| Record Information |
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| Version | 5.0 |
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| Status | Detected and Quantified |
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| Creation Date | 2006-08-13 09:32:39 UTC |
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| Update Date | 2023-02-21 17:16:51 UTC |
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| HMDB ID | HMDB0004041 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | L-Allothreonine |
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| Description | L-allothreonine is the L-enantiomer of allothreonine. It has a role as an Escherichia coli metabolite and a Saccharomyces cerevisiae metabolite. It is an enantiomer of a D-allothreonine. It is a tautomer of a L-allothreonine zwitterion. Allothreonine is the substrate of the enzyme Serine hydroxymethyltransferase1 (SHMT, EC 2.1.2.1), a human cytoplasmic mRNA binding protein. SHMT uses pyridoxal 5'-phosphate (PLP) and tetrahydropteroylglutamate (H4PteGlu) as coenzymes and catalyzes the reversible interconversion of serine and glycine. In addition to these physiological reactions, SHMT also catalyzes, in the absence of H4PteGlu, the retroaldol cleavage of several 3-hydroxyamino acids, such as allothreonine. Allothreonine is a plant metabolite that appears in the human diet in variable concentrations depending on: plant species, physiological changes during plant growth, senescence, and reactions to environmental stress or to changes due to plant transformation (PMID:10858298 , 10952545 ). |
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| Structure | InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m0/s1 |
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| Synonyms | | Value | Source |
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| (2S,3S)-2-Amino-3-hydroxybutanoic acid | ChEBI | | Allo-L-threonine | ChEBI | | ALLO-threonine | ChEBI | | L-Allo-threonine | ChEBI | | (2S,3S)-2-Amino-3-hydroxybutanoate | Generator | | D-Allothreonine | HMDB |
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| Chemical Formula | C4H9NO3 |
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| Average Molecular Weight | 119.1192 |
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| Monoisotopic Molecular Weight | 119.058243159 |
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| IUPAC Name | (2S,3S)-2-amino-3-hydroxybutanoic acid |
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| Traditional Name | L-allothreonine |
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| CAS Registry Number | 24830-94-2 |
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| SMILES | C[C@H](O)[C@H](N)C(O)=O |
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| InChI Identifier | InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m0/s1 |
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| InChI Key | AYFVYJQAPQTCCC-HRFVKAFMSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. |
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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 | L-alpha-amino acids |
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| Alternative Parents | |
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| Substituents | - L-alpha-amino acid
- Beta-hydroxy acid
- Short-chain hydroxy acid
- Hydroxy acid
- Fatty acid
- Amino acid
- Secondary alcohol
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Alcohol
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organic oxide
- Primary aliphatic amine
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Organic nitrogen compound
- Amine
- 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 | Not Available |
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| Disposition | |
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| Process | |
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| Role | 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 | 256 °C | 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 | Experimental Collision Cross Sections |
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| Predicted Molecular Properties | | Show more...
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| Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatized| Derivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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| L-Allothreonine,1TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@H](N)C(=O)O | 1245.8 | Semi standard non polar | 33892256 | | L-Allothreonine,1TMS,isomer #2 | C[C@H](O)[C@H](N)C(=O)O[Si](C)(C)C | 1169.6 | Semi standard non polar | 33892256 | | L-Allothreonine,1TMS,isomer #3 | C[C@H](O)[C@H](N[Si](C)(C)C)C(=O)O | 1269.5 | Semi standard non polar | 33892256 | | L-Allothreonine,2TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C | 1281.3 | Semi standard non polar | 33892256 | | L-Allothreonine,2TMS,isomer #2 | C[C@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O | 1344.5 | Semi standard non polar | 33892256 | | L-Allothreonine,2TMS,isomer #3 | C[C@H](O)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1295.4 | Semi standard non polar | 33892256 | | L-Allothreonine,2TMS,isomer #4 | C[C@H](O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1462.8 | Semi standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1409.5 | Semi standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1396.4 | Standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1465.4 | Standard polar | 33892256 | | L-Allothreonine,3TMS,isomer #2 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1535.8 | Semi standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #2 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1418.8 | Standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #2 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1539.1 | Standard polar | 33892256 | | L-Allothreonine,3TMS,isomer #3 | C[C@H](O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1489.9 | Semi standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #3 | C[C@H](O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1417.2 | Standard non polar | 33892256 | | L-Allothreonine,3TMS,isomer #3 | C[C@H](O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1578.1 | Standard polar | 33892256 | | L-Allothreonine,4TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1610.6 | Semi standard non polar | 33892256 | | L-Allothreonine,4TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1526.2 | Standard non polar | 33892256 | | L-Allothreonine,4TMS,isomer #1 | C[C@H](O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1435.9 | Standard polar | 33892256 | | L-Allothreonine,1TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O | 1472.7 | Semi standard non polar | 33892256 | | L-Allothreonine,1TBDMS,isomer #2 | C[C@H](O)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C | 1388.8 | Semi standard non polar | 33892256 | | L-Allothreonine,1TBDMS,isomer #3 | C[C@H](O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O | 1524.1 | Semi standard non polar | 33892256 | | L-Allothreonine,2TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C | 1733.6 | Semi standard non polar | 33892256 | | L-Allothreonine,2TBDMS,isomer #2 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O | 1786.0 | Semi standard non polar | 33892256 | | L-Allothreonine,2TBDMS,isomer #3 | C[C@H](O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1716.7 | Semi standard non polar | 33892256 | | L-Allothreonine,2TBDMS,isomer #4 | C[C@H](O)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1898.5 | Semi standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2028.1 | Semi standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2022.7 | Standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1904.4 | Standard polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #2 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2173.4 | Semi standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #2 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2086.3 | Standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #2 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1916.1 | Standard polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #3 | C[C@H](O)[C@@H](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 | 2113.1 | Semi standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #3 | C[C@H](O)[C@@H](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 | 2081.0 | Standard non polar | 33892256 | | L-Allothreonine,3TBDMS,isomer #3 | C[C@H](O)[C@@H](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 | 1946.9 | Standard polar | 33892256 | | L-Allothreonine,4TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](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 | 2414.5 | Semi standard non polar | 33892256 | | L-Allothreonine,4TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](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 | 2327.4 | Standard non polar | 33892256 | | L-Allothreonine,4TBDMS,isomer #1 | C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](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 | 1973.3 | Standard polar | 33892256 |
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| Spectra |
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| GC-MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Experimental GC-MS | GC-MS Spectrum - L-Allothreonine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS) | splash10-00xr-8940000000-61137c228f750ff5411e | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | | Experimental GC-MS | GC-MS Spectrum - L-Allothreonine GC-EI-TOF (Non-derivatized) | splash10-00xr-8940000000-61137c228f750ff5411e | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | | Experimental GC-MS | GC-MS Spectrum - L-Allothreonine GC-EI-TOF (Non-derivatized) | splash10-0gb9-0920000000-edebe0b2d1f6b0331fd8 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | | Experimental GC-MS | GC-MS Spectrum - L-Allothreonine GC-EI-TOF (Non-derivatized) | splash10-0159-0900000000-6a1aac793b872dd50191 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - L-Allothreonine GC-MS (Non-derivatized) - 70eV, Positive | splash10-00dl-9000000000-a05d200d324c3242c239 | 2016-09-22 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - L-Allothreonine GC-MS (2 TMS) - 70eV, Positive | splash10-0002-7910000000-e87d0898bf497885fb9f | 2017-10-06 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - L-Allothreonine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF | splash10-014i-1900000000-363df736fd62d53cc4db | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF | splash10-00di-9100000000-7f4010640f9aaa91fc32 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF | splash10-00di-9000000000-b74fb2510f41c62a6d3e | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF | splash10-00di-9000000000-e4e5e42d8f9c5a7e2499 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF | splash10-00xr-9500000000-dd28c7e04ef0ceb1e7bb | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF | splash10-00xr-9500000000-b69e5e49d69cc04d88f7 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , negative-QTOF | splash10-014i-1900000000-363df736fd62d53cc4db | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , negative-QTOF | splash10-00di-9100000000-7f4010640f9aaa91fc32 | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , negative-QTOF | splash10-00di-9000000000-b74fb2510f41c62a6d3e | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , negative-QTOF | splash10-00di-9000000000-e4e5e42d8f9c5a7e2499 | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF , negative-QTOF | splash10-00xr-9500000000-dd28c7e04ef0ceb1e7bb | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF , negative-QTOF | splash10-00xr-9500000000-b69e5e49d69cc04d88f7 | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine 40V, Negative-QTOF | splash10-0002-9000000000-f90354c70aacf629ceb9 | 2021-09-20 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine 20V, Negative-QTOF | splash10-00di-9000000000-eb5aa294f07b2201f3d7 | 2021-09-20 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine 10V, Negative-QTOF | splash10-00di-9100000000-5e9e4b3ea563c4482631 | 2021-09-20 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF | splash10-00di-3900000000-3af5982aae7c0d1d4c1d | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF | splash10-00di-9100000000-96f9fd8a735417bb1ac5 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF | splash10-0ab9-9000000000-eaa990f46fd8a493c097 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF | splash10-0a4i-9000000000-105c4ce290165725b91e | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF | splash10-0a4i-9000000000-b63cc65df0fddbb42eb6 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine CE-ESI-TOF (CE-system connected to 6210 Time-of-Flight MS, Agilent) , Positive-QTOF | splash10-00di-0900000000-cc2f28c096c87aa9d274 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF | splash10-00di-9400000000-c73aeffbd76d76ccd312 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF | splash10-0fk9-9700000000-af60cc91d30ce48f55f0 | 2012-08-31 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , positive-QTOF | splash10-00di-3900000000-d9908410672ae3d39c18 | 2017-09-14 | HMDB team, MONA | View Spectrum | | Experimental LC-MS/MS | LC-MS/MS Spectrum - L-Allothreonine LC-ESI-QQ , positive-QTOF | splash10-00di-9100000000-96f9fd8a735417bb1ac5 | 2017-09-14 | HMDB team, MONA | View Spectrum |
NMR Spectra| Spectrum Type | Description | Deposition Date | Source | View |
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| Experimental 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | 2012-12-05 | 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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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 | | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | | Experimental 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | 2012-12-05 | Wishart Lab | View Spectrum |
IR Spectra| Spectrum Type | Description | Deposition Date | Source | View |
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| Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-03 | FELIX lab | View Spectrum | | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
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| Biological Properties |
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| Cellular Locations | - Cytoplasm (predicted from logP)
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| Biospecimen Locations | |
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| Tissue Locations | - Epidermis
- Eye Lens
- Fibroblasts
- Intestine
- Pancreas
- Platelet
- Prostate
- Skeletal Muscle
- Testis
|
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| Pathways | |
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| Normal Concentrations |
|---|
| |
| Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details |
|
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| Abnormal Concentrations |
|---|
| |
| Blood | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Cancer patients undergoing total body irradiation | | details | | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal Cancer | | details | | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal Cancer | | details | | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | | Urine | Detected and Quantified | 0.5 (0.0-1.0) umol/mmol creatinine | Adult (>18 years old) | Both | Prostate Cancer | | details |
|
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| Associated Disorders and Diseases |
|---|
| Disease References | | Colorectal cancer |
|---|
- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
- Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
