CHEBI:9513 - thalidomide

ChEBI IDCHEBI:9513
ChEBI Namethalidomide
Stars
DefinitionA racemate comprising equimolar amounts of R- and S-thalidomide.
Last Modified23 May 2019
FormulaC13H10N2O4
Net Charge0
Average Mass258.233
Monoisotopic Mass258.06406
Wikipedia
Roles Classification
Biological Roles:
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
ChEBI Ontology
Outgoing Relation(s)
thalidomide (CHEBI:9513) has part (R)-thalidomide (CHEBI:61917)
thalidomide (CHEBI:9513) has part (S)-thalidomide (CHEBI:61918)
thalidomide (CHEBI:9513) has role angiogenesis inhibitor (CHEBI:48422)
thalidomide (CHEBI:9513) has role anti-inflammatory drug (CHEBI:35472)
thalidomide (CHEBI:9513) has role anticonvulsant (CHEBI:35623)
thalidomide (CHEBI:9513) has role antiemetic (CHEBI:50919)
thalidomide (CHEBI:9513) has role antineoplastic agent (CHEBI:35610)
thalidomide (CHEBI:9513) has role immunosuppressive agent (CHEBI:35705)
thalidomide (CHEBI:9513) has role leprostatic drug (CHEBI:35816)
thalidomide (CHEBI:9513) has role sedative (CHEBI:35717)
thalidomide (CHEBI:9513) has role teratogenic agent (CHEBI:50905)
thalidomide (CHEBI:9513) is a racemate (CHEBI:60911)
Incoming Relation(s)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has functional parent thalidomide (CHEBI:9513)
5-[2-(feruloyl)ethen-1-yl]thalidomide (CHEBI:74774) has functional parent thalidomide (CHEBI:9513)
pomalidomide (CHEBI:72690) has functional parent thalidomide (CHEBI:9513)
IUPAC Name 
rac-2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione
INNs  Source
talidomidaChemIDplus
thalidomideChemIDplus
thalidomidumChemIDplus
Synonyms  Source
ThalidomideKEGG COMPOUND
N-Phthalyl-glutaminsaeure-imidChemIDplus
N-(2,6-dioxo-3-piperidyl)phthalimideChemIDplus
N-phthaloylglutamimideChemIDplus
(±)-thalidomideChemIDplus
(±)-N-(2,6-dioxo-3-piperidyl)phthalimideChemIDplus
Brand Names  Source
SedalisDrugBank
SoftenonChemIDplus
K-17ChemIDplus
DistavalChemIDplus
TalimolChemIDplus
Manual XrefsDatabases
C07910KEGG COMPOUND
D00754KEGG DRUG
DB01041DrugBank
GB768821Patent
ThalidomideWikipedia
HMDB0015175HMDB
WO2013100657Patent
US2012142734Patent
LSM-1914LINCS
Registry NumbersSources
Reaxys:30233Reaxys
CAS:50-35-1KEGG COMPOUND
CAS:50-35-1ChemIDplus
CAS:50-35-1NIST Chemistry WebBook
Citations