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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2023-02-21 17:18:18 UTC

HMDB ID

HMDB0014892

Secondary Accession Numbers

HMDB14892

Metabolite Identification

Common Name

Ethotoin

Description

Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges.

Structure

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

754
  Mrv0541 02231214582D          

 15 16  0  0  1  0            999 V2000
    4.2559    0.1222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9065    1.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164    1.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1365    0.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -0.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714    0.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -0.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914    1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014    1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3658    2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -2.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -2.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  8  2  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7 10  2  0  0  0  0
  7 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014892

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1C(=O)NC(C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O2/c1-2-13-10(14)9(12-11(13)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,12,15)

> <INCHI_KEY>
SZQIFWWUIBRPBZ-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O2

> <MOLECULAR_WEIGHT>
204.2252

> <EXACT_MASS>
204.089877638

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
20.68269261748099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-ethyl-5-phenylimidazolidine-2,4-dione

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
1.0666929576666668

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.22901817510841

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.288525520110513

> <JCHEM_PKA_STRONGEST_BASIC>
-8.373058584171257

> <JCHEM_POLAR_SURFACE_AREA>
49.410000000000004

> <JCHEM_REFRACTIVITY>
55.0493

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethotoin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 754                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.944   0.228   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.559   3.415   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       6.004   2.169   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       3.988   0.704   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.234  -0.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.480   0.704   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.234  -1.741   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.464   2.169   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.909   3.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.568  -2.511   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.900  -2.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.283   4.821   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.568  -4.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.900  -4.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.234  -4.821   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    8                                                            
CONECT    3    6    8    9                                                  
CONECT    4    5    8                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    3    5                                                  
CONECT    7    5   10   11                                                  
CONECT    8    2    3    4                                                  
CONECT    9    3   12                                                       
CONECT   10    7   13                                                       
CONECT   11    7   14                                                       
CONECT   12    9                                                            
CONECT   13   10   15                                                       
CONECT   14   11   15                                                       
CONECT   15   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0014892
HETATM    1  C1  UNL     1      -4.038   0.476  -0.822  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.363   0.720   0.513  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.020   0.201   0.546  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.681  -1.126   0.963  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.458  -2.025   1.351  1.00  0.00           O  
HETATM    6  N2  UNL     1      -0.262  -1.248   0.856  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.114  -0.262  -0.176  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.544  -0.041  -0.045  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.313  -1.205   0.102  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.682  -1.178   0.238  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.355   0.026   0.233  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.599   1.162   0.089  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.218   1.142  -0.049  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.783   0.835   0.200  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.589   2.059   0.235  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.686   1.188  -1.586  1.00  0.00           H  
HETATM   17  H2  UNL     1      -5.128   0.628  -0.714  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.896  -0.587  -1.104  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.981   0.170   1.279  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.389   1.786   0.782  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.335  -1.891   1.395  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.186  -0.735  -1.135  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.859  -2.191   0.112  1.00  0.00           H  
HETATM   24  H9  UNL     1       4.260  -2.105   0.351  1.00  0.00           H  
HETATM   25  H10 UNL     1       5.429   0.036   0.340  1.00  0.00           H  
HETATM   26  H11 UNL     1       4.098   2.118   0.081  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.653   2.047  -0.163  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   14
CONECT    4    5    5    6
CONECT    6    7   21
CONECT    7    8   14   22
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   27
CONECT   14   15   15
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+-)-3-Ethyl-5-phenylhydantoin	ChEBI
1-Ethyl-2,5-dioxo-4-phenylimidazolidine	ChEBI
3-Ethyl-5-phenyl-2,4-imidazolidinedione	ChEBI
3-Ethyl-5-phenyl-imidazolidine-2,4-dione	ChEBI
3-Ethyl-5-phenylhydantoin	ChEBI
3-Ethyl-5-phenylimidazolidin-2,4-dione	ChEBI
Ethotoine	ChEBI
Ethotoinum	ChEBI
Etotoina	ChEBI
Accenon	Kegg
Peganone	Kegg
Abbott brand OF ethotoin	HMDB

Chemical Formula

C₁₁H₁₂N₂O₂

Average Molecular Weight

204.2252

Monoisotopic Molecular Weight

204.089877638

IUPAC Name

3-ethyl-5-phenylimidazolidine-2,4-dione

Traditional Name

ethotoin

CAS Registry Number

86-35-1

SMILES

CCN1C(=O)NC(C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H12N2O2/c1-2-13-10(14)9(12-11(13)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,12,15)

InChI Key

SZQIFWWUIBRPBZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

Alternative Parents

Substituents

5-phenylhydantoin
Phenylimidazolidine
Alpha-amino acid or derivatives
N-acyl urea
Ureide
Monocyclic benzene moiety
Benzenoid
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazolidine-2,4-dione (CHEBI:4888 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014892)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Anticonvulsant (HMDB: HMDB0014892)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.38 g/L	Not Available
LogP	0.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.38 g/L	ALOGPS
logP	1.11	ALOGPS
logP	1.07	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.29	ChemAxon
pKa (Strongest Basic)	-8.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.41 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.05 m³·mol⁻¹	ChemAxon
Polarizability	20.68 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
DarkChem	[M+H]+	147.44	31661259
DarkChem	[M-H]-	147.445	31661259
DeepCCS	[M+H]+	145.602	30932474
DeepCCS	[M-H]-	143.207	30932474
DeepCCS	[M-2H]-	176.904	30932474
DeepCCS	[M+Na]+	151.611	30932474
AllCCS	[M+H]+	145.5	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	149.5	32859911
AllCCS	[M+Na]+	150.6	32859911
AllCCS	[M-H]-	147.5	32859911
AllCCS	[M+Na-2H]-	147.7	32859911
AllCCS	[M+HCOO]-	148.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethotoin	CCN1C(=O)NC(C1=O)C1=CC=CC=C1	2924.6	Standard polar	33892256
Ethotoin	CCN1C(=O)NC(C1=O)C1=CC=CC=C1	1813.5	Standard non polar	33892256
Ethotoin	CCN1C(=O)NC(C1=O)C1=CC=CC=C1	1835.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethotoin,1TMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C)C1=O	1822.7	Semi standard non polar	33892256
Ethotoin,1TMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C)C1=O	1926.2	Standard non polar	33892256
Ethotoin,1TMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C)C1=O	2531.1	Standard polar	33892256
Ethotoin,1TBDMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=O	2051.1	Semi standard non polar	33892256
Ethotoin,1TBDMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=O	2146.5	Standard non polar	33892256
Ethotoin,1TBDMS,isomer #1	CCN1C(=O)C(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=O	2623.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ethotoin EI-B (Non-derivatized)	splash10-0udi-6980000000-86b5edde33787fa5b3d5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin EI-B (Non-derivatized)	splash10-0zfr-4920000000-137fae4223f8b51dd5cd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin CI-B (Non-derivatized)	splash10-0a4i-1190000000-3ade8f65bbabe08f852a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin CI-B (Non-derivatized)	splash10-0udi-1190000000-56ad3615dcbc3fbecdbc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin EI-B (Non-derivatized)	splash10-0udi-6980000000-86b5edde33787fa5b3d5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin EI-B (Non-derivatized)	splash10-0zfr-4920000000-137fae4223f8b51dd5cd	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin CI-B (Non-derivatized)	splash10-0a4i-1190000000-3ade8f65bbabe08f852a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethotoin CI-B (Non-derivatized)	splash10-0udi-1190000000-56ad3615dcbc3fbecdbc	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethotoin GC-MS (Non-derivatized) - 70eV, Positive	splash10-053f-4900000000-890da1feecbdd89e1320	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethotoin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udi-6920000000-01714c9dcd6c4cf02362	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethotoin LC-ESI-qTof , Positive-QTOF	splash10-0a4i-1900000000-f71513d432cabc6ae596	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethotoin , positive-QTOF	splash10-0a4i-1900000000-f71513d432cabc6ae596	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 10V, Positive-QTOF	splash10-0a4i-0690000000-2b14fabe2a8a38bfd87a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 20V, Positive-QTOF	splash10-0zfr-2920000000-b4abc6e3540650b9fc2c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 40V, Positive-QTOF	splash10-0pb9-6900000000-ce4d6190e87bedc270a9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 10V, Negative-QTOF	splash10-0udi-0890000000-bc1ed1767185b47b35db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 20V, Negative-QTOF	splash10-0ugi-6930000000-d8856c4e6ba455c06408	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 40V, Negative-QTOF	splash10-0udi-8900000000-81cbbd6924131f65bccf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 10V, Positive-QTOF	splash10-0a4i-0390000000-d37f36d7d55fd839b005	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 20V, Positive-QTOF	splash10-0apl-5930000000-d012a03e319c8a7a1e80	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 40V, Positive-QTOF	splash10-0l06-9600000000-f553fba04ea2221422e6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 10V, Negative-QTOF	splash10-0udi-0290000000-0795d967a430c0f6e2ae	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 20V, Negative-QTOF	splash10-0f96-8910000000-a36978bebfc33440a272	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethotoin 40V, Negative-QTOF	splash10-0006-9400000000-f6e409587ccb41c14d58	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00754	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00754	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00754

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3176

KEGG Compound ID

C07839

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethotoin

METLIN ID

Not Available

PubChem Compound

3292

PDB ID

Not Available

ChEBI ID

4888

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

SCHWADE ED, RICHARDS RK, EVERETT GM: Peganone, a new antiepileptic drug. Dis Nerv Syst. 1956 May;17(5):155-8. [PubMed:13317788 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Sodium channel protein type 5 subunit alpha

General function:: Involved in ion channel activity
Specific function:: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-resistant Na(+) channel isoform. This channel is responsible for the initial upstroke of the action potential in the electrocardiogram
Gene Name:: SCN5A
Uniprot ID:: Q14524
Molecular weight:: 226937.5

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lenkowski PW, Ko SH, Anderson JD, Brown ML, Patel MK: Block of human NaV1.5 sodium channels by novel alpha-hydroxyphenylamide analogues of phenytoin. Eur J Pharm Sci. 2004 Apr;21(5):635-44. [PubMed:15066664 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Ethotoin (HMDB0014892)

MOL for HMDB0014892 (Ethotoin)

3D MOL for HMDB0014892 (Ethotoin)

3D SDF for HMDB0014892 (Ethotoin)

3D-SDF for HMDB0014892 (Ethotoin)

PDB for HMDB0014892 (Ethotoin)

3D PDB for HMDB0014892 (Ethotoin)

SMILES for HMDB0014892 (Ethotoin)

INCHI for HMDB0014892 (Ethotoin)

Structure for HMDB0014892 (Ethotoin)

3D Structure for HMDB0014892 (Ethotoin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

References

References