Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:35:01 UTC |
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Update Date | 2022-03-07 02:52:26 UTC |
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HMDB ID | HMDB0030140 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Adlupulone |
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Description | Adlupulone belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively. Based on a literature review very few articles have been published on Adlupulone. |
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Structure | CCC(C)C(=O)C1=C(O)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O InChI=1S/C26H38O4/c1-9-19(8)22(27)21-23(28)20(11-10-16(2)3)24(29)26(25(21)30,14-12-17(4)5)15-13-18(6)7/h10,12-13,19-20,28H,9,11,14-15H2,1-8H3 |
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Synonyms | Not Available |
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Chemical Formula | C26H38O4 |
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Average Molecular Weight | 414.5775 |
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Monoisotopic Molecular Weight | 414.277009704 |
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IUPAC Name | 5-hydroxy-2,2,6-tris(3-methylbut-2-en-1-yl)-4-(2-methylbutanoyl)cyclohex-4-ene-1,3-dione |
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Traditional Name | 5-hydroxy-2,2,6-tris(3-methylbut-2-en-1-yl)-4-(2-methylbutanoyl)cyclohex-4-ene-1,3-dione |
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CAS Registry Number | 28374-71-2 |
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SMILES | CCC(C)C(=O)C1=C(O)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O |
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InChI Identifier | InChI=1S/C26H38O4/c1-9-19(8)22(27)21-23(28)20(11-10-16(2)3)24(29)26(25(21)30,14-12-17(4)5)15-13-18(6)7/h10,12-13,19-20,28H,9,11,14-15H2,1-8H3 |
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InChI Key | FHYRSQGERVECQU-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively. |
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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 | M-benzoquinones |
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Alternative Parents | |
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Substituents | - M-benzoquinone
- Cyclohexenone
- Vinylogous acid
- Enol
- Organic oxide
- Hydrocarbon derivative
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 82 - 83 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0015 mg/L @ 25 °C (est) | The Good Scents Company Information System | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Adlupulone,1TMS,isomer #1 | CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 2760.2 | Semi standard non polar | 33892256 | Adlupulone,1TMS,isomer #2 | CCC(C)=C(O[Si](C)(C)C)C1=C(O)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 2804.5 | Semi standard non polar | 33892256 | Adlupulone,1TMS,isomer #3 | CCC(C)C(=O)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2699.6 | Semi standard non polar | 33892256 | Adlupulone,2TMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 2846.0 | Semi standard non polar | 33892256 | Adlupulone,2TMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 2752.8 | Standard non polar | 33892256 | Adlupulone,2TMS,isomer #2 | CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2721.6 | Semi standard non polar | 33892256 | Adlupulone,2TMS,isomer #2 | CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2649.3 | Standard non polar | 33892256 | Adlupulone,2TMS,isomer #3 | CCC(C)=C(O[Si](C)(C)C)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2793.2 | Semi standard non polar | 33892256 | Adlupulone,2TMS,isomer #3 | CCC(C)=C(O[Si](C)(C)C)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2713.3 | Standard non polar | 33892256 | Adlupulone,3TMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2807.4 | Semi standard non polar | 33892256 | Adlupulone,3TMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2743.3 | Standard non polar | 33892256 | Adlupulone,1TBDMS,isomer #1 | CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 2994.5 | Semi standard non polar | 33892256 | Adlupulone,1TBDMS,isomer #2 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 3046.6 | Semi standard non polar | 33892256 | Adlupulone,1TBDMS,isomer #3 | CCC(C)C(=O)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 2950.7 | Semi standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 3295.9 | Semi standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O | 3126.0 | Standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #2 | CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3202.9 | Semi standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #2 | CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3014.3 | Standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #3 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3254.6 | Semi standard non polar | 33892256 | Adlupulone,2TBDMS,isomer #3 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3095.7 | Standard non polar | 33892256 | Adlupulone,3TBDMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3459.0 | Semi standard non polar | 33892256 | Adlupulone,3TBDMS,isomer #1 | CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(CC=C(C)C)C1=O | 3239.0 | Standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Adlupulone GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4j-5119000000-ac2fa72e31c2d7ac4b98 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Adlupulone GC-MS (1 TMS) - 70eV, Positive | splash10-00di-8020900000-f9ea67c2778ac45b1e8d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Adlupulone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 10V, Positive-QTOF | splash10-014j-2009400000-8115e6d5a23aa9b303a9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 20V, Positive-QTOF | splash10-0aor-4019000000-fc552fcd4a419c6a1291 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 40V, Positive-QTOF | splash10-0api-9202000000-de314830e3497c4d7b8f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 10V, Negative-QTOF | splash10-03di-0003900000-e5e372b21a8cfc67702a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 20V, Negative-QTOF | splash10-01t9-4029200000-a7731cbaa72eb5f38741 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 40V, Negative-QTOF | splash10-05bk-9636000000-d2356b6fb7d89222e52e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 10V, Negative-QTOF | splash10-03di-0000900000-d3fba9340173b668896d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 20V, Negative-QTOF | splash10-03di-0005900000-5c95ea4309e4f3322e74 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 40V, Negative-QTOF | splash10-002k-3549000000-9cf7dff5a36d55ca75a8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 10V, Positive-QTOF | splash10-014i-0002900000-d5ed311884869a4f9d46 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 20V, Positive-QTOF | splash10-0uy3-0269100000-0096386252c73d604bac | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Adlupulone 40V, Positive-QTOF | splash10-0f79-4595000000-efa27f1cdf915b14171a | 2021-09-22 | Wishart Lab | View Spectrum |
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