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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (5) Show 9 proteins XML

enzymes (4)transporters (5) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014667

Secondary Accession Numbers

HMDB14667

Metabolite Identification

Common Name

Oxaliplatin

Description

Oxaliplatin is a platinum-based chemotherapy drug in the same family as cisplatin and carboplatin. It is typically administered in combination with fluorouracil and leucovorin in a combination known as Folfox for the treatment of colorectal cancer. Compared to cisplatin the two amine groups are replaced by cyclohexyldiamine for improved antitumour activity. The chlorine ligands are replaced by the oxalato bidentate derived from oxalic acid in order to improve water solubility. Oxaliplatin is marketed by Sanofi-Aventis under the trademark Eloxatin®.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231214452D          

 15 17  0  0  0  0            999 V2000
    2.1442   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1442    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4297   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6451   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Pt  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    0.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  4  1  0  0  0  0
  5  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  8  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7 11  1  0  0  0  0
 11  8  1  0  0  0  0
 14 10  2  0  0  0  0
  9 15  2  0  0  0  0
  9 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 13 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014667

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1O[Pt]2(N[C@@H]3CCCC[C@H]3N2)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-8H,1-4H2;(H,3,4)(H,5,6);/q-2;;+4/p-2/t5-,6-;;/m1../s1

> <INCHI_KEY>
DWAFYCQODLXJNR-BNTLRKBRSA-L

> <FORMULA>
C8H12N2O4Pt

> <MOLECULAR_WEIGHT>
395.276

> <EXACT_MASS>
395.044481331

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
21.28782890841022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,7aR)-octahydro-2',5'-dioxaspiro[cyclohexa[d]1,3-diaza-2-platinacyclopentane-2,1'-cyclopentane]-3',4'-dione

> <ALOGPS_LOGP>
0.04

> <JCHEM_LOGP>
1.7283999999999995

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.880624087066288

> <JCHEM_POLAR_SURFACE_AREA>
76.66

> <JCHEM_REFRACTIVITY>
65.921

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxaliplatin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       4.003  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.003   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.336   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.336  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.669   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.669  -0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.204  -1.246   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       1.204   1.246   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.669   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.669  -0.770   0.000  0.00  0.00           C+0
HETATM   11 Pt   UNK     0       0.000   0.000   0.000  0.00  0.00          Pt+0
HETATM   12  O   UNK     0      -1.204   1.246   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.204  -1.246   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.002  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.002   1.540   0.000  0.00  0.00           O+0
CONECT    1    6    4                                                       
CONECT    2    5    3                                                       
CONECT    3    2    4                                                       
CONECT    4    1    3                                                       
CONECT    5    2    8    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   11                                                       
CONECT    8    5   11                                                       
CONECT    9   15   12   10                                                  
CONECT   10   14    9   13                                                  
CONECT   11    7    8   13   12                                             
CONECT   12    9   11                                                       
CONECT   13   10   11                                                       
CONECT   14   10                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0014667
HETATM    1  O1  UNL     1       4.341  -0.820   2.152  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.614  -0.334   1.113  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.454   0.198   1.519  1.00  0.00           O  
HETATM    4 PT1  UNL     1       1.899  -0.303  -1.016  1.00  0.00          PT  
HETATM    5  N1  UNL     1       0.668  -1.458  -0.520  1.00  0.00           N  
HETATM    6  C2  UNL     1      -0.361  -0.543   0.023  1.00  0.00           C  
HETATM    7  C3  UNL     1      -1.710  -1.230   0.023  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.664  -0.332   0.777  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.254   1.119   0.676  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.729   1.354  -0.724  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.449   0.616  -0.899  1.00  0.00           C  
HETATM   12  N2  UNL     1       0.663   1.539  -0.615  1.00  0.00           N  
HETATM   13  O3  UNL     1       3.427   0.023  -1.236  1.00  0.00           O  
HETATM   14  C8  UNL     1       4.176  -0.468  -0.156  1.00  0.00           C  
HETATM   15  O4  UNL     1       5.335  -1.002  -0.456  1.00  0.00           O  
HETATM   16  H1  UNL     1       0.903  -2.163   0.179  1.00  0.00           H  
HETATM   17  H2  UNL     1      -0.121  -0.279   1.071  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.070  -1.255  -1.042  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.672  -2.254   0.405  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.710  -0.429   0.442  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.641  -0.628   1.860  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.473   1.352   1.434  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.121   1.786   0.814  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.485   0.969  -1.441  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.627   2.436  -0.897  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.351   0.213  -1.950  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.959   1.892  -1.536  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4
CONECT    4    5   12   13
CONECT    5    6   16
CONECT    6    7   11   17
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   12   26
CONECT   12   27
CONECT   13   14
CONECT   14   15   15
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
ACT-078	MeSH
Eloxatin	MeSH
L-OHP CPD	MeSH
ACT 078	MeSH
Eloxatine	MeSH

