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CHEBI:6443 - levonorgestrel

Default Structure
ChEBI IDCHEBI:6443
ChEBI Namelevonorgestrel
Stars
DefinitionThe (−)-enantiomer of norgestrel.
Secondary ChEBI IDsCHEBI:44593, CHEBI:94795
Last Modified13 June 2024
DownloadsMolfile
FormulaC21H28O2
Net Charge0
Average Mass312.453
Monoisotopic Mass312.20893
SMILES[H][C@@]12CCC3=CC(=O)CC[C@]3([H])[C@@]1([H])CC[C@@]1(CC)[C@@]2([H])CC[C@@]1(O)C#C
InChIInChI=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
InChIKeyWWYNJERNGUHSAO-XUDSTZEESA-N
Wikipedia
Roles Classification
Biological Role:
progestin  A synthetic progestogen.
Applications:
female contraceptive drug  A chemical substance or agent with contraceptive activity in females.
synthetic oral contraceptive  An oral contraceptive which owes its effectiveness to synthetic preparation.
ChEBI Ontology
Outgoing Relation(s)
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 17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one (CHEBI:231594)
levonorgestrel (CHEBI:6443) is a 17β-hydroxy steroid (CHEBI:35343)
levonorgestrel (CHEBI:6443) is enantiomer of dextronorgestrel (CHEBI:50900)
Incoming Relation(s)
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  Source
levonorgestrelWHO MedNet
levonorgestrelWHO MedNet
lèvonorgestrelWHO MedNet
levonorgestrelumWHO MedNet
Synonyms  Source
(−)-13-ethyl-17-hydroxy-18,19-dinor-17α-pregn-4-en-20-yn-3-oneChemIDplus
13-ethyl-17-α-ethynyl-17-β-hydroxy-4-gonen-3-oneChemIDplus
13-ethyl-17-α-ethynylgon-4-en-17-β-ol-3-oneChemIDplus
13-β-ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-oneChemIDplus
17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-oneChemIDplus
17alpha-Ethynyl-18-homo-19-nortestosteroneChemIDplus
Brand Names  Source
JadelleDrugBank
LevonelleDrugBank
LevonovaDrugBank
MicrolutChEBI
MicrolutonDrugBank
MicrovalDrugBank
Manual XrefsDatabases
1572DrugCentral
C08149KEGG COMPOUND
D00950KEGG DRUG
DB00367DrugBank
HMDB0014511HMDB
LevonorgestrelWikipedia
LMST02030119LIPID MAPS
LSM-5955LINCS
NOGPDBeChem
US3959322Patent
Registry NumbersSources
Beilstein:6067808Beilstein
CAS:797-63-7KEGG DRUG
Citations