C8 genetic variations may be associated with adverse effects
of cerivastatin including acute rhabdomyolysis [MIM:601129].
{ECO:0000269|PubMed:26427316}.
-!- SIMILARITY: Belongs to the cytochrome P450 family. {ECO:0000305}.
-!- CAUTION: Alternative splicing has been shown to occur but the
shorter forms are believed to be non-functional. {ECO:0000305}.
-!- WEB RESOURCE: Name=Cytochrome P450 Allele Nomenclature Committee;
Note=CYP2C8 alleles;
URL="http://www.cypalleles.ki.se/cyp2c8.htm";
-!- WEB RESOURCE: Name=NIEHS-SNPs;
URL="http://egp.gs.washington.edu/data/cyp2c8/";
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EMBL; M17397; AAA35739.1; -; mRNA.
EMBL; M17398; AAA35740.1; -; mRNA.
EMBL; Y00498; CAA68550.1; -; mRNA.
EMBL; AK292753; BAF85442.1; -; mRNA.
EMBL; AK293328; BAH11492.1; -; mRNA.
EMBL; AK315823; BAF98714.1; -; mRNA.
EMBL; AY514490; AAR89907.1; -; Genomic_DNA.
EMBL; AL359672; -; NOT_ANNOTATED_CDS; Genomic_DNA.
EMBL; CH471066; EAW50018.1; -; Genomic_DNA.
EMBL; BC020596; AAH20596.1; -; mRNA.
EMBL; X54807; CAA38578.1; -; Genomic_DNA.
EMBL; M21941; AAA52160.1; -; mRNA.
EMBL; M21942; AAA52161.1; -; mRNA.
EMBL; X51535; CAA35915.1; -; mRNA.
CCDS; CCDS55721.1; -. [P10632-2]
CCDS; CCDS7438.1; -. [P10632-1]
PIR; A29782; A29782.
RefSeq; NP_000761.3; NM_000770.3. [P10632-1]
RefSeq; NP_001185782.1; NM_001198853.1.
RefSeq; NP_001185783.1; NM_001198854.1. [P10632-2]
RefSeq; NP_001185784.1; NM_001198855.1.
UniGene; Hs.709188; -.
PDB; 1PQ2; X-ray; 2.70 A; A/B=19-490.
PDB; 2NNH; X-ray; 2.60 A; A/B=28-490.
PDB; 2NNI; X-ray; 2.80 A; A=28-490.
PDB; 2NNJ; X-ray; 2.28 A; A=28-490.
PDB; 2VN0; X-ray; 2.70 A; A=28-490.
PDBsum; 1PQ2; -.
PDBsum; 2NNH; -.
PDBsum; 2NNI; -.
PDBsum; 2NNJ; -.
PDBsum; 2VN0; -.
ProteinModelPortal; P10632; -.
SMR; P10632; -.
BioGrid; 107936; 15.
IntAct; P10632; 10.
STRING; 9606.ENSP00000360317; -.
BindingDB; P10632; -.
ChEMBL; CHEMBL3721; -.
DrugBank; DB05812; Abiraterone.
DrugBank; DB00316; Acetaminophen.
DrugBank; DB00945; Acetylsalicylic acid.
DrugBank; DB00918; Almotriptan.
DrugBank; DB01424; Aminophenazone.
DrugBank; DB01118; Amiodarone.
DrugBank; DB00321; Amitriptyline.
DrugBank; DB00381; Amlodipine.
DrugBank; DB00613; Amodiaquine.
DrugBank; DB00701; Amprenavir.
DrugBank; DB01435; Antipyrine.
DrugBank; DB06605; Apixaban.
DrugBank; DB01076; Atorvastatin.
DrugBank; DB00972; Azelastine.
DrugBank; DB06770; Benzyl alcohol.
DrugBank; DB05229; Beraprost.
DrugBank; DB01393; Bezafibrate.
DrugBank; DB00835; Brompheniramine.
DrugBank; DB00921; Buprenorphine.
DrugBank; DB01156; Bupropion.
DrugBank; DB06772; Cabazitaxel.
DrugBank; DB00201; Caffeine.
DrugBank; DB00796; Candesartan.
DrugBank; DB00564; Carbamazepine.
