| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-19 00:39:50 UTC |
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| Updated at | 2020-12-07 19:07:28 UTC |
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| CannabisDB ID | CDB000490 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | 1-Hexanol |
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| Description | 1-Hexanol, also known as 1-hexyl alcohol or 1-hydroxyhexane, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. 1-Hexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 1-Hexanol is an organic alcohol with a six-carbon chain and a chemical formula of CH3(CH2)5OH. This colorless liquid is poorly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-hexanol is believed to be a component of the odour of freshly mown grass. It is used in the perfume industry and as a flavouring agent. 1-Hexanol is found in many plants, some of which are lemon, tea, yellow bell pepper, and hyssop. 1-Hexanol is a common constituent of essential oils (e.g. orange-peel oil) and it has also been identified as a volatile component of Cannabis sativa (PMID: 26657499 ). |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-Hexyl alcohol | ChEBI | | 1-Hydroxyhexane | ChEBI | | Caproic alcohol | ChEBI | | Hexanol | ChEBI | | N-Hexyl alcohol | ChEBI | | 1-Hexanol, aluminum salt | MeSH | | N-Hexanol | MeSH | | Alcohol C-6 | HMDB | | Alcohol(C6) | HMDB | | Amylcarbinol | HMDB | | BHL | HMDB | | C6 Alcohol | HMDB | | Caproyl alcohol | HMDB | | Cyclohexan-1-ol | HMDB | | Cyclohexanol | HMDB | | Epal 6 | HMDB | | Exxal 6 | HMDB | | Fatty alcohol(C6) | HMDB | | HEX | HMDB | | Hexahydrophenol | HMDB | | Hexalin | HMDB | | Hexan-1-ol | HMDB | | Hexanol-(1) | HMDB | | Hexanol-CMPD | HMDB | | Hexyl alcohol | HMDB | | Hexyl alcohol (natural) | HMDB | | Hexyl alcohol, active | HMDB | | N-Hexan-1-ol | HMDB | | N-Hexenol | HMDB | | Pentylcarbinol | HMDB | | 1-Hexanol | MeSH |
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| Chemical Formula | C6H14O |
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| Average Molecular Weight | 102.17 |
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| Monoisotopic Molecular Weight | 102.1045 |
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| IUPAC Name | hexan-1-ol |
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| Traditional Name | hexanol |
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| CAS Registry Number | 111-27-3 |
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| SMILES | CCCCCCO |
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| InChI Identifier | InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3 |
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| InChI Key | ZSIAUFGUXNUGDI-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Fatty alcohols |
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| Direct Parent | Fatty alcohols |
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| Alternative Parents | |
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| Substituents | - Fatty alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- 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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| Disposition | Route of exposure: Source: Biological location: |
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| Role | Industrial application: Biological role: |
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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 | -44.6 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | 2.03 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | [] |
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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) | splash10-052f-9000000000-26ed9611cc7f575d818b | 2014-09-20 | View Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-029ae838da9e13a0e457 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-35926852ac4ed3ed0959 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-612a7e611628b904745f | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-000i-9000000000-48f5c5da7cd09948311e | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-df7ed15b6c10248ee93a | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-65cf94afbc05ce616b62 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-f121c161f3815adad6e6 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-003fe1ca0e7fdfcbdd97 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-029ae838da9e13a0e457 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-35926852ac4ed3ed0959 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-612a7e611628b904745f | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-000i-9000000000-48f5c5da7cd09948311e | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-df7ed15b6c10248ee93a | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-65cf94afbc05ce616b62 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-f121c161f3815adad6e6 | Spectrum | | GC-MS | 1-Hexanol, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-003fe1ca0e7fdfcbdd97 | Spectrum | | Predicted GC-MS | 1-Hexanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-056u-9000000000-118d12981b86ce381ebd | Spectrum | | Predicted GC-MS | 1-Hexanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-9300000000-7090cf9145edfffd8de0 | Spectrum | | Predicted GC-MS | 1-Hexanol, 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 - QTOF 7V, positive | splash10-000i-9000000000-34d8cf6a0a5f99d7b239 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 10V, positive | splash10-000l-9000000000-93a8e902c6f20d518e6e | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 15V, positive | splash10-0006-9000000000-817448b00815a05c099f | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 17V, positive | splash10-0006-9000000000-bb995d565d8efee48a53 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 20V, positive | splash10-0006-9000000000-9c2e3b526514227b5954 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 23V, positive | splash10-0006-9000000000-ddd13faf0a10185ac38f | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 25V, positive | splash10-0006-9000000000-29d21c96ea231fc20c2f | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 27V, positive | splash10-0006-9000000000-cb2eaacaf54e58c3408b | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 30V, positive | splash10-0006-9000000000-af41c3ef4b594956cc94 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 33V, positive | splash10-0006-9000000000-88cf8122694ad634e9ba | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 35V, positive | splash10-0006-9000000000-05a459922ab22eb5a749 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 3V, positive | splash10-0006-9000000000-4dfbfb07af734375bb20 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 4V, positive | splash10-0006-9000000000-67f1d2fb3dcd71e1f02c | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 5V, positive | splash10-0006-9000000000-ac4cc1d63a02856aae86 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 7V, positive | splash10-0006-9000000000-ad4885a4e0e7c3ce30d1 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 10V, positive | splash10-0006-9000000000-46264fd40c3ba6acb30e | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 15V, positive | splash10-0006-9000000000-db820e796357d6b2dd1e | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 17V, positive | splash10-0006-9000000000-695b77a970e008201389 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 20V, positive | splash10-0006-9000000000-8b4cec3d369d30b0fe83 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 23V, positive | splash10-0006-9000000000-00882c5a71f3ac89f872 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 25V, positive | splash10-0006-9000000000-df3f313f6cf901b9b25b | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 27V, positive | splash10-0006-9000000000-ea330b0bdd832ab426cf | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 30V, positive | splash10-0006-9000000000-42749ebd8ebeaa0ebb5c | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 33V, positive | splash10-000f-9000000000-1ff1f3558a9db25d0067 | 2020-07-22 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - QTOF 35V, positive | splash10-000f-9000000000-6ac31d169cdb4a253db7 | 2020-07-22 | 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, 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, 1000 MHz, D2O, predicted) | | Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 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 |
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| Pathways |
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| Pathways | Not Available |
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| Protein Targets |
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| Enzymes | |
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| Transporters | |
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| Metal Bindings | |
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| Receptors | |
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| Transcriptional Factors | |
| Nuclear receptor subfamily 1 group I member 3 | NR1I3 | 1q23.3 | Q14994 | details |
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| Concentrations Data |
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| Not Available |
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| External Links |
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| HMDB ID | HMDB0012971 |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | FDB008072 |
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| KNApSAcK ID | C00000358 |
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| Chemspider ID | 7812 |
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| KEGG Compound ID | C00854 |
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| BioCyc ID | HEXANOL-CMPD |
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| BiGG ID | Not Available |
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| Wikipedia Link | 1-Hexanol |
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| METLIN ID | Not Available |
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| PubChem Compound | 8103 |
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| PDB ID | HE2 |
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| ChEBI ID | 87393 |
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| References |
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| General References | - Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
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