CHEBI:31524 - droxidopa

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ChEBI Name droxidopa
ChEBI ID CHEBI:31524
Definition A serine derivative that is L-serine substituted at the β-position by a 3,4-dihydroxyphenyl group. A prodrug for noradrenalone, it is used for treatment of neurogenic orthostatic hypotension
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H11NO5
Net Charge 0
Average Mass 213.18730
Monoisotopic Mass 213.06372
InChI InChI=1S/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8+/m0/s1
InChIKey QXWYKJLNLSIPIN-JGVFFNPUSA-N
SMILES N[C@@H]([C@H](O)c1ccc(O)c(O)c1)C(O)=O
Roles Classification
Application(s): 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.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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ChEBI Ontology
Outgoing droxidopa (CHEBI:31524) has role antihypertensive agent (CHEBI:35674)
droxidopa (CHEBI:31524) has role prodrug (CHEBI:50266)
droxidopa (CHEBI:31524) has role vasoconstrictor agent (CHEBI:50514)
droxidopa (CHEBI:31524) is a L-tyrosine derivative (CHEBI:27177)
droxidopa (CHEBI:31524) is a catechols (CHEBI:33566)
IUPAC Name
R)-β,3-dihydroxy-L-tyrosine
INNs Sources
droxidopa KEGG DRUG
droxidopa WHO MedNet
droxidopa WHO MedNet
droxidopum WHO MedNet
Synonyms Sources
(−)-(2S,3R)-2-amino-3-hydroxy-3-(3,4-dihydroxyphenyl)propanoic acid ChEBI
(2S,3R)-3,4-dihydroxy-phenylserine ChEBI
Droxydopa HMDB
L-Dihydroxyphenylserine DrugBank
L-DOPS DrugBank
L-threo-dihydroxyphenylserine DrugBank
L-Threodops ChemIDplus
SM 5688 ChemIDplus
threo-Dopaserine ChemIDplus
Brand Names Sources
Dops KEGG DRUG
Northera DrugBank
Manual Xrefs Databases
971 DrugCentral
D01277 KEGG DRUG
DB06262 DrugBank
Droxidopa Wikipedia
HMDB0015627 HMDB
JP2005247828 Patent
NZ579368 Patent
US2008221170 Patent
US2012010293 Patent
US2013253061 Patent
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Registry Numbers Types Sources
23651-95-8 CAS Registry Number KEGG DRUG
23651-95-8 CAS Registry Number ChemIDplus
7112431 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11710796 PubMed citation Europe PMC
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Last Modified
26 January 2023