| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-12 09:21:51 UTC |
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| Updated at | 2022-09-12 09:21:52 UTC |
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| NP-MRD ID | NP0327109 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 2-({9-hydroxy-3,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-1-benzofuran-4,7-dione |
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| Description | 2-({9-Hydroxy-3,5-dimethyl-5H,6H,7H,8H-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-4,7-dihydro-1-benzofuran-4,7-dione belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. 2-({9-hydroxy-3,5-dimethyl-5h,6h,7h,8h-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-1-benzofuran-4,7-dione is found in Ligularia virgaurea. 2-({9-Hydroxy-3,5-dimethyl-5H,6H,7H,8H-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-4,7-dihydro-1-benzofuran-4,7-dione is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | CC=CCCC1=C(C)C(=O)C2=C(OC(CC3=C4C(C)=COC4=C(O)C4=C3C(C)CCC4)=C2C)C1=O InChI=1S/C30H32O5/c1-6-7-8-11-19-17(4)26(31)25-18(5)22(35-30(25)27(19)32)13-21-23-15(2)10-9-12-20(23)28(33)29-24(21)16(3)14-34-29/h6-7,14-15,33H,8-13H2,1-5H3 |
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| Synonyms | Not Available |
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| Chemical Formula | C30H32O5 |
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| Average Mass | 472.5810 Da |
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| Monoisotopic Mass | 472.22497 Da |
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| IUPAC Name | 2-({9-hydroxy-3,5-dimethyl-5H,6H,7H,8H-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-4,7-dihydro-1-benzofuran-4,7-dione |
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| Traditional Name | 2-({9-hydroxy-3,5-dimethyl-5H,6H,7H,8H-naphtho[2,3-b]furan-4-yl}methyl)-3,5-dimethyl-6-(pent-3-en-1-yl)-1-benzofuran-4,7-dione |
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| CAS Registry Number | Not Available |
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| SMILES | CC=CCCC1=C(C)C(=O)C2=C(OC(CC3=C4C(C)=COC4=C(O)C4=C3C(C)CCC4)=C2C)C1=O |
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| InChI Identifier | InChI=1S/C30H32O5/c1-6-7-8-11-19-17(4)26(31)25-18(5)22(35-30(25)27(19)32)13-21-23-15(2)10-9-12-20(23)28(33)29-24(21)16(3)14-34-29/h6-7,14-15,33H,8-13H2,1-5H3 |
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| InChI Key | NYALJMJYPVDKLK-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 eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. |
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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 | Sesquiterpenoids |
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| Direct Parent | Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids |
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| Alternative Parents | |
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| Substituents | - Furoeremophilane sesquiterpenoid
- Naphthofuran
- Tetralin
- Benzofuran
- Aryl ketone
- Benzenoid
- Heteroaromatic compound
- Furan
- Ketone
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen 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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