Record Information |
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Version | 2.0 |
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Created at | 2022-09-09 23:39:32 UTC |
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Updated at | 2022-09-09 23:39:32 UTC |
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NP-MRD ID | NP0292226 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | methyl (1s,10r,12s,13e,18r)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵]octadeca-2,4,6,8-tetraene-18-carboxylate |
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Description | Methyl (1S,10R,12S,13E,18R)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵]Octadeca-2(7),3,5,8-tetraene-18-carboxylate belongs to the class of organic compounds known as akuammilan and related alkaloids. These are alkaloids with a structure based on either the akuammilan skeleton. The ring system in this group is formed from a precursor of the corynantheine type by bond formation between C-16 and C-7. Variations in this subgroup include, among others, alkaloids derived by C-3 to N-4 bond fission, as well as alkaloids in which the N-4 to C-5 bond in the Akuammiline skeleton has been severed. methyl (1s,10r,12s,13e,18r)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵]octadeca-2,4,6,8-tetraene-18-carboxylate is found in Alstonia angustifolia. Based on a literature review very few articles have been published on methyl (1S,10R,12S,13E,18R)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵]Octadeca-2(7),3,5,8-tetraene-18-carboxylate. |
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Structure | COC(=O)[C@@H]1[C@@H]2C[C@H]3N(CC[C@]11C3=NC3=CC(O)=CC=C13)C\C2=C\C InChI=1S/C20H22N2O3/c1-3-11-10-22-7-6-20-14-5-4-12(23)8-15(14)21-18(20)16(22)9-13(11)17(20)19(24)25-2/h3-5,8,13,16-17,23H,6-7,9-10H2,1-2H3/b11-3-/t13-,16-,17+,20-/m1/s1 |
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Synonyms | Value | Source |
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Methyl (1S,10R,12S,13E,18R)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0,.0,.0,]octadeca-2(7),3,5,8-tetraene-18-carboxylic acid | Generator |
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Chemical Formula | C20H22N2O3 |
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Average Mass | 338.4070 Da |
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Monoisotopic Mass | 338.16304 Da |
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IUPAC Name | methyl (1S,10R,12S,13E,18R)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0^{1,9}.0^{2,7}.0^{10,15}]octadeca-2,4,6,8-tetraene-18-carboxylate |
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Traditional Name | methyl (1S,10R,12S,13E,18R)-13-ethylidene-5-hydroxy-8,15-diazapentacyclo[10.5.1.0^{1,9}.0^{2,7}.0^{10,15}]octadeca-2,4,6,8-tetraene-18-carboxylate |
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CAS Registry Number | Not Available |
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SMILES | COC(=O)[C@@H]1[C@@H]2C[C@H]3N(CC[C@]11C3=NC3=CC(O)=CC=C13)C\C2=C\C |
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InChI Identifier | InChI=1S/C20H22N2O3/c1-3-11-10-22-7-6-20-14-5-4-12(23)8-15(14)21-18(20)16(22)9-13(11)17(20)19(24)25-2/h3-5,8,13,16-17,23H,6-7,9-10H2,1-2H3/b11-3-/t13-,16-,17+,20-/m1/s1 |
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InChI Key | ZRTWQBVIJLUCRR-VQYYGXBXSA-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 akuammilan and related alkaloids. These are alkaloids with a structure based on either the akuammilan skeleton. The ring system in this group is formed from a precursor of the corynantheine type by bond formation between C-16 and C-7. Variations in this subgroup include, among others, alkaloids derived by C-3 to N-4 bond fission, as well as alkaloids in which the N-4 to C-5 bond in the Akuammiline skeleton has been severed. |
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Kingdom | Organic compounds |
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Super Class | Alkaloids and derivatives |
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Class | Akuammilan and related alkaloids |
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Sub Class | Not Available |
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Direct Parent | Akuammilan and related alkaloids |
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Alternative Parents | |
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Substituents | - Akuammilan skeleton
- Quinolizidine
- 3-alkylindole
- Indole or derivatives
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Piperidine
- Benzenoid
- Methyl ester
- Amino acid or derivatives
- Carboxylic acid ester
- Ketimine
- Tertiary amine
- Tertiary aliphatic amine
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Amine
- Hydrocarbon derivative
- Organic oxide
- Imine
- Organopnictogen compound
- Organonitrogen compound
- Organooxygen compound
- Organic oxygen compound
- Carbonyl group
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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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