Metabolite Card
Formula: C4H3FN2O2 (130.0179)
SMILES: FC1=CNC(=O)NC1=O
Synonyms [en]
fluorouracil; 5-Fluorouracil; 5-FU; 5-Fluoropyrimidine-2,4-dione; Fluorouracilo; 5-Fluoracil
Last reviewed on 2024-06-28.
Cite this Page
5-FU. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000004816). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Fluorouracil is only found in individuals that have used or taken this drug. It is a pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the thymidylate synthetase conversion of deoxyuridylic acid to thymidylic acid. [PubChem]The precise mechanism of action has not been fully determined, but the main mechanism of fluorouracil is thought to be the binding of the deoxyribonucleotide of the drug (FdUMP) and the folate cofactor, N5–10-methylenetetrahydrofolate, to thymidylate synthase (TS) to form a covalently bound ternary complex. This results in the inhibition of the formation of thymidylate from uracil, which leads to the inhibition of DNA and RNA synthesis and cell death. Fluorouracil can also be incorporated into RNA in place of uridine triphosphate (UTP), producing a fraudulent RNA and interfering with RNA processing and protein synthesis.
DBLinks
- CAS Registry Number: 51-21-8
- PubChem CID: 3385
- ChEBI: 46345
- HMDB: HMDB0014684
- LipidMaps:
- KEGG: C07649
- BioCyc: CPD0-1327
- NCBI MeSH: Fluorouracil
- Wikipedia: Fluorouracil
Other DBLinks
- CAS Registry Number: 51-21-8
- PubChem: 3385
- ChEBI: ChEBI:46345
- HMDB: HMDB0014684
- KEGG: C07649
- BioCyc: CPD0-1327
- NCBI MeSH: Fluorouracil
- Wikipedia: Fluorouracil
- DrugBank: DB00544
- RefMet: RM0109153
- MoNA: EA256601
- MoNA: EA256602
- MoNA: EA256603
- MoNA: EA256604
- MoNA: EA256605
- MoNA: EA256606
- MoNA: EA256607
- MoNA: EA256608
- MoNA: EA256609
- MoNA: EA256610
- MoNA: EA256611
- MoNA: EA256612
- MoNA: EA256613
- MoNA: EA256614
- MoNA: EA256652
- MoNA: EA256653
- MoNA: EA256654
- MoNA: EA256655
- MoNA: EA256656
- MoNA: EA256657
- MoNA: EA256658
- MoNA: EA256659
- MoNA: EA256660
- MoNA: EA256661
- MoNA: EA256662
- MoNA: EA256663
- MoNA: HMDB0014684_c_ms_100148
- MoNA: HMDB0014684_c_ms_100149
- MoNA: HMDB0014684_c_ms_100150
- MoNA: HMDB0014684_c_ms_100151
- MoNA: JP005560
- MoNA: JP005566
- MoNA: JP005567
- MoNA: JP005568
- Metlin: METLIN_570
Class / Ontology
- WishartLab ClassyFire: [Pyrimidines and pyrimidine derivatives] Pyrimidines and pyrimidine derivatives
- RefMet: [Halopyrimidines] Halopyrimidines
- ChEBI: [CHEBI:46345] 5-fluorouracil
| ID | EC Number | Name |
|---|---|---|
| KEGG:R08222 | 2.4.2.4 | 5'-deoxy-5-fluorouridine:phosphate deoxy-alpha-D-ribosyltransferase |
| KEGG:R08225 | 1.14.14.- | C12673 + C03024 + C00007<=>C07649 + C16835 + C03161 + C00001 |
| KEGG:R08226 | 1.3.1.2 | 5,6-dihydro-5-fluorouracil:NADP+ 5-oxidoreductase |
| KEGG:R08229 | 2.4.2.3 | 5-fluorouridine:phosphate alpha-D-ribosyltransferase |
| KEGG:R08230 | 2.4.2.4 | 5-fluorodeoxyuridine:phosphate deoxy-alpha-D-ribosyltransferase |
| KEGG:R08231 | 2.4.2.10 | 5-fluorouridine monophosphate:diphosphate phospho-alpha-D-ribosyl-transferase |
| KEGG:R11890 | C13252<=>C07649 | |
| BioCyc:RXN-14129 | 3.5.4.1 | PROTON + CPD-15121 + WATER --> CPD0-1327 + AMMONIUM |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-7194 | pyrimidine nucleobases salvage II |
| BioCyc:ECO_PWY-7208 | superpathway of pyrimidine nucleobases salvage |
| BioCyc:META_PWY-7183 | pyrimidine nucleobases salvage I |
| BioCyc:META_PWY-7196 | superpathway of pyrimidine ribonucleosides salvage |
| BioCyc:ECO_PWY-7183 | pyrimidine nucleobases salvage I |
| BioCyc:ECO_PWY-7194 | pyrimidine nucleobases salvage II |
| BioCyc:ECO_PWY-7196 | superpathway of pyrimidine ribonucleosides salvage |
| BioCyc:META_PWY-7208 | superpathway of pyrimidine nucleobases salvage |
| BioCyc:ECO_PWY0-163 | salvage pathways of pyrimidine ribonucleotides |
| WikiPathways:WP2630 | Gluconeogenesis |
| WikiPathways:WP3275 | Fluoropyrimidine activity |
| WikiPathways:WP1601 | Fluoropyrimidine activity |
| PathBank:SMP0000469 | Capecitabine Action Pathway |
| PathBank:SMP0000608 | Fluorouracil Metabolism Pathway |
| PathBank:SMP0000470 | Fluorouracil Action Pathway |
| PathBank:SMP0000607 | Capecitabine Metabolism Pathway |