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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:42 UTC
HMDB IDHMDB0014656
Secondary Accession Numbers
  • HMDB14656
Metabolite Identification
Common NameCisplatin
DescriptionCisplatin, also known as cis-DDP or trans-DDP, belongs to the class of inorganic compounds known as transition metal chlorides. These are inorganic compounds in which the largest halogen atom is Chlorine, and the heaviest metal atom is a transition metal. Cisplatin is a drug which is used for the treatment of metastatic testicular tumors, metastatic ovarian tumors and advanced bladder cancer. Cisplatin is a very strong basic compound (based on its pKa). Cisplatin is formally rated as a probable carcinogen (by IARC 2A) and is also a potentially toxic compound. Most notable among the changes in DNA are the 1,2-intrastrand cross-links with purine bases.
Structure
Data?1582753205
Synonyms
ValueSource
cis-DDPHMDB
trans-DDPHMDB
PlatidiamHMDB
Chemical FormulaCl2H4N2Pt
Average Molecular Weight298.035
Monoisotopic Molecular Weight296.939928001
IUPAC Namedichloroplatinumdiamine
Traditional Namediamminedichloroplatinum
CAS Registry Number15663-27-1
SMILES
N[Pt](N)(Cl)Cl
InChI Identifier
InChI=1S/2ClH.2H2N.Pt/h2*1H;2*1H2;/q;;2*-1;+4/p-2
InChI KeyDQLATGHUWYMOKM-UHFFFAOYSA-L
Chemical Taxonomy
Description Belongs to the class of inorganic compounds known as transition metal chlorides. These are inorganic compounds in which the largest halogen atom is Chlorine, and the heaviest metal atom is a transition metal.
KingdomInorganic compounds
Super ClassMixed metal/non-metal compounds
ClassTransition metal salts
Sub ClassTransition metal chlorides
Direct ParentTransition metal chlorides
Alternative Parents
Substituents
  • Transition metal chloride
  • Inorganic chloride salt
  • Inorganic salt
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point270 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-2.19Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.041ChemAxon
pKa (Strongest Basic)5.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.84 m³·mol⁻¹ChemAxon
Polarizability10.31 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+165.632859911
AllCCS[M+H-H2O]+162.232859911
AllCCS[M+NH4]+168.832859911
AllCCS[M+Na]+169.732859911
AllCCS[M-H]-187.032859911
AllCCS[M+Na-2H]-192.732859911
AllCCS[M+HCOO]-199.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CisplatinN[Pt](N)(Cl)Cl1394.2Standard polar33892256
CisplatinN[Pt](N)(Cl)Cl758.2Standard non polar33892256
CisplatinN[Pt](N)(Cl)Cl925.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cisplatin,1TMS,isomer #1C[Si](C)(C)N[Pt](N)(Cl)Cl1087.1Semi standard non polar33892256
Cisplatin,1TMS,isomer #1C[Si](C)(C)N[Pt](N)(Cl)Cl985.3Standard non polar33892256
Cisplatin,1TMS,isomer #1C[Si](C)(C)N[Pt](N)(Cl)Cl1609.4Standard polar33892256
Cisplatin,2TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C1246.6Semi standard non polar33892256
Cisplatin,2TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C1228.5Standard non polar33892256
Cisplatin,2TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C1273.9Standard polar33892256
Cisplatin,2TMS,isomer #2C[Si](C)(C)N([Si](C)(C)C)[Pt](N)(Cl)Cl1275.1Semi standard non polar33892256
Cisplatin,2TMS,isomer #2C[Si](C)(C)N([Si](C)(C)C)[Pt](N)(Cl)Cl1274.5Standard non polar33892256
Cisplatin,2TMS,isomer #2C[Si](C)(C)N([Si](C)(C)C)[Pt](N)(Cl)Cl1621.3Standard polar33892256
Cisplatin,3TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1436.3Semi standard non polar33892256
Cisplatin,3TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1424.8Standard non polar33892256
Cisplatin,3TMS,isomer #1C[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1373.1Standard polar33892256
