medroxyprogesterone   Click here for help

GtoPdb Ligand ID: 2879

Abbreviated name: MPA
Synonyms: hydroxymethylprogesterone
Approved drug
medroxyprogesterone is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: The DrugBank entry for medroxyprogesterone shows the structure of the acetate form. Medroxyprogesterone (drug name) is the parent compound with medroxyprogesterone acetate being the active ingredient of the approved drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 54.37
Molecular weight 344.24
XLogP 3.54
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2(C(=C1)C(C)CC1C2CCC2(C1CCC2(O)C(=O)C)C)C
Isomeric SMILES O=C1CC[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
InChI InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
InChI Key FRQMUZJSZHZSGN-HBNHAYAOSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1959))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
International Nonproprietary Names Click here for help
INN number INN
853 medroxyprogesterone
Synonyms Click here for help
hydroxymethylprogesterone
Database Links Click here for help
CAS Registry No. 520-85-4 (source: Scifinder)
ChEBI CHEBI:6715
ChEMBL Ligand CHEMBL1390
DrugBank Ligand DB00603
GtoPdb PubChem SID 135650577
LIPID MAPS LMST02030176
PubChem CID 10631
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UniChem Compound Search for chemical match using the InChIKey FRQMUZJSZHZSGN-HBNHAYAOSA-N
UniChem Connectivity Search for chemical match using the InChIKey FRQMUZJSZHZSGN-HBNHAYAOSA-N
Wikipedia Medroxyprogesterone