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Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:51 UTC |
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Update Date | 2020-02-26 21:40:56 UTC |
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HMDB ID | HMDB0015084 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Felbamate |
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Description | Felbamate, also known as felbamatum or felbatol, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Felbamate is a drug. Felbamate is a very weakly acidic compound (based on its pKa). Within humans, felbamate participates in a number of enzymatic reactions. In particular, felbamate can be converted into 2-hydroxyfelbamate through the action of the enzymes cytochrome P450 2E1 and cytochrome P450 3A4. In addition, felbamate can be converted into p-hydroxyfelbamate; which is catalyzed by the enzymes cytochrome P450 3A4 and cytochrome P450 2E1. In humans, felbamate is involved in felbamate metabolism pathway. Felbamate is a potentially toxic compound. The bis(carbamate ester) of 2-phenylpropane-1,3-diol. |
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Structure | |
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Synonyms | Value | Source |
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2-Phenyl-1,3-propanediol dicarbamate | ChEBI | Carbamic acid 2-phenyltrimethylene ester | ChEBI | Carbamic acid 3-carbamoyloxy-2-phenyl-propyl ester | ChEBI | Felbamato | ChEBI | Felbamatum | ChEBI | Felbatol | Kegg | 2-Phenyl-1,3-propanediol dicarbamic acid | Generator | Carbamate 2-phenyltrimethylene ester | Generator | Carbamate 3-carbamoyloxy-2-phenyl-propyl ester | Generator | Felbamic acid | Generator | Felbamyl | HMDB | Wallace brand 1 OF felbamate | HMDB | Taloxa | HMDB | Wallace brand 2 OF felbamate | HMDB | (3-Carbamoyloxy-2-phenyl-propyl) carbamate | MeSH | 2 Phenyl 1,3 propanediol dicarbamate | MeSH |
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Chemical Formula | C11H14N2O4 |
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Average Molecular Weight | 238.2399 |
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Monoisotopic Molecular Weight | 238.095356946 |
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IUPAC Name | 3-(carbamoyloxy)-2-phenylpropyl carbamate |
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Traditional Name | felbamate |
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CAS Registry Number | 25451-15-4 |
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SMILES | NC(=O)OCC(COC(N)=O)C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15) |
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InChI Key | WKGXYQFOCVYPAC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Not Available |
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Direct Parent | Benzene and substituted derivatives |
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Alternative Parents | |
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Substituents | - Monocyclic benzene moiety
- Carbamic acid ester
- Carbonic acid derivative
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 151.5 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.74 g/L | Not Available | LogP | 0.3 | Not Available |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0fdo-6900000000-0f546bad5ba921f66b40 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-014i-2900000000-880b1fb1822a512a352c | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-016r-1900000000-f04127a0f39b9e0b001f | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - , positive | splash10-014i-2900000000-880b1fb1822a512a352c | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - , positive | splash10-016r-1900000000-f04127a0f39b9e0b001f | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-2390000000-02895c4e844f089545e6 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-3920000000-e7c2dfe58df4e1e34dcc | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-004l-9500000000-e824587a3374313f7cc4 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-9010000000-b6e0a295dcbb7a9c5266 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-9000000000-d549b5cb79133b3aa46e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-6a77d5d551bb1bd0c3a6 | Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-0udi-5900000000-673caaab3dded596924c | Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB00949 | | details | Urine | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB00949 | | details |
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Abnormal Concentrations |
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| Not Available |
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Predicted Concentrations |
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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 |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | DB00949 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 3214 |
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KEGG Compound ID | C07501 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Felbamate |
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METLIN ID | Not Available |
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PubChem Compound | 3331 |
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PDB ID | Not Available |
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ChEBI ID | 4995 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Leppik IE, Dreifuss FE, Pledger GW, Graves NM, Santilli N, Drury I, Tsay JY, Jacobs MP, Bertram E, Cereghino JJ, et al.: Felbamate for partial seizures: results of a controlled clinical trial. Neurology. 1991 Nov;41(11):1785-9. [PubMed:1944909 ]
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