Record Information |
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Version | 2.0 |
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Created at | 2021-01-05 22:49:14 UTC |
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Updated at | 2021-07-15 17:14:34 UTC |
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NP-MRD ID | NP0013466 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-cochlearol B |
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Provided By | NPAtlas |
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Description | (+)-cochlearol B is found in Ganoderma. It was first documented in 2014 (PMID: 25402560). Based on a literature review very few articles have been published on Cochlearol B (PMID: 31433660) (PMID: 32096300). |
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Structure | [H]OC1=C([H])C([H])=C2O[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]4([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]5(C([H])=C(C([H])=O)C([H])([H])C([H])([H])[C@]345)C2=C1[H] InChI=1S/C21H24O3/c1-18(2)17-7-8-19(3)20(17)9-6-13(12-22)11-21(18,20)15-10-14(23)4-5-16(15)24-19/h4-5,10-12,17,23H,6-9H2,1-3H3/t17-,19-,20+,21+/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C21H24O3 |
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Average Mass | 324.4200 Da |
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Monoisotopic Mass | 324.17254 Da |
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IUPAC Name | (1R,9S,12S,13S)-4-hydroxy-9,18,18-trimethyl-8-oxapentacyclo[10.5.1.0^{1,13}.0^{2,7}.0^{9,13}]octadeca-2(7),3,5,16-tetraene-16-carbaldehyde |
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Traditional Name | (1R,9S,12S,13S)-4-hydroxy-9,18,18-trimethyl-8-oxapentacyclo[10.5.1.0^{1,13}.0^{2,7}.0^{9,13}]octadeca-2(7),3,5,16-tetraene-16-carbaldehyde |
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CAS Registry Number | Not Available |
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SMILES | CC1(C)[C@@H]2CC[C@]3(C)OC4=C(C=C(O)C=C4)[C@@]11C=C(CC[C@@]231)C=O |
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InChI Identifier | InChI=1S/C21H24O3/c1-18(2)17-7-8-19(3)20(17)9-6-13(12-22)11-21(18,20)15-10-14(23)4-5-16(15)24-19/h4-5,10-12,17,23H,6-9H2,1-3H3/t17-,19-,20+,21+/m0/s1 |
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InChI Key | TXSOHFJAYYPXHN-MJUUVYJYSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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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Classification | Not classified |
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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 | - Dou M, Di L, Zhou LL, Yan YM, Wang XL, Zhou FJ, Yang ZL, Li RT, Hou FF, Cheng YX: Cochlearols A and B, polycyclic meroterpenoids from the fungus Ganoderma cochlear that have renoprotective activities. Org Lett. 2014 Dec 5;16(23):6064-7. doi: 10.1021/ol502806j. Epub 2014 Nov 17. [PubMed:25402560 ]
- Zhang DW, Xu WD, Fan HL, Liu HM, Chen D, Liu DD, Qin HB: Total Synthesis of (+/-)-Cochlearol A. Org Lett. 2019 Sep 6;21(17):6761-6764. doi: 10.1021/acs.orglett.9b02391. Epub 2019 Aug 21. [PubMed:31433660 ]
- Shao H, Gao X, Wang ZT, Gao Z, Zhao YM: Divergent Biomimetic Total Syntheses of Ganocins A-C, Ganocochlearins C and D, and Cochlearol T. Angew Chem Int Ed Engl. 2020 May 4;59(19):7419-7424. doi: 10.1002/anie.202000677. Epub 2020 Mar 18. [PubMed:32096300 ]
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