| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 07:55:33 UTC |
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| Updated at | 2022-04-28 07:55:33 UTC |
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| NP-MRD ID | NP0063533 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 8alpha-Acetoxydolichlasin |
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| Description | (1S,2S,3aS,6S,7R,8aR)-6-[(1-hydroxyethenyl)oxy]-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,6,7,8,8a-octahydroazulene-1,2-diol belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. 8alpha-Acetoxydolichlasin is found in Dolichlasium lagascae. Based on a literature review very few articles have been published on (1S,2S,3aS,6S,7R,8aR)-6-[(1-hydroxyethenyl)oxy]-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,6,7,8,8a-octahydroazulene-1,2-diol. |
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| Structure | CC(=C)[C@H]1C[C@@H]2[C@H](C[C@H](O)[C@@]2(C)O)C(C)=C[C@@H]1OC(O)=C InChI=1S/C17H26O4/c1-9(2)12-7-14-13(8-16(19)17(14,5)20)10(3)6-15(12)21-11(4)18/h6,12-16,18-20H,1,4,7-8H2,2-3,5H3/t12-,13-,14-,15+,16+,17+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C17H26O4 |
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| Average Mass | 294.3910 Da |
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| Monoisotopic Mass | 294.18311 Da |
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| IUPAC Name | (1S,2S,3aS,6S,7R,8aR)-6-[(1-hydroxyethenyl)oxy]-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,6,7,8,8a-octahydroazulene-1,2-diol |
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| Traditional Name | (1S,2S,3aS,6S,7R,8aR)-6-[(1-hydroxyethenyl)oxy]-1,4-dimethyl-7-(prop-1-en-2-yl)-3,3a,6,7,8,8a-hexahydro-2H-azulene-1,2-diol |
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| CAS Registry Number | Not Available |
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| SMILES | CC(=C)[C@H]1C[C@@H]2[C@H](C[C@H](O)[C@@]2(C)O)C(C)=C[C@@H]1OC(O)=C |
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| InChI Identifier | InChI=1S/C17H26O4/c1-9(2)12-7-14-13(8-16(19)17(14,5)20)10(3)6-15(12)21-11(4)18/h6,12-16,18-20H,1,4,7-8H2,2-3,5H3/t12-,13-,14-,15+,16+,17+/m1/s1 |
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| InChI Key | QQYCGXDOCUXJKE-FFRIZKCHSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. |
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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 | Guaianes |
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| Alternative Parents | |
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| Substituents | - Guaiane sesquiterpenoid
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Ketene acetal or derivatives
- 1,2-diol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic 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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