Record Information |
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Version | 1.0 |
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Created at | 2022-09-07 19:29:39 UTC |
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Updated at | 2022-09-07 19:29:39 UTC |
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NP-MRD ID | NP0255118 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (4s,4ar,5s)-3,4a,5-trimethyl-4h,5h,6h,7h,9h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate |
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Description | Isobutyric acid [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5beta-trimethylnaphtho[2,3-b]furan]-4beta-yl ester 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. (4s,4ar,5s)-3,4a,5-trimethyl-4h,5h,6h,7h,9h-naphtho[2,3-b]furan-4-yl 2-methylpropanoate is found in Jacobaea auricula. Based on a literature review very few articles have been published on Isobutyric acid [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5beta-trimethylnaphtho[2,3-b]furan]-4beta-yl ester. |
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Structure | CC(C)C(=O)O[C@@H]1C2=C(CC3=CCC[C@H](C)[C@@]13C)OC=C2C InChI=1S/C19H26O3/c1-11(2)18(20)22-17-16-12(3)10-21-15(16)9-14-8-6-7-13(4)19(14,17)5/h8,10-11,13,17H,6-7,9H2,1-5H3/t13-,17+,19+/m0/s1 |
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Synonyms | Value | Source |
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Isobutyrate [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5b-trimethylnaphtho[2,3-b]furan]-4b-yl ester | Generator | Isobutyrate [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5beta-trimethylnaphtho[2,3-b]furan]-4beta-yl ester | Generator | Isobutyrate [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5β-trimethylnaphtho[2,3-b]furan]-4β-yl ester | Generator | Isobutyric acid [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5b-trimethylnaphtho[2,3-b]furan]-4b-yl ester | Generator | Isobutyric acid [(4S)-4,4a,5,6,7,9-hexahydro-3,4abeta,5β-trimethylnaphtho[2,3-b]furan]-4β-yl ester | Generator |
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Chemical Formula | C19H26O3 |
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Average Mass | 302.4140 Da |
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Monoisotopic Mass | 302.18819 Da |
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IUPAC Name | (4S,4aR,5S)-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,9H-naphtho[2,3-b]furan-4-yl 2-methylpropanoate |
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Traditional Name | (4S,4aR,5S)-3,4a,5-trimethyl-4H,5H,6H,7H,9H-naphtho[2,3-b]furan-4-yl 2-methylpropanoate |
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CAS Registry Number | Not Available |
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SMILES | CC(C)C(=O)O[C@@H]1C2=C(CC3=CCC[C@H](C)[C@@]13C)OC=C2C |
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InChI Identifier | InChI=1S/C19H26O3/c1-11(2)18(20)22-17-16-12(3)10-21-15(16)9-14-8-6-7-13(4)19(14,17)5/h8,10-11,13,17H,6-7,9H2,1-5H3/t13-,17+,19+/m0/s1 |
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InChI Key | UVHYLUJFQSYBEK-BOFPYLFWSA-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
- Benzofuran
- Furan
- Heteroaromatic compound
- Carboxylic acid ester
- Oxacycle
- Monocarboxylic acid or derivatives
- 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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