Rapamycin
![Rapamycin Structure](CAS/GIF/53123-88-9.gif)
- CAS No.
- 53123-88-9
- Chemical Name:
- Rapamycin
- Synonyms
- SIROLIMUS;RAPAMUNE;RAPA;Sirolomus;Rapamycin/Sirolimus CAS 53123-88-9;Rapamycin from Streptomyces hygroscopicus,23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus;RPM;BCAR2;TRERF1;CS-440
- CBNumber:
- CB0275190
- Molecular Formula:
- C51H79NO13
- Molecular Weight:
- 914.17
- MOL File:
- 53123-88-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/23 18:28:04
Melting point | 183-185°C |
---|---|
alpha | D25 -58.2° (methanol) |
Boiling point | 799.83°C (rough estimate) |
Density | 1.0352 (rough estimate) |
vapor pressure | 0.56 hPa ( 20 °C) |
refractive index | 1.5280 (estimate) |
Flash point | 87 °C |
storage temp. | -20°C |
solubility | ethanol: soluble2MM |
pka | 10.40±0.70(Predicted) |
form | solution |
color | colorless to yellow |
Water Solubility | Soluble in DMSO at 50mg/ml or methanol at 25mg/mlSoluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in water. |
Sensitive | Moisture Sensitive/Light Sensitive/Hygroscopic |
Merck | 14,8114 |
Stability | Stable for 2 years? from date of purchase as supplied.? Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months. |
CAS DataBase Reference | 53123-88-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS08 |
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Signal word | Warning | |||||||||
Hazard statements | H351-H361fd | |||||||||
Precautionary statements | P201-P202-P280-P308+P313-P405-P501 | |||||||||
Hazard Codes | Xi,Xn,F | |||||||||
Risk Statements | 36/38-36-20/21/22-11 | |||||||||
Safety Statements | 22-24/25-37/39-26-36/37-16 | |||||||||
RIDADR | UN 1648 3 / PGII | |||||||||
WGK Germany | 2 | |||||||||
RTECS | VE6250000 | |||||||||
Autoignition Temperature | 301 °C | |||||||||
HS Code | 29349990 | |||||||||
Toxicity | LD50 in mice (mg/kg): 600 i.p.; >2,500 orally (Vézina) | |||||||||
NFPA 704 |
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Rapamycin price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 553210 | 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) | 53123-88-9 | 100μG | ₹6490 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | S-015 | Sirolimus solution 1.0?mg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant? | 53123-88-9 | 1ML | ₹23487.8 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | R8781 | Rapamycin Ready Made Solution, 2.5?mg/mL in DMSO (2.74 mM), from Streptomyces hygroscopicus | 53123-88-9 | 200μL | ₹30935.8 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 553210 | 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) | 53123-88-9 | 1MG | ₹31000 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | R0395 | Rapamycin from Streptomyces hygroscopicus ≥95% (HPLC), powder | 53123-88-9 | 1MG | ₹36393.65 | 2022-06-14 | Buy |
Rapamycin Chemical Properties,Uses,Production
Chemical Properties
White to Off-White Solid
Occurrence
Rapamycin was first discovered in 1972 in the soil of Easter Island produced by a bacterium called Streptomyces hygroscopicus. It takes its name from Rapa Nui, the indigenous name for the island. It is known clinically as sirolimus or Rapamune.
