KEGG   DRUG: Fluorouracil
Entry
D00584                      Drug                                   
Name
Fluorouracil (JP18/USP/INN);
5-FU (TN);
Adrucil (TN);
Carac (TN);
Fluoroplex (TN)
Product
CARAC (Bausch Health US), EFUDEX (Bausch Health US), TOLAK (HILL DERMACEUTICALS)
  Generic
FLUOROURACIL (Accord Healthcare), FLUOROURACIL (Accord Healthcare), FLUOROURACIL (Accord Healthcare), FLUOROURACIL (Alembic Pharmaceuticals Limited), FLUOROURACIL (Alembic Pharmaceuticals Limited), FLUOROURACIL (Alembic Pharmaceuticals), FLUOROURACIL (Alembic Pharmaceuticals), FLUOROURACIL (BluePoint Laboratories), FLUOROURACIL (BluePoint Laboratories), FLUOROURACIL (Encube Ethicals Private Limited), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Fresenius Kabi USA), FLUOROURACIL (Gland Pharma Limited), FLUOROURACIL (Gland Pharma Limited), FLUOROURACIL (Mayne Pharma), FLUOROURACIL (Mylan Pharmaceuticals), FLUOROURACIL (NORTHSTAR RX LLC), FLUOROURACIL (NuCare Pharmaceuticals), FLUOROURACIL (NuCare Pharmaceuticals), FLUOROURACIL (Sagent Pharmaceuticals), FLUOROURACIL (Taro Pharmaceuticals U.S.A.), FLUOROURACIL (Taro Pharmaceuticals U.S.A.), FLUOROURACIL (Xiromed LLC), FLUOROURACIL (Xiromed LLC), FLUOROURACIL CREAM (Mylan Pharmaceuticals)
Formula
C4H3FN2O2
Exact mass
130.0179
Mol weight
130.0772
Structure
Simcomp
Class
Antineoplastic
 DG02018  Antimetabolite
  DG01958  Nucleic acid derivative, antineoplastic
   DG01935  Fluoropyrimidine antineoplastic
Metabolizing enzyme substrate
 DG02984  DPYD substrate
Remark
Same as: C07649
Therapeutic category: 4223
ATC code: L01BC02
Chemical structure group: DG00687
Product (DG00687): D00584<JP/US>
Efficacy
Antineoplastic, Antimetabolite
  Disease
Superficial basal cell carcinomas [DS:H00039]
Comment
Fluorouracil exerts its anticancer effects through inhibition of thymidylate synthase (TYMS) and misincorporation of its metabolites into RNA and DNA in place of uracil or thymine.
Target
TYMS [HSA:7298] [KO:K00560]
  Pathway
hsa00240  Pyrimidine metabolism
hsa00670  One carbon pool by folate
Metabolism
Enzyme: DPYD [HSA:1806]
Interaction
Structure map
map07041  Antineoplastics - antimetabolic agents
Other map
map00983  Drug metabolism - other enzymes
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01B ANTIMETABOLITES
    L01BC Pyrimidine analogues
     L01BC02 Fluorouracil
      D00584  Fluorouracil (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antineoplastics
  Antimetabolites
   Fluorouracil
    D00584  Fluorouracil (JP18/USP/INN)
 Dermatological Agents
  Dermatological Agents, Other
   Warts and Actinic Keratosis Agents
    Fluorouracil
     D00584  Fluorouracil (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   422  Antimetabolites
    4223  Fluorouracils
     D00584  Fluorouracil (JP18/USP/INN)
Drug groups [BR:br08330]
 Antineoplastic
  DG02018  Antimetabolite
   DG01958  Nucleic acid derivative, antineoplastic
    DG01935  Fluoropyrimidine antineoplastic
     DG00687  Fluorouracil
      D00584  Fluorouracil
 Metabolizing enzyme substrate
  DG02984  DPYD substrate
   DG00687  Fluorouracil
    D00584  Fluorouracil
Drug classes [BR:br08332]
 Antineoplastic
  DG02018  Antimetabolite
   D00584  Fluorouracil
Target-based classification of drugs [BR:br08310]
 Enzymes
  Transferases (EC2)
   Methyltransferases
    TYMS
     D00584  Fluorouracil (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00584  Fluorouracil
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00584
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00584
Prodrugs [br08324.html]
 D00584
Drug groups [BR:br08330]
 Antineoplastic
  DG02018  Antimetabolite
   DG01958  Nucleic acid derivative, antineoplastic
    DG01935  Fluoropyrimidine antineoplastic
     DG00687  Fluorouracil
 Metabolizing enzyme substrate
  DG02984  DPYD substrate
   DG00687  Fluorouracil
Other DBs
CAS: 51-21-8
PubChem: 7847650
ChEBI: 46345
PDB-CCD: URF[PDBj]
LigandBox: D00584
NIKKAJI: J4.489J
LinkDB
KCF data

ATOM        9
            1   C8y C    20.7957  -18.3013
            2   C8y C    19.5791  -19.0057
            3   N4x N    22.0068  -19.0057
            4   O5x O    20.7843  -16.8981
            5   C8x C    19.5791  -20.4030
            6   X   F    18.3622  -18.3013
            7   C8y C    22.0068  -20.4030
            8   N4x N    20.7957  -21.1017
            9   O5x O    23.2061  -21.1017
BOND        9
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     5   8 1
            8     7   9 2
            9     7   8 1

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