| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-04 22:25:33 UTC |
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| Updated at | 2022-09-04 22:25:34 UTC |
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| NP-MRD ID | NP0203058 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (3ar,4r,6ar,8s,9ar,9br)-3,6,9-trimethylidene-2-oxo-8-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-4-yl 2-(4-methoxyphenyl)acetate |
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| Description | (3AR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-4-yl 2-(4-methoxyphenyl)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. Based on a literature review very few articles have been published on (3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-4-yl 2-(4-methoxyphenyl)acetate. |
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| Structure | COC1=CC=C(CC(=O)O[C@@H]2CC(=C)[C@@H]3C[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(=C)[C@@H]3[C@H]3OC(=O)C(=C)[C@H]23)C=C1 InChI=1S/C30H36O11/c1-13-9-20(38-22(32)10-16-5-7-17(37-4)8-6-16)24-15(3)29(36)41-28(24)23-14(2)19(11-18(13)23)39-30-27(35)26(34)25(33)21(12-31)40-30/h5-8,18-21,23-28,30-31,33-35H,1-3,9-12H2,4H3/t18-,19-,20+,21+,23-,24+,25+,26-,27+,28+,30+/m0/s1 |
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| Synonyms | | Value | Source |
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| (3AR,4R,6ar,8S,9ar,9BR)-3,6,9-trimethylidene-2-oxo-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-4-yl 2-(4-methoxyphenyl)acetic acid | Generator |
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| Chemical Formula | C30H36O11 |
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| Average Mass | 572.6070 Da |
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| Monoisotopic Mass | 572.22576 Da |
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| IUPAC Name | (3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-4-yl 2-(4-methoxyphenyl)acetate |
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| Traditional Name | (3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-4-yl (4-methoxyphenyl)acetate |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=C(CC(=O)O[C@@H]2CC(=C)[C@@H]3C[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(=C)[C@@H]3[C@H]3OC(=O)C(=C)[C@H]23)C=C1 |
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| InChI Identifier | InChI=1S/C30H36O11/c1-13-9-20(38-22(32)10-16-5-7-17(37-4)8-6-16)24-15(3)29(36)41-28(24)23-14(2)19(11-18(13)23)39-30-27(35)26(34)25(33)21(12-31)40-30/h5-8,18-21,23-28,30-31,33-35H,1-3,9-12H2,4H3/t18-,19-,20+,21+,23-,24+,25+,26-,27+,28+,30+/m0/s1 |
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| InChI Key | GYEJBJDQHWUPMX-XPXNKEGMSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 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 |
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| Not Available | | Species |
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| Species of Origin | Not Available |
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| Chemical Taxonomy |
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| 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. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Terpene lactones |
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| Direct Parent | Guaianolides and derivatives |
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| Alternative Parents | |
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| Substituents | - Guaianolide-skeleton
- Terpene glycoside
- Sesquiterpenoid
- Guaiane sesquiterpenoid
- Hexose monosaccharide
- O-glycosyl compound
- Glycosyl compound
- Anisole
- Phenoxy compound
- Phenol ether
- Methoxybenzene
- Alkyl aryl ether
- Benzenoid
- Oxane
- Dicarboxylic acid or derivatives
- Monocyclic benzene moiety
- Monosaccharide
- Gamma butyrolactone
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Oxolane
- Lactone
- Carboxylic acid ester
- Secondary alcohol
- Polyol
- Carboxylic acid derivative
- Oxacycle
- Ether
- Organoheterocyclic compound
- Acetal
- Organic oxygen compound
- Carbonyl group
- Primary alcohol
- Organooxygen compound
- Organic oxide
- Hydrocarbon derivative
- Alcohol
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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