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

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

[H][C@@]12C[C@H](O)[C@@]3(C)C(=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@@]1(CO2)OC(C)=O)C4(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
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)
Name Type Language
.ALPHA.-EPIPACLITAXEL
Common Name English
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,
Systematic Name English
4,10β-bis(acetyloxy)-13α-[[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy]-1,7α-dihydroxy-9-oxo-5β,20-epoxytax-11-en-2α-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 Sat Dec 16 04:40:39 GMT 2023 , Edited by admin on Sat Dec 16 04:40:39 GMT 2023
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CAS
147557-12-8
Created by admin on Sat Dec 16 04:40:39 GMT 2023 , Edited by admin on Sat Dec 16 04:40:39 GMT 2023
PRIMARY
FDA UNII
5DFG1UEB63
Created by admin on Sat Dec 16 04:40:39 GMT 2023 , Edited by admin on Sat Dec 16 04:40:39 GMT 2023
PRIMARY
PUBCHEM
11828953
Created by admin on Sat Dec 16 04:40:39 GMT 2023 , Edited by admin on Sat Dec 16 04:40:39 GMT 2023
PRIMARY