Chemical Formula

C₈H₁₂N₂O₄Pt

Average Molecular Weight

395.276

Monoisotopic Molecular Weight

395.044481331

IUPAC Name

(3aR,7aR)-octahydro-2',5'-dioxaspiro[cyclohexa[d]1,3-diaza-2-platinacyclopentane-2,1'-cyclopentane]-3',4'-dione

Traditional Name

oxaliplatin

CAS Registry Number

61825-94-3

SMILES

O=C1O[Pt]2(N[C@@H]3CCCC[C@H]3N2)OC1=O

InChI Identifier

InChI=1S/C6H12N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-8H,1-4H2;(H,3,4)(H,5,6);/q-2;;+4/p-2/t5-,6-;;/m1../s1

InChI Key

DWAFYCQODLXJNR-BNTLRKBRSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	27.5 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	12.4 g/L	ALOGPS
logP	0.04	ALOGPS
logP	1.73	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	5.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.66 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.92 m³·mol⁻¹	ChemAxon
Polarizability	21.29 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	189.7	32859911
AllCCS	[M+H-H2O]+	186.2	32859911
AllCCS	[M+NH4]+	192.9	32859911
AllCCS	[M+Na]+	193.9	32859911
AllCCS	[M-H]-	143.6	32859911
AllCCS	[M+Na-2H]-	144.0	32859911
AllCCS	[M+HCOO]-	144.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxaliplatin	O=C1O[Pt]2(N[C@@H]3CCCC[C@H]3N2)OC1=O	3436.7	Standard polar	33892256
Oxaliplatin	O=C1O[Pt]2(N[C@@H]3CCCC[C@H]3N2)OC1=O	2014.3	Standard non polar	33892256
Oxaliplatin	O=C1O[Pt]2(N[C@@H]3CCCC[C@H]3N2)OC1=O	2085.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxaliplatin,1TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	2104.2	Semi standard non polar	33892256
Oxaliplatin,1TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	1816.3	Standard non polar	33892256
Oxaliplatin,1TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	3347.6	Standard polar	33892256
Oxaliplatin,2TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C)[Pt]12OC(=O)C(=O)O2	2077.4	Semi standard non polar	33892256
Oxaliplatin,2TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C)[Pt]12OC(=O)C(=O)O2	1934.6	Standard non polar	33892256
Oxaliplatin,2TMS,isomer #1	C[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C)[Pt]12OC(=O)C(=O)O2	2955.8	Standard polar	33892256
Oxaliplatin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	2249.4	Semi standard non polar	33892256
Oxaliplatin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	2039.7	Standard non polar	33892256
Oxaliplatin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N[Pt]12OC(=O)C(=O)O2	3445.3	Standard polar	33892256
Oxaliplatin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C(C)(C)C)[Pt]12OC(=O)C(=O)O2	2392.8	Semi standard non polar	33892256
Oxaliplatin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C(C)(C)C)[Pt]12OC(=O)C(=O)O2	2372.4	Standard non polar	33892256
Oxaliplatin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[C@@H]2CCCC[C@H]2N([Si](C)(C)C(C)(C)C)[Pt]12OC(=O)C(=O)O2	2972.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxaliplatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-6009000000-b9b4953270254ab62b83	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxaliplatin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 10V, Positive-QTOF	splash10-0002-0009000000-a31a765719d649300da6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 20V, Positive-QTOF	splash10-0002-3009000000-09832f4a99df1f00c110	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 40V, Positive-QTOF	splash10-0006-6019000000-c714554a2fc3354c758f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 10V, Negative-QTOF	splash10-0006-0009000000-9e2420ce0e290d851870	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 20V, Negative-QTOF	splash10-0007-4009000000-4952a00f116de55adfb8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 40V, Negative-QTOF	splash10-0002-2295000000-a48977d90729b3829a54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 10V, Positive-QTOF	splash10-0002-0009000000-e2ab8ed19d0b6003b88b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 20V, Positive-QTOF	splash10-0002-1009000000-3efe4d0eae9f3975ed34	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 40V, Positive-QTOF	splash10-0a4l-9002000000-0848f2715f9b0c532402	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 10V, Negative-QTOF	splash10-0006-0009000000-b5ec105fca47b2732584	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 20V, Negative-QTOF	splash10-0006-1009000000-76b965e35308d82837dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxaliplatin 40V, Negative-QTOF	splash10-000l-9115000000-9c8a3f87c50653eb90d2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00526	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00526	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

