Chemical Component Summary

NameS-WARFARIN
Identifiers4-hydroxy-3-[(1S)-3-oxo-1-phenyl-butyl]chromen-2-one
FormulaC19 H16 O4
Molecular Weight308.328
TypeNON-POLYMER
Isomeric SMILESCC(=O)C[C@@H](c1ccccc1)C2=C(c3ccccc3OC2=O)O
InChIInChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1
InChIKeyPJVWKTKQMONHTI-HNNXBMFYSA-N

Chemical Details

Formal Charge0
Atom Count39
Chiral Atom Count1
Bond Count41
Aromatic Bond Count17

Drug Info: DrugBank

DrugBank IDDB14055 
Name(S)-Warfarin
Groups
  • investigational
  • experimental
DescriptionWarfarin consists of a racemic mixture of two active enantiomers—R- and S- forms—each of which is cleared by different pathways. S-warfarin is 2-5 times more potent than the R-isomer in producing an anticoagulant response.[A7166]
Synonyms
  • Levrowarfarin
  • S-Warfarin
  • (-)-Warfarin
  • 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
  • (S)-Warfarin
Categories
  • Anticoagulants
  • Cytochrome P-450 CYP2C18 Substrates
  • Cytochrome P-450 CYP2C19 Substrates
  • Cytochrome P-450 CYP2C8 Substrates
  • Cytochrome P-450 CYP2C9 Substrates
CAS number5543-57-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate
Cytochrome P450 2C8MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...unknownsubstrate
Cytochrome P450 2C9MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...unknownsubstrate
Cytochrome P450 2C18MDPAVALVLCLSCLFLLSLWRQSSGRGRLPSGPTPLPIIGNILQLDVKDM...unknownsubstrate
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknownsubstrate
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
PubChem 54688261
ChEMBL CHEMBL251074
ChEBI CHEBI:87738
CCDC/CSD BAFYOA