DrugBank; DB00748; Carbinoxamine.
DrugBank; DB00482; Celecoxib.
DrugBank; DB00439; Cerivastatin.
DrugBank; DB00446; Chloramphenicol.
DrugBank; DB00608; Chloroquine.
DrugBank; DB00169; Cholecalciferol.
DrugBank; DB00501; Cimetidine.
DrugBank; DB00604; Cisapride.
DrugBank; DB00758; Clopidogrel.
DrugBank; DB00257; Clotrimazole.
DrugBank; DB00363; Clozapine.
DrugBank; DB00907; Cocaine.
DrugBank; DB01394; Colchicine.
DrugBank; DB05219; Crisaborole.
DrugBank; DB00531; Cyclophosphamide.
DrugBank; DB00091; Cyclosporine.
DrugBank; DB08912; Dabrafenib.
DrugBank; DB00250; Dapsone.
DrugBank; DB09183; Dasabuvir.
DrugBank; DB00705; Delavirdine.
DrugBank; DB01234; Dexamethasone.
DrugBank; DB00514; Dextromethorphan.
DrugBank; DB00647; Dextropropoxyphene.
DrugBank; DB00829; Diazepam.
DrugBank; DB00586; Diclofenac.
DrugBank; DB00255; Diethylstilbestrol.
DrugBank; DB00343; Diltiazem.
DrugBank; DB01184; Domperidone.
DrugBank; DB00625; Efavirenz.
DrugBank; DB06210; Eltrombopag.
DrugBank; DB08899; Enzalutamide.
DrugBank; DB00530; Erlotinib.
DrugBank; DB00783; Estradiol.
DrugBank; DB00402; Eszopiclone.
DrugBank; DB00977; Ethinyl Estradiol.
DrugBank; DB00773; Etoposide.
DrugBank; DB01023; Felodipine.
DrugBank; DB01039; Fenofibrate.
DrugBank; DB00544; Fluorouracil.
DrugBank; DB01095; Fluvastatin.
DrugBank; DB01320; Fosphenytoin.
DrugBank; DB01241; Gemfibrozil.
DrugBank; DB01218; Halofantrine.
DrugBank; DB00741; Hydrocortisone.
DrugBank; DB01050; Ibuprofen.
DrugBank; DB09054; Idelalisib.
DrugBank; DB01181; Ifosfamide.
DrugBank; DB01029; Irbesartan.
DrugBank; DB00951; Isoniazid.
DrugBank; DB09570; Ixazomib.
DrugBank; DB01221; Ketamine.
DrugBank; DB06738; Ketobemidone.
DrugBank; DB01026; Ketoconazole.
DrugBank; DB01009; Ketoprofen.
DrugBank; DB00448; Lansoprazole.
DrugBank; DB01259; Lapatinib.
DrugBank; DB08918; Levomilnacipran.
DrugBank; DB00451; Levothyroxine.
DrugBank; DB04725; Licofelone.
DrugBank; DB00281; Lidocaine.
DrugBank; DB01583; Liotrix.
DrugBank; DB00836; Loperamide.
DrugBank; DB01601; Lopinavir.
DrugBank; DB00455; Loratadine.
DrugBank; DB00678; Losartan.
DrugBank; DB00227; Lovastatin.
DrugBank; DB09280; Lumacaftor.
DrugBank; DB00603; Medroxyprogesterone acetate.
DrugBank; DB00784; Mefenamic acid.
DrugBank; DB00814; Meloxicam.
DrugBank; DB00532; Mephenytoin.
DrugBank; DB00333; Methadone.
DrugBank; DB00916; Metronidazole.
DrugBank; DB00370; Mirtazapine.
DrugBank; DB00764; Mometasone.
DrugBank; DB00471; Montelukast.
DrugBank; DB00295; Morphine.
DrugBank; DB00688; Mycophenolate mofetil.
DrugBank; DB01183; Naloxone.
DrugBank; DB00788; Naproxen.
DrugBank; DB00622; Nicardipine.
DrugBank; DB00184; Nicotine.
DrugBank; DB01115; Nifedipine.
DrugBank; DB04868; Nilotinib.
DrugBank; DB00665; Nilutamide.
