Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 18:43:31 UTC |
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Update Date | 2022-03-07 02:53:55 UTC |
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HMDB ID | HMDB0033951 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Racemethionine |
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Description | Racemethionine, also known as DL-methionine or hmet, belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Methionine is an alpha-amino acid with the chemical formula HO2CCH(NH2)CH2CH2SCH3. This essential amino acid is classified as nonpolar. Racemethionine exists in all living organisms, ranging from bacteria to humans. Racemethionine is a mild, acidic, and sulfurous tasting compound. Racemethionine is found, on average, in the highest concentration within a few different foods, such as wheats, oats, and ryes and in a lower concentration in spinachs, white cabbages, and green zucchinis. Racemethionine is used as a flavouring ingredient and dietary supplement. |
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Structure | InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) |
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Synonyms | Value | Source |
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2-Amino-4-(methylsulfanyl)butanoic acid | ChEBI | 2-Amino-4-(methylthio)butanoic acid | ChEBI | 2-Amino-4-(methylthio)butyric acid | ChEBI | alpha-Amino-gamma-methylmercaptobutyric acid | ChEBI | DL-Methionine | ChEBI | Hmet | ChEBI | M | ChEBI | Met | ChEBI | Methionin | ChEBI | Metionina | ChEBI | Padameth | Kegg | 2-Amino-4-(methylsulfanyl)butanoate | Generator | 2-Amino-4-(methylsulphanyl)butanoate | Generator | 2-Amino-4-(methylsulphanyl)butanoic acid | Generator | 2-Amino-4-(methylthio)butanoate | Generator | 2-Amino-4-(methylthio)butyrate | Generator | a-Amino-g-methylmercaptobutyrate | Generator | a-Amino-g-methylmercaptobutyric acid | Generator | alpha-Amino-gamma-methylmercaptobutyrate | Generator | Α-amino-γ-methylmercaptobutyrate | Generator | Α-amino-γ-methylmercaptobutyric acid | Generator | (+-)-Methionine | HMDB | (+/-)-2-amino-4-(methylmercapto)butyric acid | HMDB | 2-amino-4-(methylmercapto)Butyric acid | HMDB | 2-amino-4-(methylthio)-Butyric acid | HMDB | 2-amino-4-Methylthiobutanoic acid | HMDB | alpha-amino-gamma-(methylthio)Butyric acid | HMDB | DL-2-amino-4-(methylthio)-Butyric acid | HMDB | DL-2-amino-4-(methylthio)Butanoic acid | HMDB | DL-2-amino-4-(methylthio)Butyric acid | HMDB | DL-2-amino-4-Methylthiobutanoic acid | HMDB | FEMA 3301 | HMDB | Racemethionine, usan | HMDB | Methionine, L-isomer | MeSH, HMDB | Pedameth | MeSH, HMDB | L-Isomer methionine | MeSH, HMDB | Liquimeth | MeSH, HMDB | Methionine, L isomer | MeSH, HMDB | Methionine | MeSH, HMDB | L-Methionine | MeSH, HMDB | Racemethionine | ChEBI |
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Chemical Formula | C5H11NO2S |
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Average Molecular Weight | 149.211 |
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Monoisotopic Molecular Weight | 149.051049291 |
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IUPAC Name | 2-amino-4-(methylsulfanyl)butanoic acid |
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Traditional Name | methionine |
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CAS Registry Number | 59-51-8 |
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SMILES | CSCCC(N)C(O)=O |
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InChI Identifier | InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) |
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InChI Key | FFEARJCKVFRZRR-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Methionine and derivatives |
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Alternative Parents | |
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Substituents | - Methionine or derivatives
- Alpha-amino acid
- Thia fatty acid
- Fatty acid
- Fatty acyl
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Thioether
- Sulfenyl compound
- Dialkylthioether
- Amine
- Organic oxygen compound
- Primary amine
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Organopnictogen compound
- Organic oxide
- 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 | |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | |
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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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Racemethionine,1TMS,isomer #1 | CSCCC(N)C(=O)O[Si](C)(C)C | 1408.2 | Semi standard non polar | 33892256 | Racemethionine,1TMS,isomer #2 | CSCCC(N[Si](C)(C)C)C(=O)O | 1499.1 | Semi standard non polar | 33892256 | Racemethionine,2TMS,isomer #1 | CSCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1524.5 | Semi standard non polar | 33892256 | Racemethionine,2TMS,isomer #1 | CSCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1498.0 | Standard non polar | 33892256 | Racemethionine,2TMS,isomer #2 | CSCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1686.0 | Semi standard non polar | 33892256 | Racemethionine,2TMS,isomer #2 | CSCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1566.7 | Standard non polar | 33892256 | Racemethionine,3TMS,isomer #1 | CSCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1709.5 | Semi standard non polar | 33892256 | Racemethionine,3TMS,isomer #1 | CSCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1627.3 | Standard non polar | 33892256 | Racemethionine,1TBDMS,isomer #1 | CSCCC(N)C(=O)O[Si](C)(C)C(C)(C)C | 1637.0 | Semi standard non polar | 33892256 | Racemethionine,1TBDMS,isomer #2 | CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)O | 1739.6 | Semi standard non polar | 33892256 | Racemethionine,2TBDMS,isomer #1 | CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1980.2 | Semi standard non polar | 33892256 | Racemethionine,2TBDMS,isomer #1 | CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1929.9 | Standard non polar | 33892256 | Racemethionine,2TBDMS,isomer #2 | CSCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2097.0 | Semi standard non polar | 33892256 | Racemethionine,2TBDMS,isomer #2 | CSCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2000.5 | Standard non polar | 33892256 | Racemethionine,3TBDMS,isomer #1 | CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2369.6 | Semi standard non polar | 33892256 | Racemethionine,3TBDMS,isomer #1 | CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2255.9 | Standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Racemethionine GC-EI-TOF (Non-derivatized) | splash10-004i-0900000000-c74bbe6da11b7c8f48f8 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Racemethionine GC-EI-TOF (Non-derivatized) | splash10-0a4i-0950000000-ce063fd901edea1f6f81 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Racemethionine GC-EI-TOF (Non-derivatized) | splash10-004i-0900000000-c74bbe6da11b7c8f48f8 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Racemethionine GC-EI-TOF (Non-derivatized) | splash10-0a4i-0950000000-ce063fd901edea1f6f81 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (Non-derivatized) - 70eV, Positive | splash10-11ba-9200000000-d3a1e52f439dfdcb1146 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (1 TMS) - 70eV, Positive | splash10-0zpj-9500000000-1fe0ded8d1bcf170815a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Racemethionine GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-08ir-9200000000-99eac412c38ff09dedc2 | 2014-09-20 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-IT , negative-QTOF | splash10-0udi-1900000000-ce17a3e11ac74608abf5 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine , negative-QTOF | splash10-0002-1900000000-c965767347d7c1622965 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-QTOF , positive-QTOF | splash10-0udi-0900000000-c9263687f6e32445137a | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-QTOF , positive-QTOF | splash10-0udi-1900000000-83702a37901ca71b058c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-QTOF , positive-QTOF | splash10-0zfr-9800000000-9f63601c65b44c2e05da | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-QTOF , positive-QTOF | splash10-08fr-9000000000-56a9aa89915835ec0897 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-001i-0900000000-a048656aba28bbb0d512 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-001i-0900000000-cfa6fd6d4117ae7059c3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0udi-0900000000-490e68b186cda555b7d3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-0900000000-2191bd36a8f292c32048 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-001i-0900000000-a8e6fe85bb6f29913a51 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-0910000000-071f595c8b078081b359 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-0900000000-efe1cbd495dd26a50289 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-0900000000-1aad026814aaabf843ef | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-0900000000-cf96556b080c962000d9 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0f89-1900000000-d03cf3d65f8ae64087f9 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine LC-ESI-ITFT , positive-QTOF | splash10-0udi-0900000000-b2b15d90a670baea5490 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine , positive-QTOF | splash10-0udi-3900000000-d0af3c89f9d94853572f | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Racemethionine 35V, Positive-QTOF | splash10-0f89-0900000000-3fb024c4de3a6e9c90fc | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 10V, Positive-QTOF | splash10-0udi-2900000000-67e023372cdbac09cb36 | 2015-05-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 20V, Positive-QTOF | splash10-0udi-9800000000-1e589df1b14865d84d74 | 2015-05-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 40V, Positive-QTOF | splash10-056r-9000000000-efb0cddabddaf5231dbd | 2015-05-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 10V, Negative-QTOF | splash10-0002-6900000000-9ef89c92bce71adb0b81 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 20V, Negative-QTOF | splash10-0002-9300000000-8507980760c8afb7f454 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Racemethionine 40V, Negative-QTOF | splash10-0002-9000000000-544c2c943904dcca737e | 2015-05-27 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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 | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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