Record Information |
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Version | 1.0 |
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Created at | 2022-09-12 01:59:14 UTC |
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Updated at | 2022-09-12 01:59:14 UTC |
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NP-MRD ID | NP0322911 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | [(2z)-3-hydroxy-4-[(2e)-4-methyloct-2-enoyl]-5-oxofuran-2-ylidene]acetic acid |
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Description | Italicinic acid, also known as italicinate, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. [(2z)-3-hydroxy-4-[(2e)-4-methyloct-2-enoyl]-5-oxofuran-2-ylidene]acetic acid is found in Penicillium italicum. It was first documented in 2022 (PMID: 36127137). Based on a literature review a significant number of articles have been published on Italicinic acid (PMID: 36127070) (PMID: 36127061) (PMID: 36127054) (PMID: 36127043). |
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Structure | CCCCC(C)\C=C\C(=O)C1=C(O)\C(OC1=O)=C\C(O)=O InChI=1S/C15H18O6/c1-3-4-5-9(2)6-7-10(16)13-14(19)11(8-12(17)18)21-15(13)20/h6-9,19H,3-5H2,1-2H3,(H,17,18)/b7-6+,11-8- |
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Synonyms | Value | Source |
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Italicinate | Generator |
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Chemical Formula | C15H18O6 |
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Average Mass | 294.3030 Da |
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Monoisotopic Mass | 294.11034 Da |
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IUPAC Name | 2-[(2Z)-3-hydroxy-4-[(2E)-4-methyloct-2-enoyl]-5-oxo-2,5-dihydrofuran-2-ylidene]acetic acid |
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Traditional Name | [(2Z)-3-hydroxy-4-[(2E)-4-methyloct-2-enoyl]-5-oxofuran-2-ylidene]acetic acid |
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CAS Registry Number | Not Available |
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SMILES | CCCCC(C)\C=C\C(=O)C1=C(O)\C(OC1=O)=C\C(O)=O |
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InChI Identifier | InChI=1S/C15H18O6/c1-3-4-5-9(2)6-7-10(16)13-14(19)11(8-12(17)18)21-15(13)20/h6-9,19H,3-5H2,1-2H3,(H,17,18)/b7-6+,11-8- |
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InChI Key | DPHXIYPTUGEXJY-VEQVDCDKSA-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 butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Dihydrofurans |
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Sub Class | Furanones |
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Direct Parent | Butenolides |
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Alternative Parents | |
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Substituents | - 2-furanone
- Dicarboxylic acid or derivatives
- Acryloyl-group
- Enol ester
- Vinylogous acid
- Alpha,beta-unsaturated ketone
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Enone
- Carboxylic acid ester
- Ketone
- Lactone
- Enol
- Oxacycle
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | - Ailani J, Kaiser EA, Mathew PG, McAllister P, Russo AF, Velez C, Ramajo AP, Abdrabboh A, Xu C, Rasmussen S, Tepper SJ: Role of Calcitonin Gene-Related Peptide on the Gastrointestinal Symptoms of Migraine-Clinical Considerations: A Narrative Review. Neurology. 2022 Sep 20. pii: WNL.0000000000201332. doi: 10.1212/WNL.0000000000201332. [PubMed:36127137 ]
- Li S, Xiao Q, Yang H, Huang J, Li Y: Characterization of a new Bacillus velezensis as a powerful biocontrol agent against tomato gray mold. Pestic Biochem Physiol. 2022 Oct;187:105199. doi: 10.1016/j.pestbp.2022.105199. Epub 2022 Aug 8. [PubMed:36127070 ]
- De Anna JS, Bieczynski F, Carcamo JG, Venturino A, Luquet CM: Chlorpyrifos stimulates ABCC-mediated transport in the intestine of the rainbow trout Oncorhynchus mykiss. Pestic Biochem Physiol. 2022 Oct;187:105222. doi: 10.1016/j.pestbp.2022.105222. Epub 2022 Sep 5. [PubMed:36127061 ]
- Kim Y, Goh G, Kim YH: Expression of antimicrobial peptides associated with different susceptibilities to environmental chemicals in Drosophila suzukii and Drosophila melanogaster. Pestic Biochem Physiol. 2022 Oct;187:105210. doi: 10.1016/j.pestbp.2022.105210. Epub 2022 Aug 11. [PubMed:36127054 ]
- Wang K, Che M, Chen E, Jian F, Tang P: Amplification refractory mutation system based real-time PCR (ARMS-qPCR) for rapid resistance characterization of Tribolium castaneum to phosphine. Pestic Biochem Physiol. 2022 Oct;187:105181. doi: 10.1016/j.pestbp.2022.105181. Epub 2022 Jul 28. [PubMed:36127043 ]
- LOTUS database [Link]
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