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

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 of VINROSIDINE

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

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

Originator

Sources: Svoboda G.H. Alkaloids of Vinca rosea Linn. IX. Extraction and Characterization of Leurosidine and Leurocristine. Lloydia, 24:173-178, 1961.
Curator's Comment: Svoboda G.H. extracted active alkaloid vinrosidine (leurosidine) from Vinca rosea Linn. reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/14070392

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
THE VINCA ALKALOIDS: A NEW CLASS OF ONCOLYTIC AGENTS.
1963 Sep
Catharanthus alkaloids. XXXV. Isolation of leurosidine N'b-oxide from Catharanthus roseus.
1981 Sep-Oct
Patents

Patents

Sample Use Guides

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
  • Download
Name Type Language
VINROSIDINE
INN  
INN  
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
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
NCI_THESAURUS C932
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
Code System Code Type Description
PUBCHEM
68543
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
SMS_ID
100000079135
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
FDA UNII
3D8VFG675W
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
NCI_THESAURUS
C152888
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110750
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
INN
1438
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID101018043
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
CAS
15228-71-4
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
EVMPD
SUB00072MIG
Created by admin on Fri Dec 15 16:44:51 GMT 2023 , Edited by admin on Fri Dec 15 16:44:51 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY