Record Information |
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Version | 1.0 |
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Created at | 2024-06-27 17:48:07 UTC |
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Updated at | 2024-06-29 00:04:32 UTC |
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NP-MRD ID | NP0333535 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (S)-cis-Verbenol |
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Description | (S)-cis-Verbenol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. It was first documented in 2019 (PMID: 31867219). Based on a literature review a significant number of articles have been published on (S)-cis-Verbenol (PMID: 38673947) (PMID: 36013945) (PMID: 33795419) (PMID: 31714013). |
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Structure | CC1=C[C@H](O)[C@H]2C[C@@H]1C2(C)C InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3/t7-,8+,9-/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C10H16O |
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Average Mass | 152.2370 Da |
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Monoisotopic Mass | 152.12012 Da |
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IUPAC Name | (1S,2S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol |
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Traditional Name | (S)-cis-verbenol |
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CAS Registry Number | Not Available |
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SMILES | CC1=C[C@H](O)[C@H]2C[C@@H]1C2(C)C |
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InChI Identifier | InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3/t7-,8+,9-/m0/s1 |
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InChI Key | WONIGEXYPVIKFS-YIZRAAEISA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, CD3OD, experimental) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum |
| Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 1H NMR Spectrum (1D, 600.133705802, CD3OD, simulated) | bgnzk@missouri.edu | Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA | Dr. Bharat Goel | 2024-06-27 | View Spectrum |
| Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. |
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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 | Monoterpenoids |
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Direct Parent | Bicyclic monoterpenoids |
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Alternative Parents | |
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Substituents | - Pinane monoterpenoid
- Bicyclic monoterpenoid
- 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 | - Xu Z, Chen P, Yan R, Chen G, Qian J, Zhu G, Chen M, Guo Y: Antenna-Biased Odorant Receptor PstrOR17 Mediates Attraction of Phyllotreta striolata to (S)-Cis-Verbenol and (-)-Verbenone. Int J Mol Sci. 2024 Apr 15;25(8):4362. doi: 10.3390/ijms25084362. [PubMed:38673947 ]
- Salinas C, Florentin G, Rodriguez F, Alvarenga N, Guillen R: Terpenes Combinations Inhibit Biofilm Formation in Staphyloccocus aureus by Interfering with Initial Adhesion. Microorganisms. 2022 Jul 28;10(8):1527. doi: 10.3390/microorganisms10081527. [PubMed:36013945 ]
- Fang JX, Du HC, Shi X, Zhang SF, Liu F, Zhang Z, Zu PJ, Kong XB: Monoterpenoid signals and their transcriptional responses to feeding and juvenile hormone regulation in bark beetle Ips hauseri. J Exp Biol. 2021 May 1;224(9):jeb238030. doi: 10.1242/jeb.238030. Epub 2021 May 4. [PubMed:33795419 ]
- Lulekal E, Tesfaye S, Gebrechristos S, Dires K, Zenebe T, Zegeye N, Feleke G, Kassahun A, Shiferaw Y, Mekonnen A: Phytochemical analysis and evaluation of skin irritation, acute and sub-acute toxicity of Cymbopogon citratus essential oil in mice and rabbits. Toxicol Rep. 2019 Nov 4;6:1289-1294. doi: 10.1016/j.toxrep.2019.11.002. eCollection 2019. [PubMed:31867219 ]
- Khashaveh A, An X, Shan S, Xiao Y, Wang Q, Wang S, Li Z, Geng T, Gu S, Zhang Y: Deorphanization of an odorant receptor revealed new bioactive components for green mirid bug Apolygus lucorum (Hemiptera: Miridae). Pest Manag Sci. 2020 May;76(5):1626-1638. doi: 10.1002/ps.5682. Epub 2019 Dec 4. [PubMed:31714013 ]
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