medroxyprogesterone   

GtoPdb Ligand ID: 2879

Abbreviated name: MPA
Synonyms: hydroxymethylprogesterone
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
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
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
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
(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
INN number INN
853 medroxyprogesterone
Synonyms
hydroxymethylprogesterone
Comments
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.
Database Links
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