Characteristics
Class: serine/threonine; Treatment: organ rejection, LAM; Other name: Sirolimus, AY-22989; Oral bioavailability = 14%; Elimination half-life = 63 h; Protein binding = 92%
Uses
Labelled Rapamycin. A triene macrolide antibiotic isolated from Streptomyces hygroscopicus. Name derived from the native word for Easter Island, Rapa?Nui. Used as an immunosuppressant; antirestenotic. This compound contains aproximately 2% d0.;Labeled Sir
Indications
Mechanistic target of rapamycin (mTOR) is a serine/threonine-specific protein kinase in the PI3/PI4-kinase family. mTOR was named after the natural macrolide rapamycin, also known as sirolimus, which was isolated from a soil sample from Easter Island in the 1970s and later evaluated as an immunosuppressive agent. The anticancer activity of rapamycin was discovered in the 1980s, although the mechanismof action and the identification of the rapamycin target, mTOR, were not elucidated until the 1990s. Rapamycin and its macrocyclic analogues, such as temsirolimus (Torisel(R), Wyeth/Pfizer) and everolimus (Afinitor(R), Novartis), are grouped as “rapalogs” that constitute the first-generation mTOR inhibitors.
Rapamycin was approved by the US FDA in 1999 as an immunosuppressive agent to prevent organ rejection in patients receiving kidney transplants. Although a large number of clinical studies have been performed to evaluate the anticancer activities of sirolimus in different types of cancers, such as invasive bladder cancer, breast cancer, and leukemia, most studies show limited efficacy. Outside oncological indications, sirolimus was approved by FDA for the treatment of a rare progressive lung disease lymphangioleiomyomatosis in 2015. Temsirolimus was approved for the treatment of advanced RCC. Everolimus was approved in the EU for the prevention of organ rejection in heart and kidney transplant recipients before FDA approved it in 2009 for the treatment of advanced RCC resistant to sunitinib or sorafenib and for the treatment of advanced or metastatic gastrointestinal and lung tumors in 2016. Additionally, rapamycin and rapalogs are being investigated as antiaging therapeutics or for the treatment of age-related diseases. Studies have revealed that mTOR activity can be retained under hypoxic conditions via mutations in the PI3K pathway, leading to increased translation and hypoxic gene expression and tumor progression.
Definition
ChEBI: A macrolide 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.
General Description
Rapamycin is an anti-fungal antibiotic isolated from Streptomyces hygroscopicus. This antibiotic is active against all strains of Candida albicans. It blocks the signal transduction pathways required for the activation of T-helper cells.
Biological Activity
Antifungal and immunosuppressant. Specific inhibitor of mTOR (mammalian target of Rapamycin). Complexes with FKBP-12 and binds mTOR inhibiting its activity. Inhibits interleukin-2-induced phosphorylation and activation of p70 S6 kinase.
target
mTOR
Rapamycin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
SYNRYN PHARMA PVT LTD | +91 9392615244 | Telangana, India | 115 | 58 | Inquiry |
BDR Pharmaceuticals International Pvt Ltd | +91-2240560560 +91-7718884418 | Maharashtra, India | 206 | 58 | Inquiry |
Concord Biotech Limited | +91-2714398200 +91-2714398200 | Gujarat, India | 22 | 58 | Inquiry |
Kavya Pharma | 08048981075 | Gujarat, India | 55 | 58 | Inquiry |
Indogulf Group | 91-22-23455220 | Maharashtra, India | 249 | 58 | Inquiry |
M S Pharmachem | 91-22-32910305 | Maharashtra, India | 56 | 58 | Inquiry |
SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
Opulent Pharma | 08068441147Ext 981 | Gujarat, India | 810 | 58 | Inquiry |
Viraj Pharmaceuticals Pvt. Ltd. | 91-22-25008829 | Maharashtra, India | 162 | 58 | Inquiry |
Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
Supplier | Advantage |
---|---|
SYNRYN PHARMA PVT LTD | 58 |
BDR Pharmaceuticals International Pvt Ltd | 58 |
Concord Biotech Limited | 58 |
Kavya Pharma | 58 |
Indogulf Group | 58 |
M S Pharmachem | 58 |
SynZeal Research Pvt Ltd | 58 |
Opulent Pharma | 58 |
Viraj Pharmaceuticals Pvt. Ltd. | 58 |
Clearsynth Labs | 58 |
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Related Qustion
- Q:Do any foods contain rapamycin?
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