| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-02 03:03:10 UTC |
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| Updated at | 2022-09-02 03:03:10 UTC |
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| NP-MRD ID | NP0147443 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1s,2r,5s,6s,7r,8s)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-ol |
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| Description | Copaborneol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (1s,2r,5s,6s,7r,8s)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-ol is found in Cassinia subtropica and Lavandula stoechas. (1s,2r,5s,6s,7r,8s)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-ol was first documented in 2010 (PMID: 20184036). Based on a literature review a small amount of articles have been published on Copaborneol (PMID: 35567269) (PMID: 33938337) (PMID: 26179008) (PMID: 25238080). |
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| Structure | CC(C)[C@@H]1CC[C@]2(C)[C@H]3CC[C@]2(C)[C@H](O)[C@@H]13 InChI=1S/C15H26O/c1-9(2)10-5-7-14(3)11-6-8-15(14,4)13(16)12(10)11/h9-13,16H,5-8H2,1-4H3/t10-,11-,12-,13+,14+,15+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C15H26O |
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| Average Mass | 222.3720 Da |
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| Monoisotopic Mass | 222.19837 Da |
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| IUPAC Name | (1S,2R,5S,6S,7R,8S)-2,8-dimethyl-5-(propan-2-yl)tricyclo[4.4.0.0^{2,8}]decan-7-ol |
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| Traditional Name | (1S,2R,5S,6S,7R,8S)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0^{2,8}]decan-7-ol |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)[C@@H]1CC[C@]2(C)[C@H]3CC[C@]2(C)[C@H](O)[C@@H]13 |
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| InChI Identifier | InChI=1S/C15H26O/c1-9(2)10-5-7-14(3)11-6-8-15(14,4)13(16)12(10)11/h9-13,16H,5-8H2,1-4H3/t10-,11-,12-,13+,14+,15+/m0/s1 |
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| InChI Key | OKGYYQFRSOUSFJ-PKCACUDHSA-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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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 | Sesquiterpenoids |
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| Direct Parent | Sesquiterpenoids |
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| Alternative Parents | |
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| Substituents | - Sesquiterpenoid
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic 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 | - Gamal El-Din MI, Youssef FS, Altyar AE, Ashour ML: GC/MS Analyses of the Essential Oils Obtained from Different Jatropha Species, Their Discrimination Using Chemometric Analysis and Assessment of Their Antibacterial and Anti-Biofilm Activities. Plants (Basel). 2022 May 9;11(9):1268. doi: 10.3390/plants11091268. [PubMed:35567269 ]
- Zhou Y, Li LY, Yin X, Zhang QY, Liang H, Tu PF: Sesquiterpenoids from Pilea cavaleriei. Nat Prod Res. 2021 May;35(9):1537-1543. doi: 10.1080/14786419.2019.1660330. Epub 2019 Sep 5. [PubMed:33938337 ]
- Polatoglu K, Karakoc OC, Demirci B, Goren N, Can Baser KH: Sitophilus granarius L. (Coleoptera) Toxicity and Biological Activities of the Essential Oils of Tanacetum macrophyllum (Waldst. & Kit.) Schultz Bip. J Oleo Sci. 2015;64(8):881-93. doi: 10.5650/jos.ess15078. Epub 2015 Jul 15. [PubMed:26179008 ]
- Gu JL, Li ZJ, Zhang HX, Du ZZ: Fragrant volatile sesquiterpenoids isolated from the essential oil of Laggera pterodonta by using olfactory-guided fractionation. Chem Biodivers. 2014 Sep;11(9):1398-405. doi: 10.1002/cbdv.201400051. [PubMed:25238080 ]
- Radulovic NS, Blagojevic PD, Skropeta D, Zarubica AR, Zlatkovic BK, Palic RM: Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit? Nat Prod Commun. 2010 Jan;5(1):121-7. [PubMed:20184036 ]
- LOTUS database [Link]
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