Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 08:57:26 UTC |
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Update Date | 2021-09-26 23:03:40 UTC |
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HMDB ID | HMDB0251590 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Dorsomorphin |
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Description | 6-[4-(2-piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine, also known as compound C, belongs to the class of organic compounds known as pyrazolo[1,5-a]pyrimidines. These are aromatic heterocyclic compounds containing a pyrazolo[3,4-d]pyrimidine ring system, which consists of a pyrazole ring fused to and sharing exactly one nitrogen atom with a pyrimidine ring. 6-[4-(2-piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dorsomorphin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dorsomorphin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | C(CN1CCCCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=NC=C1 InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2 |
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Synonyms | Value | Source |
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Compound C | ChEBI | (6-(4-(2-Piperidin-1-ylethoxy)phenyl))-3-pyridin-4-ylpyrazolo(1,5-a)pyrimidine | MeSH | Compound C dorsomorphin | MeSH | AMPK inhibitor, compound C | MeSH | 4-(6-(4-(2-(Piperidin-1-yl)ethoxy)phenyl)pyrazolo(1,5-a)pyrimidin-3-yl)pyridine | MeSH | 6-(4-(2-(1-Piperidinyl)ethoxy)phenyl)-3-(4-pyridinyl)pyrazolo(1,5-a)pyrimidine | MeSH |
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Chemical Formula | C24H25N5O |
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Average Molecular Weight | 399.4882 |
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Monoisotopic Molecular Weight | 399.205910447 |
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IUPAC Name | 4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine |
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Traditional Name | 4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine |
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CAS Registry Number | Not Available |
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SMILES | C(CN1CCCCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=NC=C1 |
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InChI Identifier | InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2 |
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InChI Key | XHBVYDAKJHETMP-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrazolo[1,5-a]pyrimidines. These are aromatic heterocyclic compounds containing a pyrazolo[3,4-d]pyrimidine ring system, which consists of a pyrazole ring fused to and sharing exactly one nitrogen atom with a pyrimidine ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Pyrazolopyrimidines |
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Sub Class | Pyrazolo[1,5-a]pyrimidines |
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Direct Parent | Pyrazolo[1,5-a]pyrimidines |
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Alternative Parents | |
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Substituents | - Pyrazolo[1,5-a]pyrimidine
- Phenoxy compound
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Pyrimidine
- Pyridine
- Piperidine
- Azole
- Heteroaromatic compound
- Pyrazole
- Tertiary aliphatic amine
- Tertiary amine
- Ether
- Azacycle
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organopnictogen compound
- Organic oxygen compound
- Amine
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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 IndicesUnderivatized |
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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 - Dorsomorphin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-9111000000-1347b668650a18437573 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dorsomorphin 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 - Dorsomorphin 10V, Positive-QTOF | splash10-0udi-0100900000-83433aa5d189dc272c46 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 20V, Positive-QTOF | splash10-03di-5914300000-a997d4a75d001abd4bc3 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 40V, Positive-QTOF | splash10-000i-9240000000-ee03d6b40258e827cb94 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 10V, Negative-QTOF | splash10-0002-0029000000-68d4ff1a134efb676982 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 20V, Negative-QTOF | splash10-000j-1296000000-b0890133019355cf330b | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 40V, Negative-QTOF | splash10-000i-4091000000-c71daa38b830cffbd6cf | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 10V, Positive-QTOF | splash10-0udi-0000900000-a5b6ac9b05cda84bdee6 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 20V, Positive-QTOF | splash10-0udi-0222900000-f8473245f30f742045f6 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 40V, Positive-QTOF | splash10-00l2-9326000000-74e28e95574089d62f54 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 10V, Negative-QTOF | splash10-0002-0009000000-bf119940a53bf4779397 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 20V, Negative-QTOF | splash10-0002-0019000000-b4f60cec681eb8d19533 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dorsomorphin 40V, Negative-QTOF | splash10-03dr-0190000000-6bba2482ea3686f2eae9 | 2021-10-12 | Wishart Lab | View Spectrum |
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