CHEBI:63705 - (11R,16R)-misoprostol

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ChEBI Name (11R,16R)-misoprostol
ChEBI ID CHEBI:63705
ChEBI ASCII Name (11R,16R)-misoprostol
Definition A methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that has 8R,11R,12R,16R-configuration. It is a pharmacologically inactive diastereoisomeric component of misoprostol.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H38O5
Net Charge 0
Average Mass 382.53410
Monoisotopic Mass 382.27192
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-ULZKJYGBSA-N
SMILES CCCC[C@@](C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
ChEBI Ontology
Outgoing (11R,16R)-misoprostol (CHEBI:63705) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
(11R,16R)-misoprostol (CHEBI:63705) is enantiomer of (11S,16S)-misoprostol (CHEBI:63700)
Incoming misoprostol (CHEBI:63610) has part (11R,16R)-misoprostol (CHEBI:63705)
(11S,16S)-misoprostol (CHEBI:63700) is enantiomer of (11R,16R)-misoprostol (CHEBI:63705)
IUPAC Name
methyl (11α,13E,16R)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
Registry Number Type Source
6092904 Reaxys Registry Number Reaxys
Last Modified
20 January 2012