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(3S,5R)-fluvastatin

CHEBI:CHEBI_5136

Definition

A (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid diastereoisomer in which the stereocentres beta- and delta- to the carboxy group have S and R configuration, respectively. The drug fluvastatin is an equimolar mixture of this compound and its enantiomer.

Chemical Information

Molecular Formula
C24H26FNO4
Molecular Mass
411.46598
Charge
0
SMILES
CC(C)n1c(\C=C\[C@H](O)C[C@H](O)CC(O)=O)c(-c2ccc(F)cc2)c2ccccc12
InChI
InChI=1S/C24H26FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)/b12-11+/t18-,19-/m0/s1
InChIKey
FJLGEFLZQAZZCD-JUFISIKESA-N

Alternative Names

  • (-)-(3S,5R)-fluvastatin
  • (3S,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid
  • (3S,5R,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid
  • (3S,5R)-(-)-fluvastatin

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Reaxys:8169391
core#notation
CHEBI:5136

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

BFO_0000051
http://purl.obolibrary.org/obo/CHEBI_38561
chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_38565
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_77601
owl#someValuesFrom
t297186
owl#annotatedSource
t242024
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Reaxys:8169391
oboInOwl#id
CHEBI:5136
core#notation
CHEBI:5136
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_77601
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class