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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (2) Show 3 proteins XML

enzymes (1)transporters (2) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015093

Secondary Accession Numbers

HMDB15093

Metabolite Identification

Common Name

Carboplatin

Description

Carboplatin is only found in individuals that have used or taken this drug. It is an organoplatinum compound that possesses antineoplastic activity. [PubChem]Alkylating agents work by three different mechanisms: 1) attachment of alkyl groups to DNA bases, resulting in the DNA being fragmented by repair enzymes in their attempts to replace the alkylated bases, preventing DNA synthesis and RNA transcription from the affected DNA, 2) DNA damage via the formation of cross-links (bonds between atoms in the DNA) which prevents DNA from being separated for synthesis or transcription, and 3) the induction of mispairing of the nucleotides leading to mutations.

Structure

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


  Mrv1652306061823082D          

 19 20  0  0  0  0            999 V2000
    0.8519    0.2602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.2602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915   -0.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664   -0.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -0.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208   -1.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -1.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -2.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519    1.9102    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    1.0852    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374    0.6727    0.0000 Pt  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    0.6727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    1.9102    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    1.0852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895    1.7997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519    1.0852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664    0.6727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
  1  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  3  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 13 18  1  0  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
 13 16  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015093

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][N]([H])([H])[Pt]1(OC(=O)C2(CCC2)C(=O)O1)[N]([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2

> <INCHI_KEY>
OLESAACUTLOWQZ-UHFFFAOYSA-L

> <FORMULA>
C6H12N2O4Pt

> <MOLECULAR_WEIGHT>
371.254

> <EXACT_MASS>
371.044481331

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.268789884862585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,7-diamino-6,8-dioxa-7-platinaspiro[3.5]nonane-5,9-dione

> <ALOGPS_LOGP>
0.14

> <ALOGPS_LOGS>
-0.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
107.88000000000001

> <JCHEM_REFRACTIVITY>
60.036699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.98e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carboplatin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-JUN-18         0                                  
HETATM    1  O   UNK     0       1.590   0.486   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.077   0.486   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.077  -1.054   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.411  -1.824   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.590  -1.054   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.924  -1.824   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.256  -1.824   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.345  -2.913   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.832  -2.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.256  -4.002   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       1.590   3.566   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0       3.130   2.026   0.000  0.00  0.00           H+0
HETATM   13 Pt   UNK     0       0.256   1.256   0.000  0.00  0.00          Pt+0
HETATM   14  H   UNK     0      -2.411   1.256   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0      -1.077   3.566   0.000  0.00  0.00           H+0
HETATM   16  N   UNK     0      -1.077   2.026   0.000  0.00  0.00           N+0
HETATM   17  H   UNK     0      -1.847   3.359   0.000  0.00  0.00           H+0
HETATM   18  N   UNK     0       1.590   2.026   0.000  0.00  0.00           N+0
HETATM   19  H   UNK     0       2.924   1.256   0.000  0.00  0.00           H+0
CONECT    1   13    5                                                       
CONECT    2   13    3                                                       
CONECT    3    7    2    4                                                  
CONECT    4    3                                                            
CONECT    5    1    7    6                                                  
CONECT    6    5                                                            
CONECT    7    5    3    8    9                                             
CONECT    8    7   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11   18                                                            
CONECT   12   18                                                            
CONECT   13    1    2   18   16                                             
CONECT   14   16                                                            
CONECT   15   16                                                            
CONECT   16   13   14   15   17                                             
CONECT   17   16                                                            
CONECT   18   13   11   12   19                                             
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cbdca	ChEBI
JM8	HMDB
Carboplat	HMDB
Carbosin	HMDB
Carbotec	HMDB
Ribocarbo	HMDB
JM-8	HMDB
Nealorin	HMDB
Neocarbo	HMDB
Blastocarb	HMDB
Ercar	HMDB
JM 8	HMDB

