VINLEUCINOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C51H69N5O9
Molecular Weight	896.1217
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
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])CN(C[C@](O)(CC)C7)CCC8=C6NC9=C8C=CC=C9)C(=O)OC)N(C)[C@@]4([H])[C@](O)([C@H](O)[C@]2(CC)C=CC3)C(=O)N[C@@H]([C@@H](C)CC)C(=O)OCC

InChI

InChIKey=QSTPFUDHVVIGCL-MIESHYDTSA-N

InChI=1S/C51H69N5O9/c1-9-30(5)39(41(57)65-12-4)53-45(59)51(62)43-49(20-23-56-21-15-19-48(11-3,42(49)56)44(51)58)34-24-35(38(63-7)25-37(34)54(43)6)50(46(60)64-8)27-31-26-47(61,10-2)29-55(28-31)22-18-33-32-16-13-14-17-36(32)52-40(33)50/h13-17,19,24-25,30-31,39,42-44,52,58,61-62H,9-12,18,20-23,26-29H2,1-8H3,(H,53,59)/t30-,31-,39-,42-,43+,44+,47-,48+,49+,50-,51-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C51H69N5O9
Molecular Weight	896.1217
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 11
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8306418 | https://www.ncbi.nlm.nih.gov/pubmed/1524896

Vinleucinol (also known as vinblastine-isoleucinate or V-LEU) was developed as a vinca alkaloid derivative. This compound exhibited superior antitumor activity in malignant melanoma, small cell lung carcinoma, and breast cancer lines. Experiments on animals have shown that metabolite of vinleucinol was mainly responsible for the antitumor.

Approval Year

PubMed

Title	Date	PubMed
Comparative antitumour activity of vinblastine-isoleucinate and related vinca alkaloids in human tumour xenografts.	1992	1524896

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:53:37 GMT 2023` Edited by `admin` on `Fri Dec 15 15:53:37 GMT 2023`
Record UNII	MUJ5BW9BWR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINLEUCINOL

Official Name

English

(23(1S,2S))-4-DEACETYL-3-((1-CARBOXY-2-METHYLBUTYL)CARBAMOYL)-3-DE(METHOXYCARBONYL)VINCALEUKOBLASTINE, ETHYL ESTER

Common Name

English

VINBLASTINE ISOLEUCINATE

Common Name

English

N-(O4-DEACETYL-23-VINBLASTINOYL) ETHYL L-ISOLEUCINATE

Common Name

English

vinleucinol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C932