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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 Epitaxol

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-LYTKHFMESA-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

Description

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.

Originator

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Patents

Patents

EP0555485A1
2
WO1993002067A1
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Sat Dec 16 19:52:23 GMT 2023
Edited
by admin
on Sat Dec 16 19:52:23 GMT 2023
Record UNII
VRA3UAZ8BL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Epitaxol
Common Name English
(2aR,4R,4aS,6R,9S,11S,12S,12bS)-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacet
Systematic Name English
7-epi-Paclitaxel
Common Name English
Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (2aR,4R,4aS,6R,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[3,4]benz[1,
Systematic Name English
7-epi-Taxol
Common Name English
7-Epitaxol
Common Name English
7-Epipaclitaxel
Common Name English
Code System Code Type Description
PUBCHEM
184492
Created by admin on Sat Dec 16 19:52:23 GMT 2023 , Edited by admin on Sat Dec 16 19:52:23 GMT 2023
PRIMARY
FDA UNII
VRA3UAZ8BL
Created by admin on Sat Dec 16 19:52:23 GMT 2023 , Edited by admin on Sat Dec 16 19:52:23 GMT 2023
PRIMARY
CAS
105454-04-4
Created by admin on Sat Dec 16 19:52:23 GMT 2023 , Edited by admin on Sat Dec 16 19:52:23 GMT 2023
PRIMARY
NIH
NCATS
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