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CAS 797-63-7

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Levonorgestrel

Description:
Levonorgestrel is a synthetic progestin, primarily used in hormonal contraceptives and emergency contraception. It is characterized by its ability to inhibit ovulation, thicken cervical mucus, and alter the endometrial lining, thereby preventing pregnancy. Chemically, it is a derivative of norethisterone and belongs to the class of compounds known as 19-nortestosterone derivatives. Levonorgestrel is typically administered in various forms, including oral tablets, intrauterine devices (IUDs), and implants. Its molecular formula is C21H28O2, and it has a relatively high lipophilicity, which contributes to its effectiveness and duration of action in the body. The substance is generally well-tolerated, but it can have side effects such as nausea, headache, and changes in menstrual bleeding patterns. Levonorgestrel is also used in combination with estrogen in some contraceptive formulations. Its mechanism of action and pharmacokinetics make it a crucial component in reproductive health management.
Formula:C21H28O2
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
InChI key:InChIKey=WWYNJERNGUHSAO-XUDSTZEESA-N
SMILES:C(C)[C@@]12[C@]([C@]3([C@](CC1)([C@@]4(C(CC3)=CC(=O)CC4)[H])[H])[H])(CC[C@]2(C#C)O)[H]
Synonyms:
  • (-)-Norgestrel
  • (14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)
  • (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
  • 13-Ethyl-17-Alpha-Ethynyl-17-Beta-Hydroxy-4-Gonen-3-One
  • 13-Ethyl-17-Alpha-Ethynylgon-4-En-17-Beta-Ol-3-One
  • 13-Ethyl-17-Hydroxy-19-Dinor-17-Alpha-Pregn-4-En-20-Yn-3-On(+)-1
  • 13-Ethyl-17-ethynyl-17β-hydroxy-4-gonen-3-one
  • 13-Ethyl-17-hydroxy-18,19-dinor-17α-pregn-4-en-20-yn-3-one
  • 13-Ethyl-17α-ethynyl-17-hydroxygon-4-en-3-one
  • 13-Ethyl-17α-ethynylgon-4-en-17β-ol-3-one
  • See more synonyms
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