Record Information |
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Version | 2.0 |
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Created at | 2022-09-12 03:10:00 UTC |
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Updated at | 2022-09-12 03:10:00 UTC |
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NP-MRD ID | NP0323621 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 4,6,8-trihydroxy-3-methyltetraphene-1,2,7,12-tetrone |
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Description | Oviedomycin belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. 4,6,8-trihydroxy-3-methyltetraphene-1,2,7,12-tetrone is found in Streptomyces ansochromogenes. 4,6,8-trihydroxy-3-methyltetraphene-1,2,7,12-tetrone was first documented in 2014 (PMID: 25303210). Based on a literature review a small amount of articles have been published on Oviedomycin (PMID: 28972184) (PMID: 35439610) (PMID: 34572679) (PMID: 28562006). |
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Structure | CC1=C(O)C2=CC(O)=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C2C(=O)C1=O InChI=1S/C19H10O7/c1-6-15(22)8-5-10(21)13-14(12(8)19(26)16(6)23)17(24)7-3-2-4-9(20)11(7)18(13)25/h2-5,20-22H,1H3 |
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Synonyms | Not Available |
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Chemical Formula | C19H10O7 |
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Average Mass | 350.2820 Da |
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Monoisotopic Mass | 350.04265 Da |
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IUPAC Name | 4,6,8-trihydroxy-3-methyl-1,2,7,12-tetrahydrotetraphene-1,2,7,12-tetrone |
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Traditional Name | 4,6,8-trihydroxy-3-methyltetraphene-1,2,7,12-tetrone |
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CAS Registry Number | Not Available |
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SMILES | CC1=C(O)C2=CC(O)=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C2C(=O)C1=O |
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InChI Identifier | InChI=1S/C19H10O7/c1-6-15(22)8-5-10(21)13-14(12(8)19(26)16(6)23)17(24)7-3-2-4-9(20)11(7)18(13)25/h2-5,20-22H,1H3 |
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InChI Key | SKUDQXAQMMVQKR-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, 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 phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenanthrenes and derivatives |
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Sub Class | Phenanthrols |
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Direct Parent | Phenanthrols |
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Alternative Parents | |
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Substituents | - Phenanthrol
- Anthracene
- 1-naphthol
- 2-naphthol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Vinylogous acid
- Cyclic ketone
- Polyol
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic homopolycyclic compound
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Molecular Framework | Aromatic homopolycyclic 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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General References | - Rico S, Yepes A, Rodriguez H, Santamaria J, Antoraz S, Krause EM, Diaz M, Santamaria RI: Regulation of the AbrA1/A2 two-component system in Streptomyces coelicolor and the potential of its deletion strain as a heterologous host for antibiotic production. PLoS One. 2014 Oct 10;9(10):e109844. doi: 10.1371/journal.pone.0109844. eCollection 2014. [PubMed:25303210 ]
- Xu J, Zhang J, Zhuo J, Li Y, Tian Y, Tan H: Activation and mechanism of a cryptic oviedomycin gene cluster via the disruption of a global regulatory gene, adpA, in Streptomyces ansochromogenes. J Biol Chem. 2017 Dec 1;292(48):19708-19720. doi: 10.1074/jbc.M117.809145. Epub 2017 Sep 25. [PubMed:28972184 ]
- Li J, Wang W, Liu X, Tian Y, Tan H, Zhang J: A butenolide signaling system synergized with biosynthetic gene modules led to effective activation and enhancement of silent oviedomycin production in Streptomyces. Metab Eng. 2022 Jul;72:289-296. doi: 10.1016/j.ymben.2022.04.002. Epub 2022 Apr 18. [PubMed:35439610 ]
- Li Y, Yu H, Guan H, Li J, Zhang J, Xiang H, Li J, Tan H: Activation of Cryptic Antibiotic Biosynthetic Gene Clusters Guided by RNA-seq Data from Both Streptomyces ansochromogenes and DeltawblA. Antibiotics (Basel). 2021 Sep 10;10(9):1097. doi: 10.3390/antibiotics10091097. [PubMed:34572679 ]
- Zhang B, Tian W, Wang S, Yan X, Jia X, Pierens GK, Chen W, Ma H, Deng Z, Qu X: Activation of Natural Products Biosynthetic Pathways via a Protein Modification Level Regulation. ACS Chem Biol. 2017 Jul 21;12(7):1732-1736. doi: 10.1021/acschembio.7b00225. Epub 2017 Jun 2. [PubMed:28562006 ]
- LOTUS database [Link]
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