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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2023-02-21 17:18:13 UTC

HMDB ID

HMDB0014606

Secondary Accession Numbers

HMDB14606

Metabolite Identification

Common Name

Metharbital

Description

Metharbital is only found in individuals that have used or taken this drug. It was patented in 1905 by Emil Fischer working for Merck. It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy. It has similar properties to phenobarbital. Metharbital binds at a distinct binding site associated with a Cl^- ionopore at the GABA_A receptor, increasing the duration of time for which the Cl^- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission.

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 463                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.080   0.976   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415   0.976   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.748  -3.644   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.414  -1.334   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.081  -1.334   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.748   0.976   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.518   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.977   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748   3.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.437   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748  -2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080  -2.104   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4    9   13   14                                                  
CONECT    5   10   13                                                       
CONECT    6    7    8    9   10                                             
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9    1    4    6                                                  
CONECT   10    2    5    6                                                  
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    3    4    5                                                  
CONECT   14    4                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0014606
HETATM    1  C1  UNL     1      -0.750  -2.041  -0.142  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.463  -0.722   0.040  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.553   0.452  -0.248  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.389   1.708  -0.029  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.927   1.842   1.354  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.227   0.428  -1.695  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.948   1.011  -2.544  1.00  0.00           O  
HETATM    8  N1  UNL     1       0.923  -0.264  -2.140  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.956  -0.612  -1.230  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.995  -1.224  -1.571  1.00  0.00           O  
HETATM   11  N2  UNL     1       1.840  -0.261   0.157  1.00  0.00           N  
HETATM   12  C8  UNL     1       2.898  -0.622   1.060  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.667   0.436   0.569  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.702   1.043   1.660  1.00  0.00           O  
HETATM   15  H1  UNL     1      -1.455  -2.831   0.241  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.607  -2.272  -1.217  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.160  -2.137   0.461  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.286  -0.677  -0.693  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.828  -0.645   1.061  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.201   1.660  -0.794  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.719   2.563  -0.318  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.592   1.101   2.079  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.683   2.869   1.732  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.044   1.802   1.331  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.051  -0.542  -3.143  1.00  0.00           H  
HETATM   26  H12 UNL     1       3.753   0.091   0.945  1.00  0.00           H  
HETATM   27  H13 UNL     1       3.217  -1.675   0.974  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.510  -0.482   2.098  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4    6   13
CONECT    4    5   20   21
CONECT    5   22   23   24
CONECT    6    7    7    8
CONECT    8    9   25
CONECT    9   10   10   11
CONECT   11   12   13
CONECT   12   26   27   28
CONECT   13   14   14
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Gemonil	Kegg
Metharbitone	HMDB
Endiemal	HMDB
Methobarbitone	HMDB

Chemical Formula

C₉H₁₄N₂O₃

Average Molecular Weight

198.2191

Monoisotopic Molecular Weight

198.100442324

IUPAC Name

5,5-diethyl-1-methyl-1,3-diazinane-2,4,6-trione

Traditional Name

metharbital

CAS Registry Number

50-11-3

SMILES

CCC1(CC)C(=O)NC(=O)N(C)C1=O

InChI Identifier

InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14)

InChI Key

FWJKNZONDWOGMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
N-acyl urea
Ureide
1,3-diazinane
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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: HMDB0014606)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	19.5 g/L	Not Available
LogP	0.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	19.5 g/L	ALOGPS
logP	1.18	ALOGPS
logP	0.94	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	8.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.15 m³·mol⁻¹	ChemAxon
Polarizability	19.6 Å³	ChemAxon
Number of Rings	1	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]+	146.775	31661259
DarkChem	[M-H]-	141.848	31661259
DeepCCS	[M+H]+	143.139	30932474
DeepCCS	[M-H]-	139.848	30932474
DeepCCS	[M-2H]-	176.347	30932474
DeepCCS	[M+Na]+	151.886	30932474
AllCCS	[M+H]+	143.9	32859911
AllCCS	[M+H-H2O]+	139.8	32859911
AllCCS	[M+NH4]+	147.6	32859911
AllCCS	[M+Na]+	148.7	32859911
AllCCS	[M-H]-	144.2	32859911
AllCCS	[M+Na-2H]-	145.1	32859911
AllCCS	[M+HCOO]-	146.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metharbital	CCC1(CC)C(=O)NC(=O)N(C)C1=O	2657.2	Standard polar	33892256
Metharbital	CCC1(CC)C(=O)NC(=O)N(C)C1=O	1396.5	Standard non polar	33892256
Metharbital	CCC1(CC)C(=O)NC(=O)N(C)C1=O	1436.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metharbital,1TMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C)C1=O	1530.7	Semi standard non polar	33892256
Metharbital,1TMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C)C1=O	1660.8	Standard non polar	33892256
Metharbital,1TMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C)C1=O	2198.5	Standard polar	33892256
Metharbital,1TBDMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	1751.0	Semi standard non polar	33892256
Metharbital,1TBDMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	1916.6	Standard non polar	33892256
Metharbital,1TBDMS,isomer #1	CCC1(CC)C(=O)N(C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2283.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Metharbital EI-B (Non-derivatized)	splash10-00di-8900000000-5c20588bb225d0b4ed7c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Metharbital EI-B (Non-derivatized)	splash10-00di-8900000000-5c20588bb225d0b4ed7c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metharbital GC-MS (Non-derivatized) - 70eV, Positive	splash10-00nf-5900000000-e2ee6e9af5dc0905e6cb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metharbital GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ab9-5900000000-a7d47fbe125ceae08efb	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 10V, Positive-QTOF	splash10-0002-0900000000-6619e231a77647434f62	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 20V, Positive-QTOF	splash10-004j-3900000000-9d402ba9b3a9014f4bb5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 40V, Positive-QTOF	splash10-01bc-9100000000-125d68e3eb3748acfdbb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 10V, Negative-QTOF	splash10-0f6w-4900000000-165959ed79c2c4eccb79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 20V, Negative-QTOF	splash10-0a6r-9700000000-4045a1431a0038accfcb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 40V, Negative-QTOF	splash10-0006-9100000000-189e7463295a4cf4ee89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 10V, Negative-QTOF	splash10-0002-0900000000-62b8ba6b831ff6ef49a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 20V, Negative-QTOF	splash10-0002-3900000000-ccba0a3b3a4d5b4f9c2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 40V, Negative-QTOF	splash10-0007-9600000000-3481f80641430e49424f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 10V, Positive-QTOF	splash10-0002-0900000000-6133339e5b96f91a1ff6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 20V, Positive-QTOF	splash10-00di-4900000000-dafc743b677408d1e764	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metharbital 40V, Positive-QTOF	splash10-05tf-9100000000-1371aa7d739ae2a1dddf	2021-09-25	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
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	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 DB00463	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00463	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00463

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metharbital

METLIN ID

Not Available

PubChem Compound

4099

PDB ID

Not Available

ChEBI ID

102408

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

Not Available

Enzymes

Enzyme Details

1. Glutamate receptor, ionotropic kainate 2

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: Ionotropic glutamate receptor. L-glutamate acts as an excitatory neurotransmitter at many synapses in the central nervous system. Binding of the excitatory neurotransmitter L- glutamate induces a conformation change, leading to the opening of the cation channel, and thereby converts the chemical signal to an electrical impulse. The receptor then desensitizes rapidly and enters a transient inactive state, characterized by the presence of bound agonist. May be involved in the transmission of light information from the retina to the hypothalamus. Modulates cell surface expression of NETO2
Gene Name:: GRIK2
Uniprot ID:: Q13002
Molecular weight:: 102582.5

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]

Enzyme Details

2. Glutamate receptor 2

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: Ionotropic glutamate receptor. L-glutamate acts as an excitatory neurotransmitter at many synapses in the central nervous system. Binding of the excitatory neurotransmitter L- glutamate induces a conformation change, leading to the opening of the cation channel, and thereby converts the chemical signal to an electrical impulse. The receptor then desensitizes rapidly and enters a transient inactive state, characterized by the presence of bound agonist
Gene Name:: GRIA2
Uniprot ID:: P42262
Molecular weight:: 98820.3

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]

Enzyme Details

3. Gamma-aminobutyric acid receptor subunit alpha-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA1
Uniprot ID:: P14867
Molecular weight:: 51801.4

References

Whiting PJ: The GABAA receptor gene family: new opportunities for drug development. Curr Opin Drug Discov Devel. 2003 Sep;6(5):648-57. [PubMed:14579514 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]
Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
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 ]

Enzyme Details

4. Gamma-aminobutyric acid receptor subunit alpha-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA2
Uniprot ID:: P47869
Molecular weight:: 51325.9

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit alpha-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA3
Uniprot ID:: P34903
Molecular weight:: 55164.1

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit alpha-4

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA4
Uniprot ID:: P48169
Molecular weight:: 61622.6

References

Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit alpha-5

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA5
Uniprot ID:: P31644
Molecular weight:: 52145.6

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

8. Gamma-aminobutyric acid receptor subunit alpha-6

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA6
Uniprot ID:: Q16445
Molecular weight:: 51023.7

References

Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]
Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]

Showing metabocard for Metharbital (HMDB0014606)

MOL for HMDB0014606 (Metharbital)

3D MOL for HMDB0014606 (Metharbital)

3D SDF for HMDB0014606 (Metharbital)

3D-SDF for HMDB0014606 (Metharbital)

PDB for HMDB0014606 (Metharbital)

3D PDB for HMDB0014606 (Metharbital)

SMILES for HMDB0014606 (Metharbital)

INCHI for HMDB0014606 (Metharbital)

Structure for HMDB0014606 (Metharbital)

3D Structure for HMDB0014606 (Metharbital)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

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