Adapalene


Entry
D01112                      Drug                                   
Name
Adapalene (JAN/USP/INN);
Differin (TN)
Product
DIFFERIN (GALDERMA LABORATORIES), DIFFERIN (Galderma Laboratories), DIFFERIN (Galderma Laboratories), ADAPALENE (Perrigo New York)
  Generic
ADAPALENE (A-S Medication Solutions), ADAPALENE (Actavis Pharma), ADAPALENE (Alembic Pharmaceuticals), ADAPALENE (Aleor Dermaceuticals Limited), ADAPALENE (Bryant Ranch Prepack), ADAPALENE (E. Fougera & Co. a division of Fougera Pharmaceuticals), ADAPALENE (Glenmark Pharmaceuticals), ADAPALENE (Mayne Pharma), ADAPALENE (Prasco Laboratories), ADAPALENE (PruGen), ADAPALENE (Sandoz), ADAPALENE (Taro Pharmaceuticals U.S.A.), ADAPALENE TOPICAL SOLUTION (CALL INC (d.b.a Rochester Pharmaceuticals))
Formula
C28H28O3
Exact mass
412.2038
Mol weight
412.5201
Structure
Class
Vitamin and mineral
 DG01604  Retinol derivative
Remark
Therapeutic category: 2699
ATC code: D10AD03
Product: D01112<JP/US>
Product (mixture): D10792<JP/US>
Efficacy
Anti-acne, Retinoic acid receptor (RAR) agonist
  Disease
Acne vulgaris [DS:H01445]
Target
NR1B3 (RARG) [HSA:5916] [KO:K08529]
NR1B2 (RARB) [HSA:5915] [KO:K08528]
NR2B3 (RXRG) [HSA:6258] [KO:K08526]
NR2B2 (RXRB) [HSA:6257] [KO:K08525]
  Pathway
hsa04659  Th17 cell differentiation
Structure map
map07223  Retinoic acid receptor (RAR) and retinoid X receptor (RXR) agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D10 ANTI-ACNE PREPARATIONS
   D10A ANTI-ACNE PREPARATIONS FOR TOPICAL USE
    D10AD Retinoids for topical use in acne
     D10AD03 Adapalene
      D01112  Adapalene (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Dermatological Agents
  Acne and Rosacea Agents
   Retinoids
    Adapalene
     D01112  Adapalene (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  26  Epidermides
   269  Miscellaneous
    2699  Others
     D01112  Adapalene (JAN/USP/INN)
Drug groups [BR:br08330]
 Vitamin and mineral
  DG01604  Retinol derivative
   D01112  Adapalene
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Thyroid hormone like receptors
   Retinoic acid receptor (RAR)
    NR1B2 (RARB)
     D01112  Adapalene (JAN/USP/INN) <JP/US>
    NR1B3 (RARG)
     D01112  Adapalene (JAN/USP/INN) <JP/US>
  Hepatocyte nuclear factor 4 like receptors
   Retinoid X receptor (RXR)
    NR2B2 (RXRB)
     D01112  Adapalene (JAN/USP/INN) <JP/US>
    NR2B3 (RXRG)
     D01112  Adapalene (JAN/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D01112  Ibuprofen piconol
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D01112
Rx-to-OTC switch list in the USA [br08315.html]
 D01112
Other DBs
CAS: 106685-40-9
PubChem: 7848175
ChEBI: 31174
LigandBox: D01112
NIKKAJI: J399.566F
KCF data

ATOM        31
            1   C1z C    17.7219  -19.1703
            2   C1x C    16.9759  -20.6495
            3   C1y C    16.9759  -21.9529
            4   C1y C    16.5531  -21.1864
            5   C1y C    18.8839  -21.1864
            6   C1x C    15.2964  -22.4094
            7   C1x C    18.1087  -23.0011
            8   C1x C    16.5531  -19.8380
            9   C1x C    17.7237  -21.8606
            10  C1x C    18.8874  -19.8380
            11  C8x C    20.0526  -13.7790
            12  C8y C    20.0526  -15.1274
            13  C8x C    21.2231  -15.8016
            14  C8x C    21.2231  -13.1048
            15  C8y C    22.3869  -13.7790
            16  C8y C    22.3811  -15.1274
            17  C8x C    23.5460  -15.8065
            18  C8x C    24.7166  -15.1374
            19  C8y C    24.7223  -13.7890
            20  C8x C    23.5574  -13.1099
            21  C8y C    18.8851  -15.8022
            22  C8x C    17.7197  -15.1251
            23  C8x C    16.5524  -15.8000
            24  C8y C    16.5531  -17.1484
            25  C8y C    17.7212  -17.8219
            26  C8x C    18.8885  -17.1472
            27  C6a C    25.8929  -13.1198
            28  O6a O    27.0577  -13.7989
            29  O6a O    25.8988  -11.7714
            30  O2a O    15.3856  -17.8232
            31  C1a C    15.3864  -19.1716
BOND        36
            1    14  11 1
            2     1   2 1
            3     2   3 1
            4     8   4 1
            5     4   9 1
            6     9   5 1
            7    15  16 1
            8    16  17 1
            9    17  18 2
            10   18  19 1
            11   19  20 2
            12   20  15 1
            13    5  10 1
            14   12  21 1
            15   10   1 1
            16    1   8 1
            17    3   6 1
            18    3   7 1
            19    4   6 1
            20   21  22 2
            21   22  23 1
            22   23  24 2
            23   24  25 1
            24   25  26 2
            25   26  21 1
            26    5   7 1
            27   19  27 1
            28   11  12 2
            29   27  28 2
            30   12  13 1
            31   27  29 1
            32   13  16 2
            33   24  30 1
            34   15  14 2
            35   30  31 1
            36   25   1 1