| | Prostate cancer |
|---|
- Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
|
|
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| Associated OMIM IDs | |
|---|
| External Links |
|---|
| DrugBank ID | Not Available |
|---|
| Phenol Explorer Compound ID | Not Available |
|---|
| FooDB ID | FDB023287 |
|---|
| KNApSAcK ID | C00054661 |
|---|
| Chemspider ID | 89699 |
|---|
| KEGG Compound ID | C05519 |
|---|
| BioCyc ID | L-ALLO-THREONINE |
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| BiGG ID | Not Available |
|---|
| Wikipedia Link | Threonine |
|---|
| METLIN ID | 7007 |
|---|
| PubChem Compound | 99289 |
|---|
| PDB ID | Not Available |
|---|
| ChEBI ID | 28718 |
|---|
| Food Biomarker Ontology | Not Available |
|---|
| VMH ID | Not Available |
|---|
| MarkerDB ID | Not Available |
|---|
| Good Scents ID | Not Available |
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| References |
|---|
| Synthesis Reference | Shiraiwa, Tadashi; Fukuda, Keiji; Kubo, Motoki. Preparation of optically active allothreonine via optical resolution by replacing crystallization. Chemical & Pharmaceutical Bulletin (2002), 50(2), 287-291. |
|---|
| Material Safety Data Sheet (MSDS) | Not Available |
|---|
| General References | - Baier LJ, Sacchettini JC, Knowler WC, Eads J, Paolisso G, Tataranni PA, Mochizuki H, Bennett PH, Bogardus C, Prochazka M: An amino acid substitution in the human intestinal fatty acid binding protein is associated with increased fatty acid binding, increased fat oxidation, and insulin resistance. J Clin Invest. 1995 Mar;95(3):1281-7. [PubMed:7883976 ]
- Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
- Nanda N, Bao M, Lin H, Clauser K, Komuves L, Quertermous T, Conley PB, Phillips DR, Hart MJ: Platelet endothelial aggregation receptor 1 (PEAR1), a novel epidermal growth factor repeat-containing transmembrane receptor, participates in platelet contact-induced activation. J Biol Chem. 2005 Jul 1;280(26):24680-9. Epub 2005 Apr 25. [PubMed:15851471 ]
- Wishart MJ, Denu JM, Williams JA, Dixon JE: A single mutation converts a novel phosphotyrosine binding domain into a dual-specificity phosphatase. J Biol Chem. 1995 Nov 10;270(45):26782-5. [PubMed:7592916 ]
- Meyer W, Poehling HM, Neurand K: Intraepidermal distribution of free amino acids in porcine skin. J Dermatol Sci. 1991 Sep;2(5):383-92. [PubMed:1742249 ]
- Farhana L, Dawson MI, Huang Y, Zhang Y, Rishi AK, Reddy KB, Freeman RS, Fontana JA: Apoptosis signaling by the novel compound 3-Cl-AHPC involves increased EGFR proteolysis and accompanying decreased phosphatidylinositol 3-kinase and AKT kinase activities. Oncogene. 2004 Mar 11;23(10):1874-84. [PubMed:14981538 ]
- Parimi PS, Gruca LL, Kalhan SC: Metabolism of threonine in newborn infants. Am J Physiol Endocrinol Metab. 2005 Dec;289(6):E981-5. Epub 2005 Jul 19. [PubMed:16030066 ]
- Saitoh T, Takemura S, Ueda K, Hosoya H, Nagayama M, Haga H, Kawabata K, Yamagishi A, Takahashi M: Differential localization of non-muscle myosin II isoforms and phosphorylated regulatory light chains in human MRC-5 fibroblasts. FEBS Lett. 2001 Dec 14;509(3):365-9. [PubMed:11749957 ]
- Persson B, Zigler JS Jr, Jornvall H: A super-family of medium-chain dehydrogenases/reductases (MDR). Sub-lines including zeta-crystallin, alcohol and polyol dehydrogenases, quinone oxidoreductase enoyl reductases, VAT-1 and other proteins. Eur J Biochem. 1994 Nov 15;226(1):15-22. [PubMed:7957243 ]
- Elliot TA, Cree MG, Sanford AP, Wolfe RR, Tipton KD: Milk ingestion stimulates net muscle protein synthesis following resistance exercise. Med Sci Sports Exerc. 2006 Apr;38(4):667-74. [PubMed:16679981 ]
- Martini C, Trincavelli ML, Tuscano D, Carmassi C, Ciapparelli A, Lucacchini A, Cassano GB, Dell'Osso L: Serotonin-mediated phosphorylation of extracellular regulated kinases in platelets of patients with panic disorder versus controls. Neurochem Int. 2004 Jun;44(8):627-39. [PubMed:15016478 ]
- Brancati F, Valente EM, Davies NP, Sarkozy A, Sweeney MG, LoMonaco M, Pizzuti A, Hanna MG, Dallapiccola B: Severe infantile hyperkalaemic periodic paralysis and paramyotonia congenita: broadening the clinical spectrum associated with the T704M mutation in SCN4A. J Neurol Neurosurg Psychiatry. 2003 Sep;74(9):1339-41. [PubMed:12933953 ]
- Greeve J, Altkemper I, Dieterich JH, Greten H, Windler E: Apolipoprotein B mRNA editing in 12 different mammalian species: hepatic expression is reflected in low concentrations of apoB-containing plasma lipoproteins. J Lipid Res. 1993 Aug;34(8):1367-83. [PubMed:8409768 ]
- Le Floc'h N, Obled C, Seve B: In vivo threonine oxidation rate is dependent on threonine dietary supply in growing pigs fed low to adequate levels. J Nutr. 1995 Oct;125(10):2550-62. [PubMed:7562090 ]
- Contestabile R, Angelaccio S, Bossa F, Wright HT, Scarsdale N, Kazanina G, Schirch V: Role of tyrosine 65 in the mechanism of serine hydroxymethyltransferase. Biochemistry. 2000 Jun 27;39(25):7492-500. [PubMed:10858298 ]
- Fiehn O, Kopka J, Trethewey RN, Willmitzer L: Identification of uncommon plant metabolites based on calculation of elemental compositions using gas chromatography and quadrupole mass spectrometry. Anal Chem. 2000 Aug 1;72(15):3573-80. [PubMed:10952545 ]
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