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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:C33H31NO2
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
products per page.Found 27 products.
  • Sirolimus

    CAS:
    Formula:C51H79NO13
    Color and Shape:Solid
    Molecular weight:914.2

    Ref: BE-MU-7122

    50mg
    124.00€
  • Sirolimus in Methanol

    CAS:
    Methanol
    Formula:C51H79NO13
    Color and Shape:Solid
    Molecular weight:914.2

    Ref: BE-BePure-25424XM-100

    1200µl
    35.00€
  • Sirolimus-[13C,d3]

    CAS:
    Formula:C51H79NO13
    Color and Shape:Solid
    Molecular weight:914.2

    Ref: BE-MCD-7122

    1mg
    2,333.00€
  • Rapamycin

    CAS:
    Formula:C51H79NO13
    Color and Shape:Solid
    Molecular weight:914.2

    Ref: BE-RMCR019012

    1mg
    28.00€
  • Rapamycin

    CAS:

    M02444 - Rapamycin

    Formula:C51H79NO13
    Purity:98%
    Color and Shape:Solid
    Molecular weight:914.187

    Ref: 10-M02444

    10mg
    23.00€
    50mg
    23.00€
    100mg
    23.00€
    250mg
    35.00€
    500mg
    57.00€
    1g
    97.00€
    5g
    323.00€
  • Rapamycin-13C,d3 (contains d0) - Technical Grade

    Controlled Product
    CAS:
    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.
    Formula:C50CH76D3NO13
    Purity:Min. 95%
    Molecular weight:918.18 g/mol

    Ref: 3D-BR177694

    1mg
    1,160.00€
    2mg
    1,832.00€
    5mg
    3,952.00€
  • Sirolimus

    CAS:
    Formula:C51H79NO13
    Molecular weight:914.2

    Ref: ST-EA-CP-S122000

    10mg
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    25mg
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    50mg
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    100mg
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