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Substance Name: Levonorgestrel [USAN:USP:INN:BAN]
RN: 797-63-7
UNII: 5W7SIA7YZW
InChIKey: WWYNJERNGUHSAO-XUDSTZEESA-N

Note

  • A synthetic progestational hormone with actions similar to those of PROGESTERONE and about twice as potent as its racemic or (+-)-isomer (NORGESTREL). It is used for contraception, control of menstrual disorders, and treatment of endometriosis.

Molecular Formula

  • C21-H28-O2

Molecular Weight

  • 312.4502
 

Classification Codes

  • Contraceptive Agents
  • Contraceptive Agents, Female
  • Contraceptive Agents, Hormonal
  • Contraceptives, Oral
  • Contraceptives, Oral, Synthetic
  • Drug / Therapeutic Agent
  • Hormone
  • Human Data
  • Progestin
  • Reproductive Control Agents
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Levonorgestrel
  • Levonorgestrel [USAN:USP:INN:BAN]
  • Norplant

MeSH Heading

  • Levonorgestrel

Synonyms

  • (-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
  • (-)-Norgestrel
  • 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-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
  • 13-Ethyl-17alpha-ethynyl-17-hydroxygon-4-en-3-one
  • 13-Ethyl-17alpha-ethynylgon-4-en-17beta-ol-3-one
  • 13beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one
  • 17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one
  • 17-beta-Hydroxy-18-methyl-19-nor-17-alpha-pregn-4-en-20-yn-3-one
  • 17-Ethynyl-18-methyl-19-nortestosterone
  • 17alpha-Ethynyl-13-ethyl-19-nortestosterone
  • 17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-ol
  • 17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one
  • 17alpha-Ethynyl-18-homo-19-nortestosterone
  • 18-Methyl-17-alpha-ethynyl-19-nortestosterone
  • 18-Methylnorethisterone
  • 19-Nortestosterone, 17-ethynyl-18-methyl-
  • BAY 86-5028
  • BAY86-5028
  • BRN 2391114
  • CCRIS 6525
  • D-(-)-Norgestrel
  • D-Norgestrel
  • E-Gen-C
  • EINECS 212-349-8
  • Fallback Solo
  • Follistrel
  • HSDB 6483
  • Intrauterine levonorgestrel
  • Jadelle
  • Kyleena
  • Levlen ED
  • Levogel
  • Levonorgestrel
  • Levonorgestrel implant
  • Levonorgestrelum
  • Levonorgestrelum [INN-Latin]
  • Levonova
  • Levora-21
  • Levora-28
  • Levosert
  • Liletta
  • LNG-IUS
  • Logynon ED
  • Microgest ED
  • Microgyn
  • Microgynon 21
  • Microgynon 28
  • Microgynon 30 ED
  • Microgynon CD
  • Microlution
  • Microval
  • Minivlar 30
  • Mirena
  • Monofeme 28
  • Neogynon 21
  • Next choice
  • Nordet
  • Nordette 21
  • Nordette 28
  • Norplant
  • Norplant 2
  • Norplant II
  • Norplant system in plastic container
  • NSC 744007
  • NSC 759653
  • Oral levonorgestrel
  • Ovoplex 30-150
  • Ovral-Lo
  • Ovranette
  • Plan B
  • Plan B One Step
  • Plan B One-Step
  • Preven
  • Rigevidon 21+7
  • Skyla
  • Stediril 30
  • Tri-Levlen 21
  • Triagynon
  • Triciclor
  • Trifeme 28
  • Trigoa
  • Trinordiol 21
  • Trinordiol 28
  • Triphasil 21
  • Triphasil 28
  • Triquilar ED
  • Trivora
  • UNII-5W7SIA7YZW
  • Wy-5104

Systematic Names

  • 18,19-Dinor-17-alpha-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-
  • 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-(-)-
  • Levonorgestrel

Superlist Names

  • Levonorgestrel
  • Levonorgestrel implants

Mixture Names

  • Climara Pro
  • Levlen
  • LNG-IUS
  • Mirena
  • Nordette
  • Seasonale
  • Seasonique
  • Tri-Levlen
  • Triphasil

Registry Numbers

CAS Registry Number

  • 797-63-7

FDA UNII

  • 5W7SIA7YZW

Other Registry Numbers

  • 121714-72-5
  • 4222-79-1
  • 797-62-6

System Generated Number

  • 0000797637

Structure Descriptors

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

CC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 240 deg C   EXP
Water Solubility 2.050 mg/L 25 EST
Vapor Pressure 3.93E-10 mm Hg 25 EST
Henry's Law Constant 7.70E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.14E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.