Record Information |
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Version | 1.0 |
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Created at | 2022-09-12 05:59:17 UTC |
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Updated at | 2022-09-12 05:59:17 UTC |
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NP-MRD ID | NP0325317 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (5s)-3-[(2r,8r,13r,14s,17r,18s)-2,8,13,14,17,18-hexahydroxytriacontyl]-5-hydroxy-5-methylfuran-2-one |
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Description | (5S)-3-[(2R,8R,13R,14S,17R,18S)-2,8,13,14,17,18-hexahydroxytriacontyl]-5-hydroxy-5-methyl-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review very few articles have been published on (5S)-3-[(2R,8R,13R,14S,17R,18S)-2,8,13,14,17,18-hexahydroxytriacontyl]-5-hydroxy-5-methyl-2,5-dihydrofuran-2-one. |
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Structure | CCCCCCCCCCCC[C@H](O)[C@H](O)CC[C@H](O)[C@H](O)CCCC[C@H](O)CCCCC[C@@H](O)CC1=C[C@@](C)(O)OC1=O InChI=1S/C35H66O9/c1-3-4-5-6-7-8-9-10-11-15-21-30(38)32(40)23-24-33(41)31(39)22-17-16-19-28(36)18-13-12-14-20-29(37)25-27-26-35(2,43)44-34(27)42/h26,28-33,36-41,43H,3-25H2,1-2H3/t28-,29-,30+,31-,32-,33+,35+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C35H66O9 |
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Average Mass | 630.9040 Da |
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Monoisotopic Mass | 630.47068 Da |
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IUPAC Name | (5S)-3-[(2R,8R,13R,14S,17R,18S)-2,8,13,14,17,18-hexahydroxytriacontyl]-5-hydroxy-5-methyl-2,5-dihydrofuran-2-one |
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Traditional Name | (5S)-3-[(2R,8R,13R,14S,17R,18S)-2,8,13,14,17,18-hexahydroxytriacontyl]-5-hydroxy-5-methylfuran-2-one |
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CAS Registry Number | Not Available |
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SMILES | CCCCCCCCCCCC[C@H](O)[C@H](O)CC[C@H](O)[C@H](O)CCCC[C@H](O)CCCCC[C@@H](O)CC1=C[C@@](C)(O)OC1=O |
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InChI Identifier | InChI=1S/C35H66O9/c1-3-4-5-6-7-8-9-10-11-15-21-30(38)32(40)23-24-33(41)31(39)22-17-16-19-28(36)18-13-12-14-20-29(37)25-27-26-35(2,43)44-34(27)42/h26,28-33,36-41,43H,3-25H2,1-2H3/t28-,29-,30+,31-,32-,33+,35+/m1/s1 |
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InChI Key | KFVHJOURCDULTC-KXGSVLIQSA-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 | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty alcohols |
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Direct Parent | Annonaceous acetogenins |
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Alternative Parents | |
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Substituents | - Annonaceae acetogenin skeleton
- 2-furanone
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Hemiacetal
- Secondary alcohol
- Lactone
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Alcohol
- Organic oxygen compound
- Organic oxide
- Carbonyl group
- Organooxygen compound
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic 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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