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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:45:11 UTC

Update Date

2021-10-01 19:59:23 UTC

HMDB ID

HMDB0250657

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cycloheximide

Description

Isocycloheximide belongs to the class of organic compounds known as piperidinediones. Piperidinediones are compounds containing a piperidine ring which bears two ketones. Isocycloheximide is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Cycloheximide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cycloheximide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0250657
     RDKit          3D
Cycloheximide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.8234   -2.0762   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.2718   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.2372    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.1753    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349    1.8661   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.3623   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    2.4730   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8682    0.2642   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -0.3148   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172   -0.8355    0.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.7618   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228    0.2630    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.8555   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729   -1.3182    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -2.5427    0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4185   -0.3146    0.6671 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742    1.0314    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8319    1.9412    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    1.4274    0.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7902   -1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892   -2.3581    0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4357   -1.5096   -1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356   -2.9871   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -2.0537    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.3126    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.5024    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    1.7285    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737    1.8049   -1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905    2.9226    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8097    1.3250    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5642    0.6648   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878   -1.1631   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -1.4266    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6008    1.2226   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9601    1.5583    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187   -0.0759    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -0.5177   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.7135   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.5970    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.0434   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.0954    1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -1.6742   -1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4827   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8 20  1  0
 20  2  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
M  END


  Mrv1533004191516492D          

 20 21  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250657

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(C)C(=O)C(C1)C(O)CC1CC(=O)NC(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/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)

> <INCHI_KEY>
YPHMISFOHDHNIV-UHFFFAOYSA-N

> <FORMULA>
C15H23NO4

> <MOLECULAR_WEIGHT>
281.352

> <EXACT_MASS>
281.162708225

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.771493412344483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]piperidine-2,6-dione

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
0.9047651483333341

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.768465139594884

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.799868459252808

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9007930767025343

> <JCHEM_POLAR_SURFACE_AREA>
83.47

> <JCHEM_REFRACTIVITY>
73.0893

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]piperidine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250657
     RDKit          3D
Cycloheximide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.8234   -2.0762   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.2718   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.2372    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.1753    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349    1.8661   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.3623   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    2.4730   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8682    0.2642   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -0.3148   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172   -0.8355    0.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.7618   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228    0.2630    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.8555   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729   -1.3182    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -2.5427    0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4185   -0.3146    0.6671 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742    1.0314    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8319    1.9412    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    1.4274    0.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7902   -1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892   -2.3581    0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4357   -1.5096   -1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356   -2.9871   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -2.0537    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.3126    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.5024    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    1.7285    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737    1.8049   -1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905    2.9226    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8097    1.3250    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5642    0.6648   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878   -1.1631   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -1.4266    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6008    1.2226   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9601    1.5583    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187   -0.0759    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -0.5177   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.7135   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.5970    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.0434   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.0954    1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -1.6742   -1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4827   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8 20  1  0
 20  2  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -4.001 -11.550   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8    2                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0250657
HETATM    1  C1  UNL     1      -3.823  -2.076  -0.705  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.600  -1.272  -0.242  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.994  -0.237   0.746  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.699   1.175   0.387  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.935   1.866  -0.197  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.511   1.362  -0.456  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.016   2.473  -0.539  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.868   0.264  -1.224  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.339  -0.315  -0.520  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.017  -0.835   0.722  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.378   0.762  -0.354  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.623   0.263   0.344  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.264  -0.856  -0.433  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.473  -1.318   0.288  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.669  -2.543   0.561  1.00  0.00           O  
HETATM   16  N1  UNL     1       5.419  -0.315   0.667  1.00  0.00           N  
HETATM   17  C13 UNL     1       4.974   1.031   0.598  1.00  0.00           C  
HETATM   18  O4  UNL     1       5.832   1.941   0.633  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.555   1.427   0.487  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.910  -0.790  -1.468  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.389  -2.358   0.205  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.436  -1.510  -1.410  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.436  -2.987  -1.178  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.939  -2.054   0.233  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.109  -0.313   0.906  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.547  -0.502   1.740  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.501   1.728   1.351  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.974   1.805  -1.284  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.991   2.923   0.139  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.810   1.325   0.235  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.564   0.665  -2.227  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.688  -1.163  -1.131  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.720  -1.427   1.037  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.601   1.223  -1.338  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.960   1.558   0.295  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.319  -0.076   1.346  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.493  -0.518  -1.459  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.580  -1.714  -0.508  1.00  0.00           H  
HETATM   39  H19 UNL     1       6.368  -0.597   0.970  1.00  0.00           H  
HETATM   40  H20 UNL     1       3.461   2.043  -0.454  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.313   2.095   1.323  1.00  0.00           H  
HETATM   42  H22 UNL     1      -1.356  -1.674  -1.905  1.00  0.00           H  
HETATM   43  H23 UNL     1      -2.603  -0.483  -2.280  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   20   24
CONECT    3    4   25   26
CONECT    4    5    6   27
CONECT    5   28   29   30
CONECT    6    7    7    8
CONECT    8    9   20   31
CONECT    9   10   11   32
CONECT   10   33
CONECT   11   12   34   35
CONECT   12   13   19   36
CONECT   13   14   37   38
CONECT   14   15   15   16
CONECT   16   17   39
CONECT   17   18   18   19
CONECT   19   40   41
CONECT   20   42   43
END

