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Details

Stereochemistry RACEMIC
Molecular Formula C17H20N2O
Molecular Weight 268.3535
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINDEBURNOL

SMILES

[H][C@@]12CCCN3CCC4=C(N([C@H](O)C1)C5=C4C=CC=C5)[C@]23[H]

InChI

InChIKey=KOIGYXJOGRVNIS-LYRGGWFBSA-N
InChI=1S/C17H20N2O/c20-15-10-11-4-3-8-18-9-7-13-12-5-1-2-6-14(12)19(15)17(13)16(11)18/h1-2,5-6,11,15-16,20H,3-4,7-10H2/t11-,15-,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C17H20N2O
Molecular Weight 268.3535
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Vindeburnol, a derivative of the plant alkaloid vincamine that that bears neuroprotective properties. Animal model for Alzheimer's disease has shown that vindeburnol reduced neuroinflammation and amyloid burden. In addition, the treatment with this drug can be of benefit in multiple sclerosis patients.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of the new eburnamenine derivative RU 24722 on EEG recovery and cerebral energy metabolism after complete ischemia.
1985
Enhanced tail pinch-induced activation of catecholamine metabolism in the pericerulean area of RU 24722-treated rats.
2004 Dec 24
The vincamine derivative vindeburnol provides benefit in a mouse model of multiple sclerosis: effects on the Locus coeruleus.
2012 Apr
The locus coeruleus neuroprotective drug vindeburnol normalizes behavior in the 5xFAD transgenic mouse model of Alzheimer's disease.
2019 Jan 1
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:11:34 GMT 2023
Edited
by admin
on Fri Dec 15 16:11:34 GMT 2023
Record UNII
DFR7VWX42K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINDEBURNOL
INN  
INN  
Official Name English
EBURNAMENIN-14-OL, 14,15-DIHYDRO-, (3-.ALPHA.,14-.BETA.)-(±)-
Common Name English
vindeburnol [INN]
Common Name English
(±)-20,21-DINOR-16.ALPHA.-EBURNAMINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
Code System Code Type Description
INN
5293
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
SMS_ID
100000079109
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
FDA UNII
DFR7VWX42K
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
EVMPD
SUB00060MIG
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
PUBCHEM
68882
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
CAS
68779-67-9
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
NCI_THESAURUS
C80883
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
MESH
C044616
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID201270189
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107237
Created by admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY