16,16-dimethylprostaglandin E2 (CHEBI:141046)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:141046 - 16,16-dimethylprostaglandin E₂

ChEBI ID	CHEBI:141046
ChEBI Name	16,16-dimethylprostaglandin E₂
Stars
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Definition	A prostanoid that is prostaglandin E₂ in which both of the hydrogens at position 16 have been replaced by methyl groups.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.
Last Modified	18 June 2018
Submitter	sabrina, zfin
Downloads	Molfile

Formula	C22H36O5
Net Charge	0
Average Mass	380.525
Monoisotopic Mass	380.25627
SMILES	CCCCC(C)(C)[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
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

Roles Classification

Chemical Role:

Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).

Applications:

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.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
dmPGE2	SUBMITTER
16,16-dimethyl Prostaglandin E2	ChEBI
dmPGE(2)	ChEBI
dmPGE₂	ChEBI
16,16-Dimethyl-prostaglandin E2	ChemIDplus
16,16-Dimethyl-pge2	ChemIDplus

Manual Xrefs	Databases
LMFA03010065	LIPID MAPS

Registry Numbers	Sources
CAS:39746-25-3	ChemIDplus

Citations

CHEBI:141046 - 16,16-dimethylprostaglandin E2

CHEBI:141046 - 16,16-dimethylprostaglandin E₂