DrugBank; DB06712; Nilvadipine.
DrugBank; DB09080; Olodaterol.
DrugBank; DB09296; Ombitasvir.
DrugBank; DB00338; Omeprazole.
DrugBank; DB01062; Oxybutynin.
DrugBank; DB01229; Paclitaxel.
DrugBank; DB03796; Palmitic Acid.
DrugBank; DB00617; Paramethadione.
DrugBank; DB00715; Paroxetine.
DrugBank; DB06589; Pazopanib.
DrugBank; DB00738; Pentamidine.
DrugBank; DB00850; Perphenazine.
DrugBank; DB00780; Phenelzine.
DrugBank; DB01174; Phenobarbital.
DrugBank; DB00946; Phenprocoumon.
DrugBank; DB00252; Phenytoin.
DrugBank; DB01132; Pioglitazone.
DrugBank; DB00554; Piroxicam.
DrugBank; DB08860; Pitavastatin.
DrugBank; DB08901; Ponatinib.
DrugBank; DB00175; Pravastatin.
DrugBank; DB00794; Primidone.
DrugBank; DB01032; Probenecid.
DrugBank; DB00396; Progesterone.
DrugBank; DB01182; Propafenone.
DrugBank; DB00818; Propofol.
DrugBank; DB09396; Propoxyphene napsylate.
DrugBank; DB00205; Pyrimethamine.
DrugBank; DB04216; Quercetin.
DrugBank; DB00908; Quinidine.
DrugBank; DB00468; Quinine.
DrugBank; DB01129; Rabeprazole.
DrugBank; DB00481; Raloxifene.
DrugBank; DB08896; Regorafenib.
DrugBank; DB00912; Repaglinide.
DrugBank; DB01045; Rifampicin.
DrugBank; DB01201; Rifapentine.
DrugBank; DB08931; Riociguat.
DrugBank; DB00503; Ritonavir.
DrugBank; DB00533; Rofecoxib.
DrugBank; DB00412; Rosiglitazone.
DrugBank; DB01698; Rutin.
DrugBank; DB00938; Salmeterol.
DrugBank; DB01232; Saquinavir.
DrugBank; DB00418; Secobarbital.
DrugBank; DB01037; Selegiline.
DrugBank; DB11362; Selexipag.
DrugBank; DB00641; Simvastatin.
DrugBank; DB01261; Sitagliptin.
DrugBank; DB00398; Sorafenib.
DrugBank; DB00421; Spironolactone.
DrugBank; DB09118; Stiripentol.
DrugBank; DB00359; Sulfadiazine.
DrugBank; DB01015; Sulfamethoxazole.
DrugBank; DB06729; Sulfaphenazole.
DrugBank; DB01138; Sulfinpyrazone.
DrugBank; DB00675; Tamoxifen.
DrugBank; DB00799; Tazarotene.
DrugBank; DB01079; Tegaserod.
DrugBank; DB00231; Temazepam.
DrugBank; DB00857; Terbinafine.
DrugBank; DB00342; Terfenadine.
DrugBank; DB08880; Teriflunomide.
DrugBank; DB00624; Testosterone.
DrugBank; DB00277; Theophylline.
DrugBank; DB00679; Thioridazine.
DrugBank; DB00208; Ticlopidine.
DrugBank; DB01007; Tioconazole.
DrugBank; DB01124; Tolbutamide.
DrugBank; DB00214; Torasemide.
DrugBank; DB08911; Trametinib.
DrugBank; DB00755; Tretinoin.
DrugBank; DB00897; Triazolam.
DrugBank; DB00347; Trimethadione.
DrugBank; DB00440; Trimethoprim.
DrugBank; DB00197; Troglitazone.
DrugBank; DB01361; Troleandomycin.
DrugBank; DB00313; Valproic Acid.
DrugBank; DB00661; Verapamil.
DrugBank; DB08828; Vismodegib.
DrugBank; DB09068; Vortioxetine.
DrugBank; DB00682; Warfarin.
DrugBank; DB00549; Zafirlukast.
DrugBank; DB00495; Zidovudine.
DrugBank; DB01198; Zopiclone.
GuidetoPHARMACOLOGY; 1325; -.
SwissLipids; SLP:000001548; -.
