Sirolimus

Base Information Edit

Chemical Name:Sirolimus
CAS No.:53123-88-9
Deprecated CAS:1179372-35-0,1189166-54-8,1233221-34-5,1353039-01-6,1189166-54-8,1233221-34-5,1353039-01-6
Molecular Formula:C51H79NO13
Molecular Weight:914.187
Hs Code.:29349990
European Community (EC) Number:610-965-5
UNII:W36ZG6FT64
DSSTox Substance ID:DTXSID5023582
Wikipedia:Sirolimus
Wikidata:Q32089
NCI Thesaurus Code:C1212
RXCUI:35302
Pharos Ligand ID:KG4MHLNXP966
Metabolomics Workbench ID:50022
ChEMBL ID:CHEMBL413
Mol file:53123-88-9.mol

Synonyms:AY 22 989;AY 22-989;AY 22989;I 2190A;I-2190A;I2190A;Rapamune;Rapamycin;Sirolimus

Suppliers and Price of Sirolimus

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Rapamycin, 99%
10mg
$ 100.00

TRC
Rapamycin(>85%)
100mg
$ 440.00

TRC
Rapamycin(>85%)
25mg
$ 145.00

Tocris
Rapamycin ≥98%(HPLC)
1
$ 299.00

TCI Chemical
Rapamycin >98.0%(HPLC)
25mg
$ 244.00

Sigma-Aldrich
Rapamycin
100ug
$ 44.20

Sigma-Aldrich
Rapamycin - CAS 53123-88-9 - Calbiochem Rapamycin, CAS 53123-88-9, is an immunosuppressant that selectively inhibits mTOR and blocks the subsequent activation of p70 S6 kinase (IC?? = 50 pM).
100 μg
$ 42.36

Sigma-Aldrich
Rapamycin from Streptomyces hygroscopicus ≥95% (HPLC), powder
1mg
$ 305.00

Sigma-Aldrich
Rapamycin ≥95% (HPLC)
200ul
$ 271.00

Sigma-Aldrich
Rapamycin Ready Made Solution, 2.5?mg/mL in DMSO (2.74 mM), from Streptomyces hygroscopicus
200 μL
$ 281.00

Total 291 raw suppliers

Chemical Property of Sirolimus Edit

Chemical Property:

Appearance/Colour:white to off-white solid
Vapor Pressure:0mmHg at 25°C
Melting Point:183-185 ºC
Refractive Index:1.55
Boiling Point:973.017 ºC at 760 mmHg
PKA:10.40±0.70(Predicted)
Flash Point:542.261 ºC
PSA：195.43000
Density:1.182 g/cm³
LogP:6.11850
Storage Temp.:-20°C
Sensitive.:Moisture Sensitive/Light Sensi
Solubility.:ethanol: soluble2MM
Water Solubility.:Soluble in DMSO at 50mg/ml or methanol at 25mg/mlSoluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in wat
XLogP3:6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:6
Exact Mass:913.55514157
Heavy Atom Count:65
Complexity:1760

Purity/Quality:

98%min ^*data from raw suppliers

Rapamycin, 99% ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi,Xn,F
Statements: 36/38-36-20/21/22-11
Safety Statements: 22-24/25-37/39-26-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Chemical Classes:Biological Agents -> Bacterial Toxins
Drug Classes:Transplant Agents
Canonical SMILES:CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)OC)C)C)C)OC
Isomeric SMILES:C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
Recent ClinicalTrials:Serial Measurements of Molecular and Architectural Responses to Therapy (SMMART) PRIME Trial
Recent EU Clinical Trials:Evaluating rapamycin treatment in Alzheimer’s disease using positron emission tomography (ERAP)
Recent NIPH Clinical Trials:WMU-NPC-1
Immunosuppression in Organ Transplantation Sirolimus is used for the prophylaxis of renal graft rejection in organ transplantation. Its potent immunosuppressive activity and unique mechanism of action make it valuable in preventing rejection reactions.
Treatment of Vascular Anomalies Sirolimus shows promising results in the management of vascular anomalies, particularly vascular tumors associated with life-threatening coagulopathy and venous and lymphatic malformations. It inhibits the mammalian target of rapamycin (mTOR), which plays a crucial role in cellular processes involved in vascular anomalies.
Treatment of Lymphatic Malformations (LM) and Lymphangioleiomyomatosis (LAM) Sirolimus has been approved for the treatment of lymphangioleiomyomatosis (LAM), a rare disease characterized by progressive lung disease. It has also been used to treat lymphatic malformations (LM) in various body areas, showing potential to improve symptoms and reduce the size of the malformations.
Antifungal Activity Sirolimus was initially isolated as an antifungal agent with potent activity against Candida. However, its subsequent discovery of antitumor and immunosuppressive activities led to its exploration in various medical applications beyond antifungal therapy.
Induction of Fetal Hemoglobin (HbF) in 尾-Thalassemia Patients Sirolimus serves as a strong inducer of fetal hemoglobin (HbF) in 尾-thalassemia patients, as demonstrated in vitro and in vivo studies. This property suggests its potential role in the management of 尾-thalassemia.

Technology Process of Sirolimus

There total 119 articles about Sirolimus which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.6%

: C₅₇H₉₅NO₁₃Si₂

: 331810-13-0
31,42-bis(trimethylsilylether)rapamycin

: 53123-88-9
sirolimus

Guidance literature:: C₅₇H₉₅NO₁₃Si₂; 31,42-bis(trimethylsilylether)rapamycin; With sulfuric acid; water; In acetone; at 0 - 5 ℃; for 0.166667h;

With sodium hydrogencarbonate; acetic acid; In water; acetone; at 0 - 15 ℃; for 0.283333 - 0.416667h;

With sodium acetate; In water; acetone; at 20 ℃; for 60.1667h; pH=5 - 5.5; Aqueous sodium acetate buffer;