2,6-Piperidinedione,4-[(2R)-2-[(1S,3S,5R)-5-(acetyloxy)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-

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Names

[ CAS No. ]:
2885-39-4

[ Name ]:
2,6-Piperidinedione,4-[(2R)-2-[(1S,3S,5R)-5-(acetyloxy)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-

[Synonym ]:
AXM
Antibiotic from streptomyces albulus
Streptovitacin E 73
Cycloheximide,4-acetoxy-(E-B)
Acetyloxycycloheximide
Antibiotic SF-2441
Acetoxycycloheximide
Cycloheximide,acetoxy

Chemical & Physical Properties

[ Density]:
1.24g/cm3

[ Boiling Point ]:
529.4ºC at 760mmHg

[ Molecular Formula ]:
C17H25NO6

[ Molecular Weight ]:
339.38400

[ Flash Point ]:
274ºC

[ Exact Mass ]:
339.16800

[ PSA ]:
109.77000

[ LogP ]:
1.05600

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MA5075000
CHEMICAL NAME :
Glutarimide, 3-(2-hydroxy-2-(5-hydroxy-3,5-dimethyl-2-oxocyclohexy l)ethyl)-, 5-acetate
CAS REGISTRY NUMBER :
2885-39-4
LAST UPDATED :
199009
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C17-H25-N-O6
MOLECULAR WEIGHT :
339.43
WISWESSER LINE NOTATION :
T6VMVTJ EYQ1- BL6VTJ DOV1 D1 F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
158 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
170 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
190 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
19 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
920 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - coma Lungs, Thorax, or Respiration - other changes

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human HeLa cell
DOSE/DURATION :
1 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 14,205,1965

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (1R,3S,5S)-3-((R)-2-(2,6-dioxopiperidin-4-yl)-1-((triethylsilyl)oxy)ethyl)-1,5-dimethyl-4-oxocyclohexyl acetate
  • 4-(oxan-2-yloxy)cyclohexan-1-one
  • 4-HYDROXY-4-METHYLCYCLOHEXANONE
  • 4-Hydroxycyclohexanone
  • 2,6-Piperidinedione,4-[2-hydroxy-2-(5-hydroxy-3,5-dimethyl-2-oxocyclohexyl)ethyl]-
  • 4-(2-((3R,5S)-3,5-dimethyl-2-oxo-5-((trimethylsilyl)oxy)cyclohexyl)-2-hydroxyethyl)piperidine-2,6-dione

DownStream

Related Compounds

  • tert-butyl N-[5-(3-aminoprop-1-en-1-yl)-4-methyl-1,3-thiazol-2-yl]carbamate
  • 3-(1-methyl-4-nitro-1H-pyrazol-5-yl)propanal
  • 3-[2-(4-Fluorophenyl)propyl]azetidine
  • 2-Fluoro-2-[4-(propan-2-yl)cyclohexyl]ethan-1-amine
  • 4-{[3-(Trifluoromethyl)pyridin-2-yl]methyl}piperidin-4-ol
  • 3,3-Difluoro-3-{pyrazolo[1,5-a]pyrimidin-6-yl}propan-1-amine
  • 3-Amino-2-{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}-2-methylpropan-1-ol
  • 6-(Ethanesulfonyl)-6-azabicyclo[3.2.1]octan-3-amine
  • tert-butyl N-[3-amino-2-(5-fluoropyridin-2-yl)propyl]carbamate
  • 2-Amino-2-(3-bromo-5-nitrophenyl)acetic acid