KEGG   DRUG: Levonorgestrel
Entry
D00950                      Drug                                   
Name
Levonorgestrel (JAN/USP/INN);
Mirena (TN);
Norplant (TN);
Skyla (TN)
Product
  Generic
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

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