| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-09 12:19:17 UTC |
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| Updated at | 2022-09-09 12:19:17 UTC |
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| NP-MRD ID | NP0284565 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (2r,5r,6r,8s,9s,12r,13r)-12-hydroxy-5-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0¹,¹³.0²,⁶]tetradecan-8-yl acetate |
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| Description | (2R,5R,6R,8S,9S,12R,13R)-12-hydroxy-6,9,12-trimethyl-5-(propan-2-yl)tetracyclo[7.5.0.0¹,¹³.0²,⁶]Tetradecan-8-yl acetate belongs to the class of organic compounds known as valparane and mulinane diterpenoids. These are diterpenoids with a structure based on either the valparane or mulinane skeleton. Valparane and mulinane are tricyclic compounds containing a tetradecahydrocyclohepta[e]indene skeleton. Valparane carries a 1-methylethyl at the 3-position, as well as three methyl groups at the 5a-, 8-, and 10b-position of the ring system. Mulinane carries a 1-methylethyl at the 3-position, as well as three methyl groups at the 3a-, 5a-, and 8-position of the ring system. (2r,5r,6r,8s,9s,12r,13r)-12-hydroxy-5-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0¹,¹³.0²,⁶]tetradecan-8-yl acetate is found in Azorella compacta. Based on a literature review very few articles have been published on (2R,5R,6R,8S,9S,12R,13R)-12-hydroxy-6,9,12-trimethyl-5-(propan-2-yl)tetracyclo[7.5.0.0¹,¹³.0²,⁶]Tetradecan-8-yl acetate. |
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| Structure | CC(C)[C@H]1CC[C@H]2C34C[C@H]3[C@](C)(O)CC[C@]4(C)[C@H](C[C@]12C)OC(C)=O InChI=1S/C22H36O3/c1-13(2)15-7-8-16-19(15,4)12-18(25-14(3)23)20(5)9-10-21(6,24)17-11-22(16,17)20/h13,15-18,24H,7-12H2,1-6H3/t15-,16-,17+,18+,19-,20-,21-,22?/m1/s1 |
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| Synonyms | | Value | Source |
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| (2R,5R,6R,8S,9S,12R,13R)-12-Hydroxy-6,9,12-trimethyl-5-(propan-2-yl)tetracyclo[7.5.0.0,.0,]tetradecan-8-yl acetic acid | Generator |
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| Chemical Formula | C22H36O3 |
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| Average Mass | 348.5270 Da |
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| Monoisotopic Mass | 348.26645 Da |
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| IUPAC Name | (2R,5R,6R,8S,9S,12R,13R)-12-hydroxy-6,9,12-trimethyl-5-(propan-2-yl)tetracyclo[7.5.0.0^{1,13}.0^{2,6}]tetradecan-8-yl acetate |
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| Traditional Name | (2R,5R,6R,8S,9S,12R,13R)-12-hydroxy-5-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0^{1,13}.0^{2,6}]tetradecan-8-yl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)[C@H]1CC[C@H]2C34C[C@H]3[C@](C)(O)CC[C@]4(C)[C@H](C[C@]12C)OC(C)=O |
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| InChI Identifier | InChI=1S/C22H36O3/c1-13(2)15-7-8-16-19(15,4)12-18(25-14(3)23)20(5)9-10-21(6,24)17-11-22(16,17)20/h13,15-18,24H,7-12H2,1-6H3/t15-,16-,17+,18+,19-,20-,21-,22?/m1/s1 |
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| InChI Key | KLONPCIQOJGNBV-IDZRQMMISA-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 valparane and mulinane diterpenoids. These are diterpenoids with a structure based on either the valparane or mulinane skeleton. Valparane and mulinane are tricyclic compounds containing a tetradecahydrocyclohepta[e]indene skeleton. Valparane carries a 1-methylethyl at the 3-position, as well as three methyl groups at the 5a-, 8-, and 10b-position of the ring system. Mulinane carries a 1-methylethyl at the 3-position, as well as three methyl groups at the 3a-, 5a-, and 8-position of the ring system. |
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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 | Valparane and mulinane diterpenoids |
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| Alternative Parents | |
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| Substituents | - Valparane or mulinane diterpenoid
- Tertiary alcohol
- Cyclic alcohol
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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