CHEBI:63691 - methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
ChEBI ID CHEBI:63691
ChEBI ASCII Name methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
Definition A β-hydroxyketone that is 3-hydroxycyclopentanone in which a hydrogen at position 4 is replaced by a (1E)-4-hydroxy-4-methyloct-1-en-1-yl group and a hydrogen at position 5 is replaced by a 7-methoxy-7-oxoheptyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
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+
InChIKey OJLOPKGSLYJEMD-ZRDIBKRKSA-N
SMILES CCCCC(C)(O)C\C=C\C1C(O)CC(=O)C1CCCCCCC(=O)OC
ChEBI Ontology
Outgoing methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691) is a β-hydroxy ketone (CHEBI:55380)
methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691) is a cyclic ketone (CHEBI:3992)
methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691) is a methyl ester (CHEBI:25248)
methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691) is a secondary alcohol (CHEBI:35681)
methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691) is a tertiary alcohol (CHEBI:26878)
Incoming (11R,16R)-misoprostol (CHEBI:63705) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
(11R,16S)-misoprostol (CHEBI:63695) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
(11S,16R)-misoprostol (CHEBI:63698) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
(11S,16S)-misoprostol (CHEBI:63700) is a methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate (CHEBI:63691)
IUPAC Name
methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
Synonym Source
methyl 7-{3-hydroxy-2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl}heptanoate IUPAC
Last Modified
03 March 2015