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Details

Stereochemistry ABSOLUTE
Molecular Formula C45H53NO14.2H2O
Molecular Weight 867.9312
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAROTAXEL DIHYDRATE

SMILES

O.O.[H][C@@]12C[C@@]13C(=O)[C@H](OC(C)=O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C5=CC=CC=C5)[C@]3([H])[C@@]6(CO[C@]6([H])C2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C7=CC=CC=C7

InChI

InChIKey=SEFGUGYLLVNFIJ-QDRLFVHASA-N
InChI=1S/C45H53NO14.2H2O/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);2*1H2/t28-,29+,30-,32+,33-,34-,35+,37+,43-,44+,45-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula C45H53NO14
Molecular Weight 831.9006
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Phase II multicenter study of larotaxel (XRP9881), a novel taxoid, in patients with metastatic breast cancer who previously received taxane-based therapy.
2008 Jul
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:42:45 UTC 2023
Edited
by admin
on Fri Dec 15 15:42:45 UTC 2023
Record UNII
23K148PYZO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAROTAXEL DIHYDRATE
Common Name English
RPR-109881A
Code English
Code System Code Type Description
PUBCHEM
6918259
Created by admin on Fri Dec 15 15:42:45 UTC 2023 , Edited by admin on Fri Dec 15 15:42:45 UTC 2023
PRIMARY
FDA UNII
23K148PYZO
Created by admin on Fri Dec 15 15:42:45 UTC 2023 , Edited by admin on Fri Dec 15 15:42:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID80172850
Created by admin on Fri Dec 15 15:42:45 UTC 2023 , Edited by admin on Fri Dec 15 15:42:45 UTC 2023
PRIMARY
CAS
192573-38-9
Created by admin on Fri Dec 15 15:42:45 UTC 2023 , Edited by admin on Fri Dec 15 15:42:45 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE