Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:07:54 UTC |
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Update date | 2020-04-21 18:02:27 UTC |
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Primary ID | FDB008075 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 4-Ethyl-gamma-butyrolactone |
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Description | 4-hydroxy-Hexanoic acid gamma-lactone is occasionally found as a volatile component of human urine. 4-hydroxy-Hexanoic acid gamma-lactone has been found in the polar fraction of human blood. Biological fluids such as blood and urine have been shown to contain a large number of components, some of them volatiles (low boiling point) apparently present in all individuals, while others such are much more variable. In some cases differences up to an order of magnitude are observed. Although some of these changes may have dietary origins, others seem to be characteristic of the individual. (PMID: 5556886, 6480763, 15835926) |
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CAS Number | 695-06-7 |
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Structure | |
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Synonyms | Synonym | Source |
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4-Ethyl-4-butanolide | ChEBI | 4-Hexanolide | ChEBI | 4-Hydroxyhexanoic acid lactone | ChEBI | 5-Ethyltetrahydro-2-furanone | ChEBI | 6-Caprolactone | ChEBI | Dihydro-5-ethyl-2(3H)-furanone | ChEBI | gamma-Ethyl-N-butyrolactone | ChEBI | gamma-Ethylbutyrolactone | ChEBI | gamma-Hexanolactone | ChEBI | 4-Hydroxyhexanoate lactone | Generator | g-Ethyl-N-butyrolactone | Generator | Γ-ethyl-N-butyrolactone | Generator | g-Ethylbutyrolactone | Generator | Γ-ethylbutyrolactone | Generator | g-Hexanolactone | Generator | Γ-hexanolactone | Generator | g-Caprolactone | Generator | Γ-caprolactone | Generator | 4-Ethylbutanolide (gamma-hexalactone) | HMDB | 4-Hydroxy-hexanoate | HMDB | 4-Hydroxy-hexanoic acid | HMDB | 4-Hydroxy-hexanoic acid gamma-lactone | HMDB | 4-Hydroxy-hexanoic acid lactone | HMDB | 4-Hydroxyhexanoate | HMDB | 4-Hydroxyhexanoic acid | HMDB | 5-Ethyldihydro-2(3H)-furanone | HMDB | 5-Ethyldihydrofuran-2(3H)-one | HMDB | gamma-Ethyl-gamma-butyrolactone | HMDB | gamma-Hexalactone | HMDB | Hexa-4-olide | HMDB | Hexanolide-1,4 | HMDB | Tonkalide | HMDB | Toukalide | HMDB | «gamma»-Caprolactone | biospider | «gamma»-Ethyl-«gamma»-butyrolactone | biospider | «gamma»-Ethyl-N-butyrolactone | biospider | «gamma»-Ethylbutyrolactone | biospider | «gamma»-Hexalactone | biospider | «gamma»-Hexanolactone | biospider | 4-Caprolactone | db_source | 4-Ethyl-gamma-butyrolactone | manual | 4-Ethylbutyrolactone | db_source | 4-Hexanolactone | db_source | 5-Ethyl-dihydro-furan-2-one | biospider | dihydro-5-Ethyl-2(3H)-furanone | HMDB | FEMA 2556 | db_source | Furan-2-one (3 H) 5-ethyl(dihydro) | biospider | g-Hexalactone | db_source | gamma-Caprolactone | HMDB | Hexanoic acid, 4-hydroxy-, «gamma»-lactone | biospider | Hexanoic acid, 4-hydroxy-, lactone | biospider |
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Predicted Properties | |
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Chemical Formula | C6H10O2 |
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IUPAC name | 5-ethyloxolan-2-one |
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InChI Identifier | InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3 |
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InChI Key | JBFHTYHTHYHCDJ-UHFFFAOYSA-N |
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Isomeric SMILES | CCC1CCC(=O)O1 |
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Average Molecular Weight | 114.1424 |
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Monoisotopic Molecular Weight | 114.068079564 |
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Classification |
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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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Ontology | No ontology term |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 63.14%; H 8.83%; O 28.03% | DFC |
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Melting Point | -18 oC | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-0570-9000000000-33d7bffec7b90b244b58 | Spectrum | GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-0570-9000000000-44158ddc3fb5887db72f | Spectrum | GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-002r-9000000000-043fff98e80d69a0aef2 | Spectrum | GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-0570-9000000000-33d7bffec7b90b244b58 | Spectrum | GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-0570-9000000000-44158ddc3fb5887db72f | Spectrum | GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, GC-MS Spectrum | splash10-002r-9000000000-043fff98e80d69a0aef2 | Spectrum | Predicted GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-054o-9000000000-cab1026e3eff252b355a | Spectrum | Predicted GC-MS | 4-Ethyl-gamma-butyrolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-03di-9400000000-8fc4e90e7c0513f35b2b | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-052f-9000000000-264ec24375d9874e27c6 | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0006-9000000000-775242b739802c329cee | 2012-07-25 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (Unknown) , Positive | splash10-0570-9000000000-33d7bffec7b90b244b58 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-60) , Positive | splash10-0570-9000000000-106225f6b2045cabc0f2 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-002r-9000000000-c2681c456564a462e5bc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-014i-9000000000-262d2422966b80201c0d | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-23a8252127edf957f937 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-00kf-9000000000-f6b5e0030b789716f778 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-5900000000-6a7b9f7c95a7bbd6d545 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-9300000000-c2191b168940bbcbfcff | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0pbc-9000000000-2ca0f454e2ac7dd3126f | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-3900000000-493fdb9ba4ad5c9105fc | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03xr-9600000000-6600fa8b57b7c1f87013 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-414e486262314b7d9f34 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03k9-9500000000-d90d57e21b78e509a53d | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-08fr-9400000000-d4634fc480832e319c94 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-ef10ab91c5fd551591e2 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-9200000000-ed4da47d3cda0847caf6 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00kf-9000000000-f3b9cd693e882a088770 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-fb0fd013f40b60315617 | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 12232 |
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ChEMBL ID | CHEMBL192458 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 12756 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB03843 |
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CRC / DFC (Dictionary of Food Compounds) ID | DBR22-A:DBR22-A |
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EAFUS ID | 1618 |
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Dr. Duke ID | GAMMA-HEXALACTONE|GAMMA-CAPROLACTONE |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 695-06-7 |
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GoodScent ID | rw1006381 |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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coumarin |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sweet |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| herbal |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| coconut |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| tobacco |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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