Seco Rapamycin ethyl ester

For research use only. Not for therapeutic Use.

  • CAT Number: I045756
  • Molecular Formula: C53H83NO13
  • Molecular Weight: 942.23
  • Purity: ≥95%
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Seco Rapamycin ethyl ester(Cat No.:I045756)is a synthetic derivative of rapamycin designed to explore structure–activity relationships of mTOR (mechanistic target of rapamycin) inhibition. By modifying the natural macrolide structure through ring-opening (seco form) and esterification, this analog provides altered physicochemical properties while retaining affinity for FKBP12–mTOR complexes. Researchers employ Seco Rapamycin ethyl ester to study mTOR-dependent pathways regulating cell growth, metabolism, and immune function. Its unique design offers insights into rapamycin analog optimization, aiding drug discovery efforts for cancer, transplant rejection, and metabolic or neurodegenerative diseases.


Synonyms

ethyl (2S)-1-[2-[(2R,3R,6S)-2-hydroxy-6-[(2S,3E,5E,7E,9S,11R,13R,14R,15E,17R,19E,21R)-14-hydroxy-22-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxodocosa-3,5,7,15,19-pentaenyl]-3-methyloxan-2-yl]-2-oxoacetyl]piperidine-2-carboxylate

Molecular Formula C53H83NO13
Purity ≥95%
IUPAC Name ethyl (2S)-1-[2-[(2R,3R,6S)-2-hydroxy-6-[(2S,3E,5E,7E,9S,11R,13R,14R,15E,17R,19E,21R)-14-hydroxy-22-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxodocosa-3,5,7,15,19-pentaenyl]-3-methyloxan-2-yl]-2-oxoacetyl]piperidine-2-carboxylate
InChI InChI=1S/C53H83NO13/c1-12-66-52(61)42-20-16-17-27-54(42)51(60)50(59)53(62)39(8)22-24-41(67-53)32-45(63-9)35(4)19-15-13-14-18-33(2)28-37(6)47(57)49(65-11)48(58)38(7)30-36(5)43(55)25-21-34(3)29-40-23-26-44(56)46(31-40)64-10/h13-15,18-19,21,25,30,33-34,36-37,39-42,44-46,48-49,56,58,62H,12,16-17,20,22-24,26-29,31-32H2,1-11H3/b15-13+,18-14+,25-21+,35-19+,38-30+/t33-,34+,36-,37-,39-,40+,41+,42+,44-,45+,46-,48-,49+,53-/m1/s1
InChIKey AFZMAZIUJNBBML-CCDOOBSISA-N
SMILES CCOC(=O)[C@@H]1CCCCN1C(=O)C(=O)[C@]2([C@@H](CC[C@H](O2)C[C@@H](/C(=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@@H]([C@@H](/C(=C/[C@@H](C)C(=O)/C=C/[C@H](C)C[C@@H]3CC[C@H]([C@@H](C3)OC)O)/C)O)OC)/C)OC)C)O
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