SML3580
Rapa*-3, mixture of E and Z isomers
≥98% (HPLC)
Synonym(s):
27-(O-Ethyloxime)-rapamycin, Rapa 3(E/Z), Rapa-3(E/Z), Rapa3(E/Z)
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About This Item
Empirical Formula (Hill Notation):
C53H84N2O13
Molecular Weight:
957.24
UNSPSC Code:
12352200
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
SMILES string
O=C1O[C@]([C@@H](C)C[C@H]2CC[C@H](O)[C@@H](OC)C2)([H])CC([C@@H](C)/C=C([C@H](O)[C@H](OC)C([C@@H](C)C[C@@H](C)/C=C/C=C/C=C([C@H](OC)C[C@]3([H])O[C@@](O)([C@@H](C)CC3)C(C(N4CCCC[C@]14[H])=O)=O)\C)=O)\C)=NOCC
Biochem/physiol Actions
Rapa*-3Z is a rapamycin analog that selectively targets FKBP12 with V55G mutation, while exhibiting reduced affinity toward the wild-type FKBP12 (mTOR FRB association induction EC50 = 11.8 nM/V55G vs 639 nM/wt FKBP12). Rapa*-3Z selectively inhibits the growth, the phosphorylation level of mTORC1 downstream pS6K/pS6 and mTORC2 downstream pAkt in 293 transfectants experssing the V55G FKBP12 mutant (mutant cells pS6K/pS6 IC50 = 1.0/1.3 nM vs. 76/121 nM in wt cells). Rapa*-3Z potently inhibits the larval development of transgenic flies that express human FKBP12 V55G (by 70%/75 μM and 100%/100 μM), but not those with wild-type human FKBP12.
Rapamycin analog that selectively inhibits mTOR signaling in FKBP12(V55G) mutant-expressing cells and organisms.
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Repr. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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