CHEBI:6443 - levonorgestrel

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ChEBI Name levonorgestrel ChEBI ID CHEBI:6443 Definition The (−)-enantiomer of norgestrel. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:94795, CHEBI:44593 Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C21H28O2 Net Charge 0 Average Mass 312.453 Monoisotopic Mass 312.20893 InChI InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1 InChIKey WWYNJERNGUHSAO-XUDSTZEESA-N SMILES [H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H] Roles Classification Biological Role(s): progestin A synthetic progestogen. Application(s): synthetic oral contraceptive An oral contraceptive which owes its effectiveness to synthetic preparation. female contraceptive drug A chemical substance or agent with contraceptive activity in females. View more via ChEBI Ontology ChEBI Ontology Outgoing levonorgestrel (CHEBI:6443) has role female contraceptive drug (CHEBI:49324) levonorgestrel (CHEBI:6443) has role progestin (CHEBI:59826) levonorgestrel (CHEBI:6443) has role synthetic oral contraceptive (CHEBI:49326) levonorgestrel (CHEBI:6443) is a 17β-hydroxy steroid (CHEBI:35343) levonorgestrel (CHEBI:6443) is a 17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one (CHEBI:231594) levonorgestrel (CHEBI:6443) is enantiomer of dextronorgestrel (CHEBI:50900) Incoming norgestrel (CHEBI:7630) has part levonorgestrel (CHEBI:6443) dextronorgestrel (CHEBI:50900) is enantiomer of levonorgestrel (CHEBI:6443) IUPAC Name 17α-ethynyl-17β-hydroxy-18a-homoestr-4-en-3-one INNs Sources lèvonorgestrel WHO MedNet levonorgestrel WHO MedNet levonorgestrel WHO MedNet levonorgestrelum WHO MedNet Synonyms Sources (−)-13-ethyl-17-hydroxy-18,19-dinor-17α-pregn-4-en-20-yn-3-one ChemIDplus (−)-norgestrel ChEBI 13-β-ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one ChemIDplus 13-ethyl-17-α-ethynyl-17-β-hydroxy-4-gonen-3-one ChemIDplus 13-ethyl-17-α-ethynylgon-4-en-17-β-ol-3-one ChemIDplus 17-α-ethinyl-13-β-ethyl-17-β-hydroxy-4-estren-3-one ChemIDplus 17-α-ethynyl-13-ethyl-19-nortestosterone ChemIDplus 17-Ethynyl-18-methyl-19-nortestosterone ChemIDplus 17α-ethynyl-13-ethyl-19-nortestosterone ChEBI 17α-ethynyl-13β-ethyl-3-oxo-4-estren-17β-ol ChemIDplus 17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one ChemIDplus 17alpha-Ethynyl-18-homo-19-nortestosterone ChemIDplus 18-Methyl-17-alpha-ethynyl-19-nortestosterone ChemIDplus 18-Methylnorethisterone ChemIDplus d(−)-norgestrel ChEBI D-(−)-norgestrel ChEBI D-norgestrel ChEBI Brand Names Sources Jadelle DrugBank Levonelle DrugBank Levonova DrugBank Microlut ChEBI Microluton DrugBank Microval DrugBank Mirena DrugBank NorLevo DrugBank Plan B DrugBank Postinor DrugBank Manual Xrefs Databases 1572 DrugCentral C08149 KEGG COMPOUND D00950 KEGG DRUG DB00367 DrugBank HMDB0014511 HMDB Levonorgestrel Wikipedia LMST02030119 LIPID MAPS LSM-5955 LINCS NOG PDBeChem US3959322 Patent View more database links Registry Numbers Types Sources 6067808 Beilstein Registry Number Beilstein 797-63-7 CAS Registry Number KEGG DRUG Citations Types Sources 12042264 PubMed citation Europe PMC 16860047 PubMed citation Europe PMC 26353967 PubMed citation Europe PMC 3400986 PubMed citation Europe PMC 35039074 PubMed citation Europe PMC 36044657 PubMed citation Europe PMC 36096186 PubMed citation Europe PMC 3660438 PubMed citation Europe PMC 37648421 PubMed citation Europe PMC 37691755 PubMed citation Europe PMC 38128094 PubMed citation Europe PMC 38289806 PubMed citation Europe PMC 38836931 PubMed citation Europe PMC 4031432 PubMed citation Europe PMC 7188238 PubMed citation Europe PMC 720062 PubMed citation Europe PMC 720077 PubMed citation Europe PMC 808983 PubMed citation Europe PMC 8200219 PubMed citation Europe PMC 975814 PubMed citation Europe PMC Last Modified 13 June 2024