HMDB0250657
     RDKit          3D
Cycloheximide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.8234   -2.0762   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.2718   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.2372    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.1753    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349    1.8661   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.3623   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    2.4730   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8682    0.2642   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -0.3148   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172   -0.8355    0.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.7618   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228    0.2630    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.8555   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729   -1.3182    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -2.5427    0.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4185   -0.3146    0.6671 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742    1.0314    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8319    1.9412    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    1.4274    0.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7902   -1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892   -2.3581    0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4357   -1.5096   -1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356   -2.9871   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -2.0537    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.3126    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.5024    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    1.7285    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737    1.8049   -1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905    2.9226    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8097    1.3250    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5642    0.6648   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878   -1.1631   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -1.4266    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6008    1.2226   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9601    1.5583    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187   -0.0759    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -0.5177   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.7135   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.5970    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.0434   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    2.0954    1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -1.6742   -1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4827   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8 20  1  0
 20  2  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃NO₄

Average Molecular Weight

281.352

Monoisotopic Molecular Weight

281.162708225

IUPAC Name

4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]piperidine-2,6-dione

Traditional Name

4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]piperidine-2,6-dione

CAS Registry Number

Not Available

SMILES

CC1CC(C)C(=O)C(C1)C(O)CC1CC(=O)NC(=O)C1

InChI Identifier

InChI=1S/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)

InChI Key

YPHMISFOHDHNIV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidinediones. Piperidinediones are compounds containing a piperidine ring which bears two ketones.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Piperidinones

