Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:50 UTC |
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Update Date | 2022-03-07 02:51:48 UTC |
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HMDB ID | HMDB0014954 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Orciprenaline |
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Description | Orciprenaline is only found in individuals that have used or taken this drug. It is a beta-adrenergic agonist used in the treatment of asthma and bronchospasms. [PubChem]Orciprenaline is a moderately selective beta(2)-adrenergic agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on alpha-adrenergic receptors. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta stimulation. The drug is believed to work by activating adenylate cyclase, the enzyme responsible for producing the cellular mediator cAMP. |
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Structure | CC(C)NCC(O)C1=CC(O)=CC(O)=C1 InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3-5,7,11-15H,6H2,1-2H3 |
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Synonyms | Value | Source |
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Metaproterenol | Kegg | Metaproterenol sulfate | HMDB | Orciprenaline sulfate | HMDB | Alupent | HMDB | Astmopent | HMDB | Metaprel | HMDB | Alotec | HMDB | Boehringer ingelheim brand OF metaproterenol sulfate | HMDB | GSK Brand OF metaproterenol sulfate | HMDB | Novartis brand OF metaproterenol sulfate | HMDB | Metaproterenol polistirex | HMDB | Polistirex, metaproterenol | HMDB | Orciprenaline | KEGG |
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Chemical Formula | C11H17NO3 |
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Average Molecular Weight | 211.2576 |
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Monoisotopic Molecular Weight | 211.120843415 |
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IUPAC Name | 5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol |
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Traditional Name | orciprenaline |
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CAS Registry Number | 586-06-1 |
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SMILES | CC(C)NCC(O)C1=CC(O)=CC(O)=C1 |
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InChI Identifier | InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3-5,7,11-15H,6H2,1-2H3 |
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InChI Key | LMOINURANNBYCM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenols |
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Sub Class | Benzenediols |
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Direct Parent | Resorcinols |
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Alternative Parents | |
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Substituents | - Resorcinol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Monocyclic benzene moiety
- 1,2-aminoalcohol
- Secondary alcohol
- Secondary amine
- Secondary aliphatic amine
- Aromatic alcohol
- Alcohol
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Amine
- Organopnictogen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Not Available | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 100 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 6.92 g/L | Not Available | LogP | 1 | Not Available |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Orciprenaline,1TMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1 | 2035.6 | Semi standard non polar | 33892256 | Orciprenaline,1TMS,isomer #2 | CC(C)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1 | 2038.7 | Semi standard non polar | 33892256 | Orciprenaline,1TMS,isomer #3 | CC(C)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C | 2179.2 | Semi standard non polar | 33892256 | Orciprenaline,2TMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1 | 1995.6 | Semi standard non polar | 33892256 | Orciprenaline,2TMS,isomer #2 | CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C | 2196.1 | Semi standard non polar | 33892256 | Orciprenaline,2TMS,isomer #3 | CC(C)NCC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1 | 2008.3 | Semi standard non polar | 33892256 | Orciprenaline,2TMS,isomer #4 | CC(C)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2115.1 | Semi standard non polar | 33892256 | Orciprenaline,3TMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1 | 1896.0 | Semi standard non polar | 33892256 | Orciprenaline,3TMS,isomer #2 | CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2126.5 | Semi standard non polar | 33892256 | Orciprenaline,3TMS,isomer #3 | CC(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2111.3 | Semi standard non polar | 33892256 | Orciprenaline,4TMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2133.7 | Semi standard non polar | 33892256 | Orciprenaline,4TMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2120.2 | Standard non polar | 33892256 | Orciprenaline,4TMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C | 2037.3 | Standard polar | 33892256 | Orciprenaline,1TBDMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1 | 2293.4 | Semi standard non polar | 33892256 | Orciprenaline,1TBDMS,isomer #2 | CC(C)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2257.8 | Semi standard non polar | 33892256 | Orciprenaline,1TBDMS,isomer #3 | CC(C)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C | 2423.4 | Semi standard non polar | 33892256 | Orciprenaline,2TBDMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2441.4 | Semi standard non polar | 33892256 | Orciprenaline,2TBDMS,isomer #2 | CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C | 2666.7 | Semi standard non polar | 33892256 | Orciprenaline,2TBDMS,isomer #3 | CC(C)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2491.4 | Semi standard non polar | 33892256 | Orciprenaline,2TBDMS,isomer #4 | CC(C)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 2622.8 | Semi standard non polar | 33892256 | Orciprenaline,3TBDMS,isomer #1 | CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2618.6 | Semi standard non polar | 33892256 | Orciprenaline,3TBDMS,isomer #2 | CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 2841.3 | Semi standard non polar | 33892256 | Orciprenaline,3TBDMS,isomer #3 | CC(C)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 2843.3 | Semi standard non polar | 33892256 | Orciprenaline,4TBDMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 3028.6 | Semi standard non polar | 33892256 | Orciprenaline,4TBDMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 2855.9 | Standard non polar | 33892256 | Orciprenaline,4TBDMS,isomer #1 | CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C | 2489.6 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (Non-derivatized) - 70eV, Positive | splash10-0079-9600000000-b4e8dd229c64b2af4dce | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (3 TMS) - 70eV, Positive | splash10-001i-4193300000-81fc9fbadc8e2d709f50 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_2_4) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_3_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_3_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Orciprenaline GC-MS (TBDMS_3_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 10V, Positive-QTOF | splash10-01ox-0940000000-a9047e3b526f86577693 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 20V, Positive-QTOF | splash10-0udu-0900000000-868a11c3d6d08ea321fd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 40V, Positive-QTOF | splash10-0gw3-6900000000-fe061d57e0d38c97c225 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 10V, Negative-QTOF | splash10-03di-1390000000-d403916a9143a32308a2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 20V, Negative-QTOF | splash10-08fu-4940000000-4293747dec818671ef7b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 40V, Negative-QTOF | splash10-0a4i-8900000000-0f1fab8743d30005de58 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 10V, Positive-QTOF | splash10-01ox-0940000000-0b28b3e47c9b817ae2f4 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 20V, Positive-QTOF | splash10-0udi-0900000000-1ff110569bae58316379 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 40V, Positive-QTOF | splash10-0079-8900000000-595842adba022cbf689e | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 10V, Negative-QTOF | splash10-03di-0090000000-f0203d0d15365b0c0653 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 20V, Negative-QTOF | splash10-03dr-1940000000-b0282c206ac87f3e521d | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Orciprenaline 40V, Negative-QTOF | splash10-0a4l-5900000000-75dbc2f3282518d479a4 | 2021-10-11 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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