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53123-88-9

Basic Information
CAS No.: 53123-88-9
Name: Rapamycin
Molecular Structure:
Molecular Structure of 53123-88-9 (Rapamycin)
Formula: C51H79NO13
Molecular Weight: 1000.46
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];
EINECS: 262-640-9
Density: 1.182 g/cm3
Melting Point: 183-185 ºC
Boiling Point: 973.017 ºC at 760 mmHg
Flash Point: 542.261 ºC
Solubility: Soluble in DMSO at 50mg/ml or methanol at 25mg/mlSoluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in water.
Appearance: white to off-white solid
Hazard Symbols: IrritantXi
Risk Codes: 36/38
Safety: 22-24/25-37/39-26
Transport Information:
PSA: 195.43000
LogP: 6.11850
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Chemistry


Systematic Name: (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-9,10,12,13,14,21,2 2,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
Molecular Formula: C51H79NO13
Molecular Weight: 914.18 g/mol
Classification Code: Anti-Bacterial Agents; Anti-Infective Agents; Antibiotics, antineoplastic; Antifungal Agents; Antineoplastic Agents; Drug / Therapeutic Agent; Immunologic Factors; Immunosuppressant; Immunosuppressive agents; Mutation data; Natural Product
Melting Point: 183-185 °C
storage temperature: -20 °C
Sensitive: Moisture Sensitive/Light Sensitive/Hygroscopic
Index of Refraction: 1.551
Molar Refractivity: 246.692 cm3
Molar Volume: 773.492 cm3
Surface Tension: 51.402 dyne/cm
Density: 1.182 g/cm3
Flash Point: 542.261 °C
Enthalpy of Vaporization: 160.716 kJ/mol
Boiling Point: 973.017 °C at 760 mmHg
Vapour Pressure of Rapamycin (CAS NO.53123-88-9): 0 mmHg at 25 °C

Uses

 Rapamycin (CAS NO.53123-88-9) is an immunosuppressant drug used to prevent rejection in organ transplantation; it is especially useful in kidney transplants.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 597mg/kg (597mg/kg)   Journal of Antibiotics. Vol. 31, Pg. 539, 1978.
mouse LD50 oral > 2500mg/kg (2500mg/kg)   Journal of Antibiotics. Vol. 28, Pg. 721, 1975.
rat LD50 intraperitoneal 18220ug/kg (18.22mg/kg)   National Technical Information Service. Vol. PB83-228577,

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: IrritantXi
Risk Statements: 36/38 
R36/38:Irritating to eyes and skin.
Safety Statements: 22-24/25-37/39-26 
S22: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.
RTECS of Rapamycin (CAS NO.53123-88-9): VE6250000

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.

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