Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-12 15:41:45 UTC |
---|
Updated at | 2022-09-12 15:41:45 UTC |
---|
NP-MRD ID | NP0330389 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | 9-(hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate |
---|
Description | 9-(Hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9bH-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. 9-(hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate is found in Dimerostemma bishopii. 9-(Hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9bH-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
---|
Structure | CC1(CO1)C(=O)OC1CCC(CO)=C2C3OC(=O)C(=C)C3CCC12C InChI=1S/C19H24O6/c1-10-12-6-7-18(2)13(24-17(22)19(3)9-23-19)5-4-11(8-20)14(18)15(12)25-16(10)21/h12-13,15,20H,1,4-9H2,2-3H3 |
---|
Synonyms | Value | Source |
---|
9-(Hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,5ah,6H,7H,8H,9BH-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylic acid | Generator |
|
---|
Chemical Formula | C19H24O6 |
---|
Average Mass | 348.3950 Da |
---|
Monoisotopic Mass | 348.15729 Da |
---|
IUPAC Name | 9-(hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9bH-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate |
---|
Traditional Name | 9-(hydroxymethyl)-5a-methyl-3-methylidene-2-oxo-3aH,4H,5H,6H,7H,8H,9bH-naphtho[1,2-b]furan-6-yl 2-methyloxirane-2-carboxylate |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC1(CO1)C(=O)OC1CCC(CO)=C2C3OC(=O)C(=C)C3CCC12C |
---|
InChI Identifier | InChI=1S/C19H24O6/c1-10-12-6-7-18(2)13(24-17(22)19(3)9-23-19)5-4-11(8-20)14(18)15(12)25-16(10)21/h12-13,15,20H,1,4-9H2,2-3H3 |
---|
InChI Key | PDGYHHFWUZYXNN-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 eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Terpene lactones |
---|
Direct Parent | Eudesmanolides, secoeudesmanolides, and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Eudesmanolide
- Sesquiterpenoid
- Naphthofuran
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Oxirane carboxylic acid
- Oxirane carboxylic acid or derivatives
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tetrahydrofuran
- Lactone
- Carboxylic acid ester
- Organoheterocyclic compound
- Oxacycle
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Primary alcohol
- Carbonyl group
- 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 | |
---|