progesterone   Click here for help

GtoPdb Ligand ID: 2377

Synonyms: Prometrium® | Utrogestan®
Approved drug PDB Ligand
progesterone is an approved drug (FDA (1959))
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 or derivative
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
(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
PubChem CID 5994
RCSB PDB Ligand STR
Search Google for chemical match using the InChIKey RJKFOVLPORLFTN-LEKSSAKUSA-N
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Search UniChem for chemical match using the InChIKey RJKFOVLPORLFTN-LEKSSAKUSA-N
Search UniChem for chemicals with the same backbone RJKFOVLPORLFTN
SynPHARM 6579 (in complex with Mineralocorticoid receptor)
78983 (in complex with Progesterone receptor)
6588 (in complex with Progesterone receptor)
Wikipedia Progesterone

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Tocris
Progesterone
Cat. No. 2835