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Version: 16.11d (Release date: 2016-11-28)
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Sirolimus (Code C1212)

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Terms & Properties

Preferred Name: Sirolimus

Definition: 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)

NCI-GLOSS Definition: A drug used to keep the body from rejecting organ and bone marrow transplants. Rapamune blocks certain white blood cells that can reject foreign tissues and organs. It also blocks a protein that is involved in cell division. It is a type of antibiotic, a type of immunosuppressant, and a type of serine/threonine kinase inhibitor. Rapamune was previously called rapamycin.

Display Name: Sirolimus

Label: Sirolimus

NCI Thesaurus Code: C1212 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C0072980  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hexadecahydro-9,27-dihydroxy-3-((1R)-2-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-1-methylethyl)-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,2
AY 22989
RAPA
Rapamune
RAPAMYCIN
Rapamycin
rapamycin
SILA 9268A
Sirolimus
SIROLIMUS
sirolimus
WY-090217

External Source Codes: 
CAS Registry Number 53123-88-9 (see NLM ChemIDplus info)
FDA UNII Code W36ZG6FT64
ChEBI ID CHEBI:9168 (see ChEBI info)
NSC Code 226080 (see NCI DTP info)
PDQ Closed Trial Search ID 42555
PDQ Open Trial Search ID 42555 (check for NCI PDQ open clinical trial info)
UMLS CUI C0072980

Other Properties:
Name Value (qualifiers indented underneath)
Accepted_Therapeutic_Use_For Kidney transplant rejection, prevention
Chemical_Formula C51H79NO13
code C1212
Contributing_Source CTRP
Contributing_Source FDA
Legacy_Concept_Name Sirolimus
Semantic_Type Antibiotic
Semantic_Type Organic Chemical

Additional Concept Data: 
Defined Fully by Roles: No  

URL: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&code=C1212

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