| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2021-06-20 23:43:58 UTC |
|---|
| Updated at | 2021-06-30 00:16:45 UTC |
|---|
| NP-MRD ID | NP0041941 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (4S,5R,7R,8R,12S,13S,15S)-12beta-hydroxy-acetylfawcettiine |
|---|
| Provided By | JEOL Database |
|---|
| Description | (1S,2S,10S,11R,13R,14R,15S)-14-(acetyloxy)-2-hydroxy-15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]Hexadecan-11-yl acetate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (4S,5R,7R,8R,12S,13S,15S)-12beta-hydroxy-acetylfawcettiine is found in Lycopodium japonicum THUNB. (4S,5R,7R,8R,12S,13S,15S)-12beta-hydroxy-acetylfawcettiine was first documented in 2012 (Li, B., et al.). Based on a literature review very few articles have been published on (1S,2S,10S,11R,13R,14R,15S)-14-(acetyloxy)-2-hydroxy-15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]Hexadecan-11-yl acetate. |
|---|
| Structure | [H]O[C@@]12C([H])([H])C([H])([H])C([H])([H])N3C([H])([H])C([H])([H])C([H])([H])[C@]4([H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]234 InChI=1S/C20H31NO5/c1-12-11-19-15-6-4-8-21(19)9-5-7-20(19,24)16(18(12)26-14(3)23)10-17(15)25-13(2)22/h12,15-18,24H,4-11H2,1-3H3/t12-,15+,16+,17+,18+,19-,20-/m0/s1 |
|---|
| Synonyms | | Value | Source |
|---|
| (1S,2S,10S,11R,13R,14R,15S)-14-(Acetyloxy)-2-hydroxy-15-methyl-6-azatetracyclo[8.6.0.0,.0,]hexadecan-11-yl acetic acid | Generator |
|
|---|
| Chemical Formula | C20H31NO5 |
|---|
| Average Mass | 365.4700 Da |
|---|
| Monoisotopic Mass | 365.22022 Da |
|---|
| IUPAC Name | (1S,2S,10S,11R,13R,14R,15S)-14-(acetyloxy)-2-hydroxy-15-methyl-6-azatetracyclo[8.6.0.0^{1,6}.0^{2,13}]hexadecan-11-yl acetate |
|---|
| Traditional Name | (1S,2S,10S,11R,13R,14R,15S)-14-(acetyloxy)-2-hydroxy-15-methyl-6-azatetracyclo[8.6.0.0^{1,6}.0^{2,13}]hexadecan-11-yl acetate |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H]O[C@@]12C([H])([H])C([H])([H])C([H])([H])N3C([H])([H])C([H])([H])C([H])([H])[C@]4([H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]234 |
|---|
| InChI Identifier | InChI=1S/C20H31NO5/c1-12-11-19-15-6-4-8-21(19)9-5-7-20(19,24)16(18(12)26-14(3)23)10-17(15)25-13(2)22/h12,15-18,24H,4-11H2,1-3H3/t12-,15+,16+,17+,18+,19-,20-/m0/s1 |
|---|
| InChI Key | WJIFUTGCIWSXRM-TYWJVBAISA-N |
|---|
| Experimental Spectra |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
|---|
|
| Not Available | | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | | Species Name | Source | Reference |
|---|
| Lycopodium japonicum | JEOL database | - Li, B., et al, Chem. Pharm. Bull. 60, 1448 (2012)
|
|
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Prenol lipids |
|---|
| Sub Class | Sesquiterpenoids |
|---|
| Direct Parent | Sesquiterpenoids |
|---|
| Alternative Parents | |
|---|
| Substituents | - Sesquiterpenoid
- Azaspirodecane
- Quinolizidine
- Quinolidine
- Dicarboxylic acid or derivatives
- Piperidine
- Tertiary alcohol
- Cyclic alcohol
- Tertiary aliphatic amine
- Tertiary amine
- Amino acid or derivatives
- Carboxylic acid ester
- 1,2-aminoalcohol
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Carbonyl group
- Organic nitrogen compound
- Organopnictogen compound
- Amine
- Organic oxide
- Aliphatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aliphatic heteropolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|