progesterone   Click here for help

GtoPdb Ligand ID: 2377

Synonyms: Prometrium® | Utrogestan®
Approved drug PDB Ligand
progesterone is an approved drug (FDA (1959))
Compound class: Metabolite
Comment: Progesterone is an endogenous steroid and progestogen sex hormone. It is the major progestogen and is required for the production of other endogenous steroids, including the sex hormones and corticosteroids.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 34.14
Molecular weight 314.22
XLogP 4.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2(C(=C1)CCC1C2CCC2(C1CCC2C(=O)C)C)C
Isomeric SMILES O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
InChI InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1
InChI Key RJKFOVLPORLFTN-LEKSSAKUSA-N
Classification Click here for help
Compound class Metabolite
Approved drug? Yes (FDA (1959))
IUPAC Name Click here for help
(8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
International Nonproprietary Names Click here for help
INN number INN
417 progesterone
Synonyms Click here for help
Prometrium® | Utrogestan®
Database Links Click here for help
CAS Registry No. 57-83-0 (source: Scifinder)
ChEBI CHEBI:17026
ChEMBL Ligand CHEMBL103
DrugBank Ligand DB00396
DrugCentral Ligand 2279
GtoPdb PubChem SID 135651551
LIPID MAPS LMST02030159
PubChem CID 5994
RCSB PDB Ligand STR
Search Google for chemical match using the InChIKey RJKFOVLPORLFTN-LEKSSAKUSA-N
Search Google for chemicals with the same backbone RJKFOVLPORLFTN
Search PubMed clinical trials progesterone
Search PubMed titles progesterone
Search PubMed titles/abstracts progesterone
SynPHARM 6579 (in complex with Mineralocorticoid receptor)
78983 (in complex with Progesterone receptor)
6588 (in complex with Progesterone receptor)
UniChem Compound Search for chemical match using the InChIKey RJKFOVLPORLFTN-LEKSSAKUSA-N
UniChem Connectivity Search for chemical match using the InChIKey RJKFOVLPORLFTN-LEKSSAKUSA-N
Wikipedia Progesterone

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Tocris
Progesterone (links to external site)
Cat. No. 2835