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CHEBI:44423 - hydroxyurea

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ChEBI Name hydroxyurea
ChEBI ID CHEBI:44423
Definition A member of the class of ureas that is urea in which one of the hydrogens is replaced by a hydroxy group. An antineoplastic used in the treatment of chronic myeloid leukaemia as well as for sickle-cell disease.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44420, CHEBI:5816
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Formula CH4N2O2
Net Charge 0
Average Mass 76.05474
Monoisotopic Mass 76.027
InChI InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)
InChIKey VSNHCAURESNICA-UHFFFAOYSA-N
SMILES NC(=O)NO
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor
An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that inhibits the action of ribonucleoside-diphosphate reductase (EC 1.17.4.1).
genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
antimitotic
Any compound that inhibits cell division (mitosis).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hydroxyurea (CHEBI:44423) has role antimetabolite (CHEBI:35221)
hydroxyurea (CHEBI:44423) has role antimitotic (CHEBI:64911)
hydroxyurea (CHEBI:44423) has role antineoplastic agent (CHEBI:35610)
hydroxyurea (CHEBI:44423) has role DNA synthesis inhibitor (CHEBI:59517)
hydroxyurea (CHEBI:44423) has role EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor (CHEBI:74213)
hydroxyurea (CHEBI:44423) has role genotoxin (CHEBI:50902)
hydroxyurea (CHEBI:44423) has role immunomodulator (CHEBI:50846)
hydroxyurea (CHEBI:44423) has role radical scavenger (CHEBI:48578)
hydroxyurea (CHEBI:44423) has role teratogenic agent (CHEBI:50905)
hydroxyurea (CHEBI:44423) is a one-carbon compound (CHEBI:64708)
hydroxyurea (CHEBI:44423) is a ureas (CHEBI:47857)
IUPAC Name
N-hydroxyurea
INNs Sources
hidroxicarbamida ChemIDplus
hydroxycarbamide ChemIDplus
hydroxycarbamide WHO MedNet
hydroxycarbamidum ChemIDplus
Synonyms Sources
carbamohydroxamic acid ChemIDplus
carbamohydroximic acid ChemIDplus
carbamoyl oxime ChemIDplus
carbamyl hydroxamate ChemIDplus
hydrea ChemIDplus
Hydroxycarbamid ChEBI
Hydroxycarbamide KEGG COMPOUND
Hydroxyharnstoff ChEBI
Hydroxyurea KEGG COMPOUND
hydroxyurea UniProt
N-carbamoylhydroxylamine ChemIDplus
N-HYDROXYUREA PDBeChem
oxyurea ChemIDplus
Database Links Databases
C07044 KEGG COMPOUND
D00341 KEGG DRUG
DB01005 DrugBank
HMDB15140 HMDB
HYDROXY-UREA MetaCyc
Hydroxyurea Wikipedia
NHY PDBeChem
US2705727 Patent
View more database links
Registry Numbers Types Sources
127-07-1 CAS Registry Number KEGG COMPOUND
127-07-1 CAS Registry Number ChemIDplus
130423 Gmelin Registry Number Gmelin
1741548 Beilstein Registry Number ChemIDplus
1741548 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11285159 PubMed citation Europe PMC
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Last Modified
16 June 2014