KEGG   DRUG: FluorouracilHelp
Entry
D00584                      Drug                                   

Name
Fluorouracil (JP17/USP/INN);
5-FU (TN);
Adrucil (TN);
Carac (TN);
Fluoroplex (TN)
Product
  Generic
FLUOROURACIL (Accord Healthcare), FLUOROURACIL (Accord Healthcare), FLUOROURACIL (BluePoint Laboratories), FLUOROURACIL (BluePoint Laboratories), 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 (Rebel Distributors Corp), FLUOROURACIL (Sagent Pharmaceuticals), FLUOROURACIL (Sandoz), FLUOROURACIL (Sandoz), FLUOROURACIL (Spear Dermatology Products), FLUOROURACIL (Spear Dermatology Products), FLUOROURACIL (Taro Pharmaceutical Industries), FLUOROURACIL (Taro Pharmaceuticals U.S.A.), FLUOROURACIL (Taro Pharmaceuticals U.S.A.), ADRUCIL (Teva Parenteral Medicines), ADRUCIL (Teva Parenteral Medicines)
Formula
C4H3FN2O2
Exact mass
130.0179
Mol weight
130.0772
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Antineoplastic
 DG01958  Nucleic acid derivative, antineoplastic
  DG01935  Fluoropyrimidine antineoplastic
 DG01935  Fluoropyrimidine antineoplastic
 DG02018  Antimetabolite
  DG01958  Nucleic acid derivative, antineoplastic
   DG01935  Fluoropyrimidine antineoplastic
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
Drug 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 (JP17/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Dermatological Agents
  Fluorouracil
   D00584  Fluorouracil (JP17/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   422  Antimetabolites
    4223  Fluorouracils
     D00584  Fluorouracil (JP17/USP/INN)
Target-based classification of drugs [BR:br08310]
 Enzymes
  Transferases (EC2)
   Methyltransferases
    TYMS
     D00584  Fluorouracil (JP17/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00584  Fluorouracil
Antineoplastics [br08340.html]
 D00584
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and germline mutations
  D00584
Prodrugs [br08324.html]
 D00584
BRITE hierarchy
Other DBs
CAS: 51-21-8
PubChem: 7847650
ChEBI: 46345
ChEMBL: CHEMBL185
DrugBank: DB00544
PDB-CCD: URF[PDBj]
LigandBox: D00584
NIKKAJI: J4.489J
LinkDB All DBs
KCF data Show

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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