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 Model List of Essential Medicines (21st List, 2019). Access PDF version.
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
PubChem CID 10631
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Wikipedia Medroxyprogesterone