| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-19 17:31:48 UTC |
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| Updated at | 2021-06-29 23:50:19 UTC |
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| NP-MRD ID | NP0025389 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Malabanone A |
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| Provided By | JEOL Database |
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| Description | (1R,2R,3R,5R,10R,11R,14S)-3-hydroxy-2,6,6,10-tetramethylpentacyclo[12.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]Octadec-8-ene-7,15-dione belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Malabanone A is found in Ailanthus malabarica DC and Ailanthus triphysa. Malabanone A was first documented in 2001 (Hitotsuyanagi, Y., et al.). Based on a literature review very few articles have been published on (1R,2R,3R,5R,10R,11R,14S)-3-hydroxy-2,6,6,10-tetramethylpentacyclo[12.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]Octadec-8-ene-7,15-dione. |
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| Structure | [H]O[C@]1([H])C([H])([H])[C@@]2([H])C(C(=O)C([H])=C([H])[C@]2(C([H])([H])[H])[C@@]2([H])C([H])([H])C([H])([H])[C@@]34C(=O)C([H])([H])C([H])([H])[C@@]3(C4([H])[H])[C@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] InChI=1S/C22H30O3/c1-18(2)14-11-17(25)20(4)13(19(14,3)8-6-15(18)23)5-9-21-12-22(20,21)10-7-16(21)24/h6,8,13-14,17,25H,5,7,9-12H2,1-4H3/t13-,14+,17-,19-,20+,21-,22-/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C22H30O3 |
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| Average Mass | 342.4790 Da |
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| Monoisotopic Mass | 342.21949 Da |
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| IUPAC Name | (1R,2R,3R,5R,10R,11R,14S)-3-hydroxy-2,6,6,10-tetramethylpentacyclo[12.3.1.0^{1,14}.0^{2,11}.0^{5,10}]octadec-8-ene-7,15-dione |
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| Traditional Name | (1R,2R,3R,5R,10R,11R,14S)-3-hydroxy-2,6,6,10-tetramethylpentacyclo[12.3.1.0^{1,14}.0^{2,11}.0^{5,10}]octadec-8-ene-7,15-dione |
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| CAS Registry Number | Not Available |
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| SMILES | [H]O[C@]1([H])C([H])([H])[C@@]2([H])C(C(=O)C([H])=C([H])[C@]2(C([H])([H])[H])[C@@]2([H])C([H])([H])C([H])([H])[C@@]34C(=O)C([H])([H])C([H])([H])[C@@]3(C4([H])[H])[C@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C22H30O3/c1-18(2)14-11-17(25)20(4)13(19(14,3)8-6-15(18)23)5-9-21-12-22(20,21)10-7-16(21)24/h6,8,13-14,17,25H,5,7,9-12H2,1-4H3/t13-,14+,17-,19-,20+,21-,22-/m1/s1 |
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| InChI Key | XWDCWGUIUXQKTB-OTKSRTPSSA-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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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Ailanthus malabarica DC | JEOL database | - Hitotsuyanagi, Y., et al, Tetrahedron 57, 7477 (2001)
| | Ailanthus triphysus | LOTUS Database | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Carbonyl compounds |
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| Direct Parent | Cyclohexenones |
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| Alternative Parents | |
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| Substituents | - Cyclohexenone
- Cyclic alcohol
- Secondary alcohol
- Organic oxide
- Hydrocarbon derivative
- 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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