rapamycin
(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
Molecular Identity
rapamycin
(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
PubChem CID: 5284616
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 anticoronaviral agent, a geroprotector, an antineoplastic agent, an immunosuppressive agent, an antibacterial drug, a mTOR inhibitor and a bacterial metabolite. It is a macrolide lactam, an ether, an organic heterotricyclic compound, a secondary alcohol, a cyclic ketone, a cyclic acetal and an antibiotic antifungal drug.
2D Structure
Properties
C51H79NO13
Molecular Formula
914.20
Molecular Weight
g/mol
913.5551
Exact Mass
Da
6
XLogP
Above Lipinski threshold
195
TPSA
May have limited oral absorption
3
H-Bond Donors
13
H-Bond Acceptors
1760
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
rapamycinSirolimus(-)-Rapamycin53123-88-9RapamunerapalimusAY-22989WY-090217FYARROHYFTORsirolimusumNpc-12gAntibiotic AY 22989RAPARapammune
Data from PubChem (NCBI)
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