Chemical Formula

C₆H₁₂N₂O₄Pt

Average Molecular Weight

371.254

Monoisotopic Molecular Weight

371.044481331

IUPAC Name

7,7-diamino-6,8-dioxa-7-platinaspiro[3.5]nonane-5,9-dione

Traditional Name

carboplatin

CAS Registry Number

41575-94-4

SMILES

[H][N]([H])([H])[Pt]1(OC(=O)C2(CCC2)C(=O)O1)[N]([H])([H])[H]

InChI Identifier

InChI=1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2

InChI Key

OLESAACUTLOWQZ-UHFFFAOYSA-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 salt
Oxacycle
Organic metal salt
Organic transition metal salt
Organoheterocyclic compound
Metalloheterocycle
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

platinum coordination entity (CHEBI:31355 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015093)
Membrane (HMDB: HMDB0015093)

Process

Not Available

Role

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.14	ALOGPS
logS	-0.67	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	107.88 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.04 m³·mol⁻¹	ChemAxon
Polarizability	18.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.4	32859911
AllCCS	[M+NH4]+	178.7	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	143.3	32859911
AllCCS	[M+Na-2H]-	144.5	32859911
AllCCS	[M+HCOO]-	145.9	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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 DB00958	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00958	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00958

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8514637

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carboplatin

METLIN ID

Not Available

PubChem Compound

10339178

PDB ID

Not Available

ChEBI ID

31355

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)

Download (PDF)

General References

Canetta R, Rozencweig M, Carter SK: Carboplatin: the clinical spectrum to date. Cancer Treat Rev. 1985 Sep;12 Suppl A:125-36. [PubMed:3002623 ]
Knox RJ, Friedlos F, Lydall DA, Roberts JJ: Mechanism of cytotoxicity of anticancer platinum drugs: evidence that cis-diamminedichloroplatinum(II) and cis-diammine-(1,1-cyclobutanedicarboxylato)platinum(II) differ only in the kinetics of their interaction with DNA. Cancer Res. 1986 Apr;46(4 Pt 2):1972-9. [PubMed:3512077 ]
Natarajan G, Malathi R, Holler E: Increased DNA-binding activity of cis-1,1-cyclobutanedicarboxylatodiammineplatinum(II) (carboplatin) in the presence of nucleophiles and human breast cancer MCF-7 cell cytoplasmic extracts: activation theory revisited. Biochem Pharmacol. 1999 Nov 15;58(10):1625-9. [PubMed:10535754 ]

Enzymes

Enzyme Details

1. Xanthine dehydrogenase/oxidase

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

Husai K, Jagannathan R, Hasan Z, Trammell GL, Rybak LP, Hazelrigg SR, Somani SM: Dose response of carboplatin-induced nephrotoxicity in rats. Pharmacol Toxicol. 2002 Aug;91(2):83-9. [PubMed:12420797 ]
Husain K, Whitworth C, Rybak LP: Time response of carboplatin-induced nephrotoxicity in rats. Pharmacol Res. 2004 Sep;50(3):291-300. [PubMed:15225673 ]
Husain K, Whitworth C, Somani SM, Rybak LP: Carboplatin-induced oxidative stress in rat cochlea. Hear Res. 2001 Sep;159(1-2):14-22. [PubMed:11520631 ]
Husain K, Whitworth C, Hazelrigg S, Rybak L: Carboplatin-induced oxidative injury in rat inferior colliculus. Int J Toxicol. 2003 Sep-Oct;22(5):335-42. [PubMed:14555405 ]

Transporters

Enzyme Details

1. 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 ]

Enzyme Details

2. Probable low affinity copper uptake protein 2

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

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 ]

Showing metabocard for Carboplatin (HMDB0015093)

MOL for HMDB0015093 (Carboplatin)

3D MOL for HMDB0015093 (Carboplatin)

3D SDF for HMDB0015093 (Carboplatin)

3D-SDF for HMDB0015093 (Carboplatin)

PDB for HMDB0015093 (Carboplatin)

3D PDB for HMDB0015093 (Carboplatin)

SMILES for HMDB0015093 (Carboplatin)

INCHI for HMDB0015093 (Carboplatin)

Structure for HMDB0015093 (Carboplatin)

3D Structure for HMDB0015093 (Carboplatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

NMR Spectra

Enzymes

References

Transporters

References

References