Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:44 UTC |
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Update date | 2019-11-26 02:58:46 UTC |
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Primary ID | FDB003274 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | 2-Methyl-1-propanol |
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Description | Isobutanol, also known as iso-butyl alcohol or 2-methylpropanol, 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, isobutanol is considered to be a fatty alcohol. Isobutanol exists in all eukaryotes, ranging from yeast to plants to humans. Isobutanol is a bitter, ether, and solvent tasting compound. Isobutanol is found, on average, in the highest concentration within a few different foods, such as grape wine, red wine, and white wine and in a lower concentration in beer, safflowers (Carthamus tinctorius), and sweet oranges (Citrus sinensis). Isobutanol has also been detected, but not quantified in, several different foods, such as avocados (Persea americana), horned melons (Cucumis metuliferus), common thymes (Thymus vulgaris), american pokeweeds (Phytolacca americana), and roselles (Hibiscus sabdariffa). This could make isobutanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Isobutanol. |
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CAS Number | 78-83-1 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Hydroxymethylpropane | ChEBI | 2-Methyl-1-propanol | ChEBI | 2-Methylpropanol | ChEBI | I-butanol | ChEBI | I-butyl alcohol | ChEBI | IBA | ChEBI | Iso-butyl alcohol | ChEBI | Iso-C4H9OH | ChEBI | Isobutyl alcohol | ChEBI | Isobutylalkohol | ChEBI | Isopropylcarbinol | ChEBI | 2-Methyl propanol | HMDB | 2-Methyl-1-propanyl alcohol | HMDB | 2-Methylpropan-1-ol | HMDB | 2-MethylpropanoI | HMDB | 2-Methylpropanol-1 | HMDB | 2-Methylpropyl alcohol | HMDB | Alcool isobutylique | HMDB | Isopropyl carbitol | HMDB | Methyl-2 propanol-1 | HMDB | Isobutyl alcohol, aluminum salt | MeSH, HMDB | Isobutyl alcohol, sodium salt | MeSH, HMDB | Isobutyl alcohol, titanium (+4) salt | MeSH, HMDB | Isobutanol | MeSH | 1-Propanol, 2-methyl- | biospider | 2-methyl-1-propanyl alcohol | biospider | 2-methylpropanoI | biospider | Butanol-iso | biospider | FEMA 2179 | db_source | Isobutyl alcohol, 8CI | db_source | Propanol, 2-methyl- | biospider |
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Predicted Properties | |
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Chemical Formula | C4H10O |
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IUPAC name | 2-methylpropan-1-ol |
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InChI Identifier | InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3 |
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InChI Key | ZXEKIIBDNHEJCQ-UHFFFAOYSA-N |
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Isomeric SMILES | CC(C)CO |
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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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Physiological effect | Organoleptic effect: |
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Disposition | Route of exposure: Biological location: Source: |
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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 64.82%; H 13.60%; O 21.59% | DFC |
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Melting Point | Fp -108° | DFC |
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Boiling Point | Bp 108.1° | DFC |
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Experimental Water Solubility | 85 mg/mL at 25 oC | VALVANI,SC et al. (1981) |
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Experimental logP | 0.76 | HANSCH,C ET AL. (1995) |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0006-9000000000-df76ec6cf6a8bfca3cf4 | 2015-03-01 | View Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-7f721031d45407da0ffa | Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-8f50f8925987fafa9f6e | Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-a022508915e78517db51 | Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-7f721031d45407da0ffa | Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-8f50f8925987fafa9f6e | Spectrum | GC-MS | 2-Methyl-1-propanol, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-a022508915e78517db51 | Spectrum | Predicted GC-MS | 2-Methyl-1-propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-c81d9b093b562948ccc2 | Spectrum | Predicted GC-MS | 2-Methyl-1-propanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0fnl-9300000000-9cc13c092f82e7caebed | Spectrum | Predicted GC-MS | 2-Methyl-1-propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Methyl-1-propanol, 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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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-056r-9000000000-51f6abf0e4afb219bd9d | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-5c3b0b379d64147f0e14 | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-9000000000-aed2ffb2e0c694af93ea | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-4648efd7a78339de7e6c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-5d4c9a7c73ad8673a5e5 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0ab9-9000000000-c25bee7b5f5bbb13555b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-9000000000-93c1347da9e7b93b1d4b | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-ecfc77b9101748cfda5b | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-27a65778ea4120a1bdbc | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-4745be1f2771d5de1ace | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-484b0e56f4502be3a0d3 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0ab9-9000000000-737dc8aa570b134872af | 2021-09-24 | View Spectrum |
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NMR | Type | Description | | View |
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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 | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 6312 |
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ChEMBL ID | CHEMBL269630 |
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KEGG Compound ID | C14710 |
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Pubchem Compound ID | 6560 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 46645 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB06006 |
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CRC / DFC (Dictionary of Food Compounds) ID | CVJ89-K:CVJ89-K |
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EAFUS ID | 1856 |
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Dr. Duke ID | 2-METHYL-PROPAN-1-OL|ISOBUTANOL|ISOBUTYL-ALCOHOL|2-METHYL-PROPANOL|2-METHYL-1-PROPANOL |
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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 | 78-83-1 |
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GoodScent ID | rw1028231 |
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SuperScent ID | Not Available |
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Wikipedia ID | http://en.wikipedia.org/wiki/Isobutanol |
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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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irritant | | | DUKE | narcotic | 35482 | A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. | 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 |
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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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wine |
- 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.
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- 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
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- 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
| ether |
- 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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