Cisplatin,4TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1628.5Semi standard non polar33892256
Cisplatin,4TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1636.9Standard non polar33892256
Cisplatin,4TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C)[Si](C)(C)C1424.4Standard polar33892256
Cisplatin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](N)(Cl)Cl1331.2Semi standard non polar33892256
Cisplatin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](N)(Cl)Cl1159.3Standard non polar33892256
Cisplatin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](N)(Cl)Cl1726.3Standard polar33892256
Cisplatin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C(C)(C)C1733.4Semi standard non polar33892256
Cisplatin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C(C)(C)C1596.7Standard non polar33892256
Cisplatin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N[Si](C)(C)C(C)(C)C1541.5Standard polar33892256
Cisplatin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](N)(Cl)Cl1680.7Semi standard non polar33892256
Cisplatin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](N)(Cl)Cl1623.0Standard non polar33892256
Cisplatin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](N)(Cl)Cl1733.8Standard polar33892256
Cisplatin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2040.4Semi standard non polar33892256
Cisplatin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2011.1Standard non polar33892256
Cisplatin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1732.2Standard polar33892256
Cisplatin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2414.2Semi standard non polar33892256
Cisplatin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2384.3Standard non polar33892256
Cisplatin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)[Pt](Cl)(Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1847.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cisplatin GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0090000000-793238d3cfc8d79400ef2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cisplatin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 10V, Positive-QTOFsplash10-0002-0090000000-0c2078f0dc6f7b75613b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 20V, Positive-QTOFsplash10-0002-0090000000-0c2078f0dc6f7b75613b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 40V, Positive-QTOFsplash10-0002-0090000000-0c2078f0dc6f7b75613b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 10V, Negative-QTOFsplash10-0002-0090000000-01fee32789401d8776682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 20V, Negative-QTOFsplash10-0002-0090000000-01fee32789401d8776682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 40V, Negative-QTOFsplash10-0002-0090000000-01fee32789401d8776682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 10V, Negative-QTOFsplash10-0002-0090000000-df82304fa36d65f6fc452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 20V, Negative-QTOFsplash10-0002-0090000000-df82304fa36d65f6fc452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 40V, Negative-QTOFsplash10-0002-0090000000-df82304fa36d65f6fc452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 10V, Positive-QTOFsplash10-0002-0090000000-de7bf88289826d2f61222021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 20V, Positive-QTOFsplash10-0002-0090000000-821dbeb0f8ad5344f1bb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cisplatin 40V, Positive-QTOFsplash10-004l-0090000000-b32ddb5cfb451de2e44e2021-09-22Wishart 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 DB00515 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00515 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 IDDB00515
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2665
