| Record Information |
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| Version | 2.0 |
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| Created at | 2024-05-01 15:45:20 UTC |
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| Updated at | 2025-05-24 00:05:36 UTC |
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| NP-MRD ID | NP0332862 |
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| Natural Product DOI | https://doi.org/10.57994/2140 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (+)-Gnetupendin C |
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| Description | Gnetoline A belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Based on a literature review very few articles have been published on Gnetoline A. |
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| Structure | OC1=CC=C(\C=C\C2=CC(O)=C3[C@H]([C@H](OC3=C2)C2=CC=C(O)C=C2O)C2=CC(O)=CC(O)=C2)C=C1 InChI=1S/C28H22O7/c29-18-5-3-15(4-6-18)1-2-16-9-24(34)27-25(10-16)35-28(22-8-7-19(30)14-23(22)33)26(27)17-11-20(31)13-21(32)12-17/h1-14,26,28-34H/b2-1+/t26-,28-/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C28H22O7 |
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| Average Mass | 470.4770 Da |
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| Monoisotopic Mass | 470.13655 Da |
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| IUPAC Name | 5-[(2S,3R)-2-(2,4-dihydroxyphenyl)-4-hydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol |
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| Traditional Name | 5-[(2S,3R)-2-(2,4-dihydroxyphenyl)-4-hydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol |
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| CAS Registry Number | Not Available |
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| SMILES | OC1=CC=C(\C=C\C2=CC(O)=C3[C@H]([C@H](OC3=C2)C2=CC=C(O)C=C2O)C2=CC(O)=CC(O)=C2)C=C1 |
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| InChI Identifier | InChI=1S/C28H22O7/c29-18-5-3-15(4-6-18)1-2-16-9-24(34)27-25(10-16)35-28(22-8-7-19(30)14-23(22)33)26(27)17-11-20(31)13-21(32)12-17/h1-14,26,28-34H/b2-1+/t26-,28-/m1/s1 |
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| InChI Key | SEFNUEXMMDHMHO-QIPCJACNSA-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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| ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600.17 MHz, C2D6OS, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| | Chemical Shift Submissions |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 1H NMR Spectrum (1D, 600, C2D6OS, simulated) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2025-05-22 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600.17, C2D6OS, simulated) | olivier.kirchhoffer@unige.ch | University of Geneva | Olivier Kirchhoffer | 2024-05-01 | View Spectrum |
| | Species |
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| Species of Origin | |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | 2-arylbenzofuran flavonoids |
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| Sub Class | Not Available |
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| Direct Parent | 2-arylbenzofuran flavonoids |
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| Alternative Parents | |
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| Substituents | - 2-arylbenzofuran flavonoid
- Linear 1,7-diphenylheptane skeleton
- 1-phenylcoumaran
- Stilbene
- Coumaran
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Alkyl aryl ether
- Benzenoid
- Monocyclic benzene moiety
- Tetrahydrofuran
- Oxacycle
- Organoheterocyclic compound
- Ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- 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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