Acetoxycycloheximide

Acetoxycycloheximide is an organic chemical compound. It can be considered as the acetylated analogue of cycloheximide. It is a potent protein synthesis inhibitor in animal cells[1] and can inhibit the formation of memories.[2][3]

Acetoxycycloheximide

Names
IUPAC name (1R,3S,5S)-3-[(1R)-2-(2,6-Dioxo-4-piperidinyl)-1-hydroxyethyl]-1,5-dimethyl-4-oxocyclohexyl acetate
Other names Acetyloxycycloheximide E-73
Identifiers
CAS Number	2885-39-4^Y
3D model (JSmol)	Interactive image
ChemSpider	66113
PubChem CID	73396
UNII	UX3Y1I395S^Y
InChI InChI=1S/C17H25NO6/c1-9-7-17(3,24-10(2)19)8-12(16(9)23)13(20)4-11-5-14(21)18-15(22)6-11/h9,11-13,20H,4-8H2,1-3H3,(H,18,21,22)/t9-,12-,13+,17+/m0/s1 Key: UFDHNJJHPSGMFX-SQUSCZTCSA-N
SMILES C[C@H]1C[C@@](C[C@H](C1=O)[C@@H](CC2CC(=O)NC(=O)C2)O)(C)OC(=O)C
Properties
Chemical formula	C17H25NO6
Molar mass	339.388 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Cycloheximide

References

1. Mahy, Brian W J (2001). A dictionary of virology (3. ed.). San Diego, Calif. [u.a.]: Academic Press. pp. 2. ISBN 0-12-465327-8.
2. Flood, James F.; Bennett, Edward L.; Orme, Ann E.; Rosenzweig, Mark R. (February 1975). "Effects of protein synthesis inhibition on memory for active avoidance training" (PDF). Physiology & Behavior. 14 (2): 177–184. doi:10.1016/0031-9384(75)90163-8.
3. Flexner, L. B.; Flexner, J. B.; Roberts, R. B. (1 August 1966). "Stages of memory in mice treated with acetoxycycloheximide before or immediately after learning". Proceedings of the National Academy of Sciences. 56 (2): 730–735. doi:10.1073/pnas.56.2.730. PMC 224433. PMID 5229991.