FB2024_04 , released June 25, 2024
Chemical: sirolimus
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General Information
Name
sirolimus
FlyBase ID
FBch0000446
ChEBI Name
sirolimus
ChEBI ID
PubChem Name
Sirolimus
PubChem ID
5284616 (PubChem link: Sirolimus)
Chemical Structure
Chemical structure of sirolimus
sirolimus
InChIKey

QFJCIRLUMZQUOT-HPLJOQBZSA-N

Definition (ChEBI)

ChEBI: Sirolimus is a macrolide lactam isolated from Streptomyces hygroscopicus consisting of a 29-membered ring containing 4 trans double bonds, three of which are conjugated. It is an antibiotic, immunosupressive and antineoplastic agent. It has a role as an immunosuppressive agent, an antineoplastic agent, an antibacterial drug, a mTOR inhibitor, a bacterial metabolite and an anticoronaviral agent. It is a cyclic acetal, a cyclic ketone, an ether, a secondary alcohol, an organic heterotricyclic compound, an antibiotic antifungal drug and a macrolide lactam.NCI Thesaurus (NCIt): Sirolimus is a natural macrocyclic lactone produced by the bacterium Streptomyces hygroscopicus, with immunosuppressant properties. In cells, sirolimus binds to the immunophilin FK Binding Protein-12 (FKBP-12) to generate an immunosuppressive complex that binds to and inhibits the activation of the mammalian Target Of Rapamycin (mTOR), a key regulatory kinase. This results in inhibition of T lymphocyte activation and proliferation that occurs in response to antigenic and cytokine (IL-2, IL-4, and IL-15) stimulation and inhibition of antibody production. (NCI04)

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (28)
Synonyms
(-)-rapamycin
53123-88-9
AY 22989
AY-22989
Antibiotic AY 22989
NSC 226080
PubChem:5284616
Rapammune
Rapamune
ay 22989
ay-22989
nsc 226080
pubchem:5284616
rapammune
sirolimusum
Secondary FlyBase IDs
    References (107)