Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-09 22:04:50 UTC |
---|
Updated at | 2022-09-09 22:04:51 UTC |
---|
NP-MRD ID | NP0291109 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (3s,3ar,4s,5ar,6r,9as,9br)-6-hydroxy-3,5a,9-trimethyl-2-oxo-3h,3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-4-yl acetate |
---|
Description | (3S)-3abeta,4,5,5a,6,7,9abeta,9balpha-Octahydro-3beta,5aalpha,9-trimethyl-4beta-acetoxy-6alpha-hydroxynaphtho[1,2-b]furan-2(3H)-one 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. (3s,3ar,4s,5ar,6r,9as,9br)-6-hydroxy-3,5a,9-trimethyl-2-oxo-3h,3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-4-yl acetate is found in Artemisia canariensis. Based on a literature review very few articles have been published on (3S)-3abeta,4,5,5a,6,7,9abeta,9balpha-Octahydro-3beta,5aalpha,9-trimethyl-4beta-acetoxy-6alpha-hydroxynaphtho[1,2-b]furan-2(3H)-one. |
---|
Structure | C[C@H]1[C@H]2[C@H](OC1=O)[C@H]1C(C)=CC[C@@H](O)[C@]1(C)C[C@@H]2OC(C)=O InChI=1S/C17H24O5/c1-8-5-6-12(19)17(4)7-11(21-10(3)18)13-9(2)16(20)22-15(13)14(8)17/h5,9,11-15,19H,6-7H2,1-4H3/t9-,11-,12+,13+,14+,15-,17-/m0/s1 |
---|
Synonyms | Value | Source |
---|
(3S)-3Abeta,4,5,5a,6,7,9abeta,9balpha-octahydro-3b,5aalpha,9-trimethyl-4b-acetoxy-6a-hydroxynaphtho[1,2-b]furan-2(3H)-one | Generator | (3S)-3Abeta,4,5,5a,6,7,9abeta,9balpha-octahydro-3β,5aalpha,9-trimethyl-4β-acetoxy-6α-hydroxynaphtho[1,2-b]furan-2(3H)-one | Generator |
|
---|
Chemical Formula | C17H24O5 |
---|
Average Mass | 308.3740 Da |
---|
Monoisotopic Mass | 308.16237 Da |
---|
IUPAC Name | (3S,3aR,4S,5aR,6R,9aS,9bR)-6-hydroxy-3,5a,9-trimethyl-2-oxo-2H,3H,3aH,4H,5H,5aH,6H,7H,9aH,9bH-naphtho[1,2-b]furan-4-yl acetate |
---|
Traditional Name | (3S,3aR,4S,5aR,6R,9aS,9bR)-6-hydroxy-3,5a,9-trimethyl-2-oxo-3H,3aH,4H,5H,6H,7H,9aH,9bH-naphtho[1,2-b]furan-4-yl acetate |
---|
CAS Registry Number | Not Available |
---|
SMILES | C[C@H]1[C@H]2[C@H](OC1=O)[C@H]1C(C)=CC[C@@H](O)[C@]1(C)C[C@@H]2OC(C)=O |
---|
InChI Identifier | InChI=1S/C17H24O5/c1-8-5-6-12(19)17(4)7-11(21-10(3)18)13-9(2)16(20)22-15(13)14(8)17/h5,9,11-15,19H,6-7H2,1-4H3/t9-,11-,12+,13+,14+,15-,17-/m0/s1 |
---|
InChI Key | PLVZMXKRJMWMNE-CRPMDKJOSA-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
- Tetrahydrofuran
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Alcohol
- 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 | |
---|