Record Information |
---|
Version | 1.0 |
---|
Created at | 2020-12-09 02:59:41 UTC |
---|
Updated at | 2021-07-15 16:53:10 UTC |
---|
NP-MRD ID | NP0005855 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | 1-hydroxy-2-oxoeremophil-1(10),7(11),8(9)-trien-12(8)-olide |
---|
Provided By | NPAtlas |
---|
Description | (4AR,5S)-2-hydroxy-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H-naphtho[2,3-b]furan-7,8-dione belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. 1-hydroxy-2-oxoeremophil-1(10),7(11),8(9)-trien-12(8)-olide is found in Malbranchea aurantiaca. It was first documented in 2005 (PMID: 15896370). Based on a literature review very few articles have been published on (4aR,5S)-2-hydroxy-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H-naphtho[2,3-b]furan-7,8-dione. |
---|
Structure | [H]OC1=C(C2=C(O1)C([H])=C1C(=O)C(=O)C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]1(C([H])([H])[H])C2([H])[H])C([H])([H])[H] InChI=1S/C15H16O4/c1-7-4-11(16)13(17)10-5-12-9(6-15(7,10)3)8(2)14(18)19-12/h5,7,18H,4,6H2,1-3H3/t7-,15+/m0/s1 |
---|
Synonyms | Value | Source |
---|
1-H-2-O-TO | MeSH |
|
---|
Chemical Formula | C15H16O4 |
---|
Average Mass | 260.2890 Da |
---|
Monoisotopic Mass | 260.10486 Da |
---|
IUPAC Name | (4aR,5S)-2-hydroxy-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H-naphtho[2,3-b]furan-7,8-dione |
---|
Traditional Name | (4aR,5S)-2-hydroxy-3,4a,5-trimethyl-4H,5H,6H-naphtho[2,3-b]furan-7,8-dione |
---|
CAS Registry Number | Not Available |
---|
SMILES | C[C@H]1CC(=O)C(=O)C2=CC3=C(C[C@]12C)C(C)=C(O)O3 |
---|
InChI Identifier | InChI=1S/C15H16O4/c1-7-4-11(16)13(17)10-5-12-9(6-15(7,10)3)8(2)14(18)19-12/h5,7,18H,4,6H2,1-3H3/t7-,15+/m0/s1 |
---|
InChI Key | LGQQOCXBDJOCMR-NZFNHWASSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesquiterpenoids |
---|
Direct Parent | Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Furoeremophilane sesquiterpenoid
- Naphthofuran
- Heteroaromatic compound
- Furan
- Cyclic ketone
- Ketone
- Oxacycle
- Organoheterocyclic compound
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic 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 | |
---|