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(11R,16S)-misoprostol
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.

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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > reproductive control drug [CHEBI:50689] > abortifacient [CHEBI:50691]
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05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 oxytocic [CHEBI:36063] (8) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 anti-ulcer drug [CHEBI:49201] (25) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 reproductive control drug [CHEBI:50689] (25) 
 abortifacient [CHEBI:50691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 secondary alcohol [CHEBI:35681] (342) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 secondary alcohol [CHEBI:35681] (342) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 beta-hydroxy ketone [CHEBI:55380] (18) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 beta-hydroxy ketone [CHEBI:55380] (18) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 beta-hydroxy ketone [CHEBI:55380] (18) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 secondary alcohol [CHEBI:35681] (342) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 beta-hydroxy ketone [CHEBI:55380] (18) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 beta-hydroxy ketone [CHEBI:55380] (18) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
 secondary alcohol [CHEBI:35681] (342) 
 methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate [CHEBI:63691] (5) 
 (11R,16S)-misoprostol [CHEBI:63695] (1)
ChEBI Compound Accession Identifier:   [CHEBI:63695]
ChEBI Compound Description:   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.
ChEBI Compound Identification Number:   63695
ChEBI InChI Value:   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
ChEBI InChIKey Value:   OJLOPKGSLYJEMD-YCVNZHGXSA-N
ChEBI Compound Name:   (11R,16S)-misoprostol
ChEBI SMILES Value:   CCCC[C@](C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
ChEBI Substance ID:   135611152
ChEBI URL:   ChEBI:63695
ChemSpider ID:   8061946
Ontomatica Chemical Accession Key (OnChAKey):   OJLOPKGSLYJEMD_YCVNZHGXSA_N_000_000000
PubChem Compound ID:   9886273