Home › Entities › (13S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one › norethynodrel

norethynodrel

chemical compound
Class type of: (13S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one Q5659069

Facts

9 properties
Instance of
type of chemical entity
Subclass of
(13S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
Canonical SMILES
CC12CCC3C(C1CCC2(C#C)O)CCC4=C3CCC(=O)C4
Chemical formula
C₂₀H₂₆O₂
Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C3CCC(=O)C4
Mass
+298.193
Medical condition treated
endometrial hyperplasia, amenorrhea
Stereoisomer of
(8R,9R,13S,14R,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
Subject has role
synthetic oral contraceptives, carcinogen
🏷️ Also known as
en norethynodrel en Norethynodrel en noretinodrel en noretynodrel en Noretynodrel en Noretynodrelum ja ノルエチノドレル ja ノルティノドレル zh 异炔诺酮
🔖 Identifiers · 30
OpenAlex ID
C2909916031
CA PROP 65 ID
norethynodrel
CAS Registry Number
68-23-5
ChEBI ID
34895
ChEMBL ID
CHEMBL1387
ChemSpider ID
5995
DSSTOX compound identifier
DTXCID60563
DSSTox substance ID
DTXSID3021069
DrugBank ID
DB09371
DrugCentral ID
1965
EC number
200-682-1
ECHA Substance Infocard ID
100.000.620
Show all 30 identifiers +18
Freebase ID
/m/01xm8rm
HSDB ID
2951
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/h1,16-18,22H,4-12H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChIKey
ICTXHFFSOAJUMG-SLHNCBLASA-N
KEGG ID
D05207, C14249
MeSH descriptor ID
D009641
MeSH tree code
D04.210.500.668.651.693.706
Microsoft Academic ID (discontinued)
2780289355
NDF-RT ID
N0000146458
NSC number
15432, 757249
Probes And Drugs ID
PD013229
PubChem CID
6231
RxNorm CUI
7515
SPLASH
splash10-0ar0-2920000000-a5153b3c1dec94ce1a96
SureChEMBL ID
37838
UMLS CUI
C0028360, C0887105
UNII
88181ACA0M
UniChem compound ID
570941

Report an error or request removal Lineage (PROV-JSON)

🔗 Connections
Medical condition treated 2
amenorrhea, endometrial hyperplasia
← Drug or therapy used for treatment 2
amenorrhea, endometrial hyperplasia
Belongs to 1
mestranol/norethynodrel
Subject has role 1
carcinogen
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Summary

norethynodrel is a type of chemical entity[1].

Key Facts

  • Canonical SMILES: CC12CCC3C(C1CCC2(C#C)O)CCC4=C3CCC(=O)C4[2]
  • Chemical formula: C₂₀H₂₆O₂[3]
  • Subclass of: (13S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one[4]
  • Isomeric SMILES: C[C@]12CC[C@H]3C@HCCC4=C3CCC(=O)C4C@HCCC4=C3CCC(=O)C4">[5]
  • Mass: 298.193 dalton[6]
  • Medical condition treated: endometrial hyperplasia[7], amenorrhea[8]
  • Subject has role: synthetic oral contraceptives[9], carcinogen[10]
  • Stereoisomer of: (8R,9R,13S,14R,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one[11]

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

  1. [2] ↑ . PubChem. Retrieved . wikidata.org.
  2. [3] ↑ . PubChem. Retrieved . wikidata.org.
  3. [4] ↑ . wikidata.org.
  4. [5] ↑ . PubChem. Retrieved . wikidata.org.
  5. [6] ↑ . PubChem. Retrieved . wikidata.org.
  6. [7] ↑ . NDF-RT. Retrieved . wikidata.org.
  7. [8] ↑ . NDF-RT. Retrieved . wikidata.org.
  8. [9] ↑ . Medical Subject Headings. Retrieved . wikidata.org.
  9. [10] ↑ . California Proposition 65 list of chemicals. Retrieved . oehha.ca.gov. Provenance: wikidata.org.
  10. [11] ↑ . wikidata.org.

Class ancestry

  1. [1] ↑ . Wikidata. wikidata.org.

📑 Cite this page

Use these citations when quoting this entity in research, articles, AI prompts, or wherever provenance matters. We aggregate Wikidata + Wikipedia + authoritative open-data sources; the stitched, scored, cross-referenced view is what 4ort.xyz contributes.

APA 4ort.xyz Knowledge Graph. (2026). norethynodrel. Retrieved October 30, 2026, from https://4ort.xyz/entity/norethynodrel
MLA “norethynodrel.” 4ort.xyz Knowledge Graph, 4ort.xyz, 30 Oct. 2026, https://4ort.xyz/entity/norethynodrel.
BibTeX @misc{4ortxyz_norethynodrel_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{norethynodrel}}, year = {2026}, url = {https://4ort.xyz/entity/norethynodrel}, note = {Accessed: 2026-10-30}}
LLM prompt According to 4ort.xyz Knowledge Graph (aggregator of Wikidata, Wikipedia, and authoritative open-data sources): norethynodrel — https://4ort.xyz/entity/norethynodrel (retrieved 2026-10-30)

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Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

  1. 19w ago · Nabbegat · 2026-06-19 view diff on Wikidata ↗
    Stereoisomer of → (8R,9R,13S,14R,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
    Instance of → type of chemical entity
    Medical condition treated → endometrial hyperplasia, amenorrhea
    Subclass of → —
    + 5 other properties edited (see Wikidata diff for full list)
    "/* wbeditentity-update-languages-short:0||tr */ QuickStatements 3.0 [[:toollabs:qs-dev/batch/37300|batch #37300]]"
Live feed via Wikidata EventStreams. New edits appear within minutes of being made on Wikidata.