Record Information |
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Version | 1.0 |
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Created at | 2020-03-19 00:25:51 UTC |
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Updated at | 2020-12-07 19:07:16 UTC |
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CannabisDB ID | CDB000232 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | ethanolamine |
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Description | Ethanolamine, also known as aminoethanol or glycinol, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolamine is a weak basic compound (based on its pKa). Ethanolamine exists in all living species, ranging from bacteria to humans and it is also present in Cannabis sativa plants (PMID: 6991645 ). Ethanolamine can be converted into O-phosphoethanolamine through the action of the enzyme choline/ethanolamine kinase. In humans, ethanolamine is involved in phosphatidylcholine biosynthesis. Ethanolamine has been detected in several different foods, such as millets, chickpea, abalones, common salsifies, and oriental wheats. Like other amines, monoethanolamine is a weak base and this property is exploited in its use in gas scrubbing. The ratio of the products can be controlled by the stoichiometry of the reactants. Reacting ethanolamine with ammonia gives ethylenediamine, a precursor of the commonly used chelating agent EDTA. It is also used in messenger molecules such as palmitoylethanolamide, which has an effect on CB1 receptors. |
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Structure | |
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Synonyms | Value | Source |
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1-Amino-2-hydroxyethane | ChEBI | 2-Amino-1-ethanol | ChEBI | 2-Amino-ethanol | ChEBI | 2-Aminoethan-1-ol | ChEBI | 2-Aminoethyl alcohol | ChEBI | 2-Hydroxyethylamine | ChEBI | Aethanolamin | ChEBI | Aminoethanol | ChEBI | beta-Aminoethanol | ChEBI | beta-Aminoethyl alcohol | ChEBI | beta-Ethanolamine | ChEBI | beta-Hydroxyethylamine | ChEBI | Colamine | ChEBI | ETA | ChEBI | Glycinol | ChEBI | Hea | ChEBI | MEA | ChEBI | MONOETHANOLAMINE | ChEBI | b-Aminoethanol | Generator | Β-aminoethanol | Generator | b-Aminoethyl alcohol | Generator | Β-aminoethyl alcohol | Generator | b-Ethanolamine | Generator | Β-ethanolamine | Generator | b-Hydroxyethylamine | Generator | Β-hydroxyethylamine | Generator | 2-Aminoethanol | HMDB | 2-Ethanolamine | HMDB | 2-Hydroxyethanamine | HMDB | Envision conditioner PDD 9020 | HMDB | Ethylolamine | HMDB | H-Glycinol | HMDB | Monoaethanolamin | HMDB | Olamine | HMDB | 2 Aminoethanol | HMDB | Ethanolamine | PhytoBank | Kolamin | PhytoBank |
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Chemical Formula | C2H7NO |
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Average Molecular Weight | 61.08 |
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Monoisotopic Molecular Weight | 61.0528 |
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IUPAC Name | 2-aminoethan-1-ol |
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Traditional Name | ethanolamine |
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CAS Registry Number | 9007-33-4 |
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SMILES | NCCO |
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InChI Identifier | InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2 |
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InChI Key | HZAXFHJVJLSVMW-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Amines |
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Direct Parent | 1,2-aminoalcohols |
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Alternative Parents | |
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Substituents | - 1,2-aminoalcohol
- Organic oxygen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Primary alcohol
- Organooxygen compound
- Primary aliphatic amine
- 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: |
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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 | 10.5 °C | Not Available | Boiling Point | 170 °C | Wikipedia | Water Solubility | 1000 mg/mL | Not Available | logP | -1.31 | 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) | splash10-001i-9000000000-b8e7ed9f5ad724511431 | 2014-09-20 | View Spectrum | GC-MS | ethanolamine, 3 TMS, GC-MS Spectrum | splash10-00di-1900000000-b64e859a0bfc46cdfcbf | Spectrum | GC-MS | ethanolamine, 3 TMS, GC-MS Spectrum | splash10-00di-1900000000-384c99d021f0303a9d78 | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-1900000000-d731dd07c2dfa0287f5f | Spectrum | GC-MS | ethanolamine, 3 TMS, GC-MS Spectrum | splash10-00di-8900000000-ec4268b6041043d15437 | Spectrum | GC-MS | ethanolamine, 3 TMS, GC-MS Spectrum | splash10-00di-2900000000-02697b8ce238020537aa | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-001i-9000000000-7160c3fea0c0159e447a | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-001i-9000000000-2af16a98e43fadfa86a3 | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-1900000000-b64e859a0bfc46cdfcbf | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-1900000000-384c99d021f0303a9d78 | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-1900000000-d731dd07c2dfa0287f5f | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-8900000000-ec4268b6041043d15437 | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-00di-2900000000-02697b8ce238020537aa | Spectrum | GC-MS | ethanolamine, non-derivatized, GC-MS Spectrum | splash10-0fki-2900000000-37831b0ceb554ca4edd2 | Spectrum | Predicted GC-MS | ethanolamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-9000000000-e06e8502ffb0d4113432 | Spectrum | Predicted GC-MS | ethanolamine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-9100000000-e2cbdef448451ceae424 | Spectrum | Predicted GC-MS | ethanolamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | ethanolamine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | ethanolamine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | ethanolamine, TBDMS_1_2, 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) | splash10-03dl-9000000000-17dee0c07bf5cddb79ce | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03di-9000000000-04f4c1792f8ab4f4646f | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03di-9000000000-761836be8f1018081210 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-001i-9000000000-7160c3fea0c0159e447a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-68) , Positive | splash10-001i-9000000000-2af16a98e43fadfa86a3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-03di-9000000000-ae5b80bd3c5c11914ea6 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-0006-9000000000-6abb3d0944e188778c65 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-0007-9000000000-e477e52f411d933a30b7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-0006-9000000000-d7979261a3716365d5ae | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-03di-9000000000-5c0261b2dcc6ae1291a1 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-03di-9000000000-ae5b80bd3c5c11914ea6 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0006-9000000000-6abb3d0944e188778c65 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0007-9000000000-e477e52f411d933a30b7 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0006-9000000000-d7979261a3716365d5ae | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-03di-9000000000-5c0261b2dcc6ae1291a1 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 0V, Positive | splash10-03di-9000000000-f09b61222ca342d2835c | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-3f9346b7fb6fdd5c5ce8 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-03di-9000000000-f73d8d00f0f234521971 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-eec6f92ad146ef43c111 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-9e6d219a7fbd8624cd6b | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-01ox-9000000000-fb9020ee9b301ec7766f | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-a4ae359cfcc0245b4d19 | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-9000000000-b6ed81bc049b8d3042f6 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03dl-9000000000-78c77096ed599182b5bb | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-f199cbf8312e0b466f1b | 2015-05-27 | 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 | 13C NMR Spectrum (1D, 125 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 | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (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 | Name | SMPDB/Pathwhiz | KEGG | Phospholipid Biosynthesis | | | Phosphatidylcholine Biosynthesis | | Not Available | Phosphatidylcholine Biosynthesis PC(14:0/14:0) | | Not Available | Phosphatidylcholine Biosynthesis PC(14:0/14:1(9Z)) | | Not Available | Phosphatidylcholine Biosynthesis PC(14:0/15:0) | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | Not Available |
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Metal Bindings | |
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 | ENPP2 | 8q24.1 | Q13822 | details | Annexin A3 | ANXA3 | 4q21.21 | P12429 | details | Phosphoethanolamine/phosphocholine phosphatase | PHOSPHO1 | 17q21.32 | Q8TCT1 | details | Glycerophosphodiester phosphodiesterase 1 | GDE1 | 16p12-p11.2 | Q9NZC3 | details |
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Receptors | |
Phospholipase D2 | PLD2 | 17p13.1 | O14939 | details | Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 | ENPP2 | 8q24.1 | Q13822 | details |
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Transcriptional Factors | |
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 | ENPP2 | 8q24.1 | Q13822 | 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 | HMDB0000149 |
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DrugBank ID | DB03994 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB030851 |
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KNApSAcK ID | C00007279 |
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Chemspider ID | 13835336 |
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KEGG Compound ID | C00189 |
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BioCyc ID | ETHANOL-AMINE |
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BiGG ID | 34189 |
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Wikipedia Link | Ethanolamine |
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METLIN ID | 3207 |
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PubChem Compound | 700 |
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PDB ID | Not Available |
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ChEBI ID | 16000 |
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References |
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General References | - Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
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