Record Information |
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Version | 2.0 |
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Created at | 2022-09-12 12:59:49 UTC |
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Updated at | 2022-09-12 12:59:49 UTC |
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NP-MRD ID | NP0329018 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 3,4-bis[(acetyloxy)methyl]-5-methyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-yl propanoate |
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Description | 3,4-Bis[(acetyloxy)methyl]-5-methyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-yl propanoate 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. 3,4-bis[(acetyloxy)methyl]-5-methyl-5h,6h,7h,8h-naphtho[2,3-b]furan-9-yl propanoate is found in Senecio lydenburgensis. 3,4-Bis[(acetyloxy)methyl]-5-methyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-yl propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CCC(=O)OC1=C2OC=C(COC(C)=O)C2=C(COC(C)=O)C2=C1CCCC2C InChI=1S/C22H26O7/c1-5-18(25)29-21-16-8-6-7-12(2)19(16)17(11-27-14(4)24)20-15(9-26-13(3)23)10-28-22(20)21/h10,12H,5-9,11H2,1-4H3 |
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Synonyms | Value | Source |
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3,4-Bis[(acetyloxy)methyl]-5-methyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-yl propanoic acid | Generator |
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Chemical Formula | C22H26O7 |
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Average Mass | 402.4430 Da |
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Monoisotopic Mass | 402.16785 Da |
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IUPAC Name | 3,4-bis[(acetyloxy)methyl]-5-methyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-yl propanoate |
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Traditional Name | 3,4-bis[(acetyloxy)methyl]-5-methyl-5H,6H,7H,8H-naphtho[2,3-b]furan-9-yl propanoate |
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CAS Registry Number | Not Available |
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SMILES | CCC(=O)OC1=C2OC=C(COC(C)=O)C2=C(COC(C)=O)C2=C1CCCC2C |
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InChI Identifier | InChI=1S/C22H26O7/c1-5-18(25)29-21-16-8-6-7-12(2)19(16)17(11-27-14(4)24)20-15(9-26-13(3)23)10-28-22(20)21/h10,12H,5-9,11H2,1-4H3 |
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InChI Key | ICTKNIHRITXMBQ-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
- Tricarboxylic acid or derivatives
- Benzenoid
- Furan
- Heteroaromatic compound
- Carboxylic acid ester
- Oxacycle
- Carboxylic acid derivative
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- 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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