Record Information |
---|
Version | 1.0 |
---|
Created at | 2021-06-21 00:32:34 UTC |
---|
Updated at | 2021-06-30 00:18:28 UTC |
---|
NP-MRD ID | NP0043026 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | 7alpha,14beta-dihydroxy-17beta-methoxymethyl-18beta-acetoxy-ent-kaur-11,1+ |
---|
Provided By | JEOL Database![JEOL Logo](/attributions/jeol_logo.png) |
---|
Description | CHEMBL3092695 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. 7alpha,14beta-dihydroxy-17beta-methoxymethyl-18beta-acetoxy-ent-kaur-11,1+ is found in Salvia cavaleriei. It was first documented in 2013 (Zheng, H., et al.). Based on a literature review very few articles have been published on CHEMBL3092695. |
---|
Structure | [H]O[C@]1([H])[C@@]2([H])C([H])([H])C(=O)[C@]3([H])[C@@]1(C(=O)[C@]2([H])C([H])([H])OC([H])([H])[H])[C@]([H])(O[H])C([H])([H])[C@]1([H])[C@@](C([H])([H])[H])(C([H])([H])OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]31C([H])([H])[H] InChI=1S/C23H34O7/c1-12(24)30-11-21(2)6-5-7-22(3)16(21)9-17(26)23-18(22)15(25)8-13(19(23)27)14(10-29-4)20(23)28/h13-14,16-19,26-27H,5-11H2,1-4H3/t13-,14+,16+,17+,18-,19+,21+,22+,23-/m0/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C23H34O7 |
---|
Average Mass | 422.5180 Da |
---|
Monoisotopic Mass | 422.23045 Da |
---|
IUPAC Name | [(1R,2R,4S,5S,9R,10S,13S,14S,16R)-2,16-dihydroxy-14-(methoxymethyl)-5,9-dimethyl-11,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl acetate |
---|
Traditional Name | [(1R,2R,4S,5S,9R,10S,13S,14S,16R)-2,16-dihydroxy-14-(methoxymethyl)-5,9-dimethyl-11,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl acetate |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H]O[C@]1([H])[C@@]2([H])C([H])([H])C(=O)[C@]3([H])[C@@]1(C(=O)[C@]2([H])C([H])([H])OC([H])([H])[H])[C@]([H])(O[H])C([H])([H])[C@]1([H])[C@@](C([H])([H])[H])(C([H])([H])OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]31C([H])([H])[H] |
---|
InChI Identifier | InChI=1S/C23H34O7/c1-12(24)30-11-21(2)6-5-7-22(3)16(21)9-17(26)23-18(22)15(25)8-13(19(23)27)14(10-29-4)20(23)28/h13-14,16-19,26-27H,5-11H2,1-4H3/t13-,14+,16+,17+,18-,19+,21+,22+,23-/m0/s1 |
---|
InChI Key | MIPDTNNJJHAWFF-WCRFQQSUSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 400 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CD3OD, 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 |
---|
Salvia cavaleriei | JEOL database | - Zheng, H., et al, J. Nat. Prod. 76, 2253 (2013)
|
|
---|
Chemical Taxonomy |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Diterpenoids |
---|
Direct Parent | Kaurane diterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Kaurane diterpenoid
- Cyclic alcohol
- Carboxylic acid ester
- Ketone
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxygen compound
- Alcohol
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic 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 | |
---|