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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H23N3O5
Molecular Weight 421.4458
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOPOTECAN

SMILES

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(CC4=C3N=C5C=CC(O)=C(CN(C)C)C5=C4)C2=O

InChI

InChIKey=UCFGDBYHRUNTLO-QHCPKHFHSA-N
InChI=1S/C23H23N3O5/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20/h5-8,27,30H,4,9-11H2,1-3H3/t23-/m0/s1

HIDE SMILES / InChI
Molecular Formula C23H23N3O5
Molecular Weight 421.4458
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:30:08 UTC 2023
Edited
by admin
on Fri Dec 15 15:30:08 UTC 2023
Record UNII
7M7YKX2N15
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOPOTECAN
EMA EPAR   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
NOGITECAN
Common Name English
topotecan [INN]
Common Name English
NSC-609699
Code English
TOPOTECAN [VANDF]
Common Name English
FF-10850 (liposomal topotecan)
Common Name English
1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H,12H)-DIONE, 10-((DIMETHYLAMINO)METHYL)-4-ETHYL-4,9-DIHYDROXY-, (4S)-
Systematic Name English
10-HYDROXY-9-((DIMETHYLAMINO)METHYL)-(20S)-CAMPTOTHECIN
Common Name English
TOPOTECAN [EMA EPAR]
Common Name English
Topotecan [WHO-DD]
Common Name English
HYCAMPTAMINE
Common Name English
SK&F-104864
Code English
HYCAMPTIN
Brand Name English
TOPOTECAN [MI]
Common Name English
NSC-641007
Code English
SKF-104864
Code English
Classification Tree Code System Code
WHO-VATC QL01XX17
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS POTACTASOL (AUTHORISED: SMALL CELL LUNG CARCINOMA, UTERINE CERVICAL NEOPLASMS)
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
FDA ORPHAN DRUG 694519
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS HYCAMTIN (AUTHORIZED: OVARIAN NEOPLASMS, SMALL CELL LUNG CARCINOMA, UTERINE CERVICAL NEOPLASMS)
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS EVOTOPIN (WITHDRAWN: OVARIAN NEOPLASMS
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
LIVERTOX NBK548037
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS TOPOTECAN HOSPIRA (AUTHORISED: SMALL CELL LUNG CARCINOMA)
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS TOPOTECAN ACTAVIS (AUTHORISED: SMALL CELL LUNG CARCINOMA, UTERINE NEOPLASMS )
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
NDF-RT N0000000176
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
EMA ASSESSMENT REPORTS TOPOTECAN TEVA (AUTHORIZED: OVARIAN NEOPLASMS, SMALL CELL LUNG CARCINOMA, UTERINE CERVICAL NEOPLASMS)
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
NDF-RT N0000175609
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
WHO-ATC L01XX17
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
NCI_THESAURUS C2843
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
Code System Code Type Description
DRUG CENTRAL
2707
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
DAILYMED
7M7YKX2N15
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
CHEBI
63632
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
INN
6783
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
NCI_THESAURUS
C1413
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
HSDB
8213
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
LACTMED
Topotecan
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
MERCK INDEX
m10977
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB01030
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
NSC
641007
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
IUPHAR
7101
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
EVMPD
SUB11191MIG
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
NSC
609699
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
ChEMBL
CHEMBL84
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
WIKIPEDIA
Topotecan
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
PUBCHEM
60700
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
RXCUI
57308
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY RxNorm
SMS_ID
100000089213
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
MESH
D019772
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
CAS
123948-87-8
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
FDA UNII
7M7YKX2N15
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID3042685
Created by admin on Fri Dec 15 15:30:08 UTC 2023 , Edited by admin on Fri Dec 15 15:30:08 UTC 2023
PRIMARY
Related Record Type Details
MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1
TRANSPORTER -> SUBSTRATE
Km
ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2
TRANSPORTER -> SUBSTRATE
Structure of TOPOTECAN HYDROCHLORIDE (1:1.25)
SALT/SOLVATE -> PARENT
Structure of TOPOTECAN HYDROCHLORIDE
SALT/SOLVATE -> PARENT
MATE-2
TRANSPORTER -> SUBSTRATE
Km
DNA TOPOISOMERASE 1
TARGET -> INHIBITOR
Structure of TOPOTECAN
SALT/SOLVATE -> PARENT
MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1
TRANSPORTER -> SUBSTRATE
Vmax
MATE-2
TRANSPORTER -> SUBSTRATE
Vmax
Related Record Type Details
Structure of TOPOTECANCARBOXYLIC ACID
METABOLITE LESS ACTIVE -> PARENT
Structure of (2S)-2-(1-(AMINOMETHYL)-2-HYDROXY-8-(HYDROXYMETHYL)-9-OXO-11H-INDOLIZINO(1,2-B)QUINOLIN-7-YL)-2-HYDROXY-BUTANOIC ACID
METABOLITE ACTIVE -> PARENT
Structure of N-DESMETHYL TOPOTECAN-O-GLUCURONIDE
METABOLITE -> PARENT
Topotecan-O-glucuronide and N-desmethyl topotecan-O-glucuronide, were less than 2% of the administered dose.
URINE
Structure of N-DESMETHYL TOPOTECAN
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of TOPOTECAN-O-GLUCURONIDE
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of TOPOTECAN
ACTIVE MOIETY
NIH
NCATS
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