Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-06-15 16:49:36 UTC |
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Update Date | 2023-02-21 17:30:04 UTC |
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HMDB ID | HMDB0060558 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Desglymidodrine |
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Description | Desglymidodrine is a metabolite of midodrine. Midodrine (brand names Amatine, ProAmatine, Gutron) is a vasopressor/antihypotensive agent. Midodrine was approved in the United States by the Food and Drug Administration (FDA) in 1996 for the treatment of dysautonomia and orthostatic hypotension. In August 2010, the FDA proposed withdrawing this approval because the manufacturer, Shire plc, has failed to complete required studies after the medicine reached the market. (Wikipedia) Midodrine, a prodrug, is converted after oral administration into its active drug, desglymidodrine, which acts as an alpha(1)-adrenoceptor stimulant. (PMID: 17901021 ) Through selective alpha(1)-adrenergic receptor-binding, desglymidodrine, the active metabolite of midodrine, raises blood pressure by enhancing venous and arterial tone. (PMID: 12904123 ) |
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Structure | COC1=CC(C(O)CN)=C(OC)C=C1 InChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3 |
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Synonyms | Value | Source |
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(+-)-2-Amino-1-(2,5-dimethoxyphenyl)ethanol | ChEBI | (+/-)-2-amino-1-(2,5-dimethoxyphenyl)ethanol | ChEBI | 1-(2',5'-Dimethoxyphenyl)aminoethanol | ChEBI | alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol | ChEBI | De-glymidodrine | ChEBI | ST-1059 | ChEBI | a-(Aminomethyl)-2,5-dimethoxybenzenemethanol | Generator | Α-(aminomethyl)-2,5-dimethoxybenzenemethanol | Generator | ST 1059 Hydrochloride | HMDB | Desglymidodrine | ChEBI |
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Chemical Formula | C10H15NO3 |
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Average Molecular Weight | 197.231 |
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Monoisotopic Molecular Weight | 197.105193351 |
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IUPAC Name | 2-amino-1-(2,5-dimethoxyphenyl)ethan-1-ol |
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Traditional Name | 2-amino-1-(2,5-dimethoxyphenyl)ethanol |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC(C(O)CN)=C(OC)C=C1 |
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InChI Identifier | InChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3 |
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InChI Key | VFRCNXKYZVQYLX-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Methoxybenzenes |
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Direct Parent | Dimethoxybenzenes |
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Alternative Parents | |
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Substituents | - P-dimethoxybenzene
- Dimethoxybenzene
- Phenoxy compound
- Anisole
- Phenol ether
- Alkyl aryl ether
- Aralkylamine
- 1,2-aminoalcohol
- Secondary alcohol
- Ether
- Organic nitrogen compound
- Primary amine
- Aromatic alcohol
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Hydrocarbon derivative
- Organopnictogen compound
- Amine
- Organic oxygen compound
- Alcohol
- 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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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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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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Desglymidodrine,1TMS,isomer #1 | COC1=CC=C(OC)C(C(CN)O[Si](C)(C)C)=C1 | 1722.8 | Semi standard non polar | 33892256 | Desglymidodrine,1TMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN[Si](C)(C)C)=C1 | 1838.4 | Semi standard non polar | 33892256 | Desglymidodrine,2TMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1 | 1806.8 | Semi standard non polar | 33892256 | Desglymidodrine,2TMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1 | 1909.9 | Standard non polar | 33892256 | Desglymidodrine,2TMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1 | 2294.5 | Standard polar | 33892256 | Desglymidodrine,2TMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1 | 2022.5 | Semi standard non polar | 33892256 | Desglymidodrine,2TMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1 | 2083.4 | Standard non polar | 33892256 | Desglymidodrine,2TMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1 | 2463.1 | Standard polar | 33892256 | Desglymidodrine,3TMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1 | 2009.3 | Semi standard non polar | 33892256 | Desglymidodrine,3TMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1 | 2070.7 | Standard non polar | 33892256 | Desglymidodrine,3TMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1 | 2260.7 | Standard polar | 33892256 | Desglymidodrine,1TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN)O[Si](C)(C)C(C)(C)C)=C1 | 1996.0 | Semi standard non polar | 33892256 | Desglymidodrine,1TBDMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN[Si](C)(C)C(C)(C)C)=C1 | 2106.4 | Semi standard non polar | 33892256 | Desglymidodrine,2TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2297.6 | Semi standard non polar | 33892256 | Desglymidodrine,2TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2340.7 | Standard non polar | 33892256 | Desglymidodrine,2TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2523.2 | Standard polar | 33892256 | Desglymidodrine,2TBDMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1 | 2458.8 | Semi standard non polar | 33892256 | Desglymidodrine,2TBDMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1 | 2457.8 | Standard non polar | 33892256 | Desglymidodrine,2TBDMS,isomer #2 | COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1 | 2614.8 | Standard polar | 33892256 | Desglymidodrine,3TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2677.1 | Semi standard non polar | 33892256 | Desglymidodrine,3TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2640.6 | Standard non polar | 33892256 | Desglymidodrine,3TBDMS,isomer #1 | COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1 | 2580.9 | 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 - Desglymidodrine GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-9600000000-0e88f44155936c03424c | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Desglymidodrine GC-MS (1 TMS) - 70eV, Positive | splash10-008i-9360000000-25280d9736f977a5d32c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Desglymidodrine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Desglymidodrine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | 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 - Desglymidodrine 10V, Positive-QTOF | splash10-001j-0900000000-926da50531e11b8bf733 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Positive-QTOF | splash10-01q9-0900000000-cd24e2d9c48ad56bc320 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Positive-QTOF | splash10-044r-4900000000-38fa08a4f0eb23a499e3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Negative-QTOF | splash10-0002-0900000000-30321dfeab3047e86292 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Negative-QTOF | splash10-002k-0900000000-c4e13dc9bec475d19124 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Negative-QTOF | splash10-05g0-6900000000-25d39ea77d56a710a055 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Positive-QTOF | splash10-001j-0900000000-aff9bc1e55f8400b9117 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Positive-QTOF | splash10-0w31-0900000000-180d49599baa4abbc834 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Positive-QTOF | splash10-000f-9800000000-eae5a3611cd42aacaef4 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Negative-QTOF | splash10-0002-0900000000-cd4180868e3556ea0cc8 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Negative-QTOF | splash10-0a4r-6900000000-f8f4ab328e1a6feee5d7 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Negative-QTOF | splash10-0k96-4900000000-e2c30a3c5c30e4de03fc | 2021-10-12 | 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) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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