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Details

Stereochemistry ABSOLUTE
Molecular Formula C47H51NO14
Molecular Weight 853.9061
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-EPIPACLITAXEL

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(CO[C@@H]5C[C@H](O)[C@@]4(C)C1=O)OC(C)=O)C2(C)C)OC(=O)[C@@H](O)[C@@H](NC(=O)C6=CC=CC=C6)C7=CC=CC=C7

InChI

InChIKey=RCINICONZNJXQF-MEUUVHMJSA-N
InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36-,37+,38-,40-,45+,46-,47+/m0/s1

HIDE SMILES / InChI

Molecular Formula C47H51NO14
Molecular Weight 853.9061
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 11 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

NSC-LSC1 is a novel compound having an antitumor activity belonging to an analogue of taxol. As with the taxol, the NSC-LSC1 has a low toxicity and a high antitumor activity. NSC-LSC1 exhibits a high proliferation inhibitory activity against human or animal cancer cells transplanted into a test animal and further, a low toxicity to the animal which renders NSC-LSC1 promising as a compound for use in the field of chemotherapy of cancers.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
NSC-LSC1 shows potent proliferation inhibitory activity against against P388 (mouse leukemia, IC50=3.3ng/ml) and KB cells (human squamous cell carcinoma, IC50=19ng/ml)
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:23:11 GMT 2025
Edited
by admin
on Mon Mar 31 21:23:11 GMT 2025
Record UNII
5DFG1UEB63
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZENEPROPANOIC ACID, .BETA.-(BENZOYLAMINO)-.ALPHA.-HYDROXY-, (2AR,4S,4AS,6S,9S,11S,12S,12AR,12BS)-6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-2A,3,4,4A,5,6,9,10,11,12,12A,12B-DODECAHYDRO-4,11-DIHYDROXY-4A,8,13,13-TETRAMETHYL-5-OXO-7,11-METHANO-1H-CYCLODECA(3,
Preferred Name English
.ALPHA.-EPIPACLITAXEL
Common Name English
4,10?-bis(acetyloxy)-13?-[[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy]-1,7?-dihydroxy-9-oxo-5?,20-epoxytax-11-en-2?-yl benzoate
Systematic Name English
7-epi-paclitaxel
Common Name English
PACLITAXEL IMPURITY E [EP IMPURITY]
Common Name English
NSC-LSC-1
Code English
Code System Code Type Description
EPA CompTox
DTXSID50163750
Created by admin on Mon Mar 31 21:23:11 GMT 2025 , Edited by admin on Mon Mar 31 21:23:11 GMT 2025
PRIMARY
CAS
147557-12-8
Created by admin on Mon Mar 31 21:23:11 GMT 2025 , Edited by admin on Mon Mar 31 21:23:11 GMT 2025
PRIMARY
FDA UNII
5DFG1UEB63
Created by admin on Mon Mar 31 21:23:11 GMT 2025 , Edited by admin on Mon Mar 31 21:23:11 GMT 2025
PRIMARY
PUBCHEM
11828953
Created by admin on Mon Mar 31 21:23:11 GMT 2025 , Edited by admin on Mon Mar 31 21:23:11 GMT 2025
PRIMARY