CHEBI:6443 - levonorgestrel

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name levonorgestrel
ChEBI ID CHEBI:6443
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H28O2
Net Charge 0
Average Mass 312.44582
Monoisotopic Mass 312.209
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@]12CCC(=O)C=C1CC[C@]1([H])[C@]2([H])CC[C@@]2(CC)[C@@]1([H])CC[C@@]2(O)C#C
Roles Classification
Biological Role(s): progestin
A synthetic progestogen.
Application(s): contraceptive drug
A chemical substance that prevents or reduces the probability of conception.
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 functional parent norgestrel (CHEBI:7630)
levonorgestrel (CHEBI:6443) has role contraceptive drug (CHEBI:49323)
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 3-oxo-Δ4 steroid (CHEBI:47909)
levonorgestrel (CHEBI:6443) is a terminal acetylenic compound (CHEBI:73477)
levonorgestrel (CHEBI:6443) is enantiomer of dexonorgestrel (CHEBI:50900)
Incoming dexonorgestrel (CHEBI:50900) is enantiomer of levonorgestrel (CHEBI:6443)
IUPAC Name
17α-ethynyl-17β-hydroxy-18a-homoestr-4-en-3-one
INNs Sources
lèvonorgestrel ChEBI
levonorgestrel ChemIDplus
levonorgestrelum ChEBI
Synonyms Sources
(-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one ChemIDplus
13-beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one ChemIDplus
13-Ethyl-17-alpha-ethynyl-17-beta-hydroxy-4-gonen-3-one ChemIDplus
13-Ethyl-17-alpha-ethynylgon-4-en-17-beta-ol-3-one ChemIDplus
17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one ChemIDplus
17-alpha-Ethynyl-13-ethyl-19-nortestosterone ChemIDplus
17-Ethynyl-18-methyl-19-nortestosterone ChemIDplus
17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-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
Levonorgestrel KEGG COMPOUND
Brand Names Sources
Jadelle DrugBank
Levonelle DrugBank
Levonova DrugBank
Microlut ChEBI
Microluton DrugBank
Microval DrugBank
Mirena DrugBank
NorLevo DrugBank
Plan B DrugBank
Postinor DrugBank
Database Links Databases
BE623844 Patent
C08149 KEGG COMPOUND
C08153 KEGG COMPOUND
D00950 KEGG DRUG
D00954 KEGG DRUG
DB00367 DrugBank
LMST02030119 LIPID MAPS
NOG PDBeChem
US3959322 Patent
View more database links
Registry Numbers Types Sources
6067808 Beilstein Registry Number Beilstein
6533-00-2 CAS Registry Number KEGG COMPOUND
797-63-7 CAS Registry Number ChemIDplus
Last Modified
28 July 2014