CHEBI:47344 - alvocidib

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ChEBI Name alvocidib
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H20ClNO5
Net Charge 0
Average Mass 401.841
Monoisotopic Mass 401.10300
InChI InChI=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
SMILES C=12OC(=CC(C1C(=CC(=C2[C@@H]3[C@@H](CN(CC3)C)O)O)O)=O)C4=C(C=CC=C4)Cl
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC (cyclin-dependent kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
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ChEBI Ontology
Outgoing 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 (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 alvocidib(1+) (CHEBI:90997) is conjugate acid of alvocidib (CHEBI:47344)
INNs Sources
alvocidib WHO MedNet
alvocidib WHO MedNet
alvocidib WHO MedNet
alvocidibum WHO MedNet
Synonyms Sources
(−)-cis-5,7-dihydroxy-2-(2-chlorophenyl)-8-(4-(3-hydroxy-1-methyl)piperidinyl)-4H-1-benzopyran-4-one ChemIDplus
Flavopiridol ChemIDplus
HMR 1274 ChemIDplus
HMR-1274 ChEBI
L 86-8275 ChemIDplus
L 868275 ChemIDplus
L-868275 ChemIDplus
L86-8275 ChemIDplus
Manual Xrefs Databases
Alvocidib Wikipedia
DB03496 DrugBank
EP241003 Patent
US4900727 Patent
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Registry Number Type Source
146426-40-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
24 February 2016