Record Information |
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Version | 1.0 |
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Created at | 2022-09-12 07:47:42 UTC |
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Updated at | 2022-09-12 07:47:42 UTC |
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NP-MRD ID | NP0326334 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | ({4-methoxy-1h,1'h-[2,2'-bipyrrol]-5-yl}methylidene)(2-methylpropyl)amine |
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Description | Tambjamine C belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. ({4-methoxy-1h,1'h-[2,2'-bipyrrol]-5-yl}methylidene)(2-methylpropyl)amine is found in Tambja abdere, Tambja eliora and Virididentula dentata. It was first documented in 2010 (PMID: 20601498). Based on a literature review a significant number of articles have been published on Tambjamine C (PMID: 33371682) (PMID: 29594310) (PMID: 28396364) (PMID: 27384057). |
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Structure | COC1=C(NC(=C1)C1=CC=CN1)C=NCC(C)C InChI=1S/C14H19N3O/c1-10(2)8-15-9-13-14(18-3)7-12(17-13)11-5-4-6-16-11/h4-7,9-10,16-17H,8H2,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C14H19N3O |
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Average Mass | 245.3260 Da |
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Monoisotopic Mass | 245.15281 Da |
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IUPAC Name | ({4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}methylidene)(2-methylpropyl)amine |
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Traditional Name | ({4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}methylidene)(2-methylpropyl)amine |
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CAS Registry Number | Not Available |
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SMILES | COC1=C(NC(=C1)C1=CC=CN1)C=NCC(C)C |
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InChI Identifier | InChI=1S/C14H19N3O/c1-10(2)8-15-9-13-14(18-3)7-12(17-13)11-5-4-6-16-11/h4-7,9-10,16-17H,8H2,1-3H3 |
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InChI Key | HZQMJRAGKHISIU-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, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, 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 aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl 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 | Ethers |
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Direct Parent | Alkyl aryl ethers |
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Alternative Parents | |
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Substituents | - Alkyl aryl ether
- Substituted pyrrole
- Heteroaromatic compound
- Pyrrole
- Shiff base
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Aldimine
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Imine
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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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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General References | - Takaki M, Freire VF, Nicacio KJ, Bertonha AF, Nagashima N, Sarpong R, Padula V, Ferreira AG, Berlinck RGS: Metabolomics Reveals Minor Tambjamines in a Marine Invertebrate Food Chain. J Nat Prod. 2021 Mar 26;84(3):790-796. doi: 10.1021/acs.jnatprod.0c01043. Epub 2020 Dec 29. [PubMed:33371682 ]
- Marchetti PM, Kelly V, Simpson JP, Ward M, Campopiano DJ: The carbon chain-selective adenylation enzyme TamA: the missing link between fatty acid and pyrrole natural product biosynthesis. Org Biomol Chem. 2018 Apr 18;16(15):2735-2740. doi: 10.1039/c8ob00441b. [PubMed:29594310 ]
- Manuel-Manresa P, Korrodi-Gregorio L, Hernando E, Villanueva A, Martinez-Garcia D, Rodilla AM, Ramos R, Fardilha M, Moya J, Quesada R, Soto-Cerrato V, Perez-Tomas R: Novel Indole-based Tambjamine-Analogues Induce Apoptotic Lung Cancer Cell Death through p38 Mitogen-Activated Protein Kinase Activation. Mol Cancer Ther. 2017 Jul;16(7):1224-1235. doi: 10.1158/1535-7163.MCT-16-0752. Epub 2017 Apr 10. [PubMed:28396364 ]
- Ballestriero F, Nappi J, Zampi G, Bazzicalupo P, Di Schiavi E, Egan S: Caenorhabditis elegans employs innate and learned aversion in response to bacterial toxic metabolites tambjamine and violacein. Sci Rep. 2016 Jul 7;6:29284. doi: 10.1038/srep29284. [PubMed:27384057 ]
- Ballestriero F, Thomas T, Burke C, Egan S, Kjelleberg S: Identification of compounds with bioactivity against the nematode Caenorhabditis elegans by a screen based on the functional genomics of the marine bacterium Pseudoalteromonas tunicata D2. Appl Environ Microbiol. 2010 Sep;76(17):5710-7. doi: 10.1128/AEM.00695-10. Epub 2010 Jul 2. [PubMed:20601498 ]
- LOTUS database [Link]
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