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:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
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.
antimitotic  Any compound that inhibits cell division (mitosis).
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.
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).
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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.
Applications:
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.
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
hidroxicarbamidaChemIDplus
hydroxycarbamideWHO MedNet
hydroxycarbamideChemIDplus
hydroxycarbamidumChemIDplus
Synonyms  Source
carbamohydroxamic acidChemIDplus
carbamohydroximic acidChemIDplus
carbamoyl oximeChemIDplus
carbamyl hydroxamateChemIDplus
N-carbamoylhydroxylamineChemIDplus
hydreaChemIDplus
UniProt Name  Source
hydroxyureaUniProt
Manual XrefsDatabases
1399DrugCentral
C07044KEGG COMPOUND
D00341KEGG DRUG
DB01005DrugBank
HMDB0015140HMDB
HydroxyureaWikipedia
HYDROXY-UREAMetaCyc
NHYPDBeChem
US2705727Patent
Registry NumbersSources
Gmelin:130423Gmelin
Beilstein:1741548Beilstein
Reaxys:1741548Reaxys
CAS:127-07-1ChemIDplus
CAS:127-07-1KEGG COMPOUND
Citations