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 13:53:31 UTC |
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Update Date | 2022-11-23 22:29:16 UTC |
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HMDB ID | HMDB0254534 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Methiothepin |
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Description | methiothepin belongs to the class of organic compounds known as dibenzothiepins. Dibenzothiepins are compounds containing a dibenzothiepin moiety, which consists of two benzene connected by a thiepine ring. methiothepin is a very strong basic compound (based on its pKa). Also displays affinity for rodent 5-HT5B, 5-HT5A, 5-HT7 and 5-HT6 receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively). Differentiates 5-HT1D sub-types. A dibenzothiepine that is 10,11-dihydrodibenzothiepine bearing additional methylthio and 4-methylpiperazin-1-yl substituents at positions 8 and 10 respectively. Potent 5-HT2 antagonist, also active as 5-HT1 antagonist. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methiothepin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methiothepin 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 | CSC1=CC2=C(SC3=CC=CC=C3CC2N2CCN(C)CC2)C=C1 InChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3 |
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Synonyms | Value | Source |
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(+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,F)thiepin-10-yl)-4-methylpiperazine | ChEBI | (+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,F)thiepin | ChEBI | (+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,F)thiepin | ChEBI | 1-(10,11-Dihydro-8-(methylthio)dibenzo(b,F)thiepin-10-yl)-4-methylpiperazine | ChEBI | 1-Methyl-4-[8-(methylthio)-10,11-dihydrodibenzo[b,F]thiepin-10-yl]piperazine | ChEBI | Methiothepine | ChEBI | Metitepina | ChEBI | Metitepine | ChEBI | Metitepinum | ChEBI | Methiothepin | MeSH | Maleate, methiothepin | MeSH | Methiothepin maleate | MeSH |
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Chemical Formula | C20H24N2S2 |
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Average Molecular Weight | 356.55 |
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Monoisotopic Molecular Weight | 356.138091129 |
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IUPAC Name | 1-methyl-4-[6-(methylsulfanyl)-2-thiatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl]piperazine |
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Traditional Name | 1-methyl-4-[6-(methylsulfanyl)-2-thiatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl]piperazine |
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CAS Registry Number | Not Available |
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SMILES | CSC1=CC2=C(SC3=CC=CC=C3CC2N2CCN(C)CC2)C=C1 |
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InChI Identifier | InChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3 |
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InChI Key | RLJFTICUTYVZDG-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as dibenzothiepins. Dibenzothiepins are compounds containing a dibenzothiepin moiety, which consists of two benzene connected by a thiepine ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzothiepins |
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Sub Class | Dibenzothiepins |
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Direct Parent | Dibenzothiepins |
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Alternative Parents | |
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Substituents | - Dibenzothiepin
- Diarylthioether
- Aryl thioether
- Thiophenol ether
- Aralkylamine
- Alkylarylthioether
- N-alkylpiperazine
- N-methylpiperazine
- 1,4-diazinane
- Piperazine
- Benzenoid
- Tertiary amine
- Tertiary aliphatic amine
- Azacycle
- Thioether
- Sulfenyl compound
- Hydrocarbon derivative
- Organosulfur compound
- Organonitrogen compound
- Organopnictogen compound
- Amine
- Organic nitrogen compound
- 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 - Methiothepin GC-MS (Non-derivatized) - 70eV, Positive | splash10-006x-9385000000-7972efe684c24d93e4dd | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Methiothepin 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 - Methiothepin 10V, Positive-QTOF | splash10-0a4i-0009000000-300228debdfb2417fd4b | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 20V, Positive-QTOF | splash10-0a4i-1059000000-d52643ed957be4aefe07 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 40V, Positive-QTOF | splash10-0ab9-5394000000-916924fca2e5a3638cdd | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 10V, Negative-QTOF | splash10-0a4i-3009000000-2e7c0558cedd72250054 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 20V, Negative-QTOF | splash10-0a4i-2039000000-cbca0a10c40404d4b727 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 40V, Negative-QTOF | splash10-0002-9000000000-d93539e95133cfd83a71 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 10V, Positive-QTOF | splash10-0a4i-0097000000-1d305515de5ed84add69 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 20V, Positive-QTOF | splash10-0a4i-0090000000-10302ccd49cbddfc8742 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 40V, Positive-QTOF | splash10-08fr-4293000000-3ef58f0b0b2bafede92d | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 10V, Negative-QTOF | splash10-0a4i-0009000000-87af9dc4cf5f115b4ab3 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 20V, Negative-QTOF | splash10-0a4i-0019000000-bf9532f610fec256f8c3 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methiothepin 40V, Negative-QTOF | splash10-0a5d-0090000000-d91c3e571e5e053f9556 | 2021-10-12 | Wishart Lab | View Spectrum |
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