CHEBI:47344 - alvocidib

ChEBI IDCHEBI:47344
ChEBI Namealvocidib
Stars
DefinitionA synthetic dihydroxyflavone that is 5,7-dihydroxyflavone which is substituted by a 3-hydroxy-1-methylpiperidin-4-yl group at position 8 and by a chlorine at the 2' position (the (−)-3S,4R stereoisomer). A cyclin-dependent kinase 9 (CDK9) inhibitor, it has been studied for the treatment of acute myeloid leukaemia, arthritis and atherosclerotic plaque formation.
Last Modified24 February 2016
DownloadsMolfile
FormulaC21H20ClNO5
Net Charge0
Average Mass401.846
Monoisotopic Mass401.10300
SMILESCN1CC[C@H](c2c(O)cc(O)c3c(=O)cc(-c4ccccc4Cl)oc23)[C@H](O)C1
InChIInChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1
InChIKeyBIIVYFLTOXDAOV-YVEFUNNKSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22).
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
alvocidib (CHEBI:47344) has role antineoplastic agent (CHEBI:35610)
alvocidib (CHEBI:47344) has role antirheumatic drug (CHEBI:35842)
alvocidib (CHEBI:47344) has role apoptosis inducer (CHEBI:68495)
alvocidib (CHEBI:47344) has role EC 2.7.11.22 (cyclin-dependent kinase) inhibitor (CHEBI:82665)
alvocidib (CHEBI:47344) is a dihydroxyflavone (CHEBI:38686)
alvocidib (CHEBI:47344) is a hydroxypiperidine (CHEBI:48590)
alvocidib (CHEBI:47344) is a monochlorobenzenes (CHEBI:83403)
alvocidib (CHEBI:47344) is a tertiary amino compound (CHEBI:50996)
alvocidib (CHEBI:47344) is conjugate base of alvocidib(1+) (CHEBI:90997)
Incoming Relation(s)
alvocidib(1+) (CHEBI:90997) is conjugate acid of alvocidib (CHEBI:47344)
IUPAC Name 
2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4H-chromen-4-one
INNs  Source
alvocidibWHO MedNet
alvocidibWHO MedNet
alvocidibWHO MedNet
alvocidibumWHO MedNet
Synonyms  Source
FlavopiridolChemIDplus
HMR 1274ChemIDplus
HMR-1274ChEBI
(−)-cis-5,7-dihydroxy-2-(2-chlorophenyl)-8-(4-(3-hydroxy-1-methyl)piperidinyl)-4H-1-benzopyran-4-oneChemIDplus
L 86-8275ChemIDplus
L 868275ChemIDplus
Manual XrefsDatabases
AlvocidibWikipedia
CPBPDBeChem
D09868KEGG DRUG
DB03496DrugBank
EP241003Patent
LSM-1011LINCS
US4900727Patent
Registry NumbersSources
CAS:146426-40-6ChemIDplus
Citations