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 17:36:34 UTC |
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Update Date | 2022-03-07 02:52:32 UTC |
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HMDB ID | HMDB0030400 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | L-4-Chlorotryptophan |
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Description | L-4-Chlorotryptophan belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. L-4-Chlorotryptophan has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make L-4-chlorotryptophan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-4-Chlorotryptophan. |
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Structure | NC(CC1=CNC2=CC=CC(Cl)=C12)C(O)=O InChI=1S/C11H11ClN2O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,13H2,(H,15,16) |
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Synonyms | Value | Source |
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S-4-Chlorotryptophan | HMDB | 2-Amino-3-(4-chloro-1H-indol-3-yl)propanoate | Generator |
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Chemical Formula | C11H11ClN2O2 |
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Average Molecular Weight | 238.67 |
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Monoisotopic Molecular Weight | 238.050905313 |
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IUPAC Name | 2-amino-3-(4-chloro-1H-indol-3-yl)propanoic acid |
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Traditional Name | 2-amino-3-(4-chloro-1H-indol-3-yl)propanoic acid |
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CAS Registry Number | 52448-14-3 |
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SMILES | NC(CC1=CNC2=CC=CC(Cl)=C12)C(O)=O |
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InChI Identifier | InChI=1S/C11H11ClN2O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,13H2,(H,15,16) |
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InChI Key | NRTHKYABOMUPSC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Indolyl carboxylic acids and derivatives |
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Direct Parent | Indolyl carboxylic acids and derivatives |
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Alternative Parents | |
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Substituents | - Indolyl carboxylic acid derivative
- Alpha-amino acid
- Alpha-amino acid or derivatives
- 3-alkylindole
- Indole
- Aralkylamine
- Aryl chloride
- Aryl halide
- Benzenoid
- Substituted pyrrole
- Heteroaromatic compound
- Pyrrole
- Amino acid or derivatives
- Amino acid
- Carboxylic acid derivative
- Carboxylic acid
- Azacycle
- Monocarboxylic acid or derivatives
- Organopnictogen compound
- Primary aliphatic amine
- Primary amine
- Amine
- Organic oxygen compound
- Organic nitrogen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organohalogen compound
- Organochloride
- Organonitrogen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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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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L-4-Chlorotryptophan,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C(N)CC1=C[NH]C2=CC=CC(Cl)=C12 | 2365.8 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,1TMS,isomer #2 | C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O | 2347.2 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,1TMS,isomer #3 | C[Si](C)(C)N1C=C(CC(N)C(=O)O)C2=C(Cl)C=CC=C21 | 2371.1 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #1 | C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C | 2344.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #1 | C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C | 2246.3 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #2 | C[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12 | 2382.7 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #2 | C[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12 | 2251.4 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #3 | C[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C | 2507.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #3 | C[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C | 2358.1 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #4 | C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O | 2370.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TMS,isomer #4 | C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O | 2288.7 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC(Cl)=C12)N([Si](C)(C)C)[Si](C)(C)C | 2495.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC(Cl)=C12)N([Si](C)(C)C)[Si](C)(C)C | 2413.4 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #2 | C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C | 2351.0 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #2 | C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C | 2333.7 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #3 | C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C | 2536.2 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TMS,isomer #3 | C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C | 2451.4 | Standard non polar | 33892256 | L-4-Chlorotryptophan,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)N([Si](C)(C)C)[Si](C)(C)C | 2566.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC(Cl)=C12)N([Si](C)(C)C)[Si](C)(C)C | 2484.4 | Standard non polar | 33892256 | L-4-Chlorotryptophan,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=C[NH]C2=CC=CC(Cl)=C12 | 2657.2 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O | 2620.8 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N1C=C(CC(N)C(=O)O)C2=C(Cl)C=CC=C21 | 2652.4 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C(C)(C)C | 2833.2 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C(C)(C)C | 2726.8 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12 | 2872.8 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12 | 2684.7 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C(C)(C)C | 3003.7 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C(C)(C)C | 2790.0 | Standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O | 2849.3 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O | 2731.7 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC(Cl)=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3210.6 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC(Cl)=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3043.3 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C(C)(C)C | 3025.9 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O[Si](C)(C)C(C)(C)C | 2955.8 | Standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C(C)(C)C | 3210.7 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)C(=O)O)[Si](C)(C)C(C)(C)C | 3006.4 | Standard non polar | 33892256 | L-4-Chlorotryptophan,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3397.8 | Semi standard non polar | 33892256 | L-4-Chlorotryptophan,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3215.0 | Standard non 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 - L-4-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-8920000000-09010aadd4856387045a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - L-4-Chlorotryptophan GC-MS (1 TMS) - 70eV, Positive | splash10-0006-4910000000-8f35950521db532c4ad2 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - L-4-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - L-4-Chlorotryptophan 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 - L-4-Chlorotryptophan 10V, Positive-QTOF | splash10-000f-0960000000-7f685aa7590030a80fa3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 20V, Positive-QTOF | splash10-0006-0910000000-21cc5e0ef61308a34627 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 40V, Positive-QTOF | splash10-03di-0900000000-26b8f9d5ff082b8f8cba | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 10V, Negative-QTOF | splash10-000i-2190000000-7ed37e867c9fa070e33d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 20V, Negative-QTOF | splash10-00di-9650000000-494ea83992219f8b9e19 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 40V, Negative-QTOF | splash10-00di-9600000000-fffc10e909a72be2085e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 10V, Positive-QTOF | splash10-00di-0190000000-e98f5f82386216a36a1e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 20V, Positive-QTOF | splash10-0fbc-0930000000-3ea1089e5cf6b15bbe2f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 40V, Positive-QTOF | splash10-004i-0900000000-30b019fdc4665810d760 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 10V, Negative-QTOF | splash10-000i-0090000000-539524ca9294b71cc0b6 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 20V, Negative-QTOF | splash10-0udi-4900000000-1885970c38ac1ffbd839 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - L-4-Chlorotryptophan 40V, Negative-QTOF | splash10-0ik9-1900000000-95c324747208d6704cbd | 2021-09-22 | 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) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-30 | Wishart Lab | View Spectrum |
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