KEGG Compound IDC06911
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCisplatin
METLIN IDNot Available
PubChem Compound2767
PDB IDCPT
ChEBI ID110422
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 References
  1. Massart C, Gibassier J, Le Gall F, Raoul ML, Leclech G, Lucas C: [Modulation of cisplatin cytotoxicity by amphotericin B in six human cell lines of medullary thyroid cancer]. Bull Cancer. 1996 Aug;83(8):619-25. [PubMed:8869041 ]
  2. Garcia-Giralt E, Beuzeboc P, Deffontaines D, Dieras V, Dorval T, Jouve M, Palangie T, Scholl S, Pouillart P: First-line protracted venous infusion fluorouracil with CisDDP or carboplatin in advanced colorectal cancer. J Infus Chemother. 1996 Summer;6(3):149-51. [PubMed:9229328 ]
  3. Scherini E, Bernocchi G: cisDDP treatment and development of the rat cerebellum. Prog Neurobiol. 1994 Feb;42(2):161-96. [PubMed:8008824 ]
  4. Van Waardenburg RC, Prins J, Meijer C, Uges DR, De Vries EG, Mulder NH: Effects of c-myc oncogene modulation on drug resistance in human small cell lung carcinoma cell lines. Anticancer Res. 1996 Jul-Aug;16(4A):1963-70. [PubMed:8712728 ]
  5. Marcucci L, Petrinelli P, Antonelli A, Elli R: Expression of genes carried by pR plasmid in damaged E. coli and mouse cells. Mutat Res. 1994 Aug 1;309(1):53-61. [PubMed:7519733 ]
  6. Hrubisko M, McGown AT, Fox BW: The role of metallothionein, glutathione, glutathione S-transferases and DNA repair in resistance to platinum drugs in a series of L1210 cell lines made resistant to anticancer platinum agents. Biochem Pharmacol. 1993 Jan 7;45(1):253-6. [PubMed:8424817 ]
  7. Zhang B, Pan JS, Liu JY, Han SP, Hu G, Wang B: Effects of chemotherapy and/or radiotherapy on survivin expression in ovarian cancer. Methods Find Exp Clin Pharmacol. 2006 Nov;28(9):619-25. [PubMed:17200728 ]
  8. Kiseleva VI, Vrana O, Brabets I, Poverennyi AM: [Detection of hybridization probes using antibodies to DNA adducts with cis- and trans-diaminodichloroplatinum (II). I. Immunochemical characteristics of DNA modified by cis- and trans-diaminodichloroplatinum (II)]. Mol Biol (Mosk). 1991 Mar-Apr;25(2):503-7. [PubMed:1881396 ]
  9. He P, Ahn JC, Shin JI, Hwang HJ, Kang JW, Lee SJ, Chung PS: Enhanced apoptotic effect of combined modality of 9-hydroxypheophorbide alpha-mediated photodynamic therapy and carboplatin on AMC-HN-3 human head and neck cancer cells. Oncol Rep. 2009 Feb;21(2):329-34. [PubMed:19148503 ]
  10. Yamamoto J, Miyagi Y, Kawanishi K, Yamada S, Miyagi Y, Kodama J, Yoshinouchi M, Kudo T: Effect of cisplatin on cell death and DNA crosslinking in rat mammary. Adenocarcinoma in vitro. Acta Med Okayama. 1999 Oct;53(5):201-8. [PubMed:10561728 ]
  11. Papadopoulou MV, Ji M, Bloomer WD: NLCQ-1, a novel hypoxic cytotoxin: potentiation of melphalan, cisDDP and cyclophosphamide in vivo. Int J Radiat Oncol Biol Phys. 1998 Nov 1;42(4):775-9. [PubMed:9845094 ]
  12. Fleck C, Kretzschel I, Sperschneider T, Appenroth D: Renal amino acid transport in immature and adult rats during chromate and cisplatinum-induced nephrotoxicity. Amino Acids. 2001;20(2):201-15. [PubMed:11332454 ]
  13. Osinsky SP, Levitin IY, Bubnovskaya LN, Ganusevich II, Tsikalova MV, Istomin YP, Zhavrid EA, Volpin ME: Modifying effect of organocobalt complexes on the tumour response to anticancer treatments. Anticancer Res. 1997 Sep-Oct;17(5A):3457-62. [PubMed:9413187 ]
  14. Fukunaga Y, Higashihara A, Nishino Y, Yasunaga T, Jin M, Miyazawa A: Enhanced detection efficiency of genetically encoded tag allows the visualization of monomeric proteins by electron microscopy. J Electron Microsc (Tokyo). 2012 Aug;61(4):229-36. doi: 10.1093/jmicro/dfs043. Epub 2012 Apr 16. [PubMed:22508950 ]
