Record Information |
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Version | 2.0 |
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Created at | 2022-09-05 20:35:59 UTC |
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Updated at | 2022-09-05 20:35:59 UTC |
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NP-MRD ID | NP0219563 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | methyl (1r,4s,5r,9s,10r,12s,13r)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate |
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Description | (5Beta,8alpha,9beta,10alpha,12alpha)-17-Hydroxyatisane-18-oic acid methyl ester, also known as (5β,8α,9β,10α,12α)-17-hydroxyatisane-18-Oate methyl ester, belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12. methyl (1r,4s,5r,9s,10r,12s,13r)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate is found in Mallotus nudiflorus. It was first documented in 2022 (PMID: 36075691). Based on a literature review a significant number of articles have been published on (5beta,8alpha,9beta,10alpha,12alpha)-17-Hydroxyatisane-18-oic acid methyl ester (PMID: 36075690) (PMID: 36075689) (PMID: 36075688) (PMID: 36075687). |
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Structure | COC(=O)[C@]1(C)CCC[C@]2(C)[C@@H]1CC[C@@]13CC[C@@H](C[C@@H]21)[C@H](CO)C3 InChI=1S/C21H34O3/c1-19-7-4-8-20(2,18(23)24-3)16(19)6-10-21-9-5-14(11-17(19)21)15(12-21)13-22/h14-17,22H,4-13H2,1-3H3/t14-,15-,16-,17-,19+,20+,21+/m0/s1 |
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Synonyms | Value | Source |
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(5b,8a,9b,10a,12a)-17-Hydroxyatisane-18-Oate methyl ester | Generator | (5b,8a,9b,10a,12a)-17-Hydroxyatisane-18-Oic acid methyl ester | Generator | (5beta,8alpha,9beta,10alpha,12alpha)-17-Hydroxyatisane-18-Oate methyl ester | Generator | (5Β,8α,9β,10α,12α)-17-hydroxyatisane-18-Oate methyl ester | Generator | (5Β,8α,9β,10α,12α)-17-hydroxyatisane-18-Oic acid methyl ester | Generator |
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Chemical Formula | C21H34O3 |
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Average Mass | 334.5000 Da |
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Monoisotopic Mass | 334.25079 Da |
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IUPAC Name | methyl (1R,4S,5R,9S,10R,12S,13R)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate |
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Traditional Name | methyl (1R,4S,5R,9S,10R,12S,13R)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate |
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CAS Registry Number | Not Available |
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SMILES | COC(=O)[C@]1(C)CCC[C@]2(C)[C@@H]1CC[C@@]13CC[C@@H](C[C@@H]21)[C@H](CO)C3 |
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InChI Identifier | InChI=1S/C21H34O3/c1-19-7-4-8-20(2,18(23)24-3)16(19)6-10-21-9-5-14(11-17(19)21)15(12-21)13-22/h14-17,22H,4-13H2,1-3H3/t14-,15-,16-,17-,19+,20+,21+/m0/s1 |
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InChI Key | YSYQTDVOZWSRET-OOPZRWPMSA-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 atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12. |
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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 | Atisane diterpenoids |
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Alternative Parents | |
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Substituents | - Atisane diterpenoid
- Alkaloid or derivatives
- Methyl ester
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- 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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