| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-29 04:57:04 UTC |
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| Updated at | 2026-02-04 03:36:14 UTC |
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| NP-MRD ID | NP0084119 |
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| Natural Product DOI | https://doi.org/10.57994/5156 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Isocembrene |
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| Description | (1E,5E,10E,12S)-1,5-dimethyl-9-methylidene-12-(propan-2-yl)cyclotetradeca-1,5,10-triene belongs to the class of organic compounds known as cembrane diterpenoids. Isocembrene is found in Pinus koraiensis and Pinus sibirica. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions (1E,5E,10E,12S)-1,5-dimethyl-9-methylidene-12-(propan-2-yl)cyclotetradeca-1,5,10-triene is possibly neutral. |
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| Structure | CC(C)[C@@H]1CC\C(C)=C\CC\C(C)=C\CCC(=C)\C=C\1 InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16,20H,4,6-7,9-10,13,15H2,1-3,5H3/b14-12+,17-8+,19-11+/t20-/m0/s1 |
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| Synonyms | | Value | Source |
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| Iso-cembrene | PhytoBank |
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| Chemical Formula | C20H32 |
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| Average Mass | 272.4760 Da |
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| Monoisotopic Mass | 272.25040 Da |
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| IUPAC Name | (1E,5E,10E,12S)-1,5-dimethyl-9-methylidene-12-(propan-2-yl)cyclotetradeca-1,5,10-triene |
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| Traditional Name | (1E,5E,10E,12S)-12-isopropyl-1,5-dimethyl-9-methylidenecyclotetradeca-1,5,10-triene |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)[C@@H]1CC\C(C)=C\CC\C(C)=C\CCC(=C)\C=C\1 |
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| InChI Identifier | InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16,20H,4,6-7,9-10,13,15H2,1-3,5H3/b14-12+,17-8+,19-11+/t20-/m0/s1 |
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| InChI Key | VYWGLUCGRVXWKB-XJXVEZCLSA-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, 599 MHz, C6D6, experimental) | [email protected] | University of Florida | Mohammed M. A. Ahmed | 2026-01-01 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 599 MHz, C6D6, experimental) | [email protected] | University of Florida | Mohammed M. A. Ahmed | 2026-01-01 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 599 MHz, C6D6, experimental) | [email protected] | University of Florida | Mohammed M. A. Ahmed | 2026-01-01 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 599 MHz, C6D6, experimental) | [email protected] | University of Florida | Mohammed M. A. Ahmed | 2026-01-01 | View Spectrum |
| | 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 cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions. |
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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 | Diterpenoids |
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| Direct Parent | Cembrane diterpenoids |
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| Alternative Parents | |
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| Substituents | - Cembrane diterpenoid
- Branched unsaturated hydrocarbon
- Cyclic olefin
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- Aliphatic homomonocyclic compound
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| Molecular Framework | Aliphatic homomonocyclic 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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