Record Information |
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Version | 1.0 |
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Created at | 2022-09-11 03:20:34 UTC |
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Updated at | 2022-09-11 03:20:34 UTC |
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NP-MRD ID | NP0309051 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | flavan skeleton |
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Description | (2S)-flavan belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton. Thus, (2S)-flavan is considered to be a flavonoid. flavan skeleton is found in Morus alba. It was first documented in 2016 (PMID: 27978700). Based on a literature review a significant number of articles have been published on (2S)-flavan (PMID: 36015447) (PMID: 33126408) (PMID: 30973279) (PMID: 27825545). |
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Structure | C1CC2=CC=CC=C2O[C@@H]1C1=CC=CC=C1 InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2/t15-/m0/s1 |
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Synonyms | Value | Source |
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(S)-3,4-Dihydro-2-phenyl-2H-1-benzopyran | ChEBI |
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Chemical Formula | C15H14O |
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Average Mass | 210.2760 Da |
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Monoisotopic Mass | 210.10447 Da |
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IUPAC Name | (2S)-2-phenyl-3,4-dihydro-2H-1-benzopyran |
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Traditional Name | flavan skeleton |
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CAS Registry Number | Not Available |
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SMILES | C1CC2=CC=CC=C2O[C@@H]1C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2/t15-/m0/s1 |
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InChI Key | QOLIPNRNLBQTAU-HNNXBMFYSA-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 | Species Name | Source | Reference |
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Morus alba | LOTUS Database | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton. |
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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 | Flavans |
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Direct Parent | Flavans |
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Alternative Parents | |
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Substituents | - Flavan
- 1-benzopyran
- Benzopyran
- Chromane
- Alkyl aryl ether
- Benzenoid
- Monocyclic benzene moiety
- 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 | |
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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 | - Chen YC, Su SH, Huang JC, Chao CY, Sung PJ, Chen YF, Ko HH, Kuo YH: Tyrosinase Inhibitors Derived from Chemical Constituents of Dianella ensifolia. Plants (Basel). 2022 Aug 18;11(16):2142. doi: 10.3390/plants11162142. [PubMed:36015447 ]
- Noreljaleel AEM, Wilhelm A, Bonnet SL: Analysis of Commercial Proanthocyanidins. Part 6: Sulfitation of Flavan-3-Ols Catechin and Epicatechin, and Procyanidin B-3. Molecules. 2020 Oct 28;25(21):4980. doi: 10.3390/molecules25214980. [PubMed:33126408 ]
- Long H, Yan QF, Hu ZH, Zhang Q, Chen Y, Li LJ: A new para-quinone-type flavan from the leaves of Ilex centrochinensis and its anti-inflammatory activities. J Asian Nat Prod Res. 2019 Jan;21(1):86-92. doi: 10.1080/10286020.2018.1453504. Epub 2018 Mar 28. [PubMed:30973279 ]
- Kessberg A, Metz P: Enantioselective Synthesis of 2'- and 3'-Substituted Natural Flavans by Domino Asymmetric Transfer Hydrogenation/Deoxygenation. Org Lett. 2016 Dec 16;18(24):6500-6503. doi: 10.1021/acs.orglett.6b03459. Epub 2016 Dec 7. [PubMed:27978700 ]
- Zhan G, Zhou J, Liu T, Zheng G, Aisa HA, Yao G: Flavans with potential anti-inflammatory activities from Zephyranthes candida. Bioorg Med Chem Lett. 2016 Dec 15;26(24):5967-5970. doi: 10.1016/j.bmcl.2016.10.081. Epub 2016 Oct 28. [PubMed:27825545 ]
- LOTUS database [Link]
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