Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H13N3O4 |
| Molecular Weight | 227.2172 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)N(C=C1)[C@@H]2C[C@@H](O)[C@H](CO)O2
InChI
InChIKey=CKTSBUTUHBMZGZ-CHKWXVPMSA-N
InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m1/s1
Torcitabine is the beta-L-enantiomer of the natural nucleoside D-cytidine. The drug was under development as an antiviral agent for the treatment of chronic hepatitis B virus infection. Torcitabine has poor oral bioavailability, but its 3’,5’-derivative ester (val-L-dC) and the 3’-monovaline ester, valtorcitabine dihydrochloride, have excellent oral bioavailability and consequently the torcitabine prodrug, valtorcitabine, has replaced torcitabine in clinical development. Torcitabine is active against hepadnaviruses, specifically human hepatitis B virus (HBV), duck hepatitis virus (DHBV) and woodchuck hepatitis virus (WHV). Torcitabine triphosphate is a selective inhibitor of the polymerase enzyme of HBV.
Originator
Approval Year
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C1557
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
||
|
NCI_THESAURUS |
C29575
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
||
|
NCI_THESAURUS |
C281
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
MM-29
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
6BZN07BMW3
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
DTXSID30960542
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
300000017952
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
C73200
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
CHEMBL554563
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
159354
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
40093-94-5
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY | |||
|
8272
Created by
admin on Mon Mar 31 18:09:37 GMT 2025 , Edited by admin on Mon Mar 31 18:09:37 GMT 2025
|
PRIMARY |
ACTIVE MOIETY
PRODRUG (METABOLITE ACTIVE)