  15. Necchi D, Scherini E, Bernocchi G: Glial cell reaction to cis-dichlorodiammine platinum treatment in the immature rat cerebellum. Exp Neurol. 1997 Mar;144(1):219-26. [PubMed:9126174 ]
  16. Morgan RJ Jr, Newman EM, Sowers L, Scanlon K, Harrison J, Akman S, Leong L, Margolin K, Niland J, Raschko J, Somlo G, Carroll M, Chow W, Tetef M, Hamasaki V, Yen Y, Doroshow JH: Phase I study of cisdiamminedichloroplatinum in combination with azidothymidine in the treatment of patients with advanced malignancies. Cancer Chemother Pharmacol. 2003 Jun;51(6):459-64. Epub 2003 Apr 15. [PubMed:12695856 ]
  17. Florio S, Pagnini G, Pagnini U, Crispino A: Effect of cis-diamminedichloroplatinum (II) on rat thymocyte membrane potential. J Chemother. 1996 Apr;8(2):147-53. [PubMed:8708747 ]
  18. Schweyer S, Soruri A, Heintze A, Radzun HJ, Fayyazi A: The role of reactive oxygen species in cisplatin-induced apoptosis in human malignant testicular germ cell lines. Int J Oncol. 2004 Dec;25(6):1671-6. [PubMed:15547704 ]
  19. Wilborn F, Brendel M: Formation and stability of interstrand cross-links induced by cis- and trans-diamminedichloroplatinum (II) in the DNA of Saccharomyces cerevisiae strains differing in repair capacity. Curr Genet. 1989 Dec;16(5-6):331-8. [PubMed:2692851 ]
  20. Kiseleva VI, Turchinskii MF, Poverennyi AM: [II. Use of antibodies to DNA modified by trans-diaminodichloroplatinum, for identification of specific DNA sequences]. Mol Biol (Mosk). 1991 Mar-Apr;25(2):508-14. [PubMed:1881397 ]
  21. Utsumi H, Kodama S, Tano K, Hashimoto MW, Watanabe H: Establishment and characterization of a hypocatalasemic mouse cell strain. J Radiat Res. 1998 Sep;39(3):165-74. [PubMed:9868865 ]
  22. Schweyer S, Soruri A, Meschter O, Heintze A, Zschunke F, Miosge N, Thelen P, Schlott T, Radzun HJ, Fayyazi A: Cisplatin-induced apoptosis in human malignant testicular germ cell lines depends on MEK/ERK activation. Br J Cancer. 2004 Aug 2;91(3):589-98. [PubMed:15266324 ]
  23. Bissett D, McLaughlin K, Kelland LR, Brown R: Cisplatin-DNA damage recognition proteins in human tumour extracts. Br J Cancer. 1993 Apr;67(4):742-8. [PubMed:8471431 ]
  24. Wu YJ, Muldoon LL, Neuwelt EA: The chemoprotective agent N-acetylcysteine blocks cisplatin-induced apoptosis through caspase signaling pathway. J Pharmacol Exp Ther. 2005 Feb;312(2):424-31. Epub 2004 Oct 20. [PubMed:15496615 ]
  25. Garcia-Giralt E, Omodei Zorini C, Beuzeboc P, Deffontaines D, Dieras V, Dorval T, Jouve M, Palangie T, Scholl S, Pouillart P: First line protracted venous infusion fluorouracil with CisDDP or carboplatine in advanced colorectal cancer. Clin Ter. 1997 Sep;148(9):393-401. [PubMed:9374077 ]
  26. Chekhun VF, Lukyanova NY, Kovalchuk O, Tryndyak VP, Pogribny IP: Epigenetic profiling of multidrug-resistant human MCF-7 breast adenocarcinoma cells reveals novel hyper- and hypomethylated targets. Mol Cancer Ther. 2007 Mar;6(3):1089-98. [PubMed:17363502 ]
  27. Gorski MM, Eeken JC, de Jong AW, Klink I, Loos M, Romeijn RJ, van Veen BL, Mullenders LH, Ferro W, Pastink A: The Drosophila melanogaster DNA Ligase IV gene plays a crucial role in the repair of radiation-induced DNA double-strand breaks and acts synergistically with Rad54. Genetics. 2003 Dec;165(4):1929-41. [PubMed:14704177 ]
  28. Wang P, Gao XF, Bu WY, Zhang J, Hou YF, Niu BH, Wang W, Ma YF, Qi YJ: [Differential proteins in esophageal squamous cell line EC9706/CDDP identified by SILAC quantitative proteomic approach]. Yao Xue Xue Bao. 2012 Mar;47(3):409-16. [PubMed:22645768 ]
  29. Taki T, Ohnishi T, Arita N, Hiraga S, Hayakawa T: In vivo etoposide-resistant C6 glioma cell line: significance of altered DNA topoisomerase II activity in multi-drug resistance. J Neurooncol. 1998 Jan;36(1):41-53. [PubMed:9525824 ]
  30. (). FDA label . .

Only showing the first 10 proteins. There are 17 proteins in total.

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Key enzyme in purine degradation. Catalyzes the oxidation of hypoxanthine to xanthine. Catalyzes the oxidation of xanthine to uric acid. Contributes to the generation of reactive oxygen species. Has also low oxidase activity towards aldehydes (in vitro).
Gene Name:
XDH
Uniprot ID:
P47989
Molecular weight:
146422.99
References
  1. Yilmaz HR, Sogut S, Ozyurt B, Ozugurlu F, Sahin S, Isik B, Uz E, Ozyurt H: The activities of liver adenosine deaminase, xanthine oxidase, catalase, superoxide dismutase enzymes and the levels of malondialdehyde and nitric oxide after cisplatin toxicity in rats: protective effect of caffeic acid phenethyl ester. Toxicol Ind Health. 2005 May;21(3-4):67-73. [PubMed:15986578 ]
  2. Cetin R, Devrim E, Kilicoglu B, Avci A, Candir O, Durak I: Cisplatin impairs antioxidant system and causes oxidation in rat kidney tissues: possible protective roles of natural antioxidant foods. J Appl Toxicol. 2006 Jan-Feb;26(1):42-6. [PubMed:16158393 ]
  3. Erdogan S, Tosyali E, Duzguner V, Kucukgul A, Aslantas O, Celik S: Cisplatin reduces Brucella melitensis-infected cell number by inducing apoptosis, oxidant and pro-inflammatory cytokine production. Res Vet Sci. 2010 Apr;88(2):218-26. doi: 10.1016/j.rvsc.2009.09.002. Epub 2009 Oct 8. [PubMed:19818462 ]
General function:
Involved in peroxidase activity
Specific function:
Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:
MPO
Uniprot ID:
P05164
Molecular weight:
83867.71
References
  1. Erdogan S, Tosyali E, Duzguner V, Kucukgul A, Aslantas O, Celik S: Cisplatin reduces Brucella melitensis-infected cell number by inducing apoptosis, oxidant and pro-inflammatory cytokine production. Res Vet Sci. 2010 Apr;88(2):218-26. doi: 10.1016/j.rvsc.2009.09.002. Epub 2009 Oct 8. [PubMed:19818462 ]
  2. Ozen S, Akyol O, Iraz M, Sogut S, Ozugurlu F, Ozyurt H, Odaci E, Yildirim Z: Role of caffeic acid phenethyl ester, an active component of propolis, against cisplatin-induced nephrotoxicity in rats. J Appl Toxicol. 2004 Jan-Feb;24(1):27-35. [PubMed:14745844 ]
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate, myristate and palmitate. Has little activity toward prostaglandins A1 and E1. Oxidizes arachidonic acid to 20-hydroxyeicosatetraenoic acid (20-HETE).