Direct Parent

Piperidinediones

Alternative Parents

Substituents

Piperidinedione
Delta-lactam
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Ketone
Lactam
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD-7099 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.99	ALOGPS
logP	0.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	11.8	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.47 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.09 m³·mol⁻¹	ChemAxon
Polarizability	30.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.942	30932474
DeepCCS	[M-H]-	169.585	30932474
DeepCCS	[M-2H]-	202.471	30932474
DeepCCS	[M+Na]+	178.036	30932474
AllCCS	[M+H]+	167.4	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.6	32859911
AllCCS	[M+Na]+	171.6	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	171.3	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.8367 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2313.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	160.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	120.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	471.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	519.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	66.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	932.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	411.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1341.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	262.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	257.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	175.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	82.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cycloheximide	CC1CC(C)C(=O)C(C1)C(O)CC1CC(=O)NC(=O)C1	3349.5	Standard polar	33892256
Cycloheximide	CC1CC(C)C(=O)C(C1)C(O)CC1CC(=O)NC(=O)C1	2321.8	Standard non polar	33892256
Cycloheximide	CC1CC(C)C(=O)C(C1)C(O)CC1CC(=O)NC(=O)C1	2436.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cycloheximide,2TMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2545.6	Semi standard non polar	33892256
Cycloheximide,2TMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2494.2	Standard non polar	33892256
Cycloheximide,2TMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2993.0	Standard polar	33892256
Cycloheximide,2TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)CC(C)C1	2535.7	Semi standard non polar	33892256
Cycloheximide,2TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)CC(C)C1	2516.7	Standard non polar	33892256
Cycloheximide,2TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C)CC(C)C1	3044.3	Standard polar	33892256
Cycloheximide,2TMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)C1	2407.5	Semi standard non polar	33892256
Cycloheximide,2TMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)C1	2528.6	Standard non polar	33892256
Cycloheximide,2TMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)C1	2896.9	Standard polar	33892256
Cycloheximide,2TMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)=C(O[Si](C)(C)C)C(C)C1	2406.6	Semi standard non polar	33892256
Cycloheximide,2TMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)=C(O[Si](C)(C)C)C(C)C1	2477.1	Standard non polar	33892256
Cycloheximide,2TMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)=C(O[Si](C)(C)C)C(C)C1	2945.0	Standard polar	33892256
Cycloheximide,2TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)CC(C)C1	2414.1	Semi standard non polar	33892256
Cycloheximide,2TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)CC(C)C1	2494.3	Standard non polar	33892256
Cycloheximide,2TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C)C(=O)C2)CC(C)C1	3002.3	Standard polar	33892256
Cycloheximide,3TMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2418.8	Semi standard non polar	33892256
Cycloheximide,3TMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2548.5	Standard non polar	33892256
Cycloheximide,3TMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)C1	2736.0	Standard polar	33892256
Cycloheximide,3TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)CC(C)C1	2434.2	Semi standard non polar	33892256
Cycloheximide,3TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)CC(C)C1	2562.8	Standard non polar	33892256
Cycloheximide,3TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C)C(=O)C2)O[Si](C)(C)C)CC(C)C1	2791.3	Standard polar	33892256
Cycloheximide,2TBDMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	2992.5	Semi standard non polar	33892256
Cycloheximide,2TBDMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	2927.5	Standard non polar	33892256
Cycloheximide,2TBDMS,isomer #1	CC1CC(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	3148.3	Standard polar	33892256
Cycloheximide,2TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	2986.8	Semi standard non polar	33892256
Cycloheximide,2TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	2953.9	Standard non polar	33892256
Cycloheximide,2TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)NC(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	3195.1	Standard polar	33892256
Cycloheximide,2TBDMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)C1	2841.4	Semi standard non polar	33892256
Cycloheximide,2TBDMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)C1	3002.9	Standard non polar	33892256
Cycloheximide,2TBDMS,isomer #3	CC1CC(C)C(=O)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)C1	3057.4	Standard polar	33892256
Cycloheximide,2TBDMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	2878.2	Semi standard non polar	33892256
Cycloheximide,2TBDMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	2903.3	Standard non polar	33892256
Cycloheximide,2TBDMS,isomer #4	CC1CC(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	3098.2	Standard polar	33892256
Cycloheximide,2TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)CC(C)C1	2875.2	Semi standard non polar	33892256
Cycloheximide,2TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)CC(C)C1	2922.6	Standard non polar	33892256
Cycloheximide,2TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(O)CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)CC(C)C1	3147.2	Standard polar	33892256
Cycloheximide,3TBDMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	3105.4	Semi standard non polar	33892256
Cycloheximide,3TBDMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	3130.3	Standard non polar	33892256
Cycloheximide,3TBDMS,isomer #1	CC1CC(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)C1	3002.3	Standard polar	33892256
Cycloheximide,3TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	3096.3	Semi standard non polar	33892256
Cycloheximide,3TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	3152.6	Standard non polar	33892256
Cycloheximide,3TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(CC2CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2)O[Si](C)(C)C(C)(C)C)CC(C)C1	3052.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (Non-derivatized) - 70eV, Positive	splash10-066u-9420000000-aa4f0e7dc5864e9b0e94	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloheximide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 40V, Negative-QTOF	splash10-03k9-0900000000-be5f6c9bcc077dfcb733	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 20V, Negative-QTOF	splash10-0ik9-0900000000-c2190fa66d2cd2cd3580	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 10V, Negative-QTOF	splash10-0udi-0900000000-e40a3d25fc5a697cfd85	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 40V, Positive-QTOF	splash10-066r-0900000000-aedba418cd290fea07b2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 10V, Positive-QTOF	splash10-0002-0390000000-e3b630d9a0a6c3132fc6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cycloheximide 20V, Positive-QTOF	splash10-0aba-0930000000-5d8ccb982f6e66d1fe7f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 10V, Negative-QTOF	splash10-001i-0090000000-ed82c6fda830b9bb4c8d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 20V, Negative-QTOF	splash10-004l-3910000000-848728f9b72a4eb1cf08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 40V, Negative-QTOF	splash10-007c-3900000000-c9185f151f515221d93b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 10V, Positive-QTOF	splash10-03di-0090000000-e6b97a0f72483960afbe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 20V, Positive-QTOF	splash10-03dr-0490000000-fd3bffd751450200b0d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloheximide 40V, Positive-QTOF	splash10-0a4l-6910000000-05a0c2b24fd98a426251	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2900

