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

Details

Stereochemistry ABSOLUTE
Molecular Formula C45H53NO14
Molecular Weight 831.9006
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAROTAXEL

SMILES

CC(=O)O[C@@H]1C2=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C3=CC=CC=C3)[C@H]4[C@]5(C[C@H]5C[C@H]6OC[C@@]46OC(C)=O)C1=O)C2(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C7=CC=CC=C7

InChI

InChIKey=DXOJIXGRFSHVKA-BZVZGCBYSA-N
InChI=1S/C45H53NO14/c1-23-29(57-39(52)33(49)32(26-15-11-9-12-16-26)46-40(53)60-41(4,5)6)21-45(54)37(58-38(51)27-17-13-10-14-18-27)35-43(36(50)34(56-24(2)47)31(23)42(45,7)8)20-28(43)19-30-44(35,22-55-30)59-25(3)48/h9-18,28-30,32-35,37,49,54H,19-22H2,1-8H3,(H,46,53)/t28-,29+,30-,32+,33-,34-,35+,37+,43-,44+,45-/m1/s1

HIDE SMILES / InChI
LAROTAXEL is a taxoid with potential antineoplastic activity. It prevents microtubule depolymerization, thereby inhibiting cell proliferation. It displays a broad spectrum of antitumor activity in vitro and in vivo, including activity against P-glycoprotein expressing tumors. LAROTAXEL was in phase III clinical trials for the treatment of breast cancer, pancreatic cancer, and bladder cancer. However, its development was discontinued.

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Preclinical evaluation of new taxoids.
2001 Sep
Patents

Patents

Name Type Language
LAROTAXEL
INN   WHO-DD  
INN  
Official Name English
1-HYDROXY-9-OXO-5.BETA.,20-EPOXY-7.BETA.,19-CYCLOTAX-11-ENE-2.ALPHA.,4,10.BETA.,13.ALPHA.-TETRAYL 4,10-DIACETATE 2-BENZOATE 13-((2R,3S)-3-((TERT-BUTOXYCARBONYL)AMINO)-2-HYDROXY-3-PHENYLPROPANOATE)
Common Name English
larotaxel [INN]
Common Name English
XRP-9881
Code English
XRP9881
Code English
Larotaxel [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1490
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
NCI_THESAURUS C67437
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
Code System Code Type Description
EVMPD
SUB36058
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
FDA UNII
TWQ8K8A81Y
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
PUBCHEM
6918260
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
CAS
156294-36-9
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
DRUG BANK
DB12984
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
INN
8671
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
MESH
C531079
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID60935420
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
NCI_THESAURUS
C48427
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
WIKIPEDIA
LAROTAXEL
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY
SMS_ID
100000128686
Created by admin on Sat Dec 16 16:45:04 GMT 2023 , Edited by admin on Sat Dec 16 16:45:04 GMT 2023
PRIMARY