API reference
Capecitabine
- CAS number
- 154361-50-9
- Molecular formula
- C15H22FN3O6
- Molecular weight
- 359.35 g/mol
About this molecule
Capecitabine is a fluoropyrimidine carbamate belonging to the class of antineoplastic agents called antimetabolites. As a prodrug, capecitabine is selectively activated by tumor cells to its cytotoxic moiety, 5-fluorouracil (5-FU); subsequently, 5-FU is metabolized to two active metabolites, 5-fluoro-2-deoxyuridine monophosphate (FdUMP) and 5-fluorouridine triphosphate (FUTP) by both tumor cells and normal cells. FdUMP inhibits DNA synthesis and cell division by reducing normal thymidine production, while FUTP inhibits RNA and protein synthesis by competing with uridine triphosphate for incorporation into the RNA strand. (NCI04)
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
- InChIKey
- GAGWJHPBXLXJQN-UORFTKCHSA-N
- SMILES
- CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@H]2[C@@H]([C@@H]([C@H](O2)C)O)O
- Other CAS numbers recorded
- 958887-39-3
- PubChem CID
- 60953
Also known as
Xeloda · Capecitibine · Capiibine · capecitabina · Capecytabine · Capecitabine Sun · Capecitabine Teva · Capecitabine Medac
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