| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 08:48:51 UTC |
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| Updated at | 2022-04-28 08:48:52 UTC |
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| NP-MRD ID | NP0064619 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 2,10-Dibromo-3-choloro-7,8-epoxy-9-chamigranol |
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| Description | (1R,2R,3'S,4S,4'S,5S,6S)-3',4-dibromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[4.1.0]Heptane-2,1'-cyclohexane]-5-ol belongs to the class of organic compounds known as chamigranes. These are sesquiterpenoids characterized by a 1,1,5,9-tetramethylspiro[5,5]undecane skeleton, formally obtained by linking the C1-C6 and C6-C11 of farnesane together. They are predominantly isolated from algae. 2,10-Dibromo-3-choloro-7,8-epoxy-9-chamigranol is found in Laurencia glomerata. Based on a literature review very few articles have been published on (1R,2R,3'S,4S,4'S,5S,6S)-3',4-dibromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[4.1.0]Heptane-2,1'-cyclohexane]-5-ol. |
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| Structure | C[C@]12O[C@H]1[C@H](O)[C@@H](Br)C(C)(C)[C@]21CC[C@](C)(Cl)[C@@H](Br)C1 InChI=1S/C15H23Br2ClO2/c1-12(2)10(17)9(19)11-14(4,20-11)15(12)6-5-13(3,18)8(16)7-15/h8-11,19H,5-7H2,1-4H3/t8-,9+,10+,11-,13-,14-,15+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C15H23Br2ClO2 |
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| Average Mass | 430.6100 Da |
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| Monoisotopic Mass | 427.97533 Da |
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| IUPAC Name | (1R,2R,4S,4'S,5S,5'S,6S)-4,5'-dibromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[4.1.0]heptane-2,1'-cyclohexane]-5-ol |
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| Traditional Name | (1R,2R,4S,4'S,5S,5'S,6S)-4,5'-dibromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[4.1.0]heptane-2,1'-cyclohexane]-5-ol |
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| CAS Registry Number | Not Available |
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| SMILES | C[C@]12O[C@H]1[C@H](O)[C@@H](Br)C(C)(C)[C@]21CC[C@](C)(Cl)[C@@H](Br)C1 |
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| InChI Identifier | InChI=1S/C15H23Br2ClO2/c1-12(2)10(17)9(19)11-14(4,20-11)15(12)6-5-13(3,18)8(16)7-15/h8-11,19H,5-7H2,1-4H3/t8-,9+,10+,11-,13-,14-,15+/m0/s1 |
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| InChI Key | GXCZXGLCOXOWSA-IEEQXEBPSA-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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| Description | Belongs to the class of organic compounds known as chamigranes. These are sesquiterpenoids characterized by a 1,1,5,9-tetramethylspiro[5,5]undecane skeleton, formally obtained by linking the C1-C6 and C6-C11 of farnesane together. They are predominantly isolated from algae. |
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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 | Chamigranes |
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| Alternative Parents | |
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| Substituents | - Chamigrane sesquiterpenoid
- Oxepane
- Cyclic alcohol
- Bromohydrin
- Halohydrin
- Secondary alcohol
- Ether
- Oxirane
- Dialkyl ether
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Organochloride
- Organobromide
- Organohalogen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Alcohol
- Alkyl halide
- Alkyl chloride
- Alkyl bromide
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic 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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