| Record Information |
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| Version | 2.0 |
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| Created at | 2020-12-09 01:25:37 UTC |
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| Updated at | 2021-07-15 16:47:36 UTC |
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| NP-MRD ID | NP0003874 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Guanacastepene I |
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| Provided By | NPAtlas |
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| Description | (4R,5R,6R,9R,12S,14S)-12,14-dihydroxy-4-methoxy-6,9-dimethyl-5-(propan-2-yl)-15-oxatetracyclo[7.6.1.0²,⁶.0¹³,¹⁶]Hexadeca-1,13(16)-dien-3-one belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond. Guanacastepene I is found in Unknown-fungus sp. cR115. Based on a literature review very few articles have been published on (4R,5R,6R,9R,12S,14S)-12,14-dihydroxy-4-methoxy-6,9-dimethyl-5-(propan-2-yl)-15-oxatetracyclo[7.6.1.0²,⁶.0¹³,¹⁶]Hexadeca-1,13(16)-dien-3-one. |
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| Structure | [H]O[C@@]1([H])OC2=C3C(=O)[C@]([H])(OC([H])([H])[H])[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3(C2=C1[C@@]([H])(O[H])C([H])([H])C3([H])[H])C([H])([H])[H] InChI=1S/C21H30O5/c1-10(2)13-18(25-5)16(23)15-17-14-12(19(24)26-17)11(22)6-7-20(14,3)8-9-21(13,15)4/h10-11,13,18-19,22,24H,6-9H2,1-5H3/t11-,13-,18+,19-,20-,21+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C21H30O5 |
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| Average Mass | 362.4660 Da |
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| Monoisotopic Mass | 362.20932 Da |
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| IUPAC Name | (4R,5R,6R,9R,12S,14S)-12,14-dihydroxy-4-methoxy-6,9-dimethyl-5-(propan-2-yl)-15-oxatetracyclo[7.6.1.0^{2,6}.0^{13,16}]hexadeca-1,13(16)-dien-3-one |
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| Traditional Name | (4R,5R,6R,9R,12S,14S)-12,14-dihydroxy-5-isopropyl-4-methoxy-6,9-dimethyl-15-oxatetracyclo[7.6.1.0^{2,6}.0^{13,16}]hexadeca-1,13(16)-dien-3-one |
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| CAS Registry Number | Not Available |
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| SMILES | CO[C@@H]1[C@H](C(C)C)[C@@]2(C)CC[C@]3(C)CC[C@H](O)C4=C3C(O[C@@H]4O)=C2C1=O |
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| InChI Identifier | InChI=1S/C21H30O5/c1-10(2)13-18(25-5)16(23)15-17-14-12(19(24)26-17)11(22)6-7-20(14,3)8-9-21(13,15)4/h10-11,13,18-19,22,24H,6-9H2,1-5H3/t11-,13-,18+,19-,20-,21+/m0/s1 |
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| InChI Key | SKXOFLYXSQQRDX-PPWBCYONSA-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, 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 |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Unknown-fungus sp. CR115 | NPAtlas | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Dihydrofurans |
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| Sub Class | Not Available |
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| Direct Parent | Dihydrofurans |
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| Alternative Parents | |
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| Substituents | - Vinylogous ester
- Dihydrofuran
- Secondary alcohol
- Ketone
- Hemiacetal
- Oxacycle
- Ether
- Dialkyl ether
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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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