| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-09 06:59:45 UTC |
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| Updated at | 2022-09-09 06:59:45 UTC |
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| NP-MRD ID | NP0280936 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1as,4s,4as,7s,7ar,7br)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol |
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| Description | Globulol belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Thus, globulol is considered to be an isoprenoid. (1as,4s,4as,7s,7ar,7br)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol is found in Angelica sylvestris, Calypogeia muelleriana, Frullania tamarisci, Jackiella javanica, Mylia taylorii and Tritomaria quinquedentata. (1as,4s,4as,7s,7ar,7br)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol was first documented in 2022 (PMID: 36037596). Based on a literature review a small amount of articles have been published on Globulol (PMID: 35946642) (PMID: 35735854) (PMID: 35344272) (PMID: 36085404). |
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| Structure | C[C@H]1CC[C@H]2[C@H]1[C@@H]1[C@H](CC[C@]2(C)O)C1(C)C InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10-,11-,12-,13-,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 | (1aR,1bR,2S,4aS,5S,7aS)-1,1,2,5-tetramethyl-decahydro-1H-cyclopropa[e]azulen-5-ol |
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| Traditional Name | (1aR,1bR,2S,4aS,5S,7aS)-1,1,2,5-tetramethyl-octahydro-1aH-cyclopropa[e]azulen-5-ol |
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| CAS Registry Number | Not Available |
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| SMILES | C[C@H]1CC[C@H]2[C@H]1[C@@H]1[C@H](CC[C@]2(C)O)C1(C)C |
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| InChI Identifier | InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10-,11-,12-,13-,15-/m0/s1 |
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| InChI Key | AYXPYQRXGNDJFU-RQWGMIHLSA-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 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. |
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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 | 5,10-cycloaromadendrane sesquiterpenoids |
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| Alternative Parents | |
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| Substituents | - 5,10-cycloaromadendrane sesquiterpenoid
- Guaiane sesquiterpenoid
- Tertiary alcohol
- Cyclic 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 | - Arya A, Mittal V, Kaushik D, Kumar M, Alotaibi SS, Albogami SM, El-Saber Batiha G, Jeandet P: Mutivariate optimization strategy for the sonication-based extraction of Nardostachys jatamansi roots and analysis for chemical composition, anti-oxidant and acetylcholinesterase inhibitory potential. Ultrason Sonochem. 2022 Sep;89:106133. doi: 10.1016/j.ultsonch.2022.106133. Epub 2022 Aug 24. [PubMed:36037596 ]
- Santana MLG, Melo JPR, Camara CAGD, Moraes MM, Araujo CA, Vasconcelos GJN, Pereira MRS, Zartman CE: Lethal and sublethal effects of essential oils fromPiper capitarianumYunck andPiper krukoffiiYunck onPlutella xylostellaL. An Acad Bras Cienc. 2022 Aug 8;94(2):e20200072. doi: 10.1590/0001-3765202220200072. eCollection 2022. [PubMed:35946642 ]
- Ebadollahi A, Naseri B, Abedi Z, Setzer WN, Changbunjong T: Promising Insecticidal Efficiency of Essential Oils Isolated from Four Cultivated Eucalyptus Species in Iran against the Lesser Grain Borer, Rhyzopertha dominica (F.). Insects. 2022 May 31;13(6):517. doi: 10.3390/insects13060517. [PubMed:35735854 ]
- Zhang X, Wang J, Zhu H, Wang J, Zhang H: Chemical Composition, Antibacterial, Antioxidant and Enzyme Inhibitory Activities of the Essential Oil from Leaves of Psidium guajava L. Chem Biodivers. 2022 May;19(5):e202100951. doi: 10.1002/cbdv.202100951. Epub 2022 Apr 12. [PubMed:35344272 ]
- Karacelik AA, Turkucar SA, Karakose M: Phytochemical Composition and Biological Activities of Angelica sylvestris L. var. stenoptera Ave-Lall ex Boiss.: An Endangered Medicinal Plant of Northeast Turkey. Chem Biodivers. 2022 Oct;19(10):e202200552. doi: 10.1002/cbdv.202200552. Epub 2022 Sep 29. [PubMed:36085404 ]
- LOTUS database [Link]
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