| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-19 17:55:13 UTC |
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| Updated at | 2021-06-29 23:51:09 UTC |
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| NP-MRD ID | NP0025923 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Zedoarolide A |
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| Provided By | JEOL Database |
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| Description | ZEDOAROLIDE A 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. Zedoarolide A is found in Curcuma phaeocaulis, Curcuma zedoaria and Zedoariae Rhizoma. Zedoarolide A was first documented in 2001 (Matsuda, H., et al.). Based on a literature review very few articles have been published on ZEDOAROLIDE A. |
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| Structure | [H]O[C@@]1([H])[C@]2(O[C@]22C([H])([H])C([H])([H])[C@@](O[H])(C([H])([H])[H])[C@@]2([H])C([H])([H])C2=C(C(=O)O[C@@]12O[H])C([H])([H])[H])C([H])([H])[H] InChI=1S/C15H20O6/c1-7-8-6-9-12(2,18)4-5-14(9)13(3,21-14)11(17)15(8,19)20-10(7)16/h9,11,17-19H,4-6H2,1-3H3/t9-,11+,12+,13-,14+,15-/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C15H20O6 |
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| Average Mass | 296.3190 Da |
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| Monoisotopic Mass | 296.12599 Da |
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| IUPAC Name | (1S,3R,4S,5R,11R,12S)-4,5,12-trihydroxy-3,8,12-trimethyl-2,6-dioxatetracyclo[9.3.0.0^{1,3}.0^{5,9}]tetradec-8-en-7-one |
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| Traditional Name | (1S,3R,4S,5R,11R,12S)-4,5,12-trihydroxy-3,8,12-trimethyl-2,6-dioxatetracyclo[9.3.0.0^{1,3}.0^{5,9}]tetradec-8-en-7-one |
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| CAS Registry Number | Not Available |
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| SMILES | [H]O[C@@]1([H])[C@]2(O[C@]22C([H])([H])C([H])([H])[C@@](O[H])(C([H])([H])[H])[C@@]2([H])C([H])([H])C2=C(C(=O)O[C@@]12O[H])C([H])([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C15H20O6/c1-7-8-6-9-12(2,18)4-5-14(9)13(3,21-14)11(17)15(8,19)20-10(7)16/h9,11,17-19H,4-6H2,1-3H3/t9-,11+,12+,13-,14+,15-/m1/s1 |
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| InChI Key | FYIUFPCMCZWNKH-OJVJDFQCSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, C5D5N, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | |
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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
- Sesquiterpenoid
- 2-furanone
- Cyclic alcohol
- Dihydrofuran
- Tertiary alcohol
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Carboxylic acid ester
- Secondary alcohol
- Hemiacetal
- Lactone
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Dialkyl ether
- Oxirane
- Ether
- Polyol
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organooxygen compound
- Carbonyl group
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic 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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