39881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxaliplatin

METLIN ID

Not Available

PubChem Compound

43805

PDB ID

Not Available

ChEBI ID

343124

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Graham J, Mushin M, Kirkpatrick P: Oxaliplatin. Nat Rev Drug Discov. 2004 Jan;3(1):11-2. [PubMed:14756144 ]
Pasetto LM, D'Andrea MR, Rossi E, Monfardini S: Oxaliplatin-related neurotoxicity: how and why? Crit Rev Oncol Hematol. 2006 Aug;59(2):159-68. Epub 2006 Jun 27. [PubMed:16806962 ]
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Enzymes

Enzyme Details

1. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 1B1

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. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 1A1

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.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 1A2

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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. ATP-binding cassette sub-family G member 2

General function:: Involved in ATP binding
Specific function:: Xenobiotic transporter that may play an important role in the exclusion of xenobiotics from the brain. May be involved in brain-to-blood efflux. Appears to play a major role in the multidrug resistance phenotype of several cancer cell lines. When overexpressed, the transfected cells become resistant to mitoxantrone, daunorubicin and doxorubicin, display diminished intracellular accumulation of daunorubicin, and manifest an ATP- dependent increase in the efflux of rhodamine 123
Gene Name:: ABCG2
Uniprot ID:: Q9UNQ0
Molecular weight:: 72313.5

References

Ceckova M, Vackova Z, Radilova H, Libra A, Buncek M, Staud F: Effect of ABCG2 on cytotoxicity of platinum drugs: interference of EGFP. Toxicol In Vitro. 2008 Dec;22(8):1846-52. doi: 10.1016/j.tiv.2008.09.001. Epub 2008 Sep 9. [PubMed:18801423 ]

Enzyme Details

2. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Ahlin G, Karlsson J, Pedersen JM, Gustavsson L, Larsson R, Matsson P, Norinder U, Bergstrom CA, Artursson P: Structural requirements for drug inhibition of the liver specific human organic cation transport protein 1. J Med Chem. 2008 Oct 9;51(19):5932-42. doi: 10.1021/jm8003152. Epub 2008 Sep 13. [PubMed:18788725 ]

Enzyme Details

3. Solute carrier family 22 member 2

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

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 ]

Enzyme Details

4. Solute carrier family 22 member 3

General function:: Involved in transmembrane transport
Specific function:: Mediates potential-dependent transport of a variety of organic cations. May play a significant role in the disposition of cationic neurotoxins and neurotransmitters in the brain
Gene Name:: SLC22A3
Uniprot ID:: O75751
Molecular weight:: 61279.5

References

Yokoo S, Masuda S, Yonezawa A, Terada T, Katsura T, Inui K: Significance of organic cation transporter 3 (SLC22A3) expression for the cytotoxic effect of oxaliplatin in colorectal cancer. Drug Metab Dispos. 2008 Nov;36(11):2299-306. doi: 10.1124/dmd.108.023168. Epub 2008 Aug 18. [PubMed:18710896 ]

Enzyme Details

5. High affinity copper uptake protein 1

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

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 ]

Showing metabocard for Oxaliplatin (HMDB0014667)

MOL for HMDB0014667 (Oxaliplatin)

3D MOL for HMDB0014667 (Oxaliplatin)

3D SDF for HMDB0014667 (Oxaliplatin)

3D-SDF for HMDB0014667 (Oxaliplatin)

PDB for HMDB0014667 (Oxaliplatin)

3D PDB for HMDB0014667 (Oxaliplatin)

SMILES for HMDB0014667 (Oxaliplatin)

INCHI for HMDB0014667 (Oxaliplatin)

Structure for HMDB0014667 (Oxaliplatin)

3D Structure for HMDB0014667 (Oxaliplatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

Transporters

References

References

References

References

References