Record Information |
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Version | 2.0 |
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Created at | 2022-09-11 22:36:09 UTC |
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Updated at | 2022-09-11 22:36:09 UTC |
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NP-MRD ID | NP0320763 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3r)-3,5'-dibromo-2,2,4'a,8'-tetramethyl-6-methylidene-hexahydro-1'h-spiro[cyclohexane-1,2'-naphthalen]-8'-ol |
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Description | (5R)-5,5'-dibromo-4'a,6,6,8'-tetramethyl-2-methylidene-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalene]-8'-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. (3r)-3,5'-dibromo-2,2,4'a,8'-tetramethyl-6-methylidene-hexahydro-1'h-spiro[cyclohexane-1,2'-naphthalen]-8'-ol is found in Laurencia dendroidea. Based on a literature review very few articles have been published on (5R)-5,5'-dibromo-4'a,6,6,8'-tetramethyl-2-methylidene-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalene]-8'-ol. |
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Structure | CC1(O)CCC(Br)C2(C)CCC3(CC12)C(=C)CC[C@@H](Br)C3(C)C InChI=1S/C20H32Br2O/c1-13-6-7-15(21)17(2,3)20(13)11-10-18(4)14(12-20)19(5,23)9-8-16(18)22/h14-16,23H,1,6-12H2,2-5H3/t14?,15-,16?,18?,19?,20?/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C20H32Br2O |
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Average Mass | 448.2830 Da |
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Monoisotopic Mass | 446.08199 Da |
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IUPAC Name | (3R)-3,5'-dibromo-2,2,4'a,8'-tetramethyl-6-methylidene-octahydro-1'H-spiro[cyclohexane-1,2'-naphthalene]-8'-ol |
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Traditional Name | (3R)-3,5'-dibromo-2,2,4'a,8'-tetramethyl-6-methylidene-hexahydro-1'H-spiro[cyclohexane-1,2'-naphthalene]-8'-ol |
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CAS Registry Number | Not Available |
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SMILES | CC1(O)CCC(Br)C2(C)CCC3(CC12)C(=C)CC[C@@H](Br)C3(C)C |
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InChI Identifier | InChI=1S/C20H32Br2O/c1-13-6-7-15(21)17(2,3)20(13)11-10-18(4)14(12-20)19(5,23)9-8-16(18)22/h14-16,23H,1,6-12H2,2-5H3/t14?,15-,16?,18?,19?,20?/m1/s1 |
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InChI Key | LFQSPFUCVXXGDV-LICIBGNTSA-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 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 | - Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
- Chamigrane sesquiterpenoid
- Tertiary alcohol
- Cyclic alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organobromide
- Organohalogen compound
- Alkyl halide
- Alkyl bromide
- 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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