CHEBI:44423 - hydroxyurea

ChEBI IDCHEBI:44423
ChEBI Namehydroxyurea
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:5816, CHEBI:44420
Last Modified22 February 2017
DownloadsMolfile
FormulaCH4N2O2
Net Charge0
Average Mass76.055
Monoisotopic Mass76.02728
SMILESNC(=O)NO
InChIInChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)
InChIKeyVSNHCAURESNICA-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
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.
antimitotic  Any compound that inhibits cell division (mitosis).
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).
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.
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.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Applications:
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
hydroxycarbamideChemIDplus
hidroxicarbamidaChemIDplus
hydroxycarbamideWHO MedNet
hydroxycarbamidumChemIDplus
Synonyms  Source
HydroxyureaKEGG COMPOUND
carbamohydroxamic acidChemIDplus
carbamohydroximic acidChemIDplus
carbamoyl oximeChemIDplus
carbamyl hydroxamateChemIDplus
N-carbamoylhydroxylamineChemIDplus
UniProt Name  Source
hydroxyureaUniProt
Manual XrefsDatabases
C07044KEGG COMPOUND
NHYPDBeChem
HydroxyureaWikipedia
DB01005DrugBank
D00341KEGG DRUG
HYDROXY-UREAMetaCyc
HMDB0015140HMDB
US2705727Patent
1399DrugCentral
Registry NumbersSources
Beilstein:1741548Beilstein
Gmelin:130423Gmelin
Reaxys:1741548Reaxys
CAS:127-07-1KEGG COMPOUND
CAS:127-07-1ChemIDplus
Citations