CHEBI:139037 - golgicide A

ChEBI IDCHEBI:139037
ChEBI Namegolgicide A
Stars
DefinitionA diastereoisomeric mixture comprising racemic cis- and racemic trans-goglioside A in a 10:1 ratio. It is a potent and rapidly reversible GBF1 (Golgi-specific brefeldin A-resistance guanine nucleotide exchange factor 1) inhibitor. The (3aS,4R,9bR) isomer is the most active (see Bioorg. Med. Chem. Lett., 2012, 22, 5177-5181).
Last Modified16 November 2017
SubmitterTheOtherDave
DownloadsMolfile
FormulaC17H14F2N2
Net Charge0
Average Mass284.309
Monoisotopic Mass284.11250
SMILES[H][C@@]12CC=C[C@]1([H])c1cc(F)cc(F)c1NC2c1cccnc1
InChIInChI=1S/C17H14F2N2/c18-11-7-14-12-4-1-5-13(12)16(10-3-2-6-20-9-10)21-17(14)15(19)8-11/h1-4,6-9,12-13,16,21H,5H2/t12-,13+,16?/m0/s1
InChIKeyNJZHEQOUHLZCOX-FTLRAWMYSA-N
Roles Classification
Biological Role:
cis-Golgi ArfGEF GBF inhibitor  Any inhibitor of cis-Golgi ArfGEF GBF.
ChEBI Ontology
Outgoing Relation(s)
golgicide A (CHEBI:139037) has part cis-golgicide A (CHEBI:139079)
golgicide A (CHEBI:139037) has part trans-golgicide A (CHEBI:139082)
golgicide A (CHEBI:139037) has role cis-Golgi ArfGEF GBF inhibitor (CHEBI:139084)
golgicide A (CHEBI:139037) is a diastereoisomeric mixture (CHEBI:60915)
Synonyms  Source
GCASUBMITTER
6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolineSUBMITTER
Manual XrefsDatabases
25113626PubChem Compound
Registry NumbersSources
CAS:1005036-73-6SUBMITTER