Gene Name:
CYP4A11
Uniprot ID:
Q02928
Molecular weight:
59347.31
References
  1. Nakamura M, Imaoka S, Tanaka E, Misawa S, Funae Y: cis-Diamminedichloroplatinum induces peroxisomes as well as CYP4A1 in rat kidney. Res Commun Mol Pathol Pharmacol. 1998 Jan;99(1):23-32. [PubMed:9523352 ]
General function:
Involved in carboxylesterase activity
Specific function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular weight:
68417.575
References
  1. Bodur E: Human serum butyrylcholinesterase interactions with cisplatin and cyclophosphamide. Biochimie. 2010 Aug;92(8):979-84. doi: 10.1016/j.biochi.2010.04.010. Epub 2010 Apr 24. [PubMed:20417682 ]
General function:
Involved in peroxidase activity
Specific function:
Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
Gene Name:
PTGS2
Uniprot ID:
P35354
Molecular weight:
68995.625
References
  1. Tusgaard B, Norregaard R, Jensen AM, Wang G, Topcu SO, Wang Y, Nielsen S, Frokiaer J: Cisplatin decreases renal cyclooxygenase-2 expression and activity in rats. Acta Physiol (Oxf). 2011 May;202(1):79-90. doi: 10.1111/j.1748-1716.2011.02257.x. Epub 2011 Mar 22. [PubMed:21272267 ]
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. Masek V, Anzenbacherova E, Machova M, Brabec V, Anzenbacher P: Interaction of antitumor platinum complexes with human liver microsomal cytochromes P450. Anticancer Drugs. 2009 Jun;20(5):305-11. [PubMed:19378397 ]
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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular weight:
56277.81
References
  1. Masek V, Anzenbacherova E, Machova M, Brabec V, Anzenbacher P: Interaction of antitumor platinum complexes with human liver microsomal cytochromes P450. Anticancer Drugs. 2009 Jun;20(5):305-11. [PubMed:19378397 ]

Transporters

General function:
Involved in ATP binding
Specific function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular weight:
174205.6
References
  1. Schrenk D, Baus PR, Ermel N, Klein C, Vorderstemann B, Kauffmann HM: Up-regulation of transporters of the MRP family by drugs and toxins. Toxicol Lett. 2001 Mar 31;120(1-3):51-7. [PubMed:11323161 ]
  2. Demeule M, Brossard M, Beliveau R: Cisplatin induces renal expression of P-glycoprotein and canalicular multispecific organic anion transporter. Am J Physiol. 1999 Dec;277(6 Pt 2):F832-40. [PubMed:10600929 ]
General function:
Involved in ATP binding
Specific function:
May participate directly in the active transport of drugs into subcellular organelles or influence drug distribution indirectly. Transports glutathione conjugates as leukotriene-c4 (LTC4) and N-ethylmaleimide S-glutathione (NEM-GS)
Gene Name:
ABCC6
Uniprot ID:
O95255
Molecular weight:
164904.8
References
  1. Belinsky MG, Chen ZS, Shchaveleva I, Zeng H, Kruh GD: Characterization of the drug resistance and transport properties of multidrug resistance protein 6 (MRP6, ABCC6). Cancer Res. 2002 Nov 1;62(21):6172-7. [PubMed:12414644 ]
General function:
Involved in ATP binding
Specific function:
May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:
ABCC3
Uniprot ID:
O15438
Molecular weight:
169341.1
References
  1. Schrenk D, Baus PR, Ermel N, Klein C, Vorderstemann B, Kauffmann HM: Up-regulation of transporters of the MRP family by drugs and toxins. Toxicol Lett. 2001 Mar 31;120(1-3):51-7. [PubMed:11323161 ]
General function:
Involved in ATP binding
Specific function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular weight:
141477.3
References
  1. Li D, Jang SH, Kim J, Wientjes MG, Au JL: Enhanced drug-induced apoptosis associated with P-glycoprotein overexpression is specific to antimicrotubule agents. Pharm Res. 2003 Jan;20(1):45-50. [PubMed:12608535 ]
General function:
Involved in ATP binding
Specific function:
Involved in the export of copper out of the cells, such as the efflux of hepatic copper into the bile.
Gene Name:
ATP7B
Uniprot ID:
P35670
Molecular weight:
157261.34
References
  1. Rabik CA, Maryon EB, Kasza K, Shafer JT, Bartnik CM, Dolan ME: Role of copper transporters in resistance to platinating agents. Cancer Chemother Pharmacol. 2009 Jun;64(1):133-42. doi: 10.1007/s00280-008-0860-1. Epub 2008 Nov 8. [PubMed:18998134 ]
  2. Mangala LS, Zuzel V, Schmandt R, Leshane ES, Halder JB, Armaiz-Pena GN, Spannuth WA, Tanaka T, Shahzad MM, Lin YG, Nick AM, Danes CG, Lee JW, Jennings NB, Vivas-Mejia PE, Wolf JK, Coleman RL, Siddik ZH, Lopez-Berestein G, Lutsenko S, Sood AK: Therapeutic Targeting of ATP7B in Ovarian Carcinoma. Clin Cancer Res. 2009 Jun 1;15(11):3770-80. doi: 10.1158/1078-0432.CCR-08-2306. Epub 2009 May 26. [PubMed:19470734 ]
  3. Furukawa T, Komatsu M, Ikeda R, Tsujikawa K, Akiyama S: Copper transport systems are involved in multidrug resistance and drug transport. Curr Med Chem. 2008;15(30):3268-78. [PubMed:19075668 ]
General function:
Involved in ATP binding
Specific function:
May supply copper to copper-requiring proteins within the secretory pathway, when localized in the trans-Golgi network. Under conditions of elevated extracellular copper, it relocalized to the plasma membrane where it functions in the efflux of copper from cells.
Gene Name:
ATP7A
Uniprot ID:
Q04656
Molecular weight:
163372.275
References
  1. Rabik CA, Maryon EB, Kasza K, Shafer JT, Bartnik CM, Dolan ME: Role of copper transporters in resistance to platinating agents. Cancer Chemother Pharmacol. 2009 Jun;64(1):133-42. doi: 10.1007/s00280-008-0860-1. Epub 2008 Nov 8. [PubMed:18998134 ]
  2. Furukawa T, Komatsu M, Ikeda R, Tsujikawa K, Akiyama S: Copper transport systems are involved in multidrug resistance and drug transport. Curr Med Chem. 2008;15(30):3268-78. [PubMed:19075668 ]
General function:
Involved in ATP binding
Specific function:
Acts as a multispecific organic anion pump which can transport nucleotide analogs
Gene Name:
ABCC5
Uniprot ID:
O15440
Molecular weight:
160658.8
References
  1. Schrenk D, Baus PR, Ermel N, Klein C, Vorderstemann B, Kauffmann HM: Up-regulation of transporters of the MRP family by drugs and toxins. Toxicol Lett. 2001 Mar 31;120(1-3):51-7. [PubMed:11323161 ]
General function:
Involved in ion transmembrane transporter activity
Specific function:
Mediates tubular uptake of organic compounds from circulation. Mediates the influx of agmatine, dopamine, noradrenaline (norepinephrine), serotonin, choline, famotidine, ranitidine, histamin, creatinine, amantadine, memantine, acriflavine, 4-[4-(dimethylamino)-styryl]-N-methylpyridinium ASP, amiloride, metformin, N-1-methylnicotinamide (NMN), tetraethylammonium (TEA), 1-methyl-4-phenylpyridinium (MPP), cimetidine, cisplatin and oxaliplatin. Cisplatin may develop a nephrotoxic action. Transport of creatinine is inhibited by fluoroquinolones such as DX-619 and LVFX. This transporter is a major determinant of the anticancer activity of oxaliplatin and may contribute to antitumor specificity
Gene Name:
SLC22A2
Uniprot ID:
O15244
Molecular weight:
62564.0
References
  1. Pan BF, Sweet DH, Pritchard JB, Chen R, Nelson JA: A transfected cell model for the renal toxin transporter, rOCT2. Toxicol Sci. 1999 Feb;47(2):181-6. [PubMed:10220855 ]
  2. Burger H, Zoumaro-Djayoon A, Boersma AW, Helleman J, Berns EM, Mathijssen RH, Loos WJ, Wiemer EA: Differential transport of platinum compounds by the human organic cation transporter hOCT2 (hSLC22A2). Br J Pharmacol. 2010 Feb;159(4):898-908. doi: 10.1111/j.1476-5381.2009.00569.x. Epub 2010 Jan 8. [PubMed:20067471 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
General function:
Involved in copper ion transmembrane transporter activity
Specific function:
Involved in high-affinity copper uptake
Gene Name:
SLC31A1
Uniprot ID:
O15431
Molecular weight:
21090.5
References
  1. Howell SB, Safaei R, Larson CA, Sailor MJ: Copper transporters and the cellular pharmacology of the platinum-containing cancer drugs. Mol Pharmacol. 2010 Jun;77(6):887-94. doi: 10.1124/mol.109.063172. Epub 2010 Feb 16. [PubMed:20159940 ]
  2. Kurokawa T, He G, Siddik ZH: Protein kinase inhibitors emodin and dichloro-ribofuranosylbenzimidazole modulate the cellular accumulation and cytotoxicity of cisplatin in a schedule-dependent manner. Cancer Chemother Pharmacol. 2010 Feb;65(3):427-36. doi: 10.1007/s00280-009-1045-2. Epub 2009 Jun 16. [PubMed:19529937 ]
  3. Jandial DD, Farshchi-Heydari S, Larson CA, Elliott GI, Wrasidlo WJ, Howell SB: Enhanced delivery of cisplatin to intraperitoneal ovarian carcinomas mediated by the effects of bortezomib on the human copper transporter 1. Clin Cancer Res. 2009 Jan 15;15(2):553-60. doi: 10.1158/1078-0432.CCR-08-2081. [PubMed:19147760 ]
  4. Liang ZD, Stockton D, Savaraj N, Tien Kuo M: Mechanistic comparison of human high-affinity copper transporter 1-mediated transport between copper ion and cisplatin. Mol Pharmacol. 2009 Oct;76(4):843-53. doi: 10.1124/mol.109.056416. Epub 2009 Jul 1. [PubMed:19570948 ]
  5. Rabik CA, Maryon EB, Kasza K, Shafer JT, Bartnik CM, Dolan ME: Role of copper transporters in resistance to platinating agents. Cancer Chemother Pharmacol. 2009 Jun;64(1):133-42. doi: 10.1007/s00280-008-0860-1. Epub 2008 Nov 8. [PubMed:18998134 ]
  6. Pabla N, Murphy RF, Liu K, Dong Z: The copper transporter Ctr1 contributes to cisplatin uptake by renal tubular cells during cisplatin nephrotoxicity. Am J Physiol Renal Physiol. 2009 Mar;296(3):F505-11. doi: 10.1152/ajprenal.90545.2008. Epub 2009 Jan 14. [PubMed:19144690 ]
  7. Furukawa T, Komatsu M, Ikeda R, Tsujikawa K, Akiyama S: Copper transport systems are involved in multidrug resistance and drug transport. Curr Med Chem. 2008;15(30):3268-78. [PubMed:19075668 ]
General function:
Involved in copper ion transmembrane transporter activity
Specific function:
Involved in low-affinity copper uptake (Potential)
Gene Name:
SLC31A2
Uniprot ID:
O15432
Molecular weight:
15681.3
References
  1. Blair BG, Larson CA, Safaei R, Howell SB: Copper transporter 2 regulates the cellular accumulation and cytotoxicity of Cisplatin and Carboplatin. Clin Cancer Res. 2009 Jul 1;15(13):4312-21. doi: 10.1158/1078-0432.CCR-09-0311. Epub 2009 Jun 9. [PubMed:19509135 ]

Only showing the first 10 proteins. There are 17 proteins in total.