Tamoxifen metabolism (Homo sapiens)

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1-5MCF-7 cell proliferationDeaminationAlternate pathwayMain pathwayAlcohol metabolismSulfationSulfationSulfationtamoxifen-N-glucuronideSULT2A1SSRIUGT1A4deamino-hydroxytamoxifenSULT1E1Tamoxifen-N-oxideCYP3A4CYP2C19CYP2A6CYP3A4CYP1B1FMO3alpha-hydroxytamoxifen4-hydroxy-N-desmethyltamoxifenUGT1A8CYP3A4CYP3A5trans-4-SulfoxytamoxifenCYP2C9CYP2C9SULT1A1SULT1A1cis-4-hydroxy-N-desmethyltamoxifenCYP2E1CYP2C8CYP3A4SULT2A1SULT1E1FMO1UGT1A10cis-4-hydroxytamoxifenPAPSalpha-hydroxy-N-desmethyltamoxifenCYP1A1PAPtrans-tamoxifen-4-O-glucuronideUGT1A4CYP3A4cis-4-hydroxytamoxifen-N-glucuronidePAPCYP2D6CYP2D6UGT2B15trans-4-hydroxytamoxifenCYP3A4N-desmethyltamoxifenCYP3A4SULT2A1cis-tamoxifen-4-O-glucuronidetrans-N-desmethyltamoxifen-O-glucuronidePAPSUGT2B7CYP2C19cis-N-desmethyltamoxifen-O-glucuronidetrans-4-Sulfoxytamoxifentrans-4-hydroxytamoxifen-N-glucuronideCYP2D6UGT1A4N,N-didesmethyltamoxifenCYP1A2trans-tamoxifenCYP2D6MetaboliteCYP3A5CYP2C19


Description

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Bibliography

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  1. Ogura K, Ishikawa Y, Kaku T, Nishiyama T, Ohnuma T, Muro K, Hiratsuka A; ''Quaternary ammonium-linked glucuronidation of trans-4-hydroxytamoxifen, an active metabolite of tamoxifen, by human liver microsomes and UDP-glucuronosyltransferase 1A4.''; Biochem Pharmacol, 2006 PubMed Europe PMC Scholia
  2. Jordan VC; ''New insights into the metabolism of tamoxifen and its role in the treatment and prevention of breast cancer.''; Steroids, 2007 PubMed Europe PMC Scholia
  3. Jordan VC; ''Chemoprevention of breast cancer with selective oestrogen-receptor modulators.''; Nat Rev Cancer, 2007 PubMed Europe PMC Scholia
  4. Kaku T, Ogura K, Nishiyama T, Ohnuma T, Muro K, Hiratsuka A; ''Quaternary ammonium-linked glucuronidation of tamoxifen by human liver microsomes and UDP-glucuronosyltransferase 1A4.''; Biochem Pharmacol, 2004 PubMed Europe PMC Scholia
  5. Lazarus P, Blevins-Primeau AS, Zheng Y, Sun D; ''Potential role of UGT pharmacogenetics in cancer treatment and prevention: focus on tamoxifen.''; Ann N Y Acad Sci, 2009 PubMed Europe PMC Scholia
  6. Jordan VC; ''Fourteenth Gaddum Memorial Lecture. A current view of tamoxifen for the treatment and prevention of breast cancer.''; Br J Pharmacol, 1993 PubMed Europe PMC Scholia

