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Rapamycin (53123-88-9)

Identification
Name:Rapamycin
Synonyms:Stereoisomer of 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;RAP;Sirolimus [USAN:BAN:INN];23,27-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29;AY 22989;Rapamycin (TN);RPM;23,27-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone,;(6H,31H)-pentone, 4,9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-;3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone;Antibiotic AY 22989;AY-22989;23,27-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine;9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-9,27-dihydroxy-3-;-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-,;Siroliums(Rapamycin);Sirolimus (Rapamycin);Rapamycin(Sirolimus);Sirolimus[USAN:BAN:INN];
CAS:53123-88-9
Molecular Formula: C51H79NO13
Molecular Weight: 914.17186
InChI: InChI=1S/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
Molecular Structure: (C51H79NO13) Stereoisomer of 9,10,12,13,14,21,22,23,24,25,26,27,32,33,34, 34a-hexadecahydro-9,27-dihydroxy-3-[2-(...
Properties
Melting Point: 183-185 oC
Flash Point: 542.261 oC
Boiling Point: 973.017 oC at 760 mmHg
Density:1.182 g/cm3
Stability:Stable if stored as directed.
Refractive index:1.55
Water Solubility:Soluble in DMSO and Methanol
Solubility:Soluble in DMSO and Methanol
Appearance:yellow solid
Specification:

? Rapamycin (CAS NO.53123-88-9), its Synonyms are 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*))- ; Sirolimus ; Rapammune ; Rapamune . It is white to off-white solid.

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.
Flash Point: 542.261 oC
Sensitive: Moisture Sensitive/Light Sensitive/Hygroscopic
Color: Colorless crystalline solid from ether
Usage:

Used as an immunosuppressant

Safety Data
Hazard Symbols Xi: Irritant