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CAS 53123-88-9

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Rapamycin

Description:
Rapamycin, also known as sirolimus, is a macrolide compound with the CAS number 53123-88-9. It is produced by the bacterium *Streptomyces hygroscopicus* and is primarily known for its immunosuppressive properties, making it valuable in organ transplantation to prevent rejection. Rapamycin functions by inhibiting the mammalian target of rapamycin (mTOR), a key regulator of cell growth, proliferation, and survival. This inhibition leads to a reduction in T-cell activation and proliferation. In addition to its immunosuppressive effects, rapamycin has garnered attention for its potential anti-cancer properties and its role in promoting longevity in various model organisms. The compound is typically administered orally and has a relatively long half-life, allowing for sustained therapeutic effects. However, it can have side effects, including increased risk of infections, metabolic disturbances, and potential lung toxicity. Due to its complex pharmacokinetics, monitoring of blood levels is often necessary to optimize dosing and minimize adverse effects.
Formula:C51H79NO13
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
InChI key:InChIKey=QFJCIRLUMZQUOT-HPLJOQBZSA-N
SMILES:O=C1N2[C@](C(=O)O[C@]([C@@H](C[C@H]3C[C@@H](OC)[C@H](O)CC3)C)(CC(=O)[C@H](C)/C=C(\C)/[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(/C)\[C@@H](OC)C[C@]4(O[C@@](O)(C1=O)[C@H](C)CC4)[H])[H])(CCCC2)[H]
Synonyms:
  • (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-
  • (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
  • (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,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
  • 14S-Rapamycin
  • 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*))-
  • 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, rapamycin deriv.
  • 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*]]-
  • 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
  • Antibiotic AY 22989
  • See more synonyms
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Found 18 products.
  • Rapamycin, 98+%

    CAS:
    <p>Rapamycin, 53123-88-9, also known as Sirolimus, is a macrolide which exhibits antitumor and immunosuppressive activity. Learn more at Thermo Fisher Scientific.</p>
    Formula:C51H79NO13
    Purity:98+%
    Color and Shape:White to cream to yellow, Powder or crystals or crystalline powder
    Molecular weight:914.19

    Ref: 02-J62473

    50mg
    To inquire
    100mg
    237.00€
    200mg
    295.00€
  • Rapamycin

    CAS:
    <p>M02444 - Rapamycin</p>
    Formula:C51H79NO13
    Purity:98%
    Color and Shape:Solid, Crystalline Powder or Granules or Powder
    Molecular weight:914.187

    Ref: 10-M02444

    1g
    102.00€
    5g
    408.00€
    10mg
    24.00€
    50mg
    31.00€
    100mg
    34.00€
    250mg
    96.00€
    500mg
    91.00€
  • Sirolimus

    CAS:
    <p>Antibiotics nesoi</p>
    Formula:C51H79NO13
    Color and Shape:Off-White White Powder
    Molecular weight:913.55514
  • Rapamycin

    CAS:
    <p>Rapamycin, a macrolide from Streptomyces hygroscopicus, inhibits mTOR (IC50: 0.1 nM) and promotes autophagy with immunosuppressive effects.</p>
    Formula:C51H79NO13
    Purity:97.08% - 99.80%
    Color and Shape:Yellow Solid
    Molecular weight:914.17
  • Ref: IN-DA0035KC

    1g
    111.00€
    5g
    284.00€
    10g
    518.00€
    25g
    To inquire
    10mg
    30.00€
    50mg
    28.00€
    100mg
    34.00€
    250mg
    53.00€
    500mg
    69.00€
  • Rapamycin

    CAS:
    <p>Rapamycin</p>
    Purity:≥95%
    Molecular weight:914.17g/mol

    Ref: 54-BUP17166

    10mg
    53.00€
    25mg
    64.00€
    50mg
    76.00€
    100mg
    96.00€
    200mg
    163.00€
    500mg
    273.00€
  • Rapamycin (Sirolimus)

    CAS:
    Formula:C51H79NO13
    Color and Shape:White To Off-White Solid
    Molecular weight:914.19

    Ref: 4Z-R-182

    5mg
    To inquire
    10mg
    349.00€
    25mg
    444.00€
    50mg
    635.00€
    100mg
    To inquire
  • Rapamycin

    CAS:
    Formula:C51H79NO13
    Purity:98.0 - 102.0 % (anhydrous basis)
    Color and Shape:White to yellow crystalline powder
    Molecular weight:914.17

    Ref: 7W-GA7417

    5mg
    33.00€
    25mg
    79.00€
    50mg
    148.00€
    100mg
    243.00€
  • Rapamycin from Streptomyces hygroscopicus

    CAS:
    <p>Rapamycin from Streptomyces hygroscopicus</p>
    Formula:C51H79NO13
    Purity:By hplc: 99.14% (Typical Value in Batch COA)
    Color and Shape: white powder
    Molecular weight:914.17186g/mol

