| Record Information |
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| Version | 2.0 |
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| Created at | 2024-04-29 21:50:12 UTC |
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| Updated at | 2026-02-06 19:01:59 UTC |
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| NP-MRD ID | NP0332853 |
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| Natural Product DOI | https://doi.org/10.57994/2131 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | goondansamycin B |
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| Description | Goondansamycin B belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. goondansamycin B was first documented in 2024 (PMID: 38747559). Based on a literature review very few articles have been published on goondansamycin B. |
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| Structure | C[C@H]1O[C@@H](CC[C@H]1O)O[C@H]1[C@H](C)\C=C(C)\C[C@H](C)C(=O)[C@]2(C)OC3=C1C=C(O)C=C3NC2=O InChI=1S/C25H33NO7/c1-12-8-13(2)21(32-20-7-6-19(28)15(4)31-20)17-10-16(27)11-18-22(17)33-25(5,24(30)26-18)23(29)14(3)9-12/h8,10-11,13-15,19-21,27-28H,6-7,9H2,1-5H3,(H,26,30)/b12-8+/t13-,14+,15-,19-,20-,21+,25+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C25H33NO7 |
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| Average Mass | 459.5390 Da |
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| Monoisotopic Mass | 459.22570 Da |
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| IUPAC Name | (2S,3R,4E,7S,9S)-14-hydroxy-2-{[(2S,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-3,5,7,9-tetramethyl-17-oxa-11-azatricyclo[7.6.2.0^{12,16}]heptadeca-1(16),4,12,14-tetraene-8,10-dione |
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| Traditional Name | (2S,3R,4E,7S,9S)-14-hydroxy-2-{[(2S,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-3,5,7,9-tetramethyl-17-oxa-11-azatricyclo[7.6.2.0^{12,16}]heptadeca-1(16),4,12,14-tetraene-8,10-dione |
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| CAS Registry Number | Not Available |
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| SMILES | C[C@H]1O[C@@H](CC[C@H]1O)O[C@H]1[C@H](C)\C=C(C)\C[C@H](C)C(=O)[C@]2(C)OC3=C1C=C(O)C=C3NC2=O |
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| InChI Identifier | InChI=1S/C25H33NO7/c1-12-8-13(2)21(32-20-7-6-19(28)15(4)31-20)17-10-16(27)11-18-22(17)33-25(5,24(30)26-18)23(29)14(3)9-12/h8,10-11,13-15,19-21,27-28H,6-7,9H2,1-5H3,(H,26,30)/b12-8+/t13-,14+,15-,19-,20-,21+,25+/m1/s1 |
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| InChI Key | HKAPQZPDTJEMCS-MQXUXMJSSA-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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| HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | jianying.han@uq.edu.au | The University of Queensland | Jianying Han | 2024-04-29 | 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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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 1H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated) | epoynton@sfu.ca | Not Available | Not Available | 2026-02-06 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated) | epoynton@sfu.ca | Not Available | Not Available | 2026-02-06 | View Spectrum |
| | Species |
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| Species of Origin | |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Terpene glycosides |
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| Direct Parent | Terpene glycosides |
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| Alternative Parents | |
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| Substituents | - Terpene glycoside
- Farsesane sesquiterpenoid
- Sesquiterpenoid
- Benzoxazinone
- Benzoxazine
- Benzomorpholine
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Fatty acyl
- Benzenoid
- Oxazinane
- Oxane
- N-acyl-amine
- Morpholine
- Fatty amide
- Secondary alcohol
- Lactam
- Ketone
- Carboxamide group
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Ether
- 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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