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CHEBI:6723 - megestrol acetate

ChEBI IDCHEBI:6723
ChEBI Namemegestrol acetate
Stars
DefinitionA steroid ester resulting from the formal condensation of the hydroxy group of megestrol with the carboxy group of acetic acid. It is an appetite stimulant used for the treatment of anorexia and cachexia. Also used for birth control and for the treatment of breast cancer.
Last Modified2 October 2020
DownloadsMolfile
FormulaC24H32O4
Net Charge0
Average Mass384.516
Monoisotopic Mass384.23006
SMILES[H][C@@]12C=C(C)C3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(OC(C)=O)C(C)=O
InChIInChI=1S/C24H32O4/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/h12-13,18-20H,6-11H2,1-5H3/t18-,19+,20+,22-,23+,24+/m1/s1
InChIKeyRQZAXGRLVPAYTJ-GQFGMJRRSA-N
Wikipedia
Roles Classification
Biological Role:
progestin  A synthetic progestogen.
Applications:
synthetic oral contraceptive  An oral contraceptive which owes its effectiveness to synthetic preparation.
contraceptive drug  A chemical substance that prevents or reduces the probability of conception.
appetite enhancer  A drug which increases appetite.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
megestrol acetate (CHEBI:6723) has functional parent megestrol (CHEBI:6722)
megestrol acetate (CHEBI:6723) has role antineoplastic agent (CHEBI:35610)
megestrol acetate (CHEBI:6723) has role appetite enhancer (CHEBI:50779)
megestrol acetate (CHEBI:6723) has role contraceptive drug (CHEBI:49323)
megestrol acetate (CHEBI:6723) has role progestin (CHEBI:59826)
megestrol acetate (CHEBI:6723) has role synthetic oral contraceptive (CHEBI:49326)
megestrol acetate (CHEBI:6723) is a 20-oxo steroid (CHEBI:36885)
megestrol acetate (CHEBI:6723) is a 3-oxo-Δ4 steroid (CHEBI:47909)
megestrol acetate (CHEBI:6723) is a acetate ester (CHEBI:47622)
megestrol acetate (CHEBI:6723) is a steroid ester (CHEBI:47880)
IUPAC Name 
6-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
Synonyms  Source
17-acetoxy-6-methylpregna-4,6-diene-3,20-dioneChemIDplus
17-hydroxy-6-methylpregna-4,6-diene-3,20-dione 17-acetateChemIDplus
17α-acetoxy-6-dehydro-6-methylprogesteroneChemIDplus
17α-hydroxy-6-methylpregna-4,6-diene-3,20-dione acetateChemIDplus
6-dehydro-6-methyl-17α-acetoxyprogesteroneChemIDplus
6-methyl-17α-acetoxypregna-4,6-diene-3,20-dioneChemIDplus
Brand Names  Source
MaygaceDrugBank
MegaceDrugBank
MegestatDrugBank
MegestilDrugBank
MegestinDrugBank
MagestinDrugBank
Manual XrefsDatabases
C08151KEGG COMPOUND
US2891079Patent
GB870286Patent
US3356573Patent
US3400137Patent
D00952KEGG DRUG
DB00351DrugBank
LMST02030118LIPID MAPS
Megestrol_acetateWikipedia
Registry NumbersSources
Beilstein:1917291Beilstein
CAS:595-33-5NIST Chemistry WebBook
CAS:595-33-5ChemIDplus
Citations