Chemical Component Summary

Name2-(2-CHLORO-PHENYL)-5,7-DIHYDROXY-8-(3-HYDROXY-1-METHYL-PIPERIDIN-4-YL)-4H-BENZOPYRAN-4-ONE
SynonymsFLAVOPIRIDOL
Identifiers2-(2-chlorophenyl)-5,7-dihydroxy-8-[(1S,3S,4R)-3-hydroxy-1-methyl-piperidin-4-yl]chromen-4-one
FormulaC21 H20 Cl N O5
Molecular Weight401.84
TypeNON-POLYMER
Isomeric SMILESC[N@]1CC[C@@H]([C@@H](C1)O)c2c(cc(c3c2OC(=CC3=O)c4ccccc4Cl)O)O
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

Chemical Details

Formal Charge0
Atom Count48
Chiral Atom Count2
Bond Count51
Aromatic Bond Count18

Drug Info: DrugBank

DrugBank IDDB03496 
NameAlvocidib
Groups
  • investigational
  • experimental
DescriptionAlvocidib is a synthetic flavonoid based on an extract from an Indian plant for the potential treatment of cancer. It works by inhibiting cyclin-dependent kinases, arresting cell division and causing apoptosis in non-small lung cancer cells.
Synonyms
  • Alvocidib hydrochloride
  • Alvocidib freebase
  • Alvocidib
  • Flavopiridol
IndicationInvestigated for use/treatment in esophageal cancer, leukemia (lymphoid), lung cancer, liver cancer, and lymphoma (unspecified).
Categories
  • Antineoplastic Agents
  • BCRP/ABCG2 Substrates
  • Benzopyrans
  • Chromones
  • Cyclin-Dependent Kinases, antagonists & inhibitors
CAS number146426-40-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Glycogen phosphorylase, brain formMAKPLTDSEKRKQISVRGLAGLGDVAEVRKSFNRHLHFTLVKDRNVATPR...unknown
Glycogen phosphorylase, liver form-unknown
Glycogen phosphorylase, muscle formMSRPLSDQEKRKQISVRGLAGVENVTELKKNFNRHLHFTLVKDRNVATPR...unknown
Cyclin-dependent kinase 7MALDVKSRAKRYEKLDFLGEGQFATVYKARDKNTNQIVAIKKIKLGHRSE...unknown
Cyclin-dependent kinase 5MQKYEKLEKIGEGTYGTVFKAKNRETHEIVALKRVRLDDDDEGVPSSALR...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL428690
PubChem 5287969
ChEMBL CHEMBL428690
ChEBI CHEBI:47344