Record Information |
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Version | 1.0 |
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Created at | 2021-06-19 17:34:11 UTC |
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Updated at | 2021-06-29 23:50:24 UTC |
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NP-MRD ID | NP0025443 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Mersinine B |
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Provided By | JEOL Database |
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Description | Mersinine B is found in Kopsia. It was first documented in 2021 (PMID: 34130356). Based on a literature review a significant number of articles have been published on Mersinine B (PMID: 34130335) (PMID: 34130218) (PMID: 34130164) (PMID: 34130154). |
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Structure | [H]O[C@]1(N(C(=O)OC([H])([H])[H])C2=C3OC([H])([H])OC3=C([H])C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])C([H])([H])[C@@]12[H])[C@@]34[H])C(=O)OC([H])([H])[H] InChI=1S/C25H28N2O9/c1-32-20(28)23-8-4-11-26-12-10-24(19(23)26)14-5-6-15-18(36-13-35-15)17(14)27(22(30)34-3)25(31,21(29)33-2)16(24)7-9-23/h4-6,8,16,19,31H,7,9-13H2,1-3H3/t16-,19+,23+,24+,25+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C25H28N2O9 |
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Average Mass | 500.5040 Da |
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Monoisotopic Mass | 500.17948 Da |
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IUPAC Name | 11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate |
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Traditional Name | 11,12,16-trimethyl (1R,12S,13R,16R,23R)-12-hydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0^{1,13}.0^{2,10}.0^{5,9}.0^{20,23}]tricosa-2,4,9,17-tetraene-11,12,16-tricarboxylate |
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CAS Registry Number | Not Available |
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SMILES | [H]O[C@]1(N(C(=O)OC([H])([H])[H])C2=C3OC([H])([H])OC3=C([H])C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])C([H])([H])[C@@]12[H])[C@@]34[H])C(=O)OC([H])([H])[H] |
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InChI Identifier | InChI=1S/C25H28N2O9/c1-32-20(28)23-8-4-11-26-12-10-24(19(23)26)14-5-6-15-18(36-13-35-15)17(14)27(22(30)34-3)25(31,21(29)33-2)16(24)7-9-23/h4-6,8,16,19,31H,7,9-13H2,1-3H3/t16-,19+,23+,24+,25+/m1/s1 |
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InChI Key | WTHKQEVBLOSRDI-SSTJULJHSA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Species Name | Source | Reference |
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Kopsia | JEOL database | - Kam, T.-S., et al, Tetrahedron Letts. 42, 5977 (2001)
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as melodinus alkaloids. These are alkaloids with a structure that is based on the melodinus skeleton. This backbone is a pentacyclic structure that contains a tetrahydroquinoline and an indolizine joined to each other through a cyclopentane. |
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Kingdom | Organic compounds |
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Super Class | Alkaloids and derivatives |
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Class | Melodinus alkaloids |
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Sub Class | Not Available |
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Direct Parent | Melodinus alkaloids |
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Alternative Parents | |
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Substituents | - Melodinus skeleton
- Benzoquinoline
- Phenanthridine
- 1,8-phenanthroline
- Alpha-amino acid ester
- Alpha-amino acid or derivatives
- Tetrahydroquinoline
- Quinoline
- Indole or derivatives
- Benzodioxole
- Aralkylamine
- Dicarboxylic acid or derivatives
- Benzenoid
- N-alkylpyrrolidine
- Methyl ester
- Pyrrolidine
- Carbamic acid ester
- Carboxylic acid ester
- Amino acid or derivatives
- Tertiary amine
- Tertiary aliphatic amine
- Oxacycle
- Azacycle
- Acetal
- Carboxylic acid derivative
- Organoheterocyclic compound
- Alkanolamine
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Hydrocarbon derivative
- Amine
- Organic nitrogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen 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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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 | - Oude Voshaar RC, Dimitriadis M, vandenBrink RHS, Aprahamian I, Borges MK, Marijnissen RM, Hoogendijk EO, Rhebergen D, Jeuring HW: A 6-year prospective clinical cohort study on the bidirectional association between frailty and depressive disorder. Int J Geriatr Psychiatry. 2021 Jun 15. doi: 10.1002/gps.5588. [PubMed:34130356 ]
- Li N, Yamamoto G, Fuji H, Kisseleva T: Interleukin-17 in Liver Disease Pathogenesis. Semin Liver Dis. 2021 Jun 15. doi: 10.1055/s-0041-1730926. [PubMed:34130335 ]
- Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y: Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Bioorg Med Chem. 2021 Jul 15;42:116253. doi: 10.1016/j.bmc.2021.116253. Epub 2021 Jun 12. [PubMed:34130218 ]
- Aparicio JD, Espindola D, Montesinos VN, Litter MI, Donati E, Benimeli CS, Polti MA: Evaluation of the sequential coupling of a bacterial treatment with a physicochemical process for the remediation of wastewater containing Cr and organic pollutants. J Hazard Mater. 2021 Jun 6;418:126307. doi: 10.1016/j.jhazmat.2021.126307. [PubMed:34130164 ]
- Pandolfi EC, Hunt TJ, Goldsmith S, Hurlbut K, Silber SJ, Clark AT: Generation of three human induced pluripotent stem cell sublines (UCLAi005-A, UCLAi005-B and UCLAi005-C) for reproductive science research. Stem Cell Res. 2021 Jul;54:102409. doi: 10.1016/j.scr.2021.102409. Epub 2021 Jun 8. [PubMed:34130154 ]
- Kam, T.-S., et al. (2001). Kam, T.-S., et al, Tetrahedron Letts. 42, 5977 (2001). Tetrahedron Lett.
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