Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:16 UTC |
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Update date | 2020-09-17 15:33:57 UTC |
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Primary ID | FDB012614 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 1-Butanol |
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Description | 1-Butanol, also known as N-butan-1-ol or N-butyl alcohol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, 1-butanol is considered to be a fatty alcohol lipid molecule. 1-Butanol is a hydrophobic molecule, poorly soluble in water, and relatively neutral. 1-Butanol is an alcohol with a 4-carbon structure and the molecular formula of C4H10O. It is primarily used as a solvent, as an intermediate in chemical synthesis, and as fuel. There are four isomeric structures for butanol. The straight chain isomer with the alcohol at an internal carbon is sec-butanol or 2-butanol. The branched isomer with the alcohol at a terminal carbon is isobutanol, and the branched isomer with the alcohol at the internal carbon is tert-butanol. 1-Butanol is produced in small amounts by gut microbial fermentation through the butanoate metabolic pathway. It has been found in Bacillus, Clostridium, Escherichia, Lactobacillus, Pseudomonas, Saccharomyces, Synechococcus and Thermoanaerobacterium (http://publications.lib.chalmers.se/records/fulltext/162787.pdf) (https://ac.els-cdn.com/S0079635206800470/1-s2.0-S0079635206800470-main.pdf?_tid=1db841d3-3e7b-496f-beae-05ff16913bc6&acdnat=1550288698_645db12231ee1d15d4bb7036d31d8aad) (https://dl.uctm.edu/journal/node/j2018-4/8_17-182_p_683-696.pdf). 1-Butanol is a sweet, balsam, and fruit tasting compound. In plants, 1-Butanol is found, on average, in the highest concentration in highbush blueberries and bilberries. 1-Butanol has also been detected, but not quantified in several different foods, such as napa cabbages, wild rices, red rices, bamboo shoots, and lemon verbena. |
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CAS Number | 71-36-3 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Butyl alcohol | ChEBI | 1-Hydroxybutane | ChEBI | BuOH | ChEBI | N-Butan-1-ol | ChEBI | N-Butanol | ChEBI | N-Butyl alcohol | ChEBI | N-Butylalkohol | ChEBI | Propyl carbinol | ChEBI | Butan-1-ol | Kegg | Butanol | HMDB | Butyl alcohol | HMDB | Butyl hydroxide | HMDB | Hemostyp | HMDB | Methylolpropane | HMDB | Propylcarbinol | HMDB | Alcohol, N-butyl | HMDB | N Butyl alcohol | HMDB | Alcohol, butyl | HMDB | 1 Butanol | HMDB | N Butanol | HMDB | 1-Butanol | ChEBI | Alcohol, n-butyl | biospider | Alcool butylique | biospider | Butanol, 1- | biospider | Butyric alcohol | biospider | FEMA 2178 | db_source | n-Butan-1-ol | biospider | n-Butanol | biospider | n-Butyl alcohol, 8CI | db_source | Propylmethanol | biospider |
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Predicted Properties | |
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Chemical Formula | C4H10O |
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IUPAC name | butan-1-ol |
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InChI Identifier | InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3 |
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InChI Key | LRHPLDYGYMQRHN-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCO |
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Average Molecular Weight | 74.1216 |
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Monoisotopic Molecular Weight | 74.073164942 |
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Classification |
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Description | Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Alcohols and polyols |
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Direct Parent | Primary alcohols |
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Alternative Parents | |
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Substituents | - Hydrocarbon derivative
- Primary alcohol
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 |
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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 64.82%; H 13.60%; O 21.59% | DFC |
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Melting Point | Fp -90° | DFC |
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Boiling Point | Bp 117.4° | DFC |
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Experimental Water Solubility | 63.2 mg/mL at 25 oC | TEWARI,YB et al. (1982) |
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Experimental logP | 0.88 | HANSCH,C ET AL. (1995) |
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Experimental pKa | 16.1 | |
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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 | d15 0.81 | DFC |
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Refractive Index | n20D 1.3971 | DFC |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-054o-9000000000-061591a78bc1cdeda799 | 2015-03-01 | View Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-f8337e5e053a4d17e4ed | Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-610cf73e0b514e180dbd | Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-055f-9000000000-7e23cd40dde01cb89b6f | Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-f8337e5e053a4d17e4ed | Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-610cf73e0b514e180dbd | Spectrum | GC-MS | 1-Butanol, non-derivatized, GC-MS Spectrum | splash10-055f-9000000000-7e23cd40dde01cb89b6f | Spectrum | Predicted GC-MS | 1-Butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004l-9000000000-b70087d61cbf63d60bd5 | Spectrum | Predicted GC-MS | 1-Butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-9200000000-08a8f57a90b00db3596a | Spectrum | Predicted GC-MS | 