U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C29H28N4O11
Molecular Weight 608.5528
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EDOTECARIN

SMILES

OCC(CO)NN1C(=O)C2=C(C1=O)C3=C(N([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C5=C3C=CC(O)=C5)C6=C2C7=C(N6)C=C(O)C=C7

InChI

InChIKey=QMVPQBFHUJZJCS-NTKFZFFISA-N
InChI=1S/C29H28N4O11/c34-7-10(8-35)31-33-27(42)20-18-13-3-1-11(37)5-15(13)30-22(18)23-19(21(20)28(33)43)14-4-2-12(38)6-16(14)32(23)29-26(41)25(40)24(39)17(9-36)44-29/h1-6,10,17,24-26,29-31,34-41H,7-9H2/t17-,24-,25+,26-,29-/m1/s1

HIDE SMILES / InChI

Molecular Formula C29H28N4O11
Molecular Weight 608.5528
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Edotecarin (J-107088 or [6-N-(1-hydroxymethyl-2-hydroxy)ethylamino-12,13-dihydro-2,10-dihydroxy- 13-(beta-D-glucopyranosyl)-5H-indolo[2,3-a]-pyrrolo[3,4-c]-carb azo le-5,7(6H)-dione]) is a DNA topoisomerase I inhibitor. The antitumor activity of edotecarin has been tested in vitro and in vivo, and inhibition of tumor growth has been observed in breast, cervix, pharynx, lung, prostate, colon, gastric, and hepatic cancer models. Banyu Pharmaceutical Co Ltd and Pfizer Inc were developing edotecarin for the potential treatment of solid tumors. Edotecarin development has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Mode of action of a new indolocarbazole anticancer agent, J-107088, targeting topoisomerase I.
1999-09-01

Sample Use Guides

The recommended Phase II dose of edotecarin is 13 mg/m(2) once every 21 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Wed Apr 02 06:57:06 GMT 2025
Edited
by admin
on Wed Apr 02 06:57:06 GMT 2025
Record UNII
1V8X590XDP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EDOTECARIN
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
edotecarin [INN]
Preferred Name English
Edotecarin [WHO-DD]
Common Name English
PF-804950
Code English
J-107088
Code English
EDOTECARIN [USAN]
Common Name English
EDOTECARIN [MI]
Common Name English
12-.BETA.-D-GLUCOPYRANOSYL-2,10-DIHYDROXY-6-((1-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-12,13-DIHYDRO-6H-INDOLO(2,3-A)PYRROLO(3,4-C)CARBAZOLE-5,7-DIONE
Systematic Name English
5H-INDOLO(2,3-A)PYRROLO(3,4-C)CARBAZOLE-5,7(6H)-DIONE, 12-.BETA.-D-GLUCOPYRANOSYL-12,13-DIHYDRO-2,10-DIHYDROXY-6-((2-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1904
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
Code System Code Type Description
FDA UNII
1V8X590XDP
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
ChEMBL
CHEMBL435191
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
NCI_THESAURUS
C2665
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
INN
8246
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
SMS_ID
100000089430
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
MERCK INDEX
m4830
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY Merck Index
DRUG BANK
DB04882
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID40870123
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
MESH
C121395
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
CAS
174402-32-5
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
PUBCHEM
9808998
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
USAN
RR-32
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
EVMPD
SUB25404
Created by admin on Wed Apr 02 06:57:06 GMT 2025 , Edited by admin on Wed Apr 02 06:57:06 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY