Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-06 07:08:45 UTC |
---|
Updated at | 2022-09-06 07:08:45 UTC |
---|
NP-MRD ID | NP0227721 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (1s,2r,7r,9r,13r,14s,15r,16s,17r)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,6,11-trione |
---|
Description | (1S,2R,7R,9R,13R,14S,15R,16S,17R)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]Heptadec-4-ene-3,6,11-trione belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. (1s,2r,7r,9r,13r,14s,15r,16s,17r)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,6,11-trione is found in Picrasma javanica. Based on a literature review very few articles have been published on (1S,2R,7R,9R,13R,14S,15R,16S,17R)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]Heptadec-4-ene-3,6,11-trione. |
---|
Structure | COC1=CC(=O)[C@@H]2C[C@H]3OC(=O)C[C@H]4[C@](C)(O)[C@H](O)[C@@H](O)[C@@H]([C@@]34C)[C@@]2(C)C1=O InChI=1S/C20H26O8/c1-18-8(9(21)6-10(27-4)16(18)24)5-12-19(2)11(7-13(22)28-12)20(3,26)17(25)14(23)15(18)19/h6,8,11-12,14-15,17,23,25-26H,5,7H2,1-4H3/t8-,11+,12+,14-,15+,17+,18-,19+,20-/m0/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C20H26O8 |
---|
Average Mass | 394.4200 Da |
---|
Monoisotopic Mass | 394.16277 Da |
---|
IUPAC Name | (1S,2R,7R,9R,13R,14S,15R,16S,17R)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-4-ene-3,6,11-trione |
---|
Traditional Name | (1S,2R,7R,9R,13R,14S,15R,16S,17R)-14,15,16-trihydroxy-4-methoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-4-ene-3,6,11-trione |
---|
CAS Registry Number | Not Available |
---|
SMILES | COC1=CC(=O)[C@@H]2C[C@H]3OC(=O)C[C@H]4[C@](C)(O)[C@H](O)[C@@H](O)[C@@H]([C@@]34C)[C@@]2(C)C1=O |
---|
InChI Identifier | InChI=1S/C20H26O8/c1-18-8(9(21)6-10(27-4)16(18)24)5-12-19(2)11(7-13(22)28-12)20(3,26)17(25)14(23)15(18)19/h6,8,11-12,14-15,17,23,25-26H,5,7H2,1-4H3/t8-,11+,12+,14-,15+,17+,18-,19+,20-/m0/s1 |
---|
InChI Key | LYWFBBUSPUTCNA-MMCOPDDKSA-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 quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Terpene lactones |
---|
Direct Parent | Quassinoids |
---|
Alternative Parents | |
---|
Substituents | - Quassinoid
- Naphthopyranone
- Naphthopyran
- Naphthalene
- Delta valerolactone
- Cyclohexenone
- Delta_valerolactone
- Pyranone
- Pyran
- Oxane
- Cyclic alcohol
- Vinylogous ester
- Tertiary alcohol
- Carboxylic acid ester
- Ketone
- Lactone
- Secondary alcohol
- Oxacycle
- Monocarboxylic acid or derivatives
- Organoheterocyclic compound
- Carboxylic acid derivative
- Polyol
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Alcohol
- Organooxygen compound
- 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 | |
---|