CHEBI:141046 - 16,16-dimethylprostaglandin E2

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ChEBI Name 16,16-dimethylprostaglandin E2
ChEBI ID CHEBI:141046
ChEBI ASCII Name 16,16-dimethylprostaglandin E2
Definition A prostanoid that is prostaglandin E2 in which both of the hydrogens at position 16 have been replaced by methyl groups. A synthetic analogue of prostaglandin E2, it is a potent inhibitor of pancreatic function and growth of experimental tumors. It also protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
Download Molfile XML SDF
Formula C22H36O5
Net Charge 0
Average Mass 380.519
Monoisotopic Mass 380.25627
InChI InChI=1S/C22H36O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-17,19-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,19-,20-/m1/s1
InChIKey QAOBBBBDJSWHMU-WMBBNPMCSA-N
SMILES C(\[C@H]1[C@@H](CC([C@@H]1C/C=C\CCCC(O)=O)=O)O)=C/[C@H](C(CCCC)(C)C)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): radiation protective agent
Any compound that is able to protect normal cells from the damage caused by radiation therapy.
anti-ulcer drug
One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
gastrointestinal drug
A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 16,16-dimethylprostaglandin E2 (CHEBI:141046) has role anti-ulcer drug (CHEBI:49201)
16,16-dimethylprostaglandin E2 (CHEBI:141046) has role gastrointestinal drug (CHEBI:55324)
16,16-dimethylprostaglandin E2 (CHEBI:141046) has role radiation protective agent (CHEBI:66987)
16,16-dimethylprostaglandin E2 (CHEBI:141046) is a cyclopentanones (CHEBI:36140)
16,16-dimethylprostaglandin E2 (CHEBI:141046) is a monocarboxylic acid (CHEBI:25384)
16,16-dimethylprostaglandin E2 (CHEBI:141046) is a prostanoid (CHEBI:26347)
16,16-dimethylprostaglandin E2 (CHEBI:141046) is a secondary allylic alcohol (CHEBI:134396)
IUPAC Name
(5Z,11α,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oic acid
Synonyms Sources
16,16-dimethyl Prostaglandin E2 ChEBI
16,16-Dimethyl-pge2 ChemIDplus
16,16-Dimethyl-prostaglandin E2 ChemIDplus
9-oxo-11R,15R-dihydroxy-16,16-dimethyl-5Z,13E-prostadienoic acid LIPID MAPS
dmPGE(2) ChEBI
dmPGE2 ChEBI
dmPGE2 SUBMITTER
Manual Xref Database
LMFA03010065 LIPID MAPS
View more database links
Registry Number Type Source
39746-25-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
18 June 2018