CHEBI:7627 - norethisterone

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ChEBI Name norethisterone
ChEBI ID CHEBI:7627
Definition A 17β-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44349
Supplier Information
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Formula C20H26O2
Net Charge 0
Average Mass 298.41920
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
InChIKey VIKNJXKGJWUCNN-XGXHKTLJSA-N
SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C
Roles Classification
Biological Role(s): progestin
A synthetic progestogen.
Application(s): synthetic oral contraceptive
An oral contraceptive which owes its effectiveness to synthetic preparation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing norethisterone (CHEBI:7627) has parent hydride estrane (CHEBI:23966)
norethisterone (CHEBI:7627) has role progestin (CHEBI:59826)
norethisterone (CHEBI:7627) has role synthetic oral contraceptive (CHEBI:49326)
norethisterone (CHEBI:7627) is a 17β-hydroxy steroid (CHEBI:35343)
norethisterone (CHEBI:7627) is a 3-oxo Δ4-steroid (CHEBI:47909)
norethisterone (CHEBI:7627) is a terminal acetylenic compound (CHEBI:73477)
norethisterone (CHEBI:7627) is a tertiary alcohol (CHEBI:26878)
Incoming norethisterone acetate (CHEBI:7628) has functional parent norethisterone (CHEBI:7627)
IUPAC Names
(17α)-17-hydroxy-19-norpregn-4-en-20-yn-3-one
17-ethynyl-17β-hydroxyestr-4-en-3-one
INNs Sources
noréthistérone WHO MedNet
norethisterone KEGG DRUG
norethisteronum ChemIDplus
noretisterona ChemIDplus
Synonyms Sources
(17alpha)-17-ethynyl-17-hydroxyestra-4,8(14),9-trien-3-one PDBeChem
17-α-ethynyl-17-hydroxy-4-estren-3-one ChemIDplus
17-α-ethynyl-19-norandrost-4-en-17-β-ol-3-one ChemIDplus
17-α-ethynyl-19-nortestosterone ChemIDplus
17-α-ethynyl-4-estren-17-ol-3-one ChemIDplus
17-β-hydroxy-19-norpregn-4-en-20-yn-3-one ChemIDplus
17-hydroxy-19-nor-17-α-pregn-4-en-20-yn-3-one ChemIDplus
17-hydroxy-19-nor-17α-pregn-4-en-20-yn-3-one ChemIDplus
17α-ethinyl-19-nortestosterone NIST Chemistry WebBook
17α-ethinylestra-4-en-17β-ol-3-one NIST Chemistry WebBook
17α-ethynyl-17-hydroxy-4-estren-3-one ChemIDplus
17α-ethynyl-17β-hydroxy-19-norandrost-4-en-3-one ChemIDplus
17α-ethynyl-19-nor-4-androsten-17β-ol-3-one NIST Chemistry WebBook
17α-ethynyl-19-norandrost-4-en-17β-ol-3-one ChemIDplus
17α-ethynyl-19-nortestosterone ChemIDplus
17α-ethynyl-4-estren-17-ol-3-one ChemIDplus
17β-hydroxy-19-norpregn-4-en-20-yn-3-one ChemIDplus
17β-hydroxy-19-norpregn-4-en-20-yn-3-one NIST Chemistry WebBook
19-nor-17-α-ethynyl-17-β-hydroxy-4-androsten-3-one ChemIDplus
19-nor-17-α-ethynylandrosten-17-β-ol-3-one ChemIDplus
19-nor-17-α-ethynyltestosterone ChemIDplus
19-nor-17α-ethynyl-17β-hydroxy-4-androsten-3-one ChemIDplus
19-Nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one KEGG COMPOUND
19-nor-17α-ethynylandrosten-17β-ol-3-one ChemIDplus
19-nor-17α-ethynyltestosterone ChemIDplus
19-nor-17α-ethynyltestosterone NIST Chemistry WebBook
19-nor-ethindrone ChemIDplus
19-norethisterone ChemIDplus
19-Norethisterone KEGG COMPOUND
4-estren-17α-ethynyl-17β-ol-3-one NIST Chemistry WebBook
Micronor KEGG DRUG
norethindrone ChemIDplus
Norethisteron ChemIDplus
Primolut-N KEGG DRUG
Brand Names Sources
Camila KEGG DRUG
Conludag ChemIDplus
Micronovum ChemIDplus
Mini-pe ChemIDplus
Mini-pill ChemIDplus
Norcolut ChemIDplus
Noriday ChemIDplus
Norluten ChemIDplus
Norlutin ChemIDplus
Utovlan ChemIDplus
Database Links Databases
C05028 KEGG COMPOUND
D00182 KEGG DRUG
DB00717 DrugBank
HMDB14855 HMDB
LMST02030097 LIPID MAPS
NDR PDBeChem
Norethisterone Wikipedia
US2744122 Patent
US2849462 Patent
View more database links
Registry Numbers Types Sources
1915671 Beilstein Registry Number ChemIDplus
1915671 Reaxys Registry Number Reaxys
68-22-4 CAS Registry Number KEGG COMPOUND
68-22-4 CAS Registry Number ChemIDplus
68-22-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
120838 PubMed citation CiteXplore
21860523 PubMed citation CiteXplore
24019188 PubMed citation CiteXplore
Last Modified
13 January 2014