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:
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
Applications:
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.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
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.
antifibrotic agent  Any agent which acts to reduce fibrosis.
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antitussive  An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antipsoriatic  A drug used to treat psoriasis.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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 analgesic (CHEBI:35480)
thalidomide (CHEBI:9513) has role angiogenesis inhibitor (CHEBI:48422)
thalidomide (CHEBI:9513) has role anti-HIV agent (CHEBI:64946)
thalidomide (CHEBI:9513) has role anti-inflammatory agent (CHEBI:67079)
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 antifibrotic agent (CHEBI:233423)
thalidomide (CHEBI:9513) has role antineoplastic agent (CHEBI:35610)
thalidomide (CHEBI:9513) has role antipsoriatic (CHEBI:50748)
thalidomide (CHEBI:9513) has role antitussive (CHEBI:51177)
thalidomide (CHEBI:9513) has role antiviral agent (CHEBI:22587)
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
1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)isoindolineChemIDplus
2,6-dioxo-3-phthalimidopiperidineChemIDplus
3-phthalimidoglutarimideChemIDplus
.alpha.-phthalimidoglutarimideChEMBL
CelgeneChEMBL
ConterganChEMBL
Brand Names  Source
DistavalChemIDplus
K-17ChemIDplus
KevadonChEMBL
SedalisDrugBank
SoftenonChemIDplus
TalidexChEMBL
Manual XrefsDatabases
C07910KEGG COMPOUND
D00754KEGG DRUG
DB01041DrugBank
GB768821Patent
HMDB0015175HMDB
LSM-1914LINCS
ThalidomideWikipedia
US2012142734Patent
WO2013100657Patent
Registry NumbersSources
Reaxys:30233Reaxys
CAS:50-35-1ChemIDplus
CAS:50-35-1NIST Chemistry WebBook
CAS:50-35-1KEGG COMPOUND
Citations