Record Information |
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Version | 2.0 |
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Created at | 2022-09-06 22:46:44 UTC |
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Updated at | 2022-09-06 22:46:44 UTC |
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NP-MRD ID | NP0239231 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3as,5as,6s,9ar,9br)-6-hydroxy-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one |
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Description | (1R)-alpha-Methylene-1alpha,5beta-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2alpha-acetic acid 2,1-lactone belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. (3as,5as,6s,9ar,9br)-6-hydroxy-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one is found in Eria mucronata. Based on a literature review very few articles have been published on (1R)-alpha-Methylene-1alpha,5beta-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2alpha-acetic acid 2,1-lactone. |
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Structure | CC1=CC[C@H](O)[C@@]2(C)CC[C@@H]3[C@@H](OC(=O)C3=C)[C@H]12 InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4,10-13,16H,2,5-7H2,1,3H3/t10-,11-,12-,13+,15+/m0/s1 |
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Synonyms | Value | Source |
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(1R)-a-Methylene-1a,5b-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2a-acetate 2,1-lactone | Generator | (1R)-a-Methylene-1a,5b-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2a-acetic acid 2,1-lactone | Generator | (1R)-alpha-Methylene-1alpha,5beta-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2alpha-acetate 2,1-lactone | Generator | (1R)-Α-methylene-1α,5β-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2α-acetate 2,1-lactone | Generator | (1R)-Α-methylene-1α,5β-dihydroxy-4abeta,8-dimethyl-1,2,3,4,4a,5,6,8aalpha-octahydronaphthalene-2α-acetic acid 2,1-lactone | Generator |
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Chemical Formula | C15H20O3 |
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Average Mass | 248.3220 Da |
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Monoisotopic Mass | 248.14124 Da |
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IUPAC Name | (3aS,5aS,6S,9aR,9bR)-6-hydroxy-5a,9-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,5aH,6H,7H,9aH,9bH-naphtho[1,2-b]furan-2-one |
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Traditional Name | (3aS,5aS,6S,9aR,9bR)-6-hydroxy-5a,9-dimethyl-3-methylidene-3aH,4H,5H,6H,7H,9aH,9bH-naphtho[1,2-b]furan-2-one |
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CAS Registry Number | Not Available |
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SMILES | CC1=CC[C@H](O)[C@@]2(C)CC[C@@H]3[C@@H](OC(=O)C3=C)[C@H]12 |
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InChI Identifier | InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4,10-13,16H,2,5-7H2,1,3H3/t10-,11-,12-,13+,15+/m0/s1 |
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InChI Key | PLSSEPIRACGCBO-XOBFJNJYSA-N |
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Experimental Spectra |
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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 |
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Chemical Shift Submissions |
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| Not Available |
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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 eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. |
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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 | Terpene lactones |
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Direct Parent | Eudesmanolides, secoeudesmanolides, and derivatives |
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Alternative Parents | |
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Substituents | - Eudesmanolide
- Sesquiterpenoid
- Naphthofuran
- Gamma butyrolactone
- Oxolane
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Oxacycle
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organoheterocyclic compound
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- 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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