Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-03 19:52:58 UTC |
---|
Updated at | 2022-09-03 19:52:58 UTC |
---|
NP-MRD ID | NP0181377 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | {5-methyl-8-methylidene-2-oxo-4h,4ah,7h,7ah,9h,9ah-azuleno[6,5-b]furan-3-yl}methyl acetate |
---|
Description | {5-Methyl-8-methylidene-2-oxo-2H,4H,4aH,7H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-3-yl}methyl acetate belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. {5-methyl-8-methylidene-2-oxo-4h,4ah,7h,7ah,9h,9ah-azuleno[6,5-b]furan-3-yl}methyl acetate is found in Hedyosmum orientale. {5-Methyl-8-methylidene-2-oxo-2H,4H,4aH,7H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-3-yl}methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
---|
Structure | CC(=O)OCC1=C2CC3C(CC=C3C)C(=C)CC2OC1=O InChI=1S/C17H20O4/c1-9-4-5-12-10(2)6-16-14(7-13(9)12)15(17(19)21-16)8-20-11(3)18/h4,12-13,16H,2,5-8H2,1,3H3 |
---|
Synonyms | Value | Source |
---|
{5-methyl-8-methylidene-2-oxo-2H,4H,4ah,7H,7ah,8H,9H,9ah-azuleno[6,5-b]furan-3-yl}methyl acetic acid | Generator |
|
---|
Chemical Formula | C17H20O4 |
---|
Average Mass | 288.3430 Da |
---|
Monoisotopic Mass | 288.13616 Da |
---|
IUPAC Name | {5-methyl-8-methylidene-2-oxo-2H,4H,4aH,7H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-3-yl}methyl acetate |
---|
Traditional Name | {5-methyl-8-methylidene-2-oxo-4H,4aH,7H,7aH,9H,9aH-azuleno[6,5-b]furan-3-yl}methyl acetate |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(=O)OCC1=C2CC3C(CC=C3C)C(=C)CC2OC1=O |
---|
InChI Identifier | InChI=1S/C17H20O4/c1-9-4-5-12-10(2)6-16-14(7-13(9)12)15(17(19)21-16)8-20-11(3)18/h4,12-13,16H,2,5-8H2,1,3H3 |
---|
InChI Key | INOPFDSSHYFRDU-UHFFFAOYSA-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 guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Terpene lactones |
---|
Direct Parent | Guaianolides and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Guaianolide-skeleton
- Guaiane sesquiterpenoid
- Sesquiterpenoid
- 2-furanone
- Dicarboxylic acid or derivatives
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Lactone
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organic oxygen compound
- 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 | |
---|