Levonorgestrel


Entry
D00950                      Drug                                   
Name
Levonorgestrel (JAN/USP/INN);
Mirena (TN);
Norplant (TN);
Skyla (TN)
Product
LILETTA (Allergan), KYLEENA (Bayer HealthCare Pharmaceuticals), SKYLA (Bayer HealthCare Pharmaceuticals), MIRENA (Bayer HealthCare Pharmaceuticals)
  Generic
LEVONORGESTREL (HRA Pharma America), LEVONORGESTREL (Novel Laboratories)
Formula
C21H28O2
Exact mass
312.2089
Mol weight
312.4458
Structure
Simcomp
Class
Hormonal agent
 DG02004  Progesterone
 DG01666  Progesterone receptor agonist
Remark
Same as: C08149
Therapeutic category: 2529 2549
ATC code: G03AC03 G03AD01
Product: D00950<JP/US>
Product (mixture): D04482<JP/US> D09187<JP/US>
Efficacy
Contraceptive, Progesterone receptor agonist
Comment
Progestin
Target
NR3C3 (PGR) [HSA:5241] [KO:K08556]
  Pathway
hsa04114  Oocyte meiosis
hsa04914  Progesterone-mediated oocyte maturation
hsa04915  Estrogen signaling pathway
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G03 SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
   G03A HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
    G03AC Progestogens
     G03AC03 Levonorgestrel
      D00950  Levonorgestrel (JAN/USP/INN) <JP/US>
    G03AD Emergency contraceptives
     G03AD01 Levonorgestrel
      D00950  Levonorgestrel (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Contraceptives
  Oral Progestins
   Levonorgestrel
    D00950  Levonorgestrel (JAN/USP/INN)
  Contraceptives, Other
   Levonorgestrel
    D00950  Levonorgestrel (JAN/USP/INN)
 Hormonal Agents, Stimulant/Replacement/Modifying (Sex Hormones/Modifiers)
  Progestins
   Levonorgestrel
    D00950  Levonorgestrel (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  25  Urogenital and anal organ agents
   252  Genital organ agents
    2529  Others
     D00950  Levonorgestrel (JAN/USP/INN)
   254  Contraceptives
    2549  Others
     D00950  Levonorgestrel (JAN/USP/INN)
Drug groups [BR:br08330]
 Hormonal agent
  DG02004  Progesterone
   D00950  Levonorgestrel
  DG01666  Progesterone receptor agonist
   D00950  Levonorgestrel
Drug classes [BR:br08332]
 Endocrine and hormonal agent
  DG02004  Progesterone
   D00950  Levonorgestrel
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Estrogen like receptors
   3-Ketosteroid receptor
    NR3C3 (PGR)
     D00950  Levonorgestrel (JAN/USP/INN) <JP/US>
Rx-to-OTC switch list in the USA [br08315.html]
 D00950
Other DBs
CAS: 797-63-7
PubChem: 7848013
ChEBI: 6443
PDB-CCD: NOG[PDBj]
LigandBox: D00950
NIKKAJI: J7.097A
KCF data

ATOM        23
            1   C1x C     5.3900  -17.3600
            2   C5x C     5.3900  -18.7600
            3   C2x C     6.6024  -19.4600
            4   C2y C     7.8149  -18.7600
            5   C1y C     7.8149  -17.3600
            6   C1x C     6.6024  -16.6600
            7   C1x C     9.0273  -19.4600
            8   C1x C    10.2397  -18.7600
            9   C1y C    10.2397  -17.3600
            10  C1y C     9.0273  -16.6600
            11  C1y C    11.4522  -16.6600
            12  C1z C    11.4522  -15.2600
            13  C1x C    10.2397  -14.5600
            14  C1x C     9.0273  -15.2600
            15  C1x C    13.8770  -16.6600
            16  C1x C    13.8770  -15.2600
            17  C1z C    12.6646  -14.5600
            18  O5x O     4.1776  -19.4600
            19  C1b C    11.4522  -13.8600
            20  O1a O    12.6646  -13.1600
            21  C3b C    13.8770  -13.8600
            22  C3a C    15.0895  -13.1600
            23  C1a C    10.2608  -13.1719
BOND        26
            1     1   2 1
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 1
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11    5  10 1
            12    9  11 1
            13   11  12 1
            14   12  13 1
            15   13  14 1
            16   10  14 1
            17   11  15 1
            18   15  16 1
            19   16  17 1
            20   12  17 1
            21    2  18 2
            22   12  19 1 #Up
            23   17  20 1 #Up
            24   17  21 1 #Down
            25   21  22 3
            26   19  23 1