| Record Information |
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| Version | 2.0 |
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| Created at | 2022-06-29 20:16:14 UTC |
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| Updated at | 2022-06-29 20:16:14 UTC |
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| NP-MRD ID | NP0139910 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Collinin |
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| Description | COLLININ belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Collinin is found in Flindersia maculosa, Haplophyllum alberti-regelii and Zanthoxylum schinifolium. Collinin was first documented in 2013 (PMID: 22897650). Based on a literature review a small amount of articles have been published on COLLININ (PMID: 26753624) (PMID: 33199969) (PMID: 32007684) (PMID: 30097109). |
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| Structure | COC1=C(OC\C=C(/C)CCC=C(C)C)C=CC2=C1OC(=O)C=C2 InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)12-13-23-17-10-8-16-9-11-18(21)24-19(16)20(17)22-4/h6,8-12H,5,7,13H2,1-4H3/b15-12+ |
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| Synonyms | Not Available |
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| Chemical Formula | C20H24O4 |
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| Average Mass | 328.4080 Da |
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| Monoisotopic Mass | 328.16746 Da |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=C(OC\C=C(/C)CCC=C(C)C)C=CC2=C1OC(=O)C=C2 |
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| InChI Identifier | InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)12-13-23-17-10-8-16-9-11-18(21)24-19(16)20(17)22-4/h6,8-12H,5,7,13H2,1-4H3/b15-12+ |
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| InChI Key | MJWGWXGEAHRWOV-NTCAYCPXSA-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 terpene lactones. These are prenol lipids containing a lactone ring. |
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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 | Terpene lactones |
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| Direct Parent | Terpene lactones |
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| Alternative Parents | |
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| Substituents | - Terpene lactone
- Coumarin
- Aromatic monoterpenoid
- Benzopyran
- Bicyclic monoterpenoid
- Monoterpenoid
- 1-benzopyran
- Anisole
- Alkyl aryl ether
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Lactone
- Organoheterocyclic compound
- Ether
- Oxacycle
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- 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 | - Nguyen PH, Zhao BT, Kim O, Lee JH, Choi JS, Min BS, Woo MH: Anti-inflammatory terpenylated coumarins from the leaves of Zanthoxylum schinifolium with alpha-glucosidase inhibitory activity. J Nat Med. 2016 Apr;70(2):276-81. doi: 10.1007/s11418-015-0957-x. Epub 2016 Jan 11. [PubMed:26753624 ]
- Chidambaram S, El-Sheikh MA, Alfarhan AH, Radhakrishnan S, Akbar I: Synthesis of novel coumarin analogues: Investigation of molecular docking interaction of SARS-CoV-2 proteins with natural and synthetic coumarin analogues and their pharmacokinetics studies. Saudi J Biol Sci. 2021 Jan;28(1):1100-1108. doi: 10.1016/j.sjbs.2020.11.038. Epub 2020 Nov 12. [PubMed:33199969 ]
- Pardo-Castano C, Vasquez D, Bolanos G, Contreras A: Strong antimicrobial activity of collinin and isocollinin against periodontal and superinfectant pathogens in vitro. Anaerobe. 2020 Apr;62:102163. doi: 10.1016/j.anaerobe.2020.102163. Epub 2020 Jan 21. [PubMed:32007684 ]
- Kim S, Seo H, Mahmud HA, Islam MI, Lee BE, Cho ML, Song HY: In vitro activity of collinin isolated from the leaves of Zanthoxylum schinifolium against multidrug- and extensively drug-resistant Mycobacterium tuberculosis. Phytomedicine. 2018 Jul 15;46:104-110. doi: 10.1016/j.phymed.2018.04.029. Epub 2018 Apr 17. [PubMed:30097109 ]
- Santos J, Marquis A, Epifano F, Genovese S, Curini M, Grenier D: Collinin reduces Porphyromonas gingivalis growth and collagenase activity and inhibits the lipopolysaccharide-induced macrophage inflammatory response and osteoclast differentiation and function. J Periodontol. 2013 May;84(5):704-11. doi: 10.1902/jop.2012.120118. Epub 2012 Aug 16. [PubMed:22897650 ]
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