History

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CompareRevisionActionTimeUserComment
135040view11:17, 1 August 2024EgonwAdded the reference listed in the description to the bibliography
134408view20:35, 21 July 2024EweitzEconomize layout
126229view06:28, 17 April 2023EgonwLicense is CCZero
114497view07:32, 18 January 2021EgonwCorrected PubChem CID for the trans/E stereoisomer.
106824view13:30, 17 September 2019MaintBotHMDB identifier normalization
92400view08:27, 1 June 2017DeSlModified description
92388view18:24, 31 May 2017EgonwOntology Term : 'xenobiotic metabolic pathway' added !
85084view22:40, 12 April 2016EgonwAdded a few metabolite identifiers.
79986view16:34, 29 April 2015ZariCorrected Ensembl Id for CYP2A6,UGT2B15
69462view19:18, 8 July 2013EgonwAdded two missing identifiers.
69461view19:13, 8 July 2013EgonwReplaced an outdated HMDB identifier with the 3.5 one.
68966view17:40, 8 July 2013MaintBotUpdated to 2013 gpml schema
67683view11:48, 26 June 2013DdiglesOntology Term : 'breast cancer pathway' added !
59176view18:43, 22 February 2013MaintBotUpdated Ensembl and UniProt data source
57002view13:40, 19 January 2013EgonwCorrected to the correct PubChem-compound data source.
48234view05:46, 17 May 2012MaintBotUpdating PubChem xrefs
48212view05:28, 17 May 2012MaintBotAutomatic update of PubChem xrefs
45101view22:07, 6 October 2011KhanspersOntology Term : 'estrogen-receptor positive breast cancer' added !
41135view23:38, 1 March 2011MaintBotRemoved redundant pathway information and comments
38734view21:31, 23 September 2010Khansperschanged arrow types
33408view14:49, 30 November 2009MaintBotRemoved group label
32747view23:23, 3 September 2009MaintBotModified categories
29331view12:42, 24 April 2009Pieter GiesbertzAdded compound identifiers
29330view12:25, 24 April 2009Pieter GiesbertzAdded compound identifiers
29329view11:13, 24 April 2009Pieter GiesbertzSpecify description
29328view11:11, 24 April 2009Pieter GiesbertzSpecify description
29327view11:06, 24 April 2009Pieter GiesbertzSpecify description
29295view12:14, 22 April 2009Pieter GiesbertzAdded literature references
29294view11:34, 22 April 2009Pieter GiesbertzSpecify description
29293view11:24, 22 April 2009Pieter GiesbertzSpecify description
29292view10:55, 22 April 2009Pieter GiesbertzPeriodical save, work in progress
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29137view13:01, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29136view12:40, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29135view12:29, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29134view12:11, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29133view11:59, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29131view10:10, 6 April 2009Pieter GiesbertzSpecify description
29130view10:04, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29129view09:53, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29128view09:39, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29127view09:29, 6 April 2009Pieter GiesbertzPeriodical save, work in progress
29126view09:23, 6 April 2009Pieter GiesbertzSpecify description

External references

DataNodes

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NameTypeDatabase referenceComment
4-hydroxy-N-desmethyltamoxifenMetabolite3035980 (PubChem-compound)
CYP1A1GeneProductENSG00000140465 (Ensembl Human)
CYP1A2GeneProductENSG00000140505 (Ensembl Human)
CYP1B1GeneProductENSG00000138061 (Ensembl Human)
CYP2A6GeneProductENSG00000213052 (Ensembl Human)
CYP2C19GeneProductENSG00000165841 (Ensembl Human)
CYP2C8GeneProductENSG00000138115 (Ensembl Human)
CYP2C9GeneProductENSG00000138109 (Ensembl Human)
CYP2D6GeneProductENSG00000100197 (Ensembl Human)
CYP2E1GeneProductENSG00000130649 (Ensembl Human)
CYP3A4GeneProductENSG00000160868 (Ensembl Human)
CYP3A5GeneProductENSG00000106258 (Ensembl Human)
FMO1GeneProductENSG00000010932 (Ensembl Human)
FMO3GeneProductENSG00000007933 (Ensembl Human)
MetaboliteMetabolite
N,N-didesmethyltamoxifenMetabolite3036172 (PubChem-compound)
N-desmethyltamoxifenMetabolite3032890 (PubChem-compound)
PAPMetaboliteHMDB00061 (HMDB)
PAPSMetabolite10214 (PubChem-compound)
SSRIMetabolite
SULT1A1GeneProductENSG00000196502 (Ensembl Human)
SULT1E1GeneProductENSG00000109193 (Ensembl Human)
SULT2A1GeneProductENSG00000105398 (Ensembl Human)
Tamoxifen-N-oxideMetabolite
UGT1A10GeneProduct54575 (Entrez Gene)
UGT1A4GeneProduct54657 (Entrez Gene)
UGT1A8GeneProduct54576 (Entrez Gene)
UGT2B15GeneProductENSG00000197592 (Ensembl Human)
UGT2B7GeneProduct7364 (Entrez Gene)
alpha-hydroxy-N-desmethyltamoxifenMetabolite
alpha-hydroxytamoxifenMetabolite
cis-4-hydroxy-N-desmethyltamoxifenMetabolite
cis-4-hydroxytamoxifenMetabolite
cis-4-hydroxytamoxifen-N-glucuronideMetabolite
cis-N-desmethyltamoxifen-O-glucuronideMetabolite
cis-tamoxifen-4-O-glucuronideMetabolite
deamino-hydroxytamoxifenMetabolite3033897 (PubChem-compound)
tamoxifen-N-glucuronideMetabolite5460873 (PubChem-compound)
trans-4-SulfoxytamoxifenMetabolite
trans-4-hydroxytamoxifen-N-glucuronideMetabolite
trans-4-hydroxytamoxifenMetabolite449459 (PubChem-compound)
trans-N-desmethyltamoxifen-O-glucuronideMetabolite
trans-tamoxifen-4-O-glucuronideMetabolite
trans-tamoxifenMetaboliteHMDB12287 (HMDB)

Annotated Interactions

No annotated interactions

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