Record Information |
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Version | 1.0 |
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Created at | 2022-09-02 02:26:35 UTC |
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Updated at | 2022-09-02 02:26:35 UTC |
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NP-MRD ID | NP0146941 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-geosmin |
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Description | (+)-Geosmin belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Thus, (+)-geosmin is considered to be an isoprenoid. (+)-geosmin is found in Streptomyces avermitilis. It was first documented in 2022 (PMID: 36006164). Based on a literature review a significant number of articles have been published on (+)-geosmin (PMID: 35736037) (PMID: 35954649) (PMID: 35931264) (PMID: 35810865). |
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Structure | C[C@@H]1CCC[C@]2(C)CCCC[C@@]12O InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C12H22O |
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Average Mass | 182.3070 Da |
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Monoisotopic Mass | 182.16707 Da |
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IUPAC Name | (4R,4aR,8aS)-4,8a-dimethyl-decahydronaphthalen-4a-ol |
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Traditional Name | (+)-geosmin |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1CCC[C@]2(C)CCCC[C@@]12O |
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InChI Identifier | InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m1/s1 |
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InChI Key | JLPUXFOGCDVKGO-GRYCIOLGSA-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 tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Alcohols and polyols |
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Direct Parent | Tertiary alcohols |
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Alternative Parents | |
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Substituents | - Tertiary alcohol
- Cyclic alcohol
- Hydrocarbon derivative
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | |
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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 | - Ezediokpu MN, Krause K, Kunert M, Hoffmeister D, Boland W, Kothe E: Ectomycorrhizal Influence on the Dynamics of Sesquiterpene Release by Tricholoma vaccinum. J Fungi (Basel). 2022 May 24;8(6):555. doi: 10.3390/jof8060555. [PubMed:35736037 ]
- Luo F, Chen H, Wu X, Liu L, Chen Y, Wang Z: Insights into the Seasonal Olfactory Mechanism of Geosmin in Raw Water of Huangpu River. Toxics. 2022 Aug 19;10(8):485. doi: 10.3390/toxics10080485. [PubMed:36006164 ]
- Shin JK, Park Y, Kim NY, Hwang SJ: Downstream Transport of Geosmin Based on Harmful Cyanobacterial Outbreak Upstream in a Reservoir Cascade. Int J Environ Res Public Health. 2022 Jul 29;19(15):9294. doi: 10.3390/ijerph19159294. [PubMed:35954649 ]
- Whangchai N, Klahan R, Balakrishnan D, Unpaprom Y, Ramaraj R, Pimpimol T: Development of aeration devices and feeding frequencies for oxygen concentration improvement in 60-tones freshwater recirculating aquaculture and biofloc ponds of Asian seabass (Lates calcarifer) rearing. Chemosphere. 2022 Nov;307(Pt 3):135761. doi: 10.1016/j.chemosphere.2022.135761. Epub 2022 Aug 2. [PubMed:35931264 ]
- Meng T, Su X, Sun P: Degradation of geosmin and 2-methylisoborneol in UV-based AOPs for photoreactors with reflective inner surfaces: Kinetics and transformation products. Chemosphere. 2022 Nov;306:135611. doi: 10.1016/j.chemosphere.2022.135611. Epub 2022 Jul 7. [PubMed:35810865 ]
- LOTUS database [Link]
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