| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2022-09-09 10:07:58 UTC |
|---|
| Updated at | 2022-09-09 10:07:58 UTC |
|---|
| NP-MRD ID | NP0283041 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (1s,4s,5r,8s,13r,14r,15s,16r,18r)-11-ethyl-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.0¹,¹⁴.0²,¹².0⁴,¹³.0⁵,¹⁰.0⁸,¹³]icosane-15,18-diol |
|---|
| Description | Kirinine B 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. (1s,4s,5r,8s,13r,14r,15s,16r,18r)-11-ethyl-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.0¹,¹⁴.0²,¹².0⁴,¹³.0⁵,¹⁰.0⁸,¹³]icosane-15,18-diol is found in Aconitum kirinense. Based on a literature review very few articles have been published on Kirinine B. |
|---|
| Structure | CCN1C2C3C[C@H]4[C@]2([C@@H]2[C@@H](O)[C@@H]5CC[C@]32[C@H](O)C5=C)[C@@H]2CC[C@@]4(C)C1O2 InChI=1S/C22H31NO3/c1-4-23-17-12-9-13-20(3)7-6-14(26-19(20)23)22(13,17)16-15(24)11-5-8-21(12,16)18(25)10(11)2/h11-19,24-25H,2,4-9H2,1,3H3/t11-,12?,13-,14+,15+,16-,17?,18-,19?,20-,21+,22-/m1/s1 |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C22H31NO3 |
|---|
| Average Mass | 357.4940 Da |
|---|
| Monoisotopic Mass | 357.23039 Da |
|---|
| IUPAC Name | (1S,4S,5R,8S,13R,14R,15S,16R,18R)-11-ethyl-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.0^{1,14}.0^{2,12}.0^{4,13}.0^{5,10}.0^{8,13}]icosane-15,18-diol |
|---|
| Traditional Name | (1S,4S,5R,8S,13R,14R,15S,16R,18R)-11-ethyl-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.0^{1,14}.0^{2,12}.0^{4,13}.0^{5,10}.0^{8,13}]icosane-15,18-diol |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | CCN1C2C3C[C@H]4[C@]2([C@@H]2[C@@H](O)[C@@H]5CC[C@]32[C@H](O)C5=C)[C@@H]2CC[C@@]4(C)C1O2 |
|---|
| InChI Identifier | InChI=1S/C22H31NO3/c1-4-23-17-12-9-13-20(3)7-6-14(26-19(20)23)22(13,17)16-15(24)11-5-8-21(12,16)18(25)10(11)2/h11-19,24-25H,2,4-9H2,1,3H3/t11-,12?,13-,14+,15+,16-,17?,18-,19?,20-,21+,22-/m1/s1 |
|---|
| InChI Key | LGYIBDCNMQHCDV-KUJNNEGRSA-N |
|---|
| Experimental Spectra |
|---|
|
| Not Available | | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 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 |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Prenol lipids |
|---|
| Sub Class | Diterpenoids |
|---|
| Direct Parent | Atisane diterpenoids |
|---|
| Alternative Parents | |
|---|
| Substituents | - Atisane diterpenoid
- Naphthopyran
- Naphthalene
- Alkaloid or derivatives
- Azepane
- Pyran
- Piperidine
- Oxazinane
- Oxane
- 1,3-oxazinane
- Cyclic alcohol
- Secondary alcohol
- Hemiaminal
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- 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 | |
|---|