CHEBI:192509 - foslevodopa

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ChEBI Name foslevodopa
ChEBI ID CHEBI:192509
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C9H12NO7P
Net Charge 0
Average Mass 277.169
Monoisotopic Mass 277.03514
InChI InChI=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
InChIKey YNDMEEULGSTYJT-LURJTMIESA-N
SMILES N[C@@H](CC1=CC=C(OP(O)(O)=O)C(O)=C1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): 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.
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ChEBI Ontology
Outgoing 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 ABBV-951 (CHEBI:192512) has part foslevodopa (CHEBI:192509)
IUPAC Name
3-hydroxy-O-phosphono-L-tyrosine
Synonyms Sources
(2S)-2-amino-3-[3-hydroxy-4-(phosphonooxy)phenyl]propanoic acid IUPAC
levodopa-4'-monophosphate ChemIDplus
Manual Xrefs Databases
D11839 KEGG DRUG
DB16683 DrugBank
View more database links
Registry Number Type Source
97321-87-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
33772855 PubMed citation Europe PMC
34280307 PubMed citation Europe PMC
34366380 PubMed citation Europe PMC
34531945 PubMed citation Europe PMC
35339102 PubMed citation Europe PMC
PMC8520771 PubMed Central citation Europe PMC
Last Modified
28 June 2022