Gemeprost

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 447612599

| IUPAC_name = methyl (2E,11α,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-2,13-dien-1-oate

| image = Gemeprost.svg

| tradename = Cervagem

| Drugs.com = {{drugs.com|international|gemeprost}}

| pregnancy_AU = B3

| pregnancy_US =

| pregnancy_category =

| legal_AU = S4

| legal_CA =

| legal_UK = POM

| legal_UK_comment = {{cite web | title=Cervagem 1 mg Pessary - Summary of Product Characteristics (SmPC) | website=(emc) | date=16 August 2019 | url=https://www.medicines.org.uk/emc/product/2202 | access-date=7 September 2020}}

| legal_US =

| legal_status =

| routes_of_administration = Pessary

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 64318-79-2

| ATC_prefix = G02

| ATC_suffix = AD03

| PubChem = 5282237

| DrugBank_Ref = {{drugbankcite|changed|drugbank}}

| DrugBank = DB08964

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4445416

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 45KZB1FOLS

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D02073

| C=23 | H=38 | O=5

| smiles = O=C1C[C@@H](O)[C@H](/C=C/[C@@H](O)C(C)(C)CCCC)[C@H]1CCCC\C=C\C(=O)OC

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = KYBOHGVERHWSSV-VNIVIJDLSA-N

| synonyms = methyl (E)-7-[(1R,2S,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyl-oct-1-enyl]-5-oxo-cyclopentyl]hept-2-enoate

}}

Gemeprost (16, 16-dimethyl-trans-delta2 PGE₁ methyl ester) is an analogue of prostaglandin E₁.