norethisterone   

GtoPdb Ligand ID: 2880

Synonyms: Micronor® | norethindrone | Noriday®
norethisterone is an approved drug (FDA (1973))
Compound class: Synthetic organic
Comment: A synthetic progestational hormone but more potently inhibits ovulation than does progesterone.
Marketed formulations may contain norethisterone acetate (PubChem CID 5832).
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: norethisterone

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.3
Molecular weight 298.19
XLogP 3.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C#CC1(O)CCC2C1(C)CCC1C2CCC2=CC(=O)CCC12
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
InChI InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
InChI Key VIKNJXKGJWUCNN-XGXHKTLJSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1973))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
International Nonproprietary Names
INN number INN
687 norethisterone
Synonyms
Micronor® | norethindrone | Noriday®
Database Links
CAS Registry No. 68-22-4 (source: Scifinder)
ChEMBL Ligand CHEMBL1162
DrugBank Ligand DB00717
DrugCentral Ligand 1962
GtoPdb PubChem SID 135650731
PubChem CID 6230
RCSB PDB Ligand NDR
Search Google for chemical match using the InChIKey VIKNJXKGJWUCNN-XGXHKTLJSA-N
Search Google for chemicals with the same backbone VIKNJXKGJWUCNN
Search PubMed clinical trials norethisterone
Search PubMed titles norethisterone
Search PubMed titles/abstracts norethisterone
Search UniChem for chemical match using the InChIKey VIKNJXKGJWUCNN-XGXHKTLJSA-N
Search UniChem for chemicals with the same backbone VIKNJXKGJWUCNN
Wikipedia Norethisterone