| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-04 03:44:09 UTC |
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| Updated at | 2022-09-04 03:44:09 UTC |
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| NP-MRD ID | NP0187543 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | [(1s,4s,5s,9r,10r,13s,14r)-14-ethoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-11-en-5-yl]methyl acetate |
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| Description | 16Alpha-Ethoxykaur-11-en-19-ol acetate belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. [(1s,4s,5s,9r,10r,13s,14r)-14-ethoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-11-en-5-yl]methyl acetate is found in Sideritis soluta. Based on a literature review very few articles have been published on 16alpha-Ethoxykaur-11-en-19-ol acetate. |
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| Structure | CCO[C@]1(C)C[C@]23C[C@H]1C=C[C@H]2[C@]1(C)CCC[C@](C)(COC(C)=O)[C@H]1CC3 InChI=1S/C24H38O3/c1-6-27-23(5)15-24-13-10-19-21(3,16-26-17(2)25)11-7-12-22(19,4)20(24)9-8-18(23)14-24/h8-9,18-20H,6-7,10-16H2,1-5H3/t18-,19-,20+,21-,22-,23-,24+/m1/s1 |
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| Synonyms | | Value | Source |
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| 16a-Ethoxykaur-11-en-19-ol acetate | Generator | | 16a-Ethoxykaur-11-en-19-ol acetic acid | Generator | | 16alpha-Ethoxykaur-11-en-19-ol acetic acid | Generator | | 16Α-ethoxykaur-11-en-19-ol acetate | Generator | | 16Α-ethoxykaur-11-en-19-ol acetic acid | Generator |
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| Chemical Formula | C24H38O3 |
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| Average Mass | 374.5650 Da |
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| Monoisotopic Mass | 374.28210 Da |
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| IUPAC Name | [(1S,4S,5S,9R,10R,13S,14R)-14-ethoxy-5,9,14-trimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadec-11-en-5-yl]methyl acetate |
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| Traditional Name | [(1S,4S,5S,9R,10R,13S,14R)-14-ethoxy-5,9,14-trimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadec-11-en-5-yl]methyl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CCO[C@]1(C)C[C@]23C[C@H]1C=C[C@H]2[C@]1(C)CCC[C@](C)(COC(C)=O)[C@H]1CC3 |
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| InChI Identifier | InChI=1S/C24H38O3/c1-6-27-23(5)15-24-13-10-19-21(3,16-26-17(2)25)11-7-12-22(19,4)20(24)9-8-18(23)14-24/h8-9,18-20H,6-7,10-16H2,1-5H3/t18-,19-,20+,21-,22-,23-,24+/m1/s1 |
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| InChI Key | OWUYFGXZDKBJRR-APZNWPTMSA-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 kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. |
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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 | Kaurane diterpenoids |
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| Alternative Parents | |
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| Substituents | - Kaurane diterpenoid
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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