Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-24 04:47:28 UTC |
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Update Date | 2021-09-24 04:47:28 UTC |
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HMDB ID | HMDB0303808 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 11b,13-Dihydrolactucin |
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Description | (3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). Based on a literature review very few articles have been published on (3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione. |
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Structure | [H][C@]12OC(=O)[C@H](C)[C@]1([H])[C@H](O)CC(C)=C1C(=O)C=C(CO)[C@]21C InChI=1S/C16H20O5/c1-7-4-10(18)12-8(2)15(20)21-14(12)16(3)9(6-17)5-11(19)13(7)16/h5,8,10,12,14,17-18H,4,6H2,1-3H3/t8-,10-,12-,14+,16+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C16H20O5 |
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Average Molecular Weight | 292.327 |
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Monoisotopic Molecular Weight | 292.13107375 |
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IUPAC Name | (3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione |
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Traditional Name | (3R,3aR,4R,9aS,9bS)-4-hydroxy-9-(hydroxymethyl)-3,6,9a-trimethyl-3H,3aH,4H,5H,9bH-azuleno[4,5-b]furan-2,7-dione |
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CAS Registry Number | Not Available |
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SMILES | [H][C@]12OC(=O)[C@H](C)[C@]1([H])[C@H](O)CC(C)=C1C(=O)C=C(CO)[C@]21C |
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InChI Identifier | InChI=1S/C16H20O5/c1-7-4-10(18)12-8(2)15(20)21-14(12)16(3)9(6-17)5-11(19)13(7)16/h5,8,10,12,14,17-18H,4,6H2,1-3H3/t8-,10-,12-,14+,16+/m1/s1 |
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InChI Key | AVVAXORRBBPMQM-YRRGMINMSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). |
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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 | Terpene lactones |
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Direct Parent | Ambrosanolides and secoambrosanolides |
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Alternative Parents | |
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Substituents | - Ambrosanolide
- Pseudoguaiane sesquiterpenoid
- Sesquiterpenoid
- Gamma butyrolactone
- Tetrahydrofuran
- Carboxylic acid ester
- Ketone
- Lactone
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Primary alcohol
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- Alcohol
- Hydrocarbon derivative
- Carbonyl group
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | |
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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 | 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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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 IndicesNot Available |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 10V, Positive-QTOF | splash10-004l-0090000000-fb87a1fbe8eacf8a1550 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 20V, Positive-QTOF | splash10-0pdi-0190000000-1b9cc06e97b6ba5451f8 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 40V, Positive-QTOF | splash10-0ziu-6590000000-1f24f15ddca0bb603877 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 10V, Negative-QTOF | splash10-0006-0090000000-bfcab6041a24ed0cbfcf | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 20V, Negative-QTOF | splash10-01vp-0090000000-a65b899ee89830e0f4ce | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 40V, Negative-QTOF | splash10-0pdl-3950000000-1973c2bc8b8ec5e3eaac | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 10V, Positive-QTOF | splash10-004i-0090000000-a24e40f173f1cf50e12f | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 20V, Positive-QTOF | splash10-056r-0490000000-38cec6861363a519750f | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 40V, Positive-QTOF | splash10-014i-0290000000-99468b12b98cf12f7f39 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 10V, Negative-QTOF | splash10-0006-0090000000-98ee3cd4933435e64319 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 20V, Negative-QTOF | splash10-0006-0090000000-6b37cba5b9c7045cbb27 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11b,13-Dihydrolactucin 40V, Negative-QTOF | splash10-052f-0490000000-ae384c78950e6299a3d9 | 2021-10-21 | Wishart Lab | View Spectrum |
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