| Record Information |
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| Version | 2.0 |
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| Created at | 2024-05-12 13:49:32 UTC |
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| Updated at | 2024-09-03 04:21:34 UTC |
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| NP-MRD ID | NP0333205 |
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| Natural Product DOI | https://doi.org/10.57994/2530 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Glenthamide A |
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| Description | Glenthamide A belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Glenthamide A was first documented in 2021 (PMID: 34652159). Based on a literature review very few articles have been published on Glenthamide A. |
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| Structure | [H][C@]1(CC[C@@]2(N1C(=O)C1=C2C=CC(O)=C1C(O)=O)C1=C[C@H](CC(O)=O)O[C@@H](C)C1=O)[C@@H](C)O InChI=1S/C22H23NO9/c1-9(24)14-5-6-22(13-7-11(8-16(26)27)32-10(2)19(13)28)12-3-4-15(25)18(21(30)31)17(12)20(29)23(14)22/h3-4,7,9-11,14,24-25H,5-6,8H2,1-2H3,(H,26,27)(H,30,31)/t9-,10+,11-,14+,22+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C22H23NO9 |
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| Average Mass | 445.4240 Da |
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| Monoisotopic Mass | 445.13728 Da |
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| IUPAC Name | (3S,9bS)-9b-[(2S,6S)-6-(carboxymethyl)-2-methyl-3-oxo-3,6-dihydro-2H-pyran-4-yl]-7-hydroxy-3-[(1R)-1-hydroxyethyl]-5-oxo-1H,2H,3H,5H,9bH-benzo[a]pyrrolizine-6-carboxylic acid |
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| Traditional Name | (3S,9bS)-9b-[(2S,6S)-6-(carboxymethyl)-2-methyl-3-oxo-2,6-dihydropyran-4-yl]-7-hydroxy-3-[(1R)-1-hydroxyethyl]-5-oxo-1H,2H,3H-benzo[a]pyrrolizine-6-carboxylic acid |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@]1(CC[C@@]2(N1C(=O)C1=C2C=CC(O)=C1C(O)=O)C1=C[C@H](CC(O)=O)O[C@@H](C)C1=O)[C@@H](C)O |
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| InChI Identifier | InChI=1S/C22H23NO9/c1-9(24)14-5-6-22(13-7-11(8-16(26)27)32-10(2)19(13)28)12-3-4-15(25)18(21(30)31)17(12)20(29)23(14)22/h3-4,7,9-11,14,24-25H,5-6,8H2,1-2H3,(H,26,27)(H,30,31)/t9-,10+,11-,14+,22+/m1/s1 |
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| InChI Key | KJRMMRDBARVKFY-LVRHPHSYSA-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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| ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | taizong.wu@uq.edu.au | Not Available | Not Available | 2024-05-12 | View Spectrum |
| | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| | 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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| Streptomyces sp. CMB-PB042 | | |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Isoindoles and derivatives |
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| Sub Class | Isoindolines |
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| Direct Parent | Isoindolones |
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| Alternative Parents | |
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| Substituents | - Salicylic acid or derivatives
- Isoindolone
- Hydroxybenzoic acid
- 1-carboxy-2-haloaromatic compound
- Pyrrolizine
- N-acylpyrrolidine
- 1-hydroxy-2-unsubstituted benzenoid
- Hydroxy fatty acid
- Heterocyclic fatty acid
- Dihydropyranone
- Branched fatty acid
- Fatty acyl
- Fatty acid
- Alpha-branched alpha,beta-unsaturated-ketone
- Benzenoid
- Unsaturated fatty acid
- Pyran
- N-acyl-amine
- Dicarboxylic acid or derivatives
- Vinylogous acid
- Alpha,beta-unsaturated ketone
- Tertiary carboxylic acid amide
- Pyrroline
- Pyrrolidine
- Enone
- Acryloyl-group
- Cyclic ketone
- Secondary alcohol
- Lactam
- Ketone
- Carboxamide group
- Oxacycle
- Azacycle
- Ether
- Dialkyl ether
- Carboxylic acid
- Carboxylic acid derivative
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- 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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