CHEBI:6716 - medroxyprogesterone acetate

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ChEBI Name medroxyprogesterone acetate
ChEBI ID CHEBI:6716
Definition An acetate ester resulting from the formal condensation of the 17α-hydroxy group of medroxyprogesterone with the carboxy group of acetic acid. A widely used progestin in menopausal hormone therapy and in progestogen-only birth control.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Secondary ChEBI IDs CHEBI:145457
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Formula C24H34O4
Net Charge 0
Average Mass 386.532
Monoisotopic Mass 386.24571
InChI InChI=1S/C24H34O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h13-14,18-20H,6-12H2,1-5H3/t14-,18+,19-,20-,22+,23-,24-/m0/s1
InChIKey PSGAAPLEWMOORI-PEINSRQWSA-N
SMILES C1[C@]2([C@]3([C@@]([C@@]4(C(=CC(CC4)=O)[C@H](C3)C)C)(CC[C@@]2([C@@](C1)(OC(C)=O)C(=O)C)C)[H])[H])[H]
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): progestin
A synthetic progestogen.
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
inhibitor
A substance that diminishes the rate of a chemical reaction.
Application(s): female contraceptive drug
A chemical substance or agent with contraceptive activity in females.
synthetic oral contraceptive
An oral contraceptive which owes its effectiveness to synthetic preparation.
adjuvant
Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing medroxyprogesterone acetate (CHEBI:6716) has functional parent medroxyprogesterone (CHEBI:6715)
medroxyprogesterone acetate (CHEBI:6716) has role adjuvant (CHEBI:60809)
medroxyprogesterone acetate (CHEBI:6716) has role androgen (CHEBI:50113)
medroxyprogesterone acetate (CHEBI:6716) has role antineoplastic agent (CHEBI:35610)
medroxyprogesterone acetate (CHEBI:6716) has role antioxidant (CHEBI:22586)
medroxyprogesterone acetate (CHEBI:6716) has role female contraceptive drug (CHEBI:49324)
medroxyprogesterone acetate (CHEBI:6716) has role inhibitor (CHEBI:35222)
medroxyprogesterone acetate (CHEBI:6716) has role progestin (CHEBI:59826)
medroxyprogesterone acetate (CHEBI:6716) has role synthetic oral contraceptive (CHEBI:49326)
medroxyprogesterone acetate (CHEBI:6716) is a 20-oxo steroid (CHEBI:36885)
medroxyprogesterone acetate (CHEBI:6716) is a 3-oxo-Δ4 steroid (CHEBI:47909)
medroxyprogesterone acetate (CHEBI:6716) is a acetate ester (CHEBI:47622)
medroxyprogesterone acetate (CHEBI:6716) is a corticosteroid (CHEBI:50858)
medroxyprogesterone acetate (CHEBI:6716) is a steroid ester (CHEBI:47880)
IUPAC Name
(6α)-6-methyl-3,20-dioxopregn-4-en-17-yl acetate
Synonyms Sources
(6α)-17-(Acetyloxy)-6-methylpreg-4-ene-3,20-dione ChemIDplus
17-Acetoxy-6α-methylprogesterone ChemIDplus
17α-Hydroxy-6α-methylprogesterone acetate ChemIDplus
6-alpha-Methyl-17-alpha-acetoxyprogesterone KEGG COMPOUND
6-alpha-Methyl-17-alpha-hydroxyprogesterone acetate KEGG COMPOUND
6α-Methyl-17-acetoxy progesterone ChemIDplus
6α-Methyl-17α-hydroxyprogesterone acetate ChemIDplus
6α-Methyl-4-pregnene-3,20-dion-17α-ol acetate ChemIDplus
CBP-1011 ChEBI
depot medroxyprogesterone acetate ChEBI
DMPA ChEBI
MAP ChEBI
Medroxyacetate progesterone ChemIDplus
Medroxyprogesterone 17-acetate ChemIDplus
Medroxyprogesterone acetate KEGG COMPOUND
Methylacetoxyprogesterone ChemIDplus
Metigestrona ChemIDplus
MPA ChEBI
Brand Name Source
Depo-Provera ChEBI
Manual Xrefs Databases
1659 DrugCentral
4642461 ChemSpider
C08150 KEGG COMPOUND
D00951 KEGG DRUG
DB00603 DrugBank
Medroxyprogesterone_acetate Wikipedia
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Registry Numbers Types Sources
2066112 Beilstein Registry Number Beilstein
71-58-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 January 2020