PDB ID

Not Available

ChEBI ID

91792

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. Multidrug resistance protein 1

General function:: Not Available
Specific function:: Plasma membrane multidrug efflux pump that confers resistance to numerous chemicals including azoles such as fluconazole, voriconazole, and benztriazoles, as well as to benomyl, cycloheximide, methotrexate, 4-nitroquinoline-N-oxide, sulfometuron methyl, cerulenin, and brefeldin A.
Gene Name:: MDR1
Uniprot ID:: Q5ABU7
Molecular weight:: 62903.485

Enzyme Details

2. ABC multidrug transporter MDR1

General function:: Not Available
Specific function:: Pleiotropic ABC efflux transporter that may be involved in the modulation susceptibility to a wide range of unrelated cytotoxic compounds, including ethidium bromide, ketoconazole, cycloheximide, fluconazole, griseofulvin, imazalil and itraconazole.
Gene Name:: MDR1
Uniprot ID:: A0A059J0G5
Molecular weight:: 174820.68

Enzyme Details

3. Taste receptor type 2 member 105

General function:: Not Available
Specific function:: Gustducin-coupled cycloheximide receptor implicated in the perception of bitter compounds in the oral cavity and the gastrointestinal tract. Signals through PLCB2 and the calcium-regulated cation channel TRPM5.
Gene Name:: TAS2R105
Uniprot ID:: Q9JKT5
Molecular weight:: 35148.67

Enzyme Details

4. Polyamine transporter 1

General function:: Not Available
Specific function:: Cell membrane polyamine/proton antiporter, involved in the detoxification of excess polyamines in the cytoplasm. Catalyzes polyamine uptake at alkaline pH and excretion at acidic pH. Recognizes spermidine, spermine and putrescine, the polyamine analogs methylglyoxal bis(guanylhydrazone) (MGBG) and paraquat, the antimalarial drug quinidine, and cycloheximide. Confers resistance to the non-steroidal anti-inflammatory drug indomethacin.
Gene Name:: TPO1
Uniprot ID:: Q07824
Molecular weight:: 64271.595

Enzyme Details

5. Major facilitator superfamily multidrug transporter FLU1

General function:: Not Available
Specific function:: Major facilitator superfamily transporter that mediates resistance to structurally and functionally unrelated compounds including cycloheximide but also azoles such as fuconazole, ketoconazole and itraconazole (PubMed:11065353, PubMed:11181345). Mediates also efflux of histatin 5, a salivary human antimicrobial peptide, and is responsible for reduction of its toxicity in C.albicans (PubMed:23380720, PubMed:28953977).
Gene Name:: FLU1
Uniprot ID:: G1UB37
Molecular weight:: 67605.895

Showing metabocard for Cycloheximide (HMDB0250657)

MOL for HMDB0250657 (Cycloheximide)

3D MOL for HMDB0250657 (Cycloheximide)

3D SDF for HMDB0250657 (Cycloheximide)

3D-SDF for HMDB0250657 (Cycloheximide)

PDB for HMDB0250657 (Cycloheximide)

3D PDB for HMDB0250657 (Cycloheximide)

SMILES for HMDB0250657 (Cycloheximide)

INCHI for HMDB0250657 (Cycloheximide)

Structure for HMDB0250657 (Cycloheximide)

3D Structure for HMDB0250657 (Cycloheximide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes