KEGG   DRUG: Fluorouracil
Entry
D00584                      Drug                                   

Name
Fluorouracil (JP17/USP/INN);
5-FU (TN);
Adrucil (TN);
Carac (TN);
Fluoroplex (TN)
Product
  Generic
FLUOROURACIL (A-S Medication Solutions), 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 (Ingenus Pharmaceuticals), FLUOROURACIL (Ingenus Pharmaceuticals), FLUOROURACIL (Mayne Pharma), FLUOROURACIL CREAM (Mylan Pharmaceuticals), FLUOROURACIL (Mylan Pharmaceuticals), FLUOROURACIL (Sagent Pharmaceuticals), FLUOROURACIL (Spear Dermatology Products), FLUOROURACIL (Spear Dermatology Products), FLUOROURACIL (Taro Pharmaceuticals U.S.A.), FLUOROURACIL (Taro Pharmaceuticals U.S.A.)
Formula
C4H3FN2O2
Exact mass
130.0179
Mol weight
130.0772
Structure
Simcomp
Class
Antineoplastic
 DG01958  Nucleic acid derivative, antineoplastic
  DG01935  Fluoropyrimidine antineoplastic
 DG01935  Fluoropyrimidine 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 (JP17/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Dermatological Agents
  Dermatological Agents, Other
   Warts and Actinic Keratosis 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
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
Other DBs
CAS: 51-21-8
PubChem: 7847650
ChEBI: 46345
ChEMBL: CHEMBL185
DrugBank: DB00544
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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KEGG   DRUG: Fluorouracil sodium salt
Entry
D07974                      Drug                                   

Name
Fluorouracil sodium salt;
Fluorouracil (TN)
Formula
C4H3FN2O2. xNa
Structure
Simcomp
Class
Antineoplastic
 DG01958  Nucleic acid derivative, antineoplastic
  DG01935  Fluoropyrimidine antineoplastic
 DG01935  Fluoropyrimidine antineoplastic
 DG02018  Antimetabolite
  DG01958  Nucleic acid derivative, antineoplastic
   DG01935  Fluoropyrimidine antineoplastic
Metabolizing enzyme substrate
 DG02984  DPYD substrate
Remark
ATC code: L01BC02
Chemical structure group: DG00687
Product (DG00687): D00584<JP/US>
Efficacy
Antineoplastic, Antimetabolite
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
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01B ANTIMETABOLITES
    L01BC Pyrimidine analogues
     L01BC02 Fluorouracil
      D07974  Fluorouracil sodium salt
Target-based classification of drugs [BR:br08310]
 Enzymes
  Transferases (EC2)
   Methyltransferases
    TYMS
     D07974  Fluorouracil sodium salt
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D07974
Other DBs
PubChem: 96024669
LigandBox: D07974
LinkDB
KCF data

ATOM        10
            1   C8y C    26.3200  -15.4700
            2   C8y C    25.1300  -16.2400
            3   N4x N    27.5100  -16.2400
            4   O5x O    26.3200  -14.0700
            5   C8x C    25.1300  -17.5700
            6   X   F    23.8700  -15.4700
            7   C8y C    27.5100  -17.5700
            8   N4x N    26.3200  -18.2700
            9   O5x O    28.7700  -18.2700
            10  Z   Na   32.2000  -17.2200
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
BRACKET     1    30.9400  -18.0600   30.9400  -16.1000
            1    34.0900  -16.1000   34.0900  -18.0600
            1  x
 ORIGINAL  1   10
 REPEAT    1

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