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CHEBI:63700 - (11S,16S)-misoprostol

ChEBI IDCHEBI:63700
ChEBI Name(11S,16S)-misoprostol
Stars
ASCII Name(11S,16S)-misoprostol
DefinitionA methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that has 8S,11S,12S,16S-configuration. It is a pharmacologically inactive diastereoisomeric component of misoprostol.
Last Modified20 January 2012
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H38O5
Net Charge0
Average Mass382.541
Monoisotopic Mass382.27192
SMILESCCCC[C@](C)(O)C/C=C/[C@H]1[C@H](CCCCCCC(=O)OC)C(=O)C[C@@H]1O
InChIInChI=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-/m0/s1
InChIKeyOJLOPKGSLYJEMD-MGUNLYMFSA-N
ChEBI Ontology
Outgoing Relation(s)
(11S,16S)-misoprostol (CHEBI:63700) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
(11S,16S)-misoprostol (CHEBI:63700) is enantiomer of (11R,16R)-misoprostol (CHEBI:63705)
Incoming Relation(s)
misoprostol (CHEBI:63610) has part (11S,16S)-misoprostol (CHEBI:63700)
(11R,16R)-misoprostol (CHEBI:63705) is enantiomer of (11S,16S)-misoprostol (CHEBI:63700)
IUPAC Name 
methyl (8β,11β,12α,13E,16S)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
Registry NumbersSources
Reaxys:7909810Reaxys