Record Information |
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Version | 1.0 |
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Created at | 2020-03-19 00:53:49 UTC |
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Updated at | 2020-12-07 19:07:44 UTC |
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CannabisDB ID | CDB000734 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Isopropyl alcohol |
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Description | Isopropyl alcohol, also known as isopropanol, rubbing alcohol or IPA, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R, R'=alkyl, aryl). Isopropanol is the simplest example of a secondary alcohol, where the alcohol carbon is attached to two other carbons sometimes shown as (CH3)2CHOH. It is a structural isomer of 1-propanol. Isopropanol is a colorless, flammable liquid with a strong odor. It is miscible in water, ethanol, ether, and chloroform. Isoproanol is produced industrially via the hydrogenation of acetone or the hydration of propene with water. It is widely used as a solvent for coatings, as a cleaning fluid (for eyeglasses and electrical contacts) and as a solvent for household or personal care products such as antiseptics, disinfectants, and detergents. Isopropanol has an alcoholic, musty or woody aroma and a similar woody or musty taste. Isopropanol is an approved food additive and is used in cosmetics as an antifoaming agent, a perfuming agent and a viscosity controlling agent. It is frequently used as an extraction solvent in food preparation. Isopropanol is also naturally present in apple, cognac, roselle fruit and papaya (Carica papaya) and contributes to their distinct odor. Isopropanol and its metabolite, acetone, act as central nervous system (CNS) depressants (PMID: 24815348 ). It is oxidized to form acetone by alcohol dehydrogenase in the liver (PMID: 12726989 ). Unlike methanol or ethylene glycol poisoning, the metabolites of isopropanol are considerably less toxic, and treatment is largely supportive. Isopropanol is found in trace amounts from extracted plant essential oil. As a result, it can be found in hemp, CBD or cannabis oils. |
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Structure | |
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Synonyms | Value | Source |
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1-Methylethanol | ChEBI | 1-Methylethyl alcohol | ChEBI | 2-Hydroxypropane | ChEBI | 2-Propanol | ChEBI | I-propanol | ChEBI | I-propylalkohol | ChEBI | IPA | ChEBI | Isopropanol | ChEBI | Isopropylalkohol | ChEBI | Sec-propanol | ChEBI | Isopro | Kegg | 2-Propyl alcohol | HMDB | Alcojel | HMDB | Alkolave | HMDB | Avantin | HMDB | Avantine | HMDB | Hartosol | HMDB | Lavaco | HMDB | Petrohol | HMDB | Takineocol | HMDB | Alcohol, isopropyl | HMDB | Alcohol, rubbing | HMDB | Rubbing alcohol | HMDB | 2 Propanol | HMDB | ISOPROPYL alcohol | ChEBI |
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Chemical Formula | C3H8O |
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Average Molecular Weight | 60.1 |
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Monoisotopic Molecular Weight | 60.0575 |
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IUPAC Name | propan-2-ol |
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Traditional Name | isopropyl alcohol |
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CAS Registry Number | 67-63-0 |
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SMILES | CC(C)O |
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InChI Identifier | InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3 |
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InChI Key | KFZMGEQAYNKOFK-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,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 | Secondary alcohols |
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Alternative Parents | |
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Substituents | - Secondary alcohol
- Hydrocarbon derivative
- 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 | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Environmental role: Industrial application: |
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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 | Not Available | Not Available | Boiling Point | 82.6 °C | Wikipedia | Water Solubility | 1000 mg/mL | Not Available | logP | 0.05 | 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) | splash10-0002-9000000000-8f0393a68e54e5668638 | 2014-09-20 | View Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-b56f808ef55c854e8324 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-f68d78a99d0ee77081c8 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-a1c27780d39325f67c84 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-40a45591af6378500aeb | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-2261ea7d03d835d46644 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-3c81c56ab53eb5aaa2ec | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-7936ed4d93d5699b0366 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-b56f808ef55c854e8324 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-f68d78a99d0ee77081c8 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-a1c27780d39325f67c84 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-40a45591af6378500aeb | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-2261ea7d03d835d46644 | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-3c81c56ab53eb5aaa2ec | Spectrum | GC-MS | Isopropyl alcohol, non-derivatized, GC-MS Spectrum | splash10-0002-9000000000-7936ed4d93d5699b0366 | Spectrum | Predicted GC-MS | Isopropyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-026d02184beec46b90cc | Spectrum | Predicted GC-MS | Isopropyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-010c-9200000000-82e9183374d718888481 | Spectrum | Predicted GC-MS | Isopropyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Isopropyl alcohol, TBDMS_1_1, 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-9000000000-958007b112253f530fa1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03dl-9000000000-eec0fd84c38e3cc2fb7d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03di-9000000000-e524005ac3e29f5e6e60 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-0002-9000000000-b56f808ef55c854e8324 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positive | splash10-0002-9000000000-2261ea7d03d835d46644 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-0002-9000000000-3c81c56ab53eb5aaa2ec | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-0002-9000000000-7936ed4d93d5699b0366 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-52e1a906e58615d920fd | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-9000000000-e66cba449fc3e39cabcb | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-34d2b3ce7e4949d6207e | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9000000000-06d1878fb0f08269b040 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-a3c0cec1f0523a5089d6 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-b7cef7808f5c6bfd85c9 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9000000000-28b1a4f33a69b25b3b12 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-28b1a4f33a69b25b3b12 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-c6a8f10b148e0b66c2de | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-5381c9dfee7dd1735ffd | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-469388653449614be285 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-8d43c0c8144267964937 | 2021-09-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 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 | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | 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 | |
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Concentrations Data |
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| Not Available |
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External Links |
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HMDB ID | HMDB0000863 |
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DrugBank ID | DB02325 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB008282 |
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KNApSAcK ID | C00048438 |
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Chemspider ID | 3644 |
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KEGG Compound ID | C01845 |
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BioCyc ID | ISO-PROPANOL |
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BiGG ID | Not Available |
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Wikipedia Link | Isopropyl_Alcohol |
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METLIN ID | 4192 |
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PubChem Compound | 3776 |
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PDB ID | Not Available |
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ChEBI ID | 17824 |
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References |
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General References | - Slaughter RJ, Mason RW, Beasley DM, Vale JA, Schep LJ: Isopropanol poisoning. Clin Toxicol (Phila). 2014 Jun;52(5):470-8. doi: 10.3109/15563650.2014.914527. Epub 2014 May 9. [PubMed:24815348 ]
- Kalapos MP: On the mammalian acetone metabolism: from chemistry to clinical implications. Biochim Biophys Acta. 2003 May 2;1621(2):122-39. doi: 10.1016/s0304-4165(03)00051-5. [PubMed:12726989 ]
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