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 17:52:32 UTC |
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Update Date | 2022-03-07 02:53:30 UTC |
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HMDB ID | HMDB0032896 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide |
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Description | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide. |
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Structure | C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(=O)C(C)C12C InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-16-11(3)19(23)24-15(16)9-13-7-8-14(21)12(4)20(13,17)5/h6,12-13,15,17H,7-9H2,1-5H3/b10-6+ |
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Synonyms | Value | Source |
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3,4a,5-Trimethyl-2,6-dioxo-2H,4H,4ah,5H,6H,7H,8H,8ah,9H,9ah-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoic acid | HMDB |
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Chemical Formula | C20H26O5 |
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Average Molecular Weight | 346.4174 |
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Monoisotopic Molecular Weight | 346.178023942 |
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IUPAC Name | 3,4a,5-trimethyl-2,6-dioxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate |
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Traditional Name | 3,4a,5-trimethyl-2,6-dioxo-4H,5H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate |
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CAS Registry Number | 199675-14-4 |
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SMILES | C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(=O)C(C)C12C |
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InChI Identifier | InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-16-11(3)19(23)24-15(16)9-13-7-8-14(21)12(4)20(13,17)5/h6,12-13,15,17H,7-9H2,1-5H3/b10-6+ |
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InChI Key | XAFKFWYINJYQAJ-UXBLZVDNSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. |
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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 | Terpene lactones |
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Alternative Parents | |
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Substituents | - Terpene lactone
- Eremophilanolide or secoeremophilanolide
- Sesquiterpenoid
- Naphthofuran
- Fatty acid ester
- 2-furanone
- Dicarboxylic acid or derivatives
- Fatty acyl
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Cyclic ketone
- Lactone
- Ketone
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- 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 | |
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Role | |
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Physical Properties |
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State | Not Available |
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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 | | Show more...
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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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3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TMS,isomer #1 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(O[Si](C)(C)C)=C(C)C21C | 2754.8 | Semi standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TMS,isomer #1 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(O[Si](C)(C)C)=C(C)C21C | 2555.4 | Standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TMS,isomer #2 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CC=C(O[Si](C)(C)C)C(C)C21C | 2792.2 | Semi standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TMS,isomer #2 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CC=C(O[Si](C)(C)C)C(C)C21C | 2504.3 | Standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TBDMS,isomer #1 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(O[Si](C)(C)C(C)(C)C)=C(C)C21C | 2955.7 | Semi standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TBDMS,isomer #1 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CCC(O[Si](C)(C)C(C)(C)C)=C(C)C21C | 2786.1 | Standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TBDMS,isomer #2 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CC=C(O[Si](C)(C)C(C)(C)C)C(C)C21C | 2994.1 | Semi standard non polar | 33892256 | 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide,1TBDMS,isomer #2 | C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2CC2CC=C(O[Si](C)(C)C(C)(C)C)C(C)C21C | 2713.5 | Standard non polar | 33892256 |
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Spectra |
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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 - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide GC-MS (Non-derivatized) - 70eV, Positive | splash10-0540-9364000000-f856ceb3097cfaebb64b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 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 - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 10V, Positive-QTOF | splash10-0002-4079000000-f83c5cf268b86395e711 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 20V, Positive-QTOF | splash10-0059-8591000000-42ab2d10131331d34b62 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 40V, Positive-QTOF | splash10-0f89-9110000000-8aa7f98055dd6abb83cb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 10V, Negative-QTOF | splash10-0002-1039000000-20f0fea3d57b6ac69871 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 20V, Negative-QTOF | splash10-0002-7079000000-6f79c84ac6310c6ff869 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 40V, Negative-QTOF | splash10-0ap1-9380000000-16d356468a04163bca0f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 10V, Negative-QTOF | splash10-0002-5009000000-2828027292e02001fbbf | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 20V, Negative-QTOF | splash10-0002-9004000000-30655cc39b9e8c178c85 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 40V, Negative-QTOF | splash10-0pb9-9000000000-8b8e35c00087588496e4 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 10V, Positive-QTOF | splash10-0002-0059000000-440d2156e38032c48538 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 20V, Positive-QTOF | splash10-002b-0192000000-61a1e05ec048dd7d0b96 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxo-6b-angeloyloxy-7(11)-eremophilen-12,8a-olide 40V, Positive-QTOF | splash10-0550-5891000000-727fbc246d2413614f7a | 2021-09-25 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB010878 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 35013515 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 131751346 |
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PDB ID | Not Available |
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ChEBI ID | 175397 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
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