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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 Roles:
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antiviral agent  A substance that destroys or inhibits replication of viruses.
progestin  A synthetic progestogen.
Applications:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
female contraceptive drug  A chemical substance or agent with contraceptive activity in females.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
synthetic oral contraceptive  An oral contraceptive which owes its effectiveness to synthetic preparation.
hypoglycemic agent  A drug which lowers the blood glucose level.
appetite enhancer  A drug which increases appetite.
ChEBI Ontology
Outgoing Relation(s)
levonorgestrel (CHEBI:6443) has role analgesic (CHEBI:35480)
levonorgestrel (CHEBI:6443) has role anti-HBV agent (CHEBI:64951)
levonorgestrel (CHEBI:6443) has role anti-HIV agent (CHEBI:64946)
levonorgestrel (CHEBI:6443) has role antineoplastic agent (CHEBI:35610)
levonorgestrel (CHEBI:6443) has role antiviral agent (CHEBI:22587)
levonorgestrel (CHEBI:6443) has role appetite enhancer (CHEBI:50779)
levonorgestrel (CHEBI:6443) has role female contraceptive drug (CHEBI:49324)
levonorgestrel (CHEBI:6443) has role hypoglycemic agent (CHEBI:35526)
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
Athentia nextChEMBL
EmerresChEMBL
Emerres unaChEMBL
EzinelleChEMBL
Fallback soloChEMBL
Her styleChEMBL
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