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RAPAMUNE

Sirolimus

CAS: 53123-88-9

Molecular Formula: C51H79NO13

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RAPAMUNE - Names and Identifiers

Name Sirolimus
Synonyms RPM
RAPA
AY 22989
RAPAMUNE
RAPAMYCIN
Sirolimus
Rapamycin
Rapammune
NSC-226080
(-)-Rapamycin
Antibiotic AY 22989
RAPAMYCIN, STREPTOMYCES HYGROSCOPICUS
23,27-EPOXY-3H-PYRIDO(2,1-C)(1,4)OXAAZACYCLOHENTRIACONTINE
(3S,6R,7E,9R,10R,12R,14S,15Z,17E,19E,21S,26R,27R,34aS)-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-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
(3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl}-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
(3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-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-imethoxy- 6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
23,27-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone, 9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-9,27-dihydroxy-3-(3-(4-hydroxy-3-methoxycyclohexyl)-1-methylethyl)-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-, (3S-(3R*S*1R*,3S*,4S*)),6S*,7E,9S*,10S*,12S*,14R*,15E,17E,19E,21R*,23R*,26S*,27S*,34aR*))-
CAS 53123-88-9
EINECS 610-965-5
InChI InChI=1/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12-,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38?,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1

RAPAMUNE - Physico-chemical Properties

Molecular FormulaC51H79NO13
Molar Mass914.19
Density1.0352 (rough estimate)
Melting Point183-185°C
Boling Point799.83°C (rough estimate)
Specific Rotation(α)D25 -58.2° (methanol)
Flash Point87 °C
Water SolubilitySoluble in DMSO at 50mg/ml or methanol at 25mg/mlSoluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in water.
Solubility Dissolved in methanol, ethanol, acetone, chloroform and other organic solvents, very slightly soluble in water, almost insoluble in ether.
Vapor Presure0.56 hPa ( 20 °C)
AppearanceYellow solid (white-like solid)
Colorcolorless to yellow
Merck14,8114
pKa10.40±0.70(Predicted)
Storage Condition-20°C
StabilityStable 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.
SensitiveMoisture Sensitive/Light Sensitive/Hygroscopic
Refractive Index1.5280 (estimate)
MDLMFCD00867594
UseUsed as an immunosuppressant

RAPAMUNE - Risk and Safety

Risk CodesR36/38 - Irritating to eyes and skin.
R36 - Irritating to the eyes
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R11 - Highly Flammable
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S37/39 - Wear suitable gloves and eye/face protection
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37 - Wear suitable protective clothing and gloves.
S16 - Keep away from sources of ignition.
UN IDsUN 1648 3 / PGII
WGK Germany2
RTECSVE6250000
HS Code29349990
ToxicityLD50 in mice (mg/kg): 600 i.p.; >2,500 orally (Vézina)

