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

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Names

[ 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

4-methyl-2-propyl-3,4-dihydro-2H-1-benzopyran-6-sulfonamide
2-(4-Bromophenyl)morpholine-4-carbonyl chloride
2-Acetyl-4-chlorophenyl chloroformate
N-[(3-methylcyclobutyl)methyl](tert-butoxy)carbohydrazide
3-[1-(Hydroxymethyl)cyclopentyl]oxolan-3-ol
Methyl 4-(4-hydroxypiperidin-4-yl)thiane-4-carboxylate
[1-(2,5-dichlorophenyl)-1H-pyrazol-5-yl]methanamine
[1-(4-chloro-3-methylphenyl)-1H-pyrazol-5-yl]methanamine
Tert-butyl 3-[(cyclohex-3-en-1-yl)methyl]-4-hydroxypyrrolidine-1-carboxylate
4-(5-Ethyl-1,3,4-thiadiazol-2-yl)oxolan-3-ol

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