Record Information |
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Version | 1.0 |
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Created at | 2022-05-11 16:42:02 UTC |
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Updated at | 2022-05-11 16:42:02 UTC |
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NP-MRD ID | NP0087168 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Acetyl-N-formyl-5-methoxykynurenamine |
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Description | Acetyl-N-formyl-5-methoxykynurenamine, also known as AFMK or NSC 688263, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Acetyl-N-formyl-5-methoxykynurenamine is an extremely weak basic (essentially neutral) compound (based on its pKa). Acetyl-N-formyl-5-methoxykynurenamine exists in all living organisms, ranging from bacteria to humans. Acetyl-N-formyl-5-methoxykynurenamine can be biosynthesized from melatonin through the action of the enzyme indoleamine 2,3-dioxygenase 1. It was first documented in 2005 (PMID: 16150112). In humans, acetyl-N-formyl-5-methoxykynurenamine is involved in tryptophan metabolism. |
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Structure | COC1=CC(C(=O)CCNC(C)=O)=C(NC=O)C=C1 InChI=1S/C13H16N2O4/c1-9(17)14-6-5-13(18)11-7-10(19-2)3-4-12(11)15-8-16/h3-4,7-8H,5-6H2,1-2H3,(H,14,17)(H,15,16) |
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Synonyms | Value | Source |
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N-Acetyl-N-formyl-5-methoxykynurenamine | HMDB | AFMK | HMDB | Formyl-N-acetyl-5-methoxykynurenamine | HMDB | N-[3-(2-Formamido-5-methoxy-phenyl)-3-oxo-propyl]acetamide | HMDB | N1-Acetyl-N2-formyl-5-methoxykynurenine | HMDB | NSC 688263 | HMDB | K1 | HMDB |
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Chemical Formula | C13H16N2O4 |
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Average Mass | 264.2771 Da |
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Monoisotopic Mass | 264.11101 Da |
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IUPAC Name | N-[3-(2-formamido-5-methoxyphenyl)-3-oxopropyl]acetamide |
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Traditional Name | N-[3-(2-formamido-5-methoxyphenyl)-3-oxopropyl]acetamide |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC(C(=O)CCNC(C)=O)=C(NC=O)C=C1 |
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InChI Identifier | InChI=1S/C13H16N2O4/c1-9(17)14-6-5-13(18)11-7-10(19-2)3-4-12(11)15-8-16/h3-4,7-8H,5-6H2,1-2H3,(H,14,17)(H,15,16) |
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InChI Key | JYWNYMJKURVPFH-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | Alkyl-phenylketones |
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Alternative Parents | |
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Substituents | - Alkyl-phenylketone
- Methoxyaniline
- Anilide
- Phenoxy compound
- Anisole
- Benzoyl
- Phenol ether
- Methoxybenzene
- N-arylamide
- Aryl alkyl ketone
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Acetamide
- Vinylogous amide
- Secondary carboxylic acid amide
- Carboxamide group
- Ether
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organonitrogen compound
- Organic oxide
- Organic nitrogen compound
- Organopnictogen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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Experimental 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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Predicted Properties | |
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