CHEBI:192509 - foslevodopa

ChEBI IDCHEBI:192509
ChEBI Namefoslevodopa
Stars
DefinitionAn L-tyrosine derivative that is L-dopa in which the hydroxy group at position 4' is replaced by a phosphonooxy group. It is a water-soluble prodrug of levodopa which is used for the treatment of Parkinson's disease.
Last Modified28 June 2022
SubmitterAdnan
DownloadsMolfile
FormulaC9H12NO7P
Net Charge0
Average Mass277.169
Monoisotopic Mass277.03514
SMILESN[C@@H](Cc1ccc(OP(=O)(O)O)c(O)c1)C(=O)O
InChIInChI=1S/C9H12NO7P/c10-6(9(12)13)3-5-1-2-8(7(11)4-5)17-18(14,15)16/h1-2,4,6,11H,3,10H2,(H,12,13)(H2,14,15,16)/t6-/m0/s1
InChIKeyYNDMEEULGSTYJT-LURJTMIESA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Applications:
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
foslevodopa (CHEBI:192509) has functional parent L-dopa (CHEBI:15765)
foslevodopa (CHEBI:192509) has role antiparkinson drug (CHEBI:48407)
foslevodopa (CHEBI:192509) has role prodrug (CHEBI:50266)
foslevodopa (CHEBI:192509) is a O-phosphoamino acid (CHEBI:21968)
foslevodopa (CHEBI:192509) is a L-tyrosine derivative (CHEBI:27177)
foslevodopa (CHEBI:192509) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Incoming Relation(s)
ABBV-951 (CHEBI:192512) has part foslevodopa (CHEBI:192509)
IUPAC Name 
3-hydroxy-O-phosphono-L-tyrosine
Synonyms  Source
levodopa-4'-monophosphateChemIDplus
(2S)-2-amino-3-[3-hydroxy-4-(phosphonooxy)phenyl]propanoic acidIUPAC
Manual XrefsDatabases
DB16683DrugBank
D11839KEGG DRUG
Registry NumbersSources
CAS:97321-87-4ChemIDplus
Citations