Tamoxifen citrate


Entry
D00966                      Drug                                   
Name
Tamoxifen citrate (JP18/USP);
Nolvadex (TN);
Soltamox (TN)
Product
SOLTAMOX (Mayne Pharma)
  Generic
TAMOXIFEN CITRATE (A-S Medication Solutions), TAMOXIFEN CITRATE (A-S Medication Solutions), TAMOXIFEN CITRATE (Actavis Pharma), TAMOXIFEN CITRATE (Aurobindo Pharma Limited), TAMOXIFEN CITRATE (Bryant Ranch Prepack), TAMOXIFEN CITRATE (Bryant Ranch Prepack), TAMOXIFEN CITRATE (Bryant Ranch Prepack), TAMOXIFEN CITRATE (Cadila Healthcare Limited), TAMOXIFEN CITRATE (Golden State Medical Supply), TAMOXIFEN CITRATE (Golden State Medical Supply), TAMOXIFEN CITRATE (Mayne Pharma), TAMOXIFEN CITRATE (Mayne Pharma), TAMOXIFEN CITRATE (McKesson Corporation dba SKY Packaging), TAMOXIFEN CITRATE (McKesson Corporation dba SKY Packaging), TAMOXIFEN CITRATE (Mylan Pharmaceuticals), TAMOXIFEN CITRATE (NuCare Pharmaceuticals), TAMOXIFEN CITRATE (NuCare Pharmaceuticals), TAMOXIFEN CITRATE (Proficient Rx LP), TAMOXIFEN CITRATE (REMEDYREPACK), TAMOXIFEN CITRATE (Zydus Pharmaceuticals (USA))
Formula
C26H29NO. C6H8O7
Exact mass
563.2519
Mol weight
563.6381
Structure
Simcomp
Class
Antineoplastic
 DG01585  Estrogen receptor antagonist
  DG01620  Tamoxifene-type antineoplastic
Hormonal agent
 DG01619  Estrogen receptor antagonist/modulator
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 4291
ATC code: L02BA01
Chemical structure group: DG00734
Product (DG00734): D00966<JP/US>
Efficacy
Antineoplastic, Estrogen receptor agonist/antagonist
  Disease
Breast cancer (ER-positive) [DS:H00031]
Comment
Active form of prodrug: Endoxifen [CPD:C16547]
Target
NR3A (ESR) [HSA:2099 2100] [KO:K08550 K08551]
  Pathway
hsa04915  Estrogen signaling pathway
hsa05200  Pathways in cancer
hsa05224  Breast cancer
Metabolism
Enzyme: CYP2D6 [HSA:1565], CYP3A4 [HSA:1576]
Interaction
Structure map
map07043  Antineoplastics - hormones
map07226  Progesterone, androgen and estrogen receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L02 ENDOCRINE THERAPY
   L02B HORMONE ANTAGONISTS AND RELATED AGENTS
    L02BA Anti-estrogens
     L02BA01 Tamoxifen
      D00966  Tamoxifen citrate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antineoplastics
  Antiestrogens/Modifiers
   Tamoxifen
    D00966  Tamoxifen citrate (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   429  Miscellaneous
    4291  Other Antitumors
     D00966  Tamoxifen citrate (JP18/USP)
Drug groups [BR:br08330]
 Antineoplastic
  DG01585  Estrogen receptor antagonist
   DG01620  Tamoxifene-type antineoplastic
    DG00734  Tamoxifen
     D00966  Tamoxifen citrate
 Hormonal agent
  DG01619  Estrogen receptor antagonist/modulator
   DG00734  Tamoxifen
    D00966  Tamoxifen citrate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00734  Tamoxifen
    D00966  Tamoxifen citrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00734  Tamoxifen
     D00966  Tamoxifen citrate
Drug classes [BR:br08332]
 Antineoplastic
  DG01585  Estrogen receptor antagonist
   D00966  Tamoxifen citrate
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Estrogen like receptors
   Estrogen receptor
    NR3A (ESR)
     D00966  Tamoxifen citrate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00966  Tamoxifen citrate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00966
Pharmacogenomic biomarkers [br08341.html]
 Somatic variations in targeted cancer therapies
  D00966
Drug groups [BR:br08330]
 Antineoplastic
  DG01585  Estrogen receptor antagonist
   DG01620  Tamoxifene-type antineoplastic
    DG00734  Tamoxifen
 Hormonal agent
  DG01619  Estrogen receptor antagonist/modulator
   DG00734  Tamoxifen
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00734  Tamoxifen
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00734  Tamoxifen
Prodrugs [br08324.html]
 DG00734
Other DBs
CAS: 54965-24-1
PubChem: 7848029
ChEBI: 9397
LigandBox: D00966
NIKKAJI: J327.784D
KCF data

ATOM        41
            1   C1d C    44.5200  -20.0900
            2   C1b C    43.3300  -20.7900
            3   C1b C    45.7100  -20.7900
            4   C6a C    45.2200  -18.9000
            5   O1a O    43.8200  -18.9000
            6   C6a C    42.0700  -20.0900
            7   C6a C    45.7100  -22.1900
            8   O6a O    44.5200  -17.6400
            9   O6a O    46.6200  -18.9000
            10  O6a O    40.8800  -20.7900
            11  O6a O    42.0700  -18.6900
            12  O6a O    46.9700  -22.8900
            13  O6a O    44.5200  -22.8900
            14  C8x C    32.8300  -21.0700
            15  C8y C    32.8300  -22.4700
            16  C8x C    31.6400  -23.1700
            17  C8x C    30.3800  -22.4700
            18  C8y C    30.3800  -21.0700
            19  C8x C    31.6400  -20.3700
            20  C8x C    27.9300  -22.4700
            21  C8y C    27.9300  -21.0700
            22  C2c C    29.1900  -20.3700
            23  C8x C    26.7400  -23.1700
            24  C8x C    25.5500  -22.4700
            25  C8x C    25.5500  -21.0700
            26  C8x C    26.7400  -20.3700
            27  C2c C    29.1900  -18.9700
            28  C1b C    27.9300  -18.2700
            29  C8y C    30.3800  -18.2700
            30  O2a O    34.0200  -23.1700
            31  C1b C    35.2100  -22.4700
            32  C1b C    36.4000  -23.1700
            33  C8x C    30.3800  -16.8700
            34  C8x C    31.5700  -16.1700
            35  C8x C    32.8300  -16.8700
            36  C8x C    32.8300  -18.2700
            37  C8x C    31.5700  -18.9700
            38  N1c N    37.5900  -22.4700
            39  C1a C    38.7800  -23.1700
            40  C1a C    37.5900  -21.0700
            41  C1a C    26.7400  -18.9700
BOND        42
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     6  10 1
            10    6  11 2
            11    7  12 1
            12    7  13 2
            13   14  15 2
            14   15  16 1
            15   16  17 2
            16   17  18 1
            17   18  19 2
            18   14  19 1
            19   20  21 1
            20   21  22 1
            21   18  22 1
            22   20  23 2
            23   23  24 1
            24   24  25 2
            25   25  26 1
            26   21  26 2
            27   22  27 2
            28   27  28 1
            29   27  29 1
            30   15  30 1
            31   30  31 1
            32   31  32 1
            33   29  33 2
            34   33  34 1
            35   34  35 2
            36   35  36 1
            37   36  37 2
            38   29  37 1
            39   32  38 1
            40   38  39 1
            41   38  40 1
            42   28  41 1