| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-27 23:50:29 UTC |
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| Updated at | 2022-04-27 23:50:29 UTC |
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| NP-MRD ID | NP0053001 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Viscidulin III |
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| Description | Viscidulin iii belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, viscidulin III is considered to be a flavonoid. Viscidulin III is found in Scutellaria baicalensis . Viscidulin III was first documented in 2004 (PMID: 15036470). Based on a literature review a small amount of articles have been published on Viscidulin iii (PMID: 19829679) (PMID: 32143602) (PMID: 26187760). |
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| Structure | COC1=CC=C(C(OC)=C1O)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C17H14O8/c1-23-10-4-3-8(16(24-2)13(10)20)17-15(22)14(21)12-9(19)5-7(18)6-11(12)25-17/h3-6,18-20,22H,1-2H3 |
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| Synonyms | Not Available |
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| Chemical Formula | C17H14O8 |
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| Average Mass | 346.2910 Da |
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| Monoisotopic Mass | 346.06887 Da |
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| IUPAC Name | 3,5,7-trihydroxy-2-(3-hydroxy-2,4-dimethoxyphenyl)-4H-chromen-4-one |
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| Traditional Name | viscidulin III |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=C(C(OC)=C1O)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 |
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| InChI Identifier | InChI=1S/C17H14O8/c1-23-10-4-3-8(16(24-2)13(10)20)17-15(22)14(21)12-9(19)5-7(18)6-11(12)25-17/h3-6,18-20,22H,1-2H3 |
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| InChI Key | LYWHJXVFIUKXLE-UHFFFAOYSA-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 | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Flavonoids |
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| Sub Class | Flavones |
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| Direct Parent | Flavonols |
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| Alternative Parents | |
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| Substituents | - 3-hydroxyflavone
- 4p-methoxyflavonoid-skeleton
- 2p-methoxyflavonoid-skeleton
- 3-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- 3'-hydroxyflavonoid
- Hydroxyflavonoid
- Chromone
- Methoxyphenol
- M-dimethoxybenzene
- Dimethoxybenzene
- Benzopyran
- 1-benzopyran
- Anisole
- Methoxybenzene
- Phenol ether
- Phenoxy compound
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Phenol
- Benzenoid
- Monocyclic benzene moiety
- Pyran
- Vinylogous acid
- Heteroaromatic compound
- Ether
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Organic oxygen compound
- Organic oxide
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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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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| General References | - Zhou XQ, Liang H, Lu XH, Cai SQ, Wang B, Zhao YY: [Flavonoids from Scutellaria baicalensis and their bioactivities]. Beijing Da Xue Xue Bao Yi Xue Ban. 2009 Oct 18;41(5):578-84. [PubMed:19829679 ]
- Wang L, Tan N, Wang H, Hu J, Diwu W, Wang X: A systematic analysis of natural alpha-glucosidase inhibitors from flavonoids of Radix scutellariae using ultrafiltration UPLC-TripleTOF-MS/MS and network pharmacology. BMC Complement Med Ther. 2020 Mar 6;20(1):72. doi: 10.1186/s12906-020-2871-3. [PubMed:32143602 ]
- Tahtah Y, Kongstad KT, Wubshet SG, Nyberg NT, Jonsson LH, Jager AK, Qinglei S, Staerk D: Triple aldose reductase/alpha-glucosidase/radical scavenging high-resolution profiling combined with high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy for identification of antidiabetic constituents in crude extract of Radix Scutellariae. J Chromatogr A. 2015 Aug 21;1408:125-32. doi: 10.1016/j.chroma.2015.07.010. Epub 2015 Jul 4. [PubMed:26187760 ]
- Sonoda M, Nishiyama T, Matsukawa Y, Moriyasu M: Cytotoxic activities of flavonoids from two Scutellaria plants in Chinese medicine. J Ethnopharmacol. 2004 Mar;91(1):65-8. doi: 10.1016/j.jep.2003.11.014. [PubMed:15036470 ]
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