    Ref: 54-BIR8101

    1g
    210.00€
    5g
    712.00€
    500mg
    128.00€
  • Rapamycin

    CAS:
    Formula:C51H79NO13
    Purity:>98.0%(HPLC)
    Color and Shape:White to Almost white powder to crystal
    Molecular weight:914.19

    Ref: 3B-R0097

    25mg
    83.00€
  • Rapamycin

    CAS:
    Formula:C51H79NO13
    Purity:95%~99%
    Molecular weight:914.187

    Ref: BP-BP1196

    ne
    To inquire
  • Rapamycin (>85%)

    CAS:
    <p>Applications A triene macrolide antibiotic isolated from Streptomyces hygroscopicus. Name derived from the native word for Easter Island, Rapa’Nui. Used as an immunosuppressant; antirestenotic. Sirolimus (INN/USAN), also known as rapamycin, is an immunosuppressant drug used to prevent rejection in organ transplantation; it is especially useful in kidney transplants. It has shown its efficacy against neurodegenerative diseases including Alzheimer's and Parkinson's.<br>References Martel, P.R., et al.: Can. J. Physiol. Pharmacol., 55, 48 (1977), Carlson, R.P., et al.: J. Pharmacol. Exp. Ther., 266, 1125 (1993), Kahan, B.D., et al.: Lancet, 356, 194 (2000), Holmes, D.R., et al.: Circulation, 109, 634 (2004),<br></p>
    Formula:C51H79NO13
    Purity:>85%
    Color and Shape:Neat
    Molecular weight:914.17

    Ref: TR-R124000

    5mg
    112.00€
    50mg
    437.00€
    100mg
    768.00€
  • Everolimus EP Impurity A

    CAS:
    Formula:C51H79NO13
    Molecular weight:914.2

    Ref: ST-EA-CP-E33001

    10mg
    To inquire
    25mg
    To inquire
    50mg
    To inquire
    100mg
    To inquire
  • Rapamycin-13C,d3 (contains d0) Technical Grade

    Controlled Product
    CAS:
    <p>Applications 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.<br>References Martel, P.R., et al.: Can. J. Physiol. Pharmacol., 55, 48 (1977), Carlson, R.P., et al.: J. Pharmacol. Exp. Ther., 266, 1125 (1993), Kahan, B.D., et al.: Lancet, 356, 194 (2000), Holmes, D.R., et al.: Circulation, 109, 634 (2004),<br></p>
    Formula:C50CH76D3NO13
    Color and Shape:Neat
    Molecular weight:918.18

    Ref: TR-R124003

    1mg
    617.00€
    5mg
    2,407.00€
    10mg
    4,429.00€
  • Rapamycin

    CAS:
    <p>Rapamycin is a macrolide antibiotic that has been studied as a potential anticancer agent. It binds to FK506 binding proteins (FKBPs) to form a complex that inhibits mammalian targets of rapamycin (mTOR). Rapamycin also blocks p70 S6 kinase activation by interleukin-2 and thereby inhibits proliferation of T cells. It induces differentiation of human pluripotent stem cells (hPSCs) to mesendoderm and blood progenitor cells.</p>
    Formula:C51H79NO13
    Purity:Min. 95 Area-%
    Color and Shape:White Powder
    Molecular weight:914.17 g/mol

    Ref: 3D-AE27685

    1g
    696.00€
    2g
    944.00€
    5g
    1,780.00€
    250mg
    356.00€
    500mg
    506.00€
  • Rapamycin - Bio-X ™

    CAS:
    <p>Rapamycin is a macrolide antibiotic that has been studied as a potential anticancer agent. It binds to FK506 binding proteins (FKBPs) to form a complex that inhibits mammalian targets of rapamycin (mTOR). Rapamycin also blocks p70 S6 kinase activation by interleukin-2 and thereby inhibits proliferation of T cells. It induces differentiation of human pluripotent stem cells (hPSCs) to mesendoderm and blood progenitor cells.</p>
    Formula:C51H79NO13
    Purity:Min. 95%
    Color and Shape:Powder
    Molecular weight:914.17 g/mol

    Ref: 3D-BR164324

    10mg
    135.00€
  • Rapamycin-13C,d3 (contains d0) - Technical Grade

    Controlled Product
    CAS:
    <p>Binds to FK506 binding proteins (FKBPs) to form a complex that inhibits mammalian targets of rapamycin (mTOR). Blocks p70 S6 kinase activation by interleukin-2 and thereby inhibits proliferation of T cells. Induces differentiation of human pluripotent stem cells (hPSCs) to mesendoderm and blood progenitor cells.</p>
    Formula:C50CH76D3NO13
    Purity:Min. 95%
    Molecular weight:918.18 g/mol

    Ref: 3D-BR177694

    1mg
    1,030.00€
    2mg
    1,627.00€
    5mg
    3,510.00€
  • Sirolimus

    CAS:
    Color and Shape:Neat

    Ref: 04-CA16970700

    10mg
    Discontinued
    Discontinued product