Standard Compound Records

Database Entry: cq_03857

2D-Structure

3D-Structure

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Basic Information

Name:Cycloheximide
Synonyms:Cycloheximide;(1S-(1alpha(S*),3alpha,5beta))-4-(2-(3,5-Dimethyl-2-oxo-cyclohexyl))-2-hydroxyethyl-2,6-piperidinedione;2,6-Piperidinedione, 4-(2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-, (1S-(1alpha(S*),3alpha,5beta))-;3-((R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide;3-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide;3-(2R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethylglutarimide;4-((2R)-2-((1S,3S,5S)-(3,5-Dimethyl-2-oxocyclohexyl))-2-hydroxyethyl)piperidine-2,6-dione;5-21-13-00434 (Beilstein Handbook Reference);66-81-9;AI3-15541;Acti-Aid;Acti-Dione;Actidion;Actidione BR;Actidione PM;Actidione TGF;Actidone;Actispray;Aktidion [Czech];BRN 0088868;CBC 500046;CCRIS 937;CX;CYCLOHEXIMIDE;Caswell No. 270A;Cicloheximida [INN-Spanish];Cicloheximide;Cicloheximidum [INN-Latin];Cycloheximide [BSI:ISO];Cycloheximide [USAN];EINECS 200-636-0;EPA Pesticide Chemical Code 043401;Glutarimide, 3-(2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-;HSDB 1552;Hizarocin;Kaken;NSC-185;Naramycin;Naramycin A;Neocycloheximide;TZA;U 4527;U-4527;beta-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide;4-[(2S)-2-[(1R,3S,5R)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-quinone;4-[(2S)-2-[(1R,3S,5R)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione
Molecular Weight:281.34742
Formula:C15H23NO4
CAS:66-81-9
Isomeric SMILES:C[C@H]1C[C@@H](C(=O)[C@@H](C1)[C@@H](CC2CC(=O)NC(=O)C2)O)C
Canonical SMILES:CC1CC(C(=O)C(C1)C(CC2CC(=O)NC(=O)C2)O)C
InChI:InChI=1/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1
Experimental Water Solubility:2.1E+004 mg/L [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:2.45 mg/ml [Predicted by ALOGPS]
Experimental LogP(octanol-water):0.55 [HANSCH,C ET AL. (1995)]
Predicted LogP(octanol-water):0.99 [Predicted by ALOGPS]

Biology and Chemistry related

KEGG Compound ID:C06685
PubChem SID:149105
PubChem CID:6197
ChemIDplus:000066819
CHEBI:
HMDB:
PDB Component ID:
MetaCyc ID:|CPD-7099|
UM-BBD ID:
BMRB ID:

NMR related

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3412839,31,38,21111150.6N_AN_A50.2
2C3392641,36,27,19121267.5N_AN_A66.5
3C4311941,40,261515212.5N_AN_A216.7
4C2382541,42,17,184429.3N_AN_A33.1
5C2362339,43,13,145538.6N_AN_A38.0
6O271639,11717N_AN_AN_AN_A
7C3402731,37,32,209941.5N_AN_A40.4
8O2615312020N_AN_AN_AN_A
9C3422938,37,33,228827.3N_AN_A26.7
10C3433036,34,35,23101022.9N_AN_A27.4
11C2372440,42,15,163337.7N_AN_A42.6
12C1322040,3,4,52215.7N_AN_A14.2
13C1332142,6,7,81121.0N_AN_A18.4
14C2342243,29,9,106639.0N_AN_A37.2
15C2352243,30,11,127639.0N_AN_A38.5
16C4291834,28,241313172.5N_AN_A171.8
17C4301835,28,251413172.5N_AN_A172.0
18N281729,30,21616N_AN_AN_AN_A
19O2414291818N_AN_AN_AN_A
20O2514301918N_AN_AN_AN_A
21H211141N_AN_A2.29N_AN_AN_A
22H19939N_AN_A3.43N_AN_AN_A
23H17838N_AN_A1.595N_AN_AN_A
24H18838N_AN_A1.845N_AN_AN_A
25H13636N_AN_A1.4N_AN_AN_A
26H14636N_AN_A1.4N_AN_AN_A
27H201040N_AN_A2.39N_AN_AN_A
28H221242N_AN_A1.97N_AN_AN_A
29H231343N_AN_A1.93N_AN_AN_A
30H15737N_AN_A1.595N_AN_AN_A
31H16737N_AN_A1.845N_AN_AN_A
32H3332N_AN_A1.16N_AN_AN_A
33H4332N_AN_A1.16N_AN_AN_A
34H5332N_AN_A1.16N_AN_AN_A
35H6433N_AN_A1.06N_AN_AN_A
36H7433N_AN_A1.06N_AN_AN_A
37H8433N_AN_A1.06N_AN_AN_A
38H9534N_AN_A2.015N_AN_AN_A
39H10534N_AN_A2.265N_AN_AN_A
40H11535N_AN_A2.015N_AN_AN_A
41H12535N_AN_A2.265N_AN_AN_A
42H1127N_AN_A4.81N_AN_AN_A
43H2228N_AN_A11.05N_AN_AN_A

Mass Spectra related

C12N14 Mass data:281.162708232
C13N14 Mass data:296.213030799
C12N15 Mass data:282.159743125
C13N15 Mass data:297.210065692

Miscellanea

Order_Status:DONE
Organism:
Location:
Isomer:
Salt:
Data Source:kegg;biocyc
Similar Structure:
Comments: drug