Record Information |
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Version | 2.0 |
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Created at | 2022-09-12 02:55:01 UTC |
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Updated at | 2022-09-12 02:55:01 UTC |
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NP-MRD ID | NP0323469 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | auroglaucin |
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Description | Auroglaucin belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain. auroglaucin is found in Aspergillus amstelodami and Aspergillus chevalieri. It was first documented in 2020 (PMID: 33552019). Based on a literature review a significant number of articles have been published on Auroglaucin (PMID: 33160255) (PMID: 35205947) (PMID: 34436465) (PMID: 30623671). |
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Structure | C\C=C\C=C\C=C\C1=C(O)C=C(CC=C(C)C)C(O)=C1C=O InChI=1S/C19H22O3/c1-4-5-6-7-8-9-16-17(13-20)19(22)15(12-18(16)21)11-10-14(2)3/h4-10,12-13,21-22H,11H2,1-3H3/b5-4+,7-6+,9-8+ |
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Synonyms | Not Available |
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Chemical Formula | C19H22O3 |
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Average Mass | 298.3820 Da |
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Monoisotopic Mass | 298.15689 Da |
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IUPAC Name | 2-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde |
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Traditional Name | 2-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde |
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CAS Registry Number | Not Available |
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SMILES | C\C=C\C=C\C=C\C1=C(O)C=C(CC=C(C)C)C(O)=C1C=O |
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InChI Identifier | InChI=1S/C19H22O3/c1-4-5-6-7-8-9-16-17(13-20)19(22)15(12-18(16)21)11-10-14(2)3/h4-10,12-13,21-22H,11H2,1-3H3/b5-4+,7-6+,9-8+ |
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InChI Key | ZKBCBIRBLMTSPC-ZAJAATJQSA-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 | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain. |
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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 | Quinone and hydroquinone lipids |
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Direct Parent | Prenylated hydroquinones |
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Alternative Parents | |
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Substituents | - Prenylbenzoquinol
- Hydroxybenzaldehyde
- Benzaldehyde
- Benzoyl
- Hydroquinone
- Styrene
- Aryl-aldehyde
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Organooxygen compound
- Aldehyde
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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 | - Cai X, Xiao M, Zou X, Tang J, Huang B, Xue H: Separation of six antioxidants from Hypsizygus marmoreus by high-speed countercurrent chromatography utilizing an approach based upon the polarity parameter model. J Chromatogr A. 2020 Dec 6;1633:461650. doi: 10.1016/j.chroma.2020.461650. Epub 2020 Oct 29. [PubMed:33160255 ]
- Guo X, Chen F, Liu J, Shao Y, Wang X, Zhou Y: Genome Mining and Analysis of PKS Genes in Eurotium cristatum E1 Isolated from Fuzhuan Brick Tea. J Fungi (Basel). 2022 Feb 16;8(2):193. doi: 10.3390/jof8020193. [PubMed:35205947 ]
- Lee H, Lee S, Kyung S, Ryu J, Kang S, Park M, Lee C: Metabolite Profiling and Anti-Aging Activity of Rice Koji Fermented with Aspergillus oryzae and Aspergillus cristatus: A Comparative Study. Metabolites. 2021 Aug 8;11(8):524. doi: 10.3390/metabo11080524. [PubMed:34436465 ]
- Gao H, Wang Y, Luo Q, Yang L, He X, Wu J, Kachanuban K, Wilaipun P, Zhu W, Wang Y: Bioactive Metabolites From Acid-Tolerant Fungi in a Thai Mangrove Sediment. Front Microbiol. 2021 Jan 22;11:609952. doi: 10.3389/fmicb.2020.609952. eCollection 2020. [PubMed:33552019 ]
- Yurchenko AN, Smetanina OF, Ivanets EV, Phan TTH, Ngo NTD, Zhuravleva OI, Rasin AB, Dyshlovoy SA, Menchinskaya ES, Pislyagin EA, von Amsberg G, Afiyatullov SS, Yurchenko EA: Auroglaucin-related neuroprotective compounds from Vietnamese marine sediment-derived fungus Aspergillus niveoglaucus. Nat Prod Res. 2020 Sep;34(18):2589-2594. doi: 10.1080/14786419.2018.1547293. Epub 2019 Jan 9. [PubMed:30623671 ]
- LOTUS database [Link]
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