| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-11 09:31:08 UTC |
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| Updated at | 2022-09-11 09:31:09 UTC |
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| NP-MRD ID | NP0312598 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1s,2s,4s,6s,9e,11r,12s,13s,15r)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl acetate |
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| Description | (1S,2S,4S,6S,9E,11R,12S,13S,15R)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl acetate belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton. (1s,2s,4s,6s,9e,11r,12s,13s,15r)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl acetate is found in Plicanthus hirtellus. Based on a literature review very few articles have been published on (1S,2S,4S,6S,9E,11R,12S,13S,15R)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl acetate. |
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| Structure | CC(=O)O[C@H]1C[C@H]([C@@H]2[C@H](C[C@]3(C)O[C@H]3CC\C(C)=C\[C@@H](O)[C@@]12C)OC(C)=O)C(C)=C InChI=1S/C24H36O6/c1-13(2)17-11-21(29-16(5)26)24(7)19(27)10-14(3)8-9-20-23(6,30-20)12-18(22(17)24)28-15(4)25/h10,17-22,27H,1,8-9,11-12H2,2-7H3/b14-10+/t17-,18-,19+,20-,21-,22+,23-,24-/m0/s1 |
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| Synonyms | | Value | Source |
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| (1S,2S,4S,6S,9E,11R,12S,13S,15R)-13-(Acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0,]pentadec-9-en-2-yl acetic acid | Generator |
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| Chemical Formula | C24H36O6 |
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| Average Mass | 420.5460 Da |
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| Monoisotopic Mass | 420.25119 Da |
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| IUPAC Name | (1S,2S,4S,6S,9E,11R,12S,13S,15R)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0^{4,6}]pentadec-9-en-2-yl acetate |
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| Traditional Name | (1S,2S,4S,6S,9E,11R,12S,13S,15R)-13-(acetyloxy)-11-hydroxy-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0^{4,6}]pentadec-9-en-2-yl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CC(=O)O[C@H]1C[C@H]([C@@H]2[C@H](C[C@]3(C)O[C@H]3CC\C(C)=C\[C@@H](O)[C@@]12C)OC(C)=O)C(C)=C |
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| InChI Identifier | InChI=1S/C24H36O6/c1-13(2)17-11-21(29-16(5)26)24(7)19(27)10-14(3)8-9-20-23(6,30-20)12-18(22(17)24)28-15(4)25/h10,17-22,27H,1,8-9,11-12H2,2-7H3/b14-10+/t17-,18-,19+,20-,21-,22+,23-,24-/m0/s1 |
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| InChI Key | VPIUMLVOOPBMDL-NWRYVGASSA-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 dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane 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 | Diterpenoids |
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| Direct Parent | Dolabellane and neodolabellane diterpenoids |
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| Alternative Parents | |
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| Substituents | - Dolabellane diterpenoid
- Dicarboxylic acid or derivatives
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid derivative
- Dialkyl ether
- Oxirane
- Ether
- Oxacycle
- Organoheterocyclic compound
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Alcohol
- Organooxygen compound
- Organic oxygen compound
- 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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