KEGG   DRUG: Alprostadil
Entry
D00180                      Drug                                   
Name
Alprostadil (JP18/USP/INN);
Prostin VR pediatric (TN);
Caverject (TN);
Edex (TN);
Muse (TN)
Product
Formula
C20H34O5
Exact mass
354.2406
Mol weight
354.481
Structure
Simcomp
Class
Hormonal agent
 DG01961  Prostaglandin derivative
  DG01611  Prostaglandin E1 derivative
Remark
Same as: C04741
Therapeutic category: 2190
ATC code: C01EA01 G04BE01
Chemical structure group: DG00239
Product (DG00239): D00180<JP/US> D02705<JP>
Efficacy
Vasodilator, Prostaglandin E1 receptor agonist
  Disease
Pulmonary atresia [DS:H01802 H01803]
Tricuspid atresia [DS:H01785]
Tetralogy of Fallot [DS:H00549]
Comment
Prostaglandin derivative
Treatment of erectile dysfunction
Target
PTGER1 [HSA:5731] [KO:K04258]
  Pathway
hsa04020  Calcium signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
Interaction
Structure map
map07035  Prostaglandins
map07228  Eicosanoid receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C01 CARDIAC THERAPY
   C01E OTHER CARDIAC PREPARATIONS
    C01EA Prostaglandins
     C01EA01 Alprostadil
      D00180  Alprostadil (JP18/USP/INN) <JP/US>
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G04 UROLOGICALS
   G04B UROLOGICALS
    G04BE Drugs used in erectile dysfunction
     G04BE01 Alprostadil
      D00180  Alprostadil (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Hormonal Agents, Stimulant/Replacement/Modifying (Prostaglandins)
  Alprostadil
   D00180  Alprostadil (JP18/USP/INN)
 Sexual Disorder Agents
  Sexual Disorder Agents (Male)
   Alprostadil
    D00180  Alprostadil (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   219  Miscellaneous
    2190  Miscellaneous
     D00180  Alprostadil (JP18/USP/INN)
Drug groups [BR:br08330]
 Hormonal agent
  DG01961  Prostaglandin derivative
   DG01611  Prostaglandin E1 derivative
    DG00239  Alprostadil
     D00180  Alprostadil
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Prostaglandin
    PTGER1
     D00180  Alprostadil (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00180  Alprostadil
  D00180  Alprostadil injection
Drug groups [BR:br08330]
 Hormonal agent
  DG01961  Prostaglandin derivative
   DG01611  Prostaglandin E1 derivative
    DG00239  Alprostadil
Other DBs
CAS: 745-65-3
PubChem: 7847248
ChEBI: 15544
PDB-CCD: XPG[PDBj]
LigandBox: D00180
NIKKAJI: J3.319G
KCF data

ATOM        25
            1   C1y C    23.5830  -17.4951
            2   C1y C    23.5770  -18.9049
            3   C5x C    22.2430  -17.0640
            4   C1b C    24.7947  -16.7901
            5   C1y C    22.2604  -19.3360
            6   C2b C    24.7947  -19.5983
            7   C1x C    21.4215  -18.2057
            8   O5x O    21.8061  -15.7356
            9   C1b C    26.0066  -17.4951
            10  O1a O    21.8409  -20.6703
            11  C2b C    26.0066  -18.9049
            12  C1b C    27.2243  -16.7901
            13  C1c C    27.2243  -19.5983
            14  C1b C    28.4301  -17.4951
            15  C1b C    28.4360  -18.9049
            16  O1a O    27.2243  -21.0023
            17  C1b C    29.6477  -16.7901
            18  C1b C    29.6477  -19.5983
            19  C1b C    30.8654  -17.4951
            20  C1b C    30.8654  -18.9049
            21  C6a C    32.0773  -16.7901
            22  C1b C    32.0773  -19.5983
            23  O6a O    33.2890  -17.5009
            24  O6a O    32.0306  -15.4268
            25  C1a C    33.2950  -18.9049
BOND        25
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Down
            4     2   5 1
            5     2   6 1 #Up
            6     3   7 1
            7     3   8 2
            8     4   9 1
            9     5  10 1 #Down
            10    6  11 2
            11    9  12 1
            12   11  13 1
            13   12  14 1
            14   13  15 1
            15   13  16 1 #Down
            16   14  17 1
            17   15  18 1
            18   17  19 1
            19   18  20 1
            20   19  21 1
            21   20  22 1
            22   21  23 1
            23   21  24 2
            24   22  25 1
            25    5   7 1

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