SwissLipids; SLP:000001616; -. [P10632-1]
iPTMnet; P10632; -.
PhosphoSitePlus; P10632; -.
BioMuta; CYP2C8; -.
DMDM; 117225; -.
PaxDb; P10632; -.
PeptideAtlas; P10632; -.
PRIDE; P10632; -.
DNASU; 1558; -.
Ensembl; ENST00000371270; ENSP00000360317; ENSG00000138115. [P10632-1]
Ensembl; ENST00000535898; ENSP00000445062; ENSG00000138115. [P10632-2]
GeneID; 1558; -.
KEGG; hsa:1558; -.
UCSC; uc001kkb.4; human. [P10632-1]
CTD; 1558; -.
DisGeNET; 1558; -.
EuPathDB; HostDB:ENSG00000138115.13; -.
GeneCards; CYP2C8; -.
HGNC; HGNC:2622; CYP2C8.
HPA; HPA013547; -.
HPA; HPA013970; -.
HPA; HPA015066; -.
MalaCards; CYP2C8; -.
MIM; 601129; gene+phenotype.
neXtProt; NX_P10632; -.
OpenTargets; ENSG00000138115; -.
PharmGKB; PA125; -.
eggNOG; KOG0156; Eukaryota.
eggNOG; COG2124; LUCA.
GeneTree; ENSGT00880000137861; -.
HOGENOM; HOG000036992; -.
HOVERGEN; HBG015789; -.
InParanoid; P10632; -.
KO; K17718; -.
OMA; VIRSITF; -.
OrthoDB; EOG091G0BT8; -.
PhylomeDB; P10632; -.
TreeFam; TF352043; -.
BRENDA; 1.14.14.1; 2681.
Reactome; R-HSA-211981; Xenobiotics.
Reactome; R-HSA-211999; CYP2E1 reactions.
Reactome; R-HSA-2142670; Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET).
Reactome; R-HSA-2142816; Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE).
SABIO-RK; P10632; -.
EvolutionaryTrace; P10632; -.
GeneWiki; CYP2C8; -.
GenomeRNAi; 1558; -.
PRO; PR:P10632; -.
Proteomes; UP000005640; Chromosome 10.
Bgee; ENSG00000138115; -.
CleanEx; HS_CYP2C8; -.
ExpressionAtlas; P10632; baseline and differential.
Genevisible; P10632; HS.
GO; GO:0005789; C:endoplasmic reticulum membrane; TAS:Reactome.
GO; GO:0031090; C:organelle membrane; IEA:UniProtKB-SubCell.
GO; GO:0008392; F:arachidonic acid epoxygenase activity; IBA:GO_Central.
GO; GO:0070330; F:aromatase activity; IEA:UniProtKB-EC.
GO; GO:0034875; F:caffeine oxidase activity; IDA:BHF-UCL.
GO; GO:0101020; F:estrogen 16-alpha-hydroxylase activity; IDA:BHF-UCL.
GO; GO:0020037; F:heme binding; IEA:InterPro.
GO; GO:0005506; F:iron ion binding; IEA:InterPro.
GO; GO:0004497; F:monooxygenase activity; IDA:BHF-UCL.
GO; GO:0019825; F:oxygen binding; TAS:Reactome.
GO; GO:0017144; P:drug metabolic process; IDA:BHF-UCL.
GO; GO:0019373; P:epoxygenase P450 pathway; IBA:GO_Central.
GO; GO:0042738; P:exogenous drug catabolic process; IDA:BHF-UCL.
GO; GO:0002933; P:lipid hydroxylation; IDA:BHF-UCL.
GO; GO:0097267; P:omega-hydroxylase P450 pathway; TAS:Reactome.
GO; GO:0006082; P:organic acid metabolic process; IDA:BHF-UCL.
GO; GO:0055114; P:oxidation-reduction process; IDA:BHF-UCL.
GO; GO:0070989; P:oxidative demethylation; IDA:BHF-UCL.
GO; GO:0008202; P:steroid metabolic process; IDA:BHF-UCL.
GO; GO:0006805; P:xenobiotic metabolic process; TAS:Reactome.
Gene3D; 1.10.630.10; -; 1.
InterPro; IPR001128; Cyt_P450.
