VINEPIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12N3CC[C@@]14C5=C(C=C(OC)C(=C5)[C@]6(C[C@]7([H])C[C@H](CC)CN(C7)CCC8=C6NC9=CC=CC=C89)C(=O)OC)N(C=O)[C@@]4([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC

InChI

InChIKey=KLFUUCHXSFIPMH-LMQWBHQESA-N

InChI=1S/C46H56N4O9/c1-7-28-20-29-23-45(41(53)57-5,37-31(14-18-48(24-28)25-29)30-12-9-10-13-34(30)47-37)33-21-32-35(22-36(33)56-4)50(26-51)39-44(32)16-19-49-17-11-15-43(8-2,38(44)49)40(59-27(3)52)46(39,55)42(54)58-6/h9-13,15,21-22,26,28-29,38-40,47,55H,7-8,14,16-20,23-25H2,1-6H3/t28-,29-,38-,39+,40+,43+,44+,45-,46-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3986806 | Brossi Arnold, Suffness Matthew, The Alkaloids: Antitumor Bisindole Alkaloids from Catharanthus roseus (L.), p. 190, retrieved from:https://books.google.ru/books?id=EcrtXS98DLoC&pg=PA190&lpg=PA190&dq=VINEPIDINE&source=bl&ots=e86Vcx4c24&sig=ACfU3U1CJyzl_lf70nu-Tebn0ZUu_r2WIg&hl=ru&sa=X&ved=2ahUKEwjCkY3NpKvjAhVH06YKHSL4A284ChDoATAAegQIBxAB#v=onepage&q=VINEPIDINE&f=false

Vinepidine, a derivative of vincristine participated in clinical trials as an antineoplastic agent. As a result, the extreme neuromuscular toxicity was observed, that is why this study was discontinued.

Approval Year

PubMed

Title	Date	PubMed
Comparison of the effects of vinblastine, vincristine, vindesine, and vinepidine on microtubule dynamics and cell proliferation in vitro.	1985 Jun	3986806
Studies with 4'-deoxyepivincristine (vinepidine), a semisynthetic vinca alkaloid.	1985 Jun 1	4004913

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:50:16 GMT 2023` Edited by `admin` on `Fri Dec 15 16:50:16 GMT 2023`
Record UNII	W3375J6V0Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINEPIDINE

Official Name

English

vinepidine [INN]

Common Name

English

VINCALEUKOBLASTINE, 4'-DEOXY-22-OXO-, (4'.ALPHA.)-

Common Name

English

(4'S)-4'-DEOXYLEUROCRISTINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C932