| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-03 01:12:11 UTC |
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| Updated at | 2022-09-03 01:12:11 UTC |
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| NP-MRD ID | NP0165934 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 3-(3-bromo-4-hydroxyphenyl)-n-[2-({2-[3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanamido]ethyl}disulfanyl)ethyl]-2-(n-hydroxyimino)propanamide |
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| Description | Psammaplin A, also known as bisprasin, belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. 3-(3-bromo-4-hydroxyphenyl)-n-[2-({2-[3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanamido]ethyl}disulfanyl)ethyl]-2-(n-hydroxyimino)propanamide is found in Aplysinella rhax and Pseudoceratina purpurea. Psammaplin A is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | ON=C(CC1=CC=C(O)C(Br)=C1)C(=O)NCCSSCCNC(=O)C(CC1=CC=C(O)C(Br)=C1)=NO InChI=1S/C22H24Br2N4O6S2/c23-15-9-13(1-3-19(15)29)11-17(27-33)21(31)25-5-7-35-36-8-6-26-22(32)18(28-34)12-14-2-4-20(30)16(24)10-14/h1-4,9-10,29-30,33-34H,5-8,11-12H2,(H,25,31)(H,26,32) |
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| Synonyms | | Value | Source |
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| Bisprasin | MeSH | | 3-(3-Bromo-4-hydroxyphenyl)-N-[2-({2-[3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanamido]ethyl}disulphanyl)ethyl]-2-(N-hydroxyimino)propanamide | Generator |
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| Chemical Formula | C22H24Br2N4O6S2 |
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| Average Mass | 664.3800 Da |
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| Monoisotopic Mass | 661.95040 Da |
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| IUPAC Name | 3-(3-bromo-4-hydroxyphenyl)-N-[2-({2-[3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanamido]ethyl}disulfanyl)ethyl]-2-(N-hydroxyimino)propanamide |
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| Traditional Name | 3-(3-bromo-4-hydroxyphenyl)-N-[2-({2-[3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanamido]ethyl}disulfanyl)ethyl]-2-(N-hydroxyimino)propanamide |
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| CAS Registry Number | Not Available |
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| SMILES | ON=C(CC1=CC=C(O)C(Br)=C1)C(=O)NCCSSCCNC(=O)C(CC1=CC=C(O)C(Br)=C1)=NO |
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| InChI Identifier | InChI=1S/C22H24Br2N4O6S2/c23-15-9-13(1-3-19(15)29)11-17(27-33)21(31)25-5-7-35-36-8-6-26-22(32)18(28-34)12-14-2-4-20(30)16(24)10-14/h1-4,9-10,29-30,33-34H,5-8,11-12H2,(H,25,31)(H,26,32) |
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| InChI Key | LMAFSGDNHVBIHU-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 o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. |
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| Kingdom | Organic compounds |
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| Super Class | Benzenoids |
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| Class | Phenols |
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| Sub Class | Halophenols |
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| Direct Parent | O-bromophenols |
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| Alternative Parents | |
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| Substituents | - 2-bromophenol
- 1-hydroxy-2-unsubstituted benzenoid
- Bromobenzene
- Halobenzene
- Aryl bromide
- Aryl halide
- Monocyclic benzene moiety
- Fatty acyl
- Fatty amide
- Ketoxime
- Dialkyldisulfide
- Carboxamide group
- Secondary carboxylic acid amide
- Organic disulfide
- Sulfenyl compound
- Carboxylic acid derivative
- Oxime
- Organooxygen compound
- Organosulfur compound
- Organic oxygen compound
- Organic nitrogen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organonitrogen compound
- Organohalogen compound
- Organobromide
- Aromatic homomonocyclic compound
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| Molecular Framework | Aromatic homomonocyclic 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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