Record Information |
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Version | 2.0 |
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Created at | 2022-09-05 13:17:56 UTC |
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Updated at | 2022-09-05 13:17:56 UTC |
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NP-MRD ID | NP0214098 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 4-({5,25-dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(24),2,4,6,10,12,15(27),16,18,22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(25),2(7),3,5,10,12,15(27),16,18,22(26),23,28-dodecaene-5,16,24-triol |
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Description | 4-({5,24-Dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]Nonacosa-1(24),2,4,6,10,12,15,17,19(27),22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]Nonacosa-1(24),2,4,6,10,12,15,17,19(27),22,25,28-dodecaene-5,16,24-triol belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. 4-({5,25-dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(24),2,4,6,10,12,15(27),16,18,22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(25),2(7),3,5,10,12,15(27),16,18,22(26),23,28-dodecaene-5,16,24-triol is found in Blasia pusilla. 4-({5,24-Dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]Nonacosa-1(24),2,4,6,10,12,15,17,19(27),22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]Nonacosa-1(24),2,4,6,10,12,15,17,19(27),22,25,28-dodecaene-5,16,24-triol is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | OC1=CC=C2C(CCC3=CC=C(OC4=CC(CCC5=CC=C2C(O)=C5)=CC=C4OC2=CC4=C(CCC5=CC=C(OC6=CC(CCC7=CC=C4C(O)=C7)=CC=C6O)C=C5)C=C2O)C=C3)=C1 InChI=1S/C56H46O8/c57-42-17-24-45-40(31-42)15-5-34-9-20-44(21-10-34)63-56-30-39(4-2-36-11-22-46(45)50(59)27-36)14-26-53(56)64-55-33-48-41(32-52(55)61)16-6-35-7-18-43(19-8-35)62-54-29-38(13-25-49(54)58)3-1-37-12-23-47(48)51(60)28-37/h7-14,17-33,57-61H,1-6,15-16H2 |
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Synonyms | Not Available |
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Chemical Formula | C56H46O8 |
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Average Mass | 846.9760 Da |
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Monoisotopic Mass | 846.31927 Da |
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IUPAC Name | 4-({5,25-dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(24),2,4,6,10,12,15(27),16,18,22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(25),2(7),3,5,10,12,15(27),16,18,22(26),23,28-dodecaene-5,16,24-triol |
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Traditional Name | 4-({5,25-dihydroxy-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(24),2,4,6,10,12,15(27),16,18,22,25,28-dodecaen-16-yl}oxy)-14-oxapentacyclo[20.2.2.2¹⁰,¹³.1¹⁵,¹⁹.0²,⁷]nonacosa-1(25),2(7),3,5,10,12,15(27),16,18,22(26),23,28-dodecaene-5,16,24-triol |
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CAS Registry Number | Not Available |
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SMILES | OC1=CC=C2C(CCC3=CC=C(OC4=CC(CCC5=CC=C2C(O)=C5)=CC=C4OC2=CC4=C(CCC5=CC=C(OC6=CC(CCC7=CC=C4C(O)=C7)=CC=C6O)C=C5)C=C2O)C=C3)=C1 |
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InChI Identifier | InChI=1S/C56H46O8/c57-42-17-24-45-40(31-42)15-5-34-9-20-44(21-10-34)63-56-30-39(4-2-36-11-22-46(45)50(59)27-36)14-26-53(56)64-55-33-48-41(32-52(55)61)16-6-35-7-18-43(19-8-35)62-54-29-38(13-25-49(54)58)3-1-37-12-23-47(48)51(60)28-37/h7-14,17-33,57-61H,1-6,15-16H2 |
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InChI Key | WJMHKCQBVUOZSJ-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 lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. |
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Kingdom | Organic compounds |
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Super Class | Lignans, neolignans and related compounds |
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Class | Not Available |
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Sub Class | Not Available |
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Direct Parent | Lignans, neolignans and related compounds |
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Alternative Parents | |
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Substituents | - Oxyneolignan skeleton
- Diaryl ether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- 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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