Record Information |
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Version | 1.0 |
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Created at | 2020-12-09 02:02:31 UTC |
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Updated at | 2021-07-15 16:49:36 UTC |
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NP-MRD ID | NP0004592 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-(6S)-hydroxymenthol |
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Provided By | NPAtlas |
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Description | (+)-(6S)-hydroxymenthol is found in Diaporthe amygdali and Phomopsis. It was first documented in 2003 (PMID: 12723593). Based on a literature review very few articles have been published on (1S,2R,4S,5R)-2-methyl-5-(propan-2-yl)cyclohexane-1,4-diol (PMID: 20678558) (PMID: 14526907) (PMID: 12643645). |
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Structure | [H]O[C@@]1([H])C([H])([H])[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@@]1([H])C([H])([H])[H] InChI=1S/C10H20O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h6-12H,4-5H2,1-3H3/t7-,8-,9+,10+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C10H20O2 |
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Average Mass | 172.2680 Da |
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Monoisotopic Mass | 172.14633 Da |
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IUPAC Name | (1S,2R,4S,5R)-2-methyl-5-(propan-2-yl)cyclohexane-1,4-diol |
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Traditional Name | (1S,2R,4S,5R)-2-isopropyl-5-methylcyclohexane-1,4-diol |
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CAS Registry Number | Not Available |
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SMILES | CC(C)[C@H]1C[C@H](O)[C@H](C)C[C@@H]1O |
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InChI Identifier | InChI=1S/C10H20O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h6-12H,4-5H2,1-3H3/t7-,8-,9+,10+/m1/s1 |
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InChI Key | TXISQGBRDPUIBI-IMSYWVGJSA-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 | - Sassa T, Kenmoku H, Sato M, Murayama T, Kato N: (+)-Menthol and its hydroxy derivatives, novel fungal monoterpenols from the fusicoccin-producing fungi, Phomopsis amygdali F6a and Niigata 2. Biosci Biotechnol Biochem. 2003 Mar;67(3):475-9. doi: 10.1271/bbb.67.475. [PubMed:12723593 ]
- Cao Y, Wei X, Xu H, Tang W: Antifungal properties of methanol extract and its active compounds from Brickellia rosmarinifolia Vent. Fitoterapia. 2010 Dec;81(8):1176-9. doi: 10.1016/j.fitote.2010.07.021. Epub 2010 Aug 3. [PubMed:20678558 ]
- Miyazawa M, Kawazoe H, Hyakumachi M: Biopreparation of (-)-(1S,3R,4S,6S)-6-hydroxymenthol and (-)-(1S,3R,4S)-1-hydroxymenthol from 1-menthol by Rhizoctonia solani AG-1-IA and IB. Nat Prod Res. 2003 Oct;17(5):307-11. doi: 10.1080/1057563031000072532. [PubMed:14526907 ]
- Miyazawa M, Kawazoe H, Sumi Y, Hyakumachi M: Lytic activity of l-menthol derivatives against the snow blight disease fungus, Micronectriella nivalis. J Agric Food Chem. 2003 Mar 26;51(7):1880-3. doi: 10.1021/jf0210831. [PubMed:12643645 ]
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