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(11R,16S)-misoprostol

CHEBI:CHEBI_63695

Definition

A methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that has 8S,11S,12S,16R-configuration. It is the pharmacologically active diastereoisomeric component of misoprostol.

Chemical Information

Molecular Formula
C22H38O5
Molecular Mass
382.53410
Charge
0
SMILES
CCCC[C@](C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
InChI
InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22+/m1/s1
InChIKey
OJLOPKGSLYJEMD-YCVNZHGXSA-N

Alternative Names

  • (16S)-15-deoxy--16-hydroxy-16-methyl-PGE1 methyl ester
  • methyl (11alpha,13E,16S)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
  • methyl 11R,16S-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate

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

core#notation
CHEBI:63695
oboInOwl#hasDbXref
Reaxys:6092906

Additional References

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Additional Attributes

BFO_0000051
http://purl.obolibrary.org/obo/CHEBI_63610
chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_63698
owl#someValuesFrom
t265599
owl#annotatedSource
t266388
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:63695
core#notation
CHEBI:63695
oboInOwl#hasDbXref
Reaxys:6092906
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50691
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class