RAPAMUNE - Reference

Reference
Show more
1. Zhu-Ying Li, Chunyan Tian, Peng-Na Jiang, Jian Ma. Mechanism of Pingchuan granule on autophagy in airway epithelial cells based on PI3K/Akt/mTOR signaling pathway [J]. Chinese Journal of Traditional Chinese Medicine, 2019,34(11):5094-5098.
2. Shuping Lu, Hongsheng Ding. Mechanism of salidroside in reducing subsequent nerve injury after intracerebral hemorrhage via autophagy pathway [J]. Chinese Journal of Traditional Chinese Medicine, 2019(4).
3. Guo Juan, Zhang Di, Li Long, etc. Effect of autophagy on the stemness of canine bone marrow mesenchymal stem cells [J]. Journal of Animal and Veterinary Medicine, 2020, v.51(02):166-174.
4. Cai Xuhua, Zhu Weihua, Li Weiping. Effect of sirolimus on regulatory T cell/T helper 17 balance in rats with nonalcoholic fatty liver disease [J]. Chinese Journal of Clinical Pharmacology, 2017,33(01):36-39.
5. Dan Dongwei, Jing Tao, Shen Jianhua, Ding Dongguan, Zhu Bing, Xie Ping, Yu Hui Min. Application of rapamycin in infants with retinoblastoma and its effect on prognosis [J]. Journal of tumor pharmacy, 2017,7(05):605-609.
6. Liu Bo, Chen Shu, Du Xin, etc. Effect of rapamycin on myocardial infarction in mice [J]. Journal of Huazhong University of Science and Technology: Medicine edition, 2013, 42(4):391-391.
7. Rao Chunmei Cheng fine renting sun Yanbo Peng Xia Huang Zhengde. Effect of Jiawei Danshen decoction containing serum on expression of autophagy-related protein LC3 Ⅱ and Beclin1 in hypoxia/reoxygenation H9C2 cardiomyocytes [J]. Journal of Traditional Chinese Medicine, 2017, 58(12):1043-1048.
8. Rao Chunmei Cheng fine renting sun Yanbo Peng Xia Huang Zhengde. Effect of Jiawei Danshen decoction containing serum pretreatment on mRNA expression of autophagy related genes Atg5 and Beclin1 in hypoxia/reoxygenation H9C2 cardiomyocytes [J]. Chinese Journal of Gerontology, 2017, 37(08):1821-1824.
9. Peng-Na Jiang, Lijie Wang, Xing Li, Zhu-Ying Li. Inhibitory effect of Pingchuan granule on autophagy and apoptosis of airway epithelial cells [J]. Chinese Journal of Traditional Chinese Medicine emergencies, 2020,29(11):1902-1905.
10. Zhu Yixiang, Shen Songhe, Zhao Sen, Wang Dayong, Wang Zhixue, Li Yiping. Effect of abdominal aortic infusion of rapamycin combined with hepatic artery chemotherapy on Rabbit Model of liver transplantation tumor [J]. Modern cancer medicine, 2020,28(23):4032-4036.
11. Li, Cuijie, et al. "Long noncoding RNA H19 act as a competing endogenous RNA of Let‐7g to facilitate IEC‐6 cell migration and proliferation via regulating EGF." Journal of cellular physiology 236.4 (2021): 2881-2892.https://doi.org/10.1002/jcp.30061
12. Li, Cuijie, et al. "Epidermal growth factor regulation by autophagy‐mediated lncRNA H19 in murine intestinal tract after severe burn ." Journal of cellular and molecular medicine 24.10 (2020): 5878-5887.https://doi.org/10.1111/jcmm.15262
13. Xinghui Song, Jinglin Gao, Huicong Liu, Xiuhua Liu, Kaijiang Tang, Rapamycin alleviates renal damage in mice with systemic lupus erythematosus through improving immune response and function, Biomedicine & Pharmacotherapy, Volume 137, 2021, 111289, ISSN 075
14. [IF=3.476] Duanyang Zhang et al."Autophagy can alleviate severe burn-induced damage to the intestinal tract in mice."Surgery. 2017 Aug;162:408
15. [IF=6.529] Xinghui Song et al."Rapamycin alleviates renal damage in mice with systemic lupus erythematosus through improving immune response and function."Biomed Pharmacother. 2021 May;137:111289
16. [IF=5.959] Pan Haitao et al."Autophagic flux disruption contributes to Ganoderma lucidum polysaccharide-induced apoptosis in human colorectal cancer cells via MAPK/ERK activation."Cell Death Dis. 2019 Jun;10(6):1-18
17. [IF=5.546] Cuijie Li et al."Long noncoding RNA H19 act as a competing endogenous RNA of Let‐7g to facilitate IEC‐6 cell migration and proliferation via regulating EGF."J Cell Physiol. 2021 Apr;236(4):2881-2892
18. [IF=5.34] Guanghong Chen et al."Myricetin suppresses the proliferation and migration of vascular smooth muscle cells and inhibits neointimal hyperplasia via suppressing TGFBR1 signaling pathways."Phytomedicine. 2021 Nov;92:153719
19. [IF=5.192] Chunliu Mi et al."Digitoxin promotes apoptosis and inhibits proliferation and migration by reducing HIF-1α and STAT3 in KRAS mutant human colon cancer cells."Chem-Biol Interact. 2022 Jan;351:109729
20. [IF=4.486] Cuijie Li et al."Epidermal growth factor regulation by autophagy‐mediated lncRNA H19 in murine intestinal tract after severe burn."J Cell Mol Med. 2020 May;24(10):5878-5887
21. [IF=1.892] Weiwei Zhao et al."High pathogenicity island is associated with enhanced autophagy in pathogenic Escherichia coli HPI - infected macrophages."Res Vet Sci. 2021 Mar;135:113
22. [IF=4.677] Wang Hao et al."mTOR deletion ameliorates CD4   T cell apoptosis during sepsis by improving autophagosome-lysosome fusion."APOPTOSIS. 2022 Apr;:1-8
23. [IF=6.543] Gong Wan et al."Orcinol Glucoside Improves Senile Osteoporosis through Attenuating Oxidative Stress and Autophagy of Osteoclast via Activating Nrf2/Keap1 and mTOR Signaling Pathway."Oxidative Medicine and Cellular Longevity. 2022;2022:5410377
RAPAMUNE
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Shanghai Yuanye Bio-Technology Co., Ltd.
Featured ProductsMultiple SpecificationsSpot supply
Product Name: Sirolimus Visit Supplier Webpage Request for quotation
CAS: 53123-88-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Multiple SpecificationsSpot supply
Product Name: Rapamycin Visit Supplier Webpage Request for quotation
CAS: 53123-88-9
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Sirolimus Request for quotation
CAS: 53123-88-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Wuhan Boye Science And Technology Development Co., Ltd.
Product Name: Rapamycin Request for quotation
CAS: 53123-88-9
Tel: 86-10-10086 81625225
Email: yeqim@boyechemicals.com
Mobile: 86-15387090420
QQ: 1377812380 Click to send a QQ message
Wechat: 15387090420
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