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Rapamycin

Rapamycin structure

CAS No:
53123-88-9
Formula:
C51H79NO13
Chemical Name:
Rapamycin
Synonyms:
Rapamycin;23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine,rapamycin deriv.;Antibiotic AY 22989;[3S-[3R*[S*(1R*,3S*,4S*)],6S*,7E,9S*,10S*,12S*,14R*,15E,17E,19E,21R*,23R*,26S*,27S*,34aR*]]-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hexadecahydro-9,27-dihydroxy-3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethyl]-10,21-dimethoxy-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-[2-(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*]]-;(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-dimethoxy-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;AY 22989;(-)-Rapamycin;Sirolimus;SIIA 9268A;Rapamune;Rapammune;RPM;NSC 226080;RAPA;Wy 090217;Cypher;Nab rapamycin;Supralimus;14S-Rapamycin;Cypher Bx Velocity;PNP-sirolimus;DE 109;MS-RO01;MS-RO02;MS-RO03;Perceiva;Rapamysin;SVP-R;1179372-35-0;1189166-54-8;1233221-34-5;1353039-01-6
Categories:
Active Pharmaceutical Ingredients > Drugs Influencing Immune Function

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Description

Rapamycin (Sirolimus) is a potent and specific mTOR inhibitor with an IC50 of 0.1 nM.

Rapamycin Basic Attributes

Molecular Weight：

914.18

Exact Mass：

914.17

EC Number：

262-640-9

HScode：

2942000000

Characteristics

PSA：

195

XLogP3：

Appearance：

yellow solid

Density：

1.2±0.1 g/cm3

Melting Point：

183-185 °C

Boiling Point：

973°C at 760 mmHg

Flash Point：

87 °C

Refractive Index：

1.551

Water Solubility：

soluble in DMSO at 50mg/ml or methanol at 25mg/ml. soluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in water.ethanol: soluble 2 MM

Storage Conditions：

-20°C

Vapor Pressure：

0.56 hPa ( 20 °C)

Toxicity：

LD50 in mice (mg/kg): 600 i.p.; >2,500 orally (Vézina)

Specific rotation：

D25 -58.2° (methanol)

Safety Information

Transport codes：

UN 1648 3 / PGII

wgk germany：

hazard class code：

36/38-36-20/21/22-11

safety instructions：

22-24/25-37/39-26-36/37-16

RTECS Number：

VE6250000

Marks：

Xi,Xn,F

Stability/Shelf Life：

Stable if stored as directed.

Precautionary statement(s)：

P210-P280-P305 + P351 + P338

Hazard Statements：

H225-H302 + H312 + H332-H319

Rapamycin Use and Manufacturing

Rapamycin is an immunosuppressant that is used primarily to prevent the rejection of organ and bone marrow transplant. It was first described as a potent inhibitor of IL-2 activation of lymphocytes (IC50 = 5 pM). It is now known that rapamycin specifically interacts with the cytosolic FK-binding protein 12 (FKBP12) to form a complex which inhibits the mammalian target of rapamycin (mTOR) pathway by directly binding to mTOR Complex 1 (mTORC1). Rapamycin and other inhibitors of mTORC1 signaling show potential in treating cancer, adipogenesis, diabetes, tuberous sclerosis, and cardiovascular disease.[Cayman Chemical]

Drug Function and Efficacy

No specific pharmacological information is provided

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Sirolimus
Manufacturer	Hangzhou Zhongmei Huadong Pharmaceutical Co., Ltd.

Sirolimus
Manufacturer	North China Pharmaceutical Huasheng Co., Ltd.

Sirolimus Tablets
Ingredients	Sirolimus.
Indication	Sirolimus is known to be a substrate of cytochrome CYP3A4 and P-glycoprotein. The pharmacokinetic interactions of sirolimus and some drugs when taken simultaneously are as follows. The interaction with other drugs has not been studied.
Specifications	1 mg/tablet

See More Related Drugs

Registered Holders

YANGZHOU LIANAO BIOPHARMACEUTICAL CO LTD

United States
Active
CONCORD BIOTECH LTD

United States
Active
CHUNGHWA CHEMICAL SYNTHESIS AND BIOTECH CO LTD

United States
Active

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