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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H24N2O2
Molecular Weight 336.4275
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APOVINCAMINE

SMILES

[H][C@]12N3CCC[C@@]1(CC)C=C(N4C5=CC=CC=C5C(CC3)=C24)C(=O)OC

InChI

InChIKey=OZDNDGXASTWERN-CTNGQTDRSA-N
InChI=1S/C21H24N2O2/c1-3-21-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(18(15)19(21)22)17(13-21)20(24)25-2/h4-5,7-8,13,19H,3,6,9-12H2,1-2H3/t19-,21+/m1/s1

HIDE SMILES / InChI

Description

Apovincamine is a vinca alkaloid derivative, which is structurally related to vinpocetine. Apovincamine is produced when vincamine, an alkaloid constituent of Vinca species, is heated to 220°C. Apovincamine suppresses melanogenesis in B16 mouse melanoma cells.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Patents

Patents

20090062529
4
20100226943
185
Name Type Language
APOVINCAMINE
INN  
INN  
Official Name English
VINPOCETINE IMPURITY B [EP IMPURITY]
Common Name English
(+)-APOVINCAMINE
Common Name English
CIS-APOVINCAMINE
Common Name English
EBURNAMENINE-14-CARBOXYLIC ACID, METHYL ESTER, (3.ALPHA.,16.ALPHA.)-
Systematic Name English
METHYL(3.ALPHA.,16.ALPHA.)-EBURNAMENINE-14-CARBOXYLATE
Common Name English
VINPOCETINE RELATED COMPOUND B [USP IMPURITY]
Common Name English
apovincamine [INN]
Common Name English
VINPOCETINE RELATED COMPOUND B [USP-RS]
Common Name English
(+)-CIS-APOVINCAMINE
Common Name English
VINPOCETINE RELATED COMPOUND B
USP-RS  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C74413
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
MESH
C063621
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
SMS_ID
100000086977
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
ChEMBL
CHEMBL1163488
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
CAS
4880-92-6
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
FDA UNII
504R182ZX7
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID401023598
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
RS_ITEM_NUM
1714620
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
EVMPD
SUB05538MIG
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
PUBCHEM
71204
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
INN
5205
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-491-0
Created by admin on Sat Dec 16 15:48:30 GMT 2023 , Edited by admin on Sat Dec 16 15:48:30 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of APOVINCAMINE
NIH
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