Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-11 18:36:49 UTC |
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Update Date | 2023-02-21 17:23:40 UTC |
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HMDB ID | HMDB0033840 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Dihydro-5-methyl-2(3H)-furanone |
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Description | Dihydro-5-methyl-2(3H)-furanone, also known as 4-hydroxypentanoic acid lactone or 4-methyl-gamma-butyrolactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, dihydro-5-methyl-2(3H)-furanone is considered to be a fatty ester lipid molecule. Dihydro-5-methyl-2(3H)-furanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. |
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Structure | InChI=1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3 |
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Synonyms | Value | Source |
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4-Hydroxypentanoic acid lactone | ChEBI | 4-Hydroxyvaleric acid lactone | ChEBI | 4-Methyl-4-hydroxybutanoic acid lactone | ChEBI | 4-Methyl-gamma-butyrolactone | ChEBI | 4-Pentanolide | ChEBI | 4-Valerolactone | ChEBI | gamma-Pentalactone | ChEBI | gamma-Pentanolactone | ChEBI | 4-Hydroxypentanoate lactone | Generator | 4-Hydroxyvalerate lactone | Generator | 4-Methyl-4-hydroxybutanoate lactone | Generator | 4-Methyl-g-butyrolactone | Generator | 4-Methyl-γ-butyrolactone | Generator | g-Pentalactone | Generator | Γ-pentalactone | Generator | g-Pentanolactone | Generator | Γ-pentanolactone | Generator | g-Valerolactone | HMDB | Γ-valerolactone | HMDB | Dihydro-5-methyl-2(3H)-furanone | ChEBI |
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Chemical Formula | C5H8O2 |
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Average Molecular Weight | 100.1158 |
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Monoisotopic Molecular Weight | 100.0524295 |
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IUPAC Name | 5-methyloxolan-2-one |
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Traditional Name | gamma-valerolactone |
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CAS Registry Number | 57129-69-8 |
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SMILES | CC1CCC(=O)O1 |
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InChI Identifier | InChI=1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3 |
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InChI Key | GAEKPEKOJKCEMS-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Lactones |
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Sub Class | Gamma butyrolactones |
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Direct Parent | Gamma butyrolactones |
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Alternative Parents | |
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Substituents | - Gamma butyrolactone
- Tetrahydrofuran
- Carboxylic acid ester
- Oxacycle
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Liquid |
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Experimental Molecular Properties | |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Dihydro-5-methyl-2(3H)-furanone EI-B (Non-derivatized) | splash10-056u-9000000000-7c79f68cacbc95c0ea48 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Dihydro-5-methyl-2(3H)-furanone EI-B (Non-derivatized) | splash10-056u-9000000000-7c79f68cacbc95c0ea48 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydro-5-methyl-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a6u-9000000000-6c4e9500ba034d9524ae | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydro-5-methyl-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-0a6u-9000000000-9d68020f06bf659a559b | 2015-03-01 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 10V, Positive-QTOF | splash10-0udi-3900000000-2daa06af8bff34a31a4f | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 20V, Positive-QTOF | splash10-0udi-9500000000-f8a8c8887cd21f939e43 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 40V, Positive-QTOF | splash10-052f-9000000000-e9d8edd5c37160a8ed5e | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 10V, Negative-QTOF | splash10-0002-9000000000-6b4c492a247987f11177 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 20V, Negative-QTOF | splash10-052b-9000000000-c3119840ef26293d0add | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 40V, Negative-QTOF | splash10-0006-9000000000-2fafb85814b3a8bd3267 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 10V, Negative-QTOF | splash10-0a4j-9000000000-932824495d928b5c8724 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 20V, Negative-QTOF | splash10-0005-9000000000-3c1929af1b77d9f5776d | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 40V, Negative-QTOF | splash10-0bu0-9000000000-f1d4f2200040f212d754 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 10V, Positive-QTOF | splash10-0a4i-9100000000-6dc4e2799b890bac7186 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 20V, Positive-QTOF | splash10-0a4i-9000000000-cb98e64a6fd6dbe952fd | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydro-5-methyl-2(3H)-furanone 40V, Positive-QTOF | splash10-0a4u-9000000000-db3920c5b5d7b931f377 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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 SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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Disease References | Nonalcoholic fatty liver disease |
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- Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
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