InterPro; IPR017972; Cyt_P450_CS.
InterPro; IPR002401; Cyt_P450_E_grp-I.
InterPro; IPR036396; Cyt_P450_sf.
Pfam; PF00067; p450; 1.
PRINTS; PR00463; EP450I.
PRINTS; PR00385; P450.
SUPFAM; SSF48264; SSF48264; 1.
PROSITE; PS00086; CYTOCHROME_P450; 1.
1: Evidence at protein level;
3D-structure; Acetylation; Alternative splicing; Complete proteome;
Direct protein sequencing; Endoplasmic reticulum; Heme; Iron;
Membrane; Metal-binding; Microsome; Monooxygenase; Oxidoreductase;
Phosphoprotein; Polymorphism; Reference proteome.
CHAIN 1 490 Cytochrome P450 2C8.
/FTId=PRO_0000051699.
METAL 435 435 Iron (heme axial ligand).
BINDING 100 100 Substrate.
BINDING 204 204 Substrate.
BINDING 241 241 Substrate.
MOD_RES 100 100 Phosphoserine.
{ECO:0000244|PubMed:24275569}.
MOD_RES 127 127 Phosphoserine.
{ECO:0000250|UniProtKB:P00176}.
MOD_RES 249 249 N6-acetyllysine.
{ECO:0000250|UniProtKB:Q64458}.
MOD_RES 375 375 N6-acetyllysine.
{ECO:0000250|UniProtKB:Q64458}.
VAR_SEQ 1 8 MEPFVVLV -> MFLQPIAK (in isoform 2).
{ECO:0000303|PubMed:14702039}.
/FTId=VSP_043306.
VAR_SEQ 9 110 Missing (in isoform 2).
{ECO:0000303|PubMed:14702039}.
/FTId=VSP_043307.
VARIANT 139 139 R -> K (in allele CYP2C8*3; reduces
enzymatic activity with paclitaxel as
substrate; decreases intrinsic clearance
of paclitaxel; reduces enzymatic activity
with amodiaquine as substrate;
dbSNP:rs11572080).
{ECO:0000269|PubMed:11668219,
ECO:0000269|PubMed:12429347,
ECO:0000269|PubMed:14702039,
ECO:0000269|PubMed:15469410,
ECO:0000269|PubMed:26427316,
ECO:0000269|PubMed:2729895,
ECO:0000269|Ref.5}.
/FTId=VAR_012238.
VARIANT 154 154 E -> D. {ECO:0000269|PubMed:3196692}.
/FTId=VAR_001250.
VARIANT 171 171 G -> S (in allele CYP2C8*6; no effect on
affinity or enzymatic activity with
paclitaxel as substrate; decreases
affinity for amodiaquine; reduces
enzymatic activity with amodiaquine as
substrate; decreases intrinsic clearance
of amodiaquine; dbSNP:rs142886225).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075541.
VARIANT 186 186 R -> G (in allele CYP2C8*8; increases
affinity for paclitaxel; reduces
enzymatic activity with paclitaxel as
substrate; decreases intrinsic clearance
of paclitaxel; reduces enzymatic activity
with amodiaquine as substrate; decreases
intrinsic clearance of amodiaquine;
dbSNP:rs72558195).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075542.
VARIANT 193 193 N -> K. {ECO:0000269|PubMed:3196692}.
/FTId=VAR_001251.
VARIANT 223 223 I -> M (in allele CYP2C8*13; reduces
enzymatic activity with paclitaxel as
substrate; decreases intrinsic clearance
of paclitaxel; reduces enzymatic activity
with amodiaquine as substrate; decreases
intrinsic clearance of amodiaquine).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075543.
VARIANT 238 238 A -> P (in allele CYP2C8*14; reduces
enzymatic activity with paclitaxel as
substrate; decreases intrinsic clearance
of paclitaxel; dbSNP:rs188934928).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075544.
VARIANT 244 244 I -> V (in dbSNP:rs11572102).
{ECO:0000269|Ref.5}.
/FTId=VAR_018958.
VARIANT 247 247 K -> R (in allele CYP2C8*9; increases
enzymatic activity with paclitaxel as
substrate; reduces enzymatic activity
with amodiaquine as substrate; decreases
intrinsic clearance of amodiaquine;
dbSNP:rs769460274).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075545.
