Record Information |
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Version | 1.0 |
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Created at | 2022-09-03 13:31:52 UTC |
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Updated at | 2022-09-03 13:31:52 UTC |
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NP-MRD ID | NP0175950 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3s,8r,9r,11e)-8,9,16-trihydroxy-13,14-dimethoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclotetradecine-1,7-dione |
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Description | Hamigeromycin E belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. (3s,8r,9r,11e)-8,9,16-trihydroxy-13,14-dimethoxy-3-methyl-4,5,6,8,9,10-hexahydro-3h-2-benzoxacyclotetradecine-1,7-dione is found in Hamigera avellanea. It was first documented in 2022 (PMID: 36057434). Based on a literature review a significant number of articles have been published on Hamigeromycin E (PMID: 36057292) (PMID: 36057258) (PMID: 36057245) (PMID: 36057242) (PMID: 36057226). |
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Structure | COC1=CC(O)=C2C(\C=C\C[C@@H](O)[C@@H](O)C(=O)CCC[C@H](C)OC2=O)=C1OC InChI=1S/C20H26O8/c1-11-6-4-8-13(21)18(24)14(22)9-5-7-12-17(20(25)28-11)15(23)10-16(26-2)19(12)27-3/h5,7,10-11,14,18,22-24H,4,6,8-9H2,1-3H3/b7-5+/t11-,14+,18-/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C20H26O8 |
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Average Mass | 394.4200 Da |
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Monoisotopic Mass | 394.16277 Da |
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IUPAC Name | (3S,8R,9R)-8,9,16-trihydroxy-13,14-dimethoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione |
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Traditional Name | (3S,8R,9R)-8,9,16-trihydroxy-13,14-dimethoxy-3-methyl-4,5,6,8,9,10-hexahydro-3H-2-benzoxacyclotetradecine-1,7-dione |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC(O)=C2C(\C=C\C[C@@H](O)[C@@H](O)C(=O)CCC[C@H](C)OC2=O)=C1OC |
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InChI Identifier | InChI=1S/C20H26O8/c1-11-6-4-8-13(21)18(24)14(22)9-5-7-12-17(20(25)28-11)15(23)10-16(26-2)19(12)27-3/h5,7,10-11,14,18,22-24H,4,6,8-9H2,1-3H3/b7-5+/t11-,14+,18-/m0/s1 |
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InChI Key | INOAIAVUQLBIID-KFRKGIJFSA-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 zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Macrolides and analogues |
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Sub Class | Zearalenones |
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Direct Parent | Zearalenones |
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Alternative Parents | |
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Substituents | - Zearalenone-skeleton
- Anisole
- Phenol ether
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Phenol
- Benzenoid
- Vinylogous acid
- Cyclic ketone
- 1,2-diol
- Secondary alcohol
- Carboxylic acid ester
- Ketone
- Lactone
- Organoheterocyclic compound
- Carboxylic acid derivative
- Polyol
- Ether
- Oxacycle
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- 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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General References | - Kindler J, Koenig J, Lerch S, van der Venne P, Resch F, Kaess M: Increased immunological markers in female adolescents with non-suicidal self-injury. J Affect Disord. 2022 Dec 1;318:191-195. doi: 10.1016/j.jad.2022.08.125. Epub 2022 Aug 31. [PubMed:36057292 ]
- Geng S, Li Q, Zhou X, Zheng J, Liu H, Zeng J, Yang R, Fu H, Hao F, Feng Q, Qi B: Gut commensal E. coli outer membrane proteins activate the host food digestive system through neural-immune communication. Cell Host Microbe. 2022 Oct 12;30(10):1401-1416.e8. doi: 10.1016/j.chom.2022.08.004. Epub 2022 Sep 2. [PubMed:36057258 ]
- Ma Z, Wang D, Chen XY, Tao Y, Yang Z, Zhang Y, Huang S, Bu L, Wang C, Wu L, Fan F: Network structure of insomnia and depressive symptoms among shift workers in China. Sleep Med. 2022 Dec;100:150-156. doi: 10.1016/j.sleep.2022.08.010. Epub 2022 Aug 24. [PubMed:36057245 ]
- Dos Anjos Adur M, Chatre P, Metayer V, Drapeau A, Pillonetto M, Penkal ML, Lopes JK, Beirao BCB, Madec JY, de Macedo REF, Haenni M: Escherichia coli ST224 and IncF/bla(CTX-M-55) plasmids drive resistance to extended-spectrum cephalosporins in poultry flocks in Parana, Brazil. Int J Food Microbiol. 2022 Nov 2;380:109885. doi: 10.1016/j.ijfoodmicro.2022.109885. Epub 2022 Aug 27. [PubMed:36057242 ]
- Lou J, Xu J, Zhang Y, Sun Y, Fang A, Liu J, Mur LAJ, Ji B: PPsNet: An improved deep learning model for microsatellite instability high prediction in colorectal cancer from whole slide images. Comput Methods Programs Biomed. 2022 Oct;225:107095. doi: 10.1016/j.cmpb.2022.107095. Epub 2022 Aug 28. [PubMed:36057226 ]
- LOTUS database [Link]
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