1-Butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 1-Butanol, 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 - EI-B (HITACHI RMU-6M) , Positive | splash10-052f-9000000000-69148177e3417cc669fd | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-052f-9000000000-7ebca2648ffd63942337 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-055f-9000000000-7e23cd40dde01cb89b6f | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a6r-9000000000-53a465f38bad658bb673 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-9145b21c5f3ae37774e0 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-686e7cdc50d3fda3a0ff | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a6r-9000000000-53a465f38bad658bb673 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-9145b21c5f3ae37774e0 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-686e7cdc50d3fda3a0ff | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-61d09b30d6a547d109fc | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-4d4d1c2159c658c4ee24 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-2119b542a1efb8432d12 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-61d09b30d6a547d109fc | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-4d4d1c2159c658c4ee24 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-2119b542a1efb8432d12 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-4256cf8850659dacd159 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-cb6c5eeb586ac4d5655e | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-21e6cc4261bed22ecbf8 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-9000000000-a749e449b2f26d0e75a2 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-b0818591ffca1f29c3ec | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-d2c85c870494f5dbfc6b | 2021-09-24 | 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, 15.09 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | 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 | 258 |
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ChEMBL ID | CHEMBL14245 |
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KEGG Compound ID | C06142 |
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Pubchem Compound ID | 263 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 28885 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB02145 |
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HMDB ID | HMDB04327 |
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CRC / DFC (Dictionary of Food Compounds) ID | HJK39-X:HJK39-X |
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EAFUS ID | 394 |
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Dr. Duke ID | BUTANOL|BUTYL-ALCOHOL|N-BUTANOL|BUTAN-1-OL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00035814 |
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HET ID | 1BO |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 71-36-3 |
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GoodScent ID | rw1029131 |
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SuperScent ID | 263 |
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Wikipedia ID | 1-Butanol |
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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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Central nervous system depressant | 35470 | An agent that slows brain activity, reducing anxiety, stress, and excitability. Therapeutically, it's used to manage insomnia, seizures, and anxiety disorders, promoting relaxation and sedation. Key medical uses include treating insomnia, epilepsy, and panic disorders, as well as inducing anesthesia. | DUKE | Dermatitigenic | | An agent that causes inflammation of the skin (dermatitis), triggering allergic reactions and immune responses. Its biological role involves activating immune cells, leading to skin irritation. Therapeutically, it is used to test skin sensitivity and develop treatments for dermatitis. Key medical uses include diagnosing skin allergies and researching dermatitis treatments. | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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Serum paraoxonase/lactonase 3 | PON3 | Q15166 | Serum paraoxonase/arylesterase 1 | PON1 | P27169 | Serum paraoxonase/arylesterase 2 | PON2 | Q15165 | Lysosomal acid phosphatase | ACP2 | P11117 | Sulfotransferase family cytosolic 2B member 1 | SULT2B1 | O00204 | Alcohol dehydrogenase [NADP(+)] | AKR1A1 | P14550 | Beta-glucuronidase | GUSB | P08236 | Plasma alpha-L-fucosidase | FUCA2 | Q9BTY2 | Lecithin retinol acyltransferase | LRAT | O95237 | Nuclear receptor subfamily 1 group I member 3 | NR1I3 | Q14994 | Fatty acyl-CoA reductase 2 | FAR2 | Q96K12 | Acyl-CoA wax alcohol acyltransferase 2 | AWAT2 | Q6E213 | Testicular acid phosphatase | ACPT | Q9BZG2 | Carboxylesterase 5A | CES5A | Q6NT32 | Acid phosphatase-like protein 2 | ACPL2 | Q8TE99 | Synaptic vesicle membrane protein VAT-1 homolog-like | VAT1L | Q9HCJ6 | Quinone oxidoreductase PIG3 | TP53I3 | Q53FA7 | Synaptic vesicle membrane protein VAT-1 homolog | VAT1 | Q99536 | Retinol dehydrogenase 13 | RDH13 | Q8NBN7 |
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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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medicine |
- 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
| fruit |
- 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
| vanilla |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| medicinal |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| fusel |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| oil |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| balsam |
- 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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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