VARIANT 249 249 K -> R. {ECO:0000269|PubMed:3196692}.
/FTId=VAR_001252.
VARIANT 264 264 I -> M (in allele CYP2C8*4; reduces
enzymatic activity with paclitaxel as
substrate; decreases affinity for
amodiaquine; dbSNP:rs1058930).
{ECO:0000269|PubMed:12429347,
ECO:0000269|PubMed:15469410,
ECO:0000269|PubMed:2009263,
ECO:0000269|PubMed:26427316,
ECO:0000269|PubMed:3500169,
ECO:0000269|Ref.5}.
/FTId=VAR_011754.
VARIANT 269 269 I -> F (in allele CYP2C8*2; only found in
African-Americans; increases intrinsic
clearance of paclitaxel; decreases
affinity for amodiaquine; increases
enzymatic activity with amodiaquine as
substrate; dbSNP:rs11572103).
{ECO:0000269|PubMed:11668219,
ECO:0000269|PubMed:12429347,
ECO:0000269|PubMed:15469410,
ECO:0000269|PubMed:26427316,
ECO:0000269|Ref.5}.
/FTId=VAR_012239.
VARIANT 383 383 K -> N (in allele CYP2C8*10; reduces
enzymatic activity with paclitaxel as
substrate; reduces enzymatic activity
with amodiaquine as substrate; decreases
intrinsic clearance of amodiaquine).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075546.
VARIANT 390 390 L -> S (in dbSNP:rs72558194).
{ECO:0000269|PubMed:12429347}.
/FTId=VAR_016947.
VARIANT 399 399 K -> R (in allele CYP2C8*3; reduces
enzymatic activity with paclitaxel as
substrate; decreases intrinsic clearance
of paclitaxel; reduces enzymatic activity
with amodiaquine as substrate;
dbSNP:rs10509681).
{ECO:0000269|PubMed:11668219,
ECO:0000269|PubMed:12429347,
ECO:0000269|PubMed:14702039,
ECO:0000269|PubMed:15469410,
ECO:0000269|PubMed:2216732,
ECO:0000269|PubMed:26427316,
ECO:0000269|Ref.5}.
/FTId=VAR_012240.
VARIANT 411 411 H -> L. {ECO:0000269|PubMed:3196692,
ECO:0000269|PubMed:7574697}.
/FTId=VAR_001253.
VARIANT 461 461 Missing (in allele CYP2C8*12; increases
enzymatic activity with paclitaxel as
substrate; reduces enzymatic activity
with amodiaquine as substrate; decreases
intrinsic clearance of amodiaquine).
{ECO:0000269|PubMed:26427316}.
/FTId=VAR_075547.
CONFLICT 54 54 F -> L (in Ref. 12; no nucleotide entry).
{ECO:0000305}.
CONFLICT 67 67 V -> L (in Ref. 12; no nucleotide entry).
{ECO:0000305}.
CONFLICT 76 76 V -> C (in Ref. 12; no nucleotide entry).
{ECO:0000305}.
CONFLICT 82 82 A -> S (in Ref. 8; AAH20596).
{ECO:0000305}.
CONFLICT 130 130 T -> N (in Ref. 1; AAA35739/AAA35740 and
3; no nucleotide entry). {ECO:0000305}.
CONFLICT 209 209 N -> S (in Ref. 12; no nucleotide entry).
{ECO:0000305}.
CONFLICT 384 393 GTTIMALLTS -> SFDNKIMLAA (in Ref. 1;
AAA35740). {ECO:0000305}.
CONFLICT 386 386 T -> A (in Ref. 4; BAF85442).
{ECO:0000305}.
TURN 37 39 {ECO:0000244|PDB:2NNJ}.
HELIX 42 44 {ECO:0000244|PDB:2NNJ}.
STRAND 47 49 {ECO:0000244|PDB:1PQ2}.
HELIX 50 61 {ECO:0000244|PDB:2NNJ}.
STRAND 63 69 {ECO:0000244|PDB:2NNJ}.
STRAND 72 77 {ECO:0000244|PDB:2NNJ}.
