VINROSIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H58N4O9
Molecular Weight	810.9741
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12N3CC[C@@]14C5=CC(=C(OC)C=C5N(C)[C@@]4([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC)[C@]6(C[C@@]7([H])CN(C[C@@](O)(CC)C7)CCC8=C6NC9=CC=CC=C89)C(=O)OC

InChI

InChIKey=JXLYSJRDGCGARV-KSNABSRWSA-N

InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39+,42+,43+,44+,45-,46-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C46H58N4O9
Molecular Weight	810.9741
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/14070392

Vinrosidine (leurosidine) is a leurosine-like alkaloid originally isolated from Vinca rosea Linn. Vinrosidine exerts antitumor activity in animal models.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Tubulin 69 Target ID: CHEMBL2095182 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D06308	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14070392	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
THE VINCA ALKALOIDS: A NEW CLASS OF ONCOLYTIC AGENTS.	1963 Sep	14070392
STUDIES ON CATHARANTHUS ALKALOIDS. 3. SEPARATION OF VINCALEUKOBLASTINE, LEUROCRISTINE, LEUROSINE AND LEUROSIDINE BY THIN-LAYER CHROMATOGRAPHY.	1965 Apr	14334202
A reduction in energy-dependent amino acid transport by microtubular inhibitors in Ehrlich ascites tumor cells.	1975 Oct	1194361
Catharanthus alkaloids. XXXV. Isolation of leurosidine N'b-oxide from Catharanthus roseus.	1981 Sep-Oct	7320741
The syntheses of 16a'-homo-leurosidine and 16a'-homo-vinblastine. Generation of atropisomers.	2001 Aug 10	11485450
Total synthesis of vinblastine, vincristine, related natural products, and key structural analogues.	2009 Apr 8	19292450

Patents

Sample Use Guides

In Vivo Use Guide

mice: 2-10 mg/kg/day

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:44:51 GMT 2023` Edited by `admin` on `Fri Dec 15 16:44:51 GMT 2023`
Record UNII	3D8VFG675W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINROSIDINE

Official Name

English

LEUROSIDINE

Common Name

English

1H-INDOLIZINO(8,1-CD)CARBAZOLE

Systematic Name

English

(+)-LEUROSIDINE

Common Name

English

VINCALEUKOBLASTINE, (4'.ALPHA.)-

Common Name

English

vinrosidine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C274