Record Information |
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Version | 2.0 |
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Created at | 2022-04-28 10:40:39 UTC |
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Updated at | 2022-04-28 10:40:40 UTC |
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NP-MRD ID | NP0066415 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Hebelomic acid B |
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Description | (2S)-4-{[(2S,4R,5R,7R,11S,14R,15R,16S)-5,16-bis(acetyloxy)-14-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-4-yl]oxy}-2-hydroxy-2-methyl-4-oxobutanoic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Hebelomic acid B is found in Hebeloma senescens. Based on a literature review very few articles have been published on (2S)-4-{[(2S,4R,5R,7R,11S,14R,15R,16S)-5,16-bis(acetyloxy)-14-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-4-yl]oxy}-2-hydroxy-2-methyl-4-oxobutanoic acid. |
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Structure | CC(=O)O[C@H]1CC2=C(CC[C@H]3C(C)(C)[C@@H](OC(C)=O)[C@@H](C[C@]23C)OC(=O)C[C@](C)(O)C(O)=O)[C@]2(C)CC[C@H]([C@H]3CC[C@H](O[C@@H]3O)C(C)(C)O)[C@@]12C InChI=1S/C39H60O12/c1-20(40)48-29-17-25-24(37(8)16-15-23(39(29,37)10)22-11-14-28(35(5,6)46)51-32(22)43)12-13-27-34(3,4)31(49-21(2)41)26(18-36(25,27)7)50-30(42)19-38(9,47)33(44)45/h22-23,26-29,31-32,43,46-47H,11-19H2,1-10H3,(H,44,45)/t22-,23-,26-,27+,28+,29+,31+,32+,36-,37+,38+,39+/m1/s1 |
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Synonyms | Value | Source |
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(2S)-4-{[(2S,4R,5R,7R,11S,14R,15R,16S)-5,16-bis(acetyloxy)-14-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-4-yl]oxy}-2-hydroxy-2-methyl-4-oxobutanoate | Generator |
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Chemical Formula | C39H60O12 |
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Average Mass | 720.8970 Da |
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Monoisotopic Mass | 720.40848 Da |
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IUPAC Name | (2S)-4-{[(2S,4R,5R,7R,11S,14R,15R,16S)-5,16-bis(acetyloxy)-14-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-4-yl]oxy}-2-hydroxy-2-methyl-4-oxobutanoic acid |
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Traditional Name | (2S)-4-{[(2S,4R,5R,7R,11S,14R,15R,16S)-5,16-bis(acetyloxy)-14-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-4-yl]oxy}-2-hydroxy-2-methyl-4-oxobutanoic acid |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)O[C@H]1CC2=C(CC[C@H]3C(C)(C)[C@@H](OC(C)=O)[C@@H](C[C@]23C)OC(=O)C[C@](C)(O)C(O)=O)[C@]2(C)CC[C@H]([C@H]3CC[C@H](O[C@@H]3O)C(C)(C)O)[C@@]12C |
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InChI Identifier | InChI=1S/C39H60O12/c1-20(40)48-29-17-25-24(37(8)16-15-23(39(29,37)10)22-11-14-28(35(5,6)46)51-32(22)43)12-13-27-34(3,4)31(49-21(2)41)26(18-36(25,27)7)50-30(42)19-38(9,47)33(44)45/h22-23,26-29,31-32,43,46-47H,11-19H2,1-10H3,(H,44,45)/t22-,23-,26-,27+,28+,29+,31+,32+,36-,37+,38+,39+/m1/s1 |
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InChI Key | ZVWPAHHGXFZBIA-IORCXPAGSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 triterpenoids. These are terpene molecules containing six isoprene units. |
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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 | Triterpenoids |
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Direct Parent | Triterpenoids |
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Alternative Parents | |
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Substituents | - Triterpenoid
- Steroid ester
- 14-alpha-methylsteroid
- Steroid
- Tetracarboxylic acid or derivatives
- Fatty acid ester
- Fatty acyl
- Oxane
- Hydroxy acid
- Alpha-hydroxy acid
- Tertiary alcohol
- Hemiacetal
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic 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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