HELIX 80 87 {ECO:0000244|PDB:2NNJ}.
TURN 88 94 {ECO:0000244|PDB:2NNJ}.
HELIX 101 107 {ECO:0000244|PDB:2NNJ}.
TURN 111 113 {ECO:0000244|PDB:2NNJ}.
HELIX 117 130 {ECO:0000244|PDB:2NNJ}.
TURN 133 136 {ECO:0000244|PDB:2NNJ}.
STRAND 137 139 {ECO:0000244|PDB:2NNJ}.
HELIX 141 157 {ECO:0000244|PDB:2NNJ}.
TURN 158 161 {ECO:0000244|PDB:2NNJ}.
HELIX 167 182 {ECO:0000244|PDB:2NNJ}.
STRAND 183 185 {ECO:0000244|PDB:2NNJ}.
HELIX 192 208 {ECO:0000244|PDB:2NNJ}.
HELIX 212 218 {ECO:0000244|PDB:2NNJ}.
HELIX 220 225 {ECO:0000244|PDB:2NNJ}.
HELIX 227 252 {ECO:0000244|PDB:2NNJ}.
HELIX 263 273 {ECO:0000244|PDB:2NNJ}.
HELIX 284 298 {ECO:0000244|PDB:2NNJ}.
HELIX 300 315 {ECO:0000244|PDB:2NNJ}.
HELIX 317 330 {ECO:0000244|PDB:2NNJ}.
STRAND 333 335 {ECO:0000244|PDB:2NNJ}.
HELIX 339 344 {ECO:0000244|PDB:2NNJ}.
HELIX 346 359 {ECO:0000244|PDB:2NNJ}.
STRAND 374 376 {ECO:0000244|PDB:2NNJ}.
STRAND 379 381 {ECO:0000244|PDB:2NNJ}.
STRAND 386 389 {ECO:0000244|PDB:2NNJ}.
HELIX 391 395 {ECO:0000244|PDB:2NNJ}.
TURN 398 400 {ECO:0000244|PDB:2NNJ}.
STRAND 401 403 {ECO:0000244|PDB:2NNJ}.
HELIX 409 412 {ECO:0000244|PDB:2NNJ}.
HELIX 431 433 {ECO:0000244|PDB:2NNJ}.
HELIX 438 455 {ECO:0000244|PDB:2NNJ}.
STRAND 456 459 {ECO:0000244|PDB:2NNJ}.
HELIX 464 466 {ECO:0000244|PDB:2NNJ}.
STRAND 472 479 {ECO:0000244|PDB:2NNJ}.
STRAND 485 489 {ECO:0000244|PDB:2NNJ}.
SEQUENCE 490 AA; 55825 MW; E920EB2084F477E1 CRC64;
MEPFVVLVLC LSFMLLFSLW RQSCRRRKLP PGPTPLPIIG NMLQIDVKDI CKSFTNFSKV
YGPVFTVYFG MNPIVVFHGY EAVKEALIDN GEEFSGRGNS PISQRITKGL GIISSNGKRW
KEIRRFSLTT LRNFGMGKRS IEDRVQEEAH CLVEELRKTK ASPCDPTFIL GCAPCNVICS
VVFQKRFDYK DQNFLTLMKR FNENFRILNS PWIQVCNNFP LLIDCFPGTH NKVLKNVALT
RSYIREKVKE HQASLDVNNP RDFIDCFLIK MEQEKDNQKS EFNIENLVGT VADLFVAGTE
TTSTTLRYGL LLLLKHPEVT AKVQEEIDHV IGRHRSPCMQ DRSHMPYTDA VVHEIQRYSD
LVPTGVPHAV TTDTKFRNYL IPKGTTIMAL LTSVLHDDKE FPNPNIFDPG HFLDKNGNFK
KSDYFMPFSA GKRICAGEGL ARMELFLFLT TILQNFNLKS VDDLKNLNTT AVTKGIVSLP
PSYQICFIPV


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E1557b ELISA kit 21-OHase,Bos taurus,Bovine,CYP21,CYP21A1,Cytochrome P450 21,Cytochrome P450 XXI,Cytochrome P-450c21,Cytochrome P450-C21,Steroid 21-hydroxylase 96T


 

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