Sirolimus

Description

Sirolimus · CAS 53123-88-9 · C51H79NO13. UNII W36ZG6FT64. Boiling Point: 183-185; Melting Point: 183-185 °C; Solubility: 1.73e-03 g/L.

Identification

CAS Registry Number	53123-88-9
PubChem CID	5284616
Molecular formula	C51H79NO13
IUPAC name	(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
UNII (FDA)	W36ZG6FT64

Computed Descriptors

Molecular Weight	914.2
XLogP3	6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	6
Exact Mass	913.55514157
Monoisotopic Mass	913.55514157
Topological Polar Surface Area	195
Heavy Atom Count	65
Formal Charge	0

Physical & Chemical Properties

Boiling Point	183-185
Melting Point	183-185 °C
Solubility	1.73e-03 g/L
LogP	4.63
LogP	4.3

Physical description & handling notes

• Colorless solid; [Merck Index]
• Solid
• Colorless crystalline solid from ether
• Sol in ether, chloroform, acetone, methanol, and DMF; very sparingly sol in hexane and petr ether.
• In water = 9.9X10-5 mg/L at 25 °C /Estimated/
• log Kow = 4.81 /Estimated/

Regulatory Status

GHS notification summary	4.7% (2 / 43)

GHS Hazard Classification

GHS notification summary	4.7% (2 / 43)
Reported hazard statements	H341 (11.6%), H351 (79.1%), H361 (81.4%), H372 (81.4%)

Documented Uses

• Triene macrolide antibiotic derived from Streptomyces hygroscopicus; Used in immunochemistry research and as a therapeutic immunosuppressant and antirestenotic (blocks reoccurrence of stenosis); [Merck Index]
• Used to prevent rejection in organ transplantation; it is especially useful in kidney transplants. [Wikipedia]
• Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
• Triene macrolide antibiotic isolated from Streptomyces hygroscopicus.
• Information available in 2004 indicated that Sirolimus was used in the manufacture of pharmaceutical preparations in the following countries: Argentina, Australia, Austria, Belgium, Brazil, Canada, Chile, Colombia, Czech Republic, Denmark, Finland, France, Germany, Greece, Ireland, Israel, Italy, Mexico, New Zealand, Norway, Poland, Romania, Singapore, Spain, Sweden, Switzerland, Thailand, United Kingdom, USA (1,2)
• Sirolimus is macrocyclic antibiotic with potent immunosuppressive activity that is used alone or in combination with calcineurin inhibitors and corticosteroids to prevent cellular rejection after renal transplantation. Sirolimus therapy can be associated with mild serum enzyme elevations and it has been linked to rare instances of clinically apparent cholestatic liver injury.

Synonyms

rapamycin; Sirolimus; (-)-Rapamycin; 53123-88-9; Rapamune; rapalimus; AY-22989; WY-090217; FYARRO; HYFTOR; sirolimusum; Npc-12g; Antibiotic AY 22989; RAPA; Rapammune; SILA 9268A

Frequently Asked Questions

What are the CAS number and molecular formula of Sirolimus?

CAS 53123-88-9; molecular formula C51H79NO13; molecular weight — g/mol.

What other names is Sirolimus known by?

rapamycin, Sirolimus, (-)-Rapamycin, 53123-88-9, Rapamune, rapalimus.

Is Sirolimus classified as hazardous?

4.7% of GHS notifications report no hazard classification (2 of 43).

What are the key physical properties of Sirolimus?

Boiling Point: 183-185; Melting Point: 183-185 °C; Solubility: 1.73e-03 g/L; LogP: 4.63.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.