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MW 914.2 Da, Purity >98%. Immunosuppressant and antifungal agent . Complexes with FKBP-12 and inhibits mTOR (mammalian target of rapamycin). In complex with its cellular receptor, the FK506-binding protein (FKBP12), rapamycin binds and inhibits the function of the mammalian target of rapamycin (mTOR).

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Images

Chemical Structure - Rapamycin, mTORC1 complex inhibitor (AB120224), expandable thumbnail
  • Functional Studies - Rapamycin, mTORC1 complex inhibitor (AB120224), expandable thumbnail

Publications

Key facts

CAS number
53123-88-9
Purity
> 98%
Form
Solid
Molecular weight
914.2 Da
Molecular formula
C51H79NO13
PubChem identifier
9854380
Nature
Synthetic

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MW 914.2 Da, Purity >98%. Immunosuppressant and antifungal agent . Complexes with FKBP-12 and inhibits mTOR (mammalian target of rapamycin). In complex with its cellular receptor, the FK506-binding protein (FKBP12), rapamycin binds and inhibits the function of the mammalian target of rapamycin (mTOR).

Key facts

Purity
> 98%
PubChem identifier
9854380
Solubility

Soluble in DMSO to 50 mM.

Biochemical name
(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
Biological description

Immunosuppressant and antifungal agent . Complexes with FKBP-12 and inhibits mTOR (mammalian target of rapamycin). In complex with its cellular receptor, the FK506-binding protein (FKBP12), rapamycin binds and inhibits the function of the mammalian target of rapamycin (mTOR).

Canonical SMILES
CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)OC)C)C)C)OC
Isomeric SMILES
C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
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
InChIKey
QFJCIRLUMZQUOT-LBFZIKHJSA-N
IUPAC name
(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

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2 product images

  • Chemical Structure - Rapamycin, mTORC1 complex inhibitor (ab120224), expandable thumbnail

    Chemical Structure - Rapamycin, mTORC1 complex inhibitor (ab120224)

    2D chemical structure image of ab120224, Rapamycin, mTORC1 complex inhibitor

  • Functional Studies - Rapamycin, mTORC1 complex inhibitor (ab120224), expandable thumbnail

    Functional Studies - Rapamycin, mTORC1 complex inhibitor (ab120224)

    MCF7 cells were incubated at 37°C for 1h with vehicle control (0 μM) and different concentrations of rapamycin (ab120224). Decreased expression of mTOR (phospho S2448) (ab51044) in MCF7 cells correlates with an increase in rapamycin concentration, as described in literature.

    Whole cell lysates were prepared with RIPA buffer (containing protease inhibitors and sodium orthovanadate), 30 μg of each were loaded on the gel and the WB was run under reducing conditions. After transfer the membrane was blocked for an hour using 5% BSA before being incubated with ab51044 at 1 μg/ml and Anti-beta Actin antibody - Loading Control ab8227 at 1 μg/ml overnight at 4°C. Antibody binding was detected using an anti-rabbit antibody conjugated to HRP (Goat Anti-Rabbit IgG H&L (HRP) ab97051) at 1/10000 dilution and visualised using ECL development solution.

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