DIHYDROXY OXALIPLATIN-PT(IV)

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H14N2.C2O4.Pt.2HO
Molecular Weight	431.306
Optical Activity	UNSPECIFIED
Additional Stereochemistry	Yes
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0
Stereo Comments	SQUARE PLANAR, CIS-

SHOW SMILES / InChI

Structure of DIHYDROXY OXALIPLATIN-PT(IV)

Structure Search

SMILES

[OH-].[OH-].[Pt+4].[O-]C(=O)C([O-])=O.[H][C@@]1(N)CCCC[C@@]1([H])N

InChI

InChIKey=CRUOOYJLGQUXMM-NDSUJOINSA-J

InChI=1S/C6H14N2.C2H2O4.2H2O.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;;;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);2*1H2;/q;;;;+4/p-4/t5-,6-;;;;/m1..../s1

HIDE SMILES / InChI

Molecular Formula	C2O4
Molecular Weight	88.019
Charge	-2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C6H14N2
Molecular Weight	114.1888
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	Pt
Molecular Weight	195.084
Charge	4
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	HO
Molecular Weight	17.0073
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26865551
Curator's Comment: Description was created based on several sources, including http://www.medkoo.com/products/5702

Ormaplatin (NSC 363812, tetraplatin) is a stable platinum (IV) analog. Ormaplatin alkylates DNA, forming both inter- and intra-strand platinum-DNA crosslinks, which result in inhibition of DNA replication and transcription and cell-cycle nonspecific cytotoxicity. Ormaplatin showed marked antitumor activity both in vitro and vivo. The severe, cumulative and irreversible peripheral neurotoxicity observed in phase I studies resulted in termination of further clinical development of ormaplatin.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 278 Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7558420 \| https://www.ncbi.nlm.nih.gov/pubmed/8490203	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26865551	Primary		Phase I 428	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
0.78 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
0.576 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	78 mg/m² single, intravenous dose: 78 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
0.995 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	123 mg/m² single, intravenous dose: 123 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
4.37 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
6.62 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	78 mg/m² single, intravenous dose: 78 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
8.05 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	123 mg/m² single, intravenous dose: 123 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
11.9 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
16.2 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	78 mg/m² single, intravenous dose: 78 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
10.5 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	123 mg/m² single, intravenous dose: 123 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

F_unbound

Value	Dose	Analyte	Population
30% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	98 mg/m² single, intravenous dose: 98 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
30% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	78 mg/m² single, intravenous dose: 78 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
30% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8306332	123 mg/m² single, intravenous dose: 123 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered:	PLATINUM (IV) ION plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	OCT2 355

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
OCT2 355	substrate 3367 Sources: https://pubmed.ncbi.nlm.nih.gov/20067471/	yes

Sourcing

Vendor/Aggregator	ID	URL
ChemIDplus	62816982	https://chem.nlm.nih.gov/chemidplus/id/0062816982
EPA DSSTox	DTXSID50897225	https://comptox.epa.gov/dashboard/DTXSID50897225

PubMed

Title	Date	PubMed

Sample Use Guides

In Vivo Use Guide

A phase I trial of ormaplatin administered as a 1-h infusion every 4 weeks was performed. Forty-one patients received 101 cycles of drug over the dose range 4-128 mg/m2.

Route of Administration: Intravenous

In Vitro Use Guide

10 uM tetraplatin (ormaplatin) is cytotoxic for L1210 leukemia cells

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:16:46 GMT 2023` Edited by `admin` on `Sat Dec 16 09:16:46 GMT 2023`
Record UNII	AXA37HSS7Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIHYDROXY OXALIPLATIN-PT(IV)

Common Name

English

(OC-6-33)-((1R,2R)-CYCLOHEXANE-1,2-DIAMINE.KAPPA.N,.KAPPA.N')(ETHANEDIOATO(2-)-.KAPPA.O1,.KAPPA.O2)DIHYDROXYPLATINUM

Systematic Name

English

OXALIPLATIN RELATED COMPOUND C

Common Name

English

OXALIPLATIN IMPURITY C [EP IMPURITY]

Common Name

English

((1R-TRANS-(1,2-CYCLOHEXANEDIAMINE-N,N'))-TRANS-DIHYDROXIDO-(OXALATO(2-)-O,O')PLATINUM(IV))

Common Name

English

OXALIPLATIN RELATED COMPOUND C [USP IMPURITY]

Common Name

English

PLATINUM, ((1R,2R)-1,2-CYCLOHEXANEDIAMINE-.KAPPA.N1,.KAPPA.N2)(ETHANEDIOATO(2-)-.KAPPA.O1,.KAPPA.O2)DIHYDROXY-, (OC-6-33)-

Systematic Name

English

Code System Code Type Description

CAS

111321-67-6