Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 00:26:34 UTC |
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Update Date | 2022-03-07 02:56:04 UTC |
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HMDB ID | HMDB0039084 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3-O-Methylniveusin A |
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Description | 3-O-Methylniveusin A 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-O-Methylniveusin A. |
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Structure | COC12CC(O)C(C)(CC(OC(=O)C(\C)=C/C)C3C(OC(=O)C3=C)\C=C1\CO)O2 InChI=1S/C21H28O8/c1-6-11(2)18(24)28-15-8-20(4)16(23)9-21(26-5,29-20)13(10-22)7-14-17(15)12(3)19(25)27-14/h6-7,14-17,22-23H,3,8-10H2,1-2,4-5H3/b11-6-,13-7- |
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Synonyms | Value | Source |
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(2Z)-12-Hydroxy-2-(hydroxymethyl)-1-methoxy-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoic acid | HMDB |
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Chemical Formula | C21H28O8 |
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Average Molecular Weight | 408.4422 |
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Monoisotopic Molecular Weight | 408.178417872 |
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IUPAC Name | (2Z)-12-hydroxy-2-(hydroxymethyl)-1-methoxy-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate |
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Traditional Name | (2Z)-12-hydroxy-2-(hydroxymethyl)-1-methoxy-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate |
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CAS Registry Number | Not Available |
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SMILES | COC12CC(O)C(C)(CC(OC(=O)C(\C)=C/C)C3C(OC(=O)C3=C)\C=C1\CO)O2 |
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InChI Identifier | InChI=1S/C21H28O8/c1-6-11(2)18(24)28-15-8-20(4)16(23)9-21(26-5,29-20)13(10-22)7-14-17(15)12(3)19(25)27-14/h6-7,14-17,22-23H,3,8-10H2,1-2,4-5H3/b11-6-,13-7- |
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InChI Key | MEJPFLKDAHVOFR-OLIGCOFLSA-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
- Sesquiterpenoid
- Ketal
- Fatty acid ester
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Monosaccharide
- Fatty acyl
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tetrahydrofuran
- Carboxylic acid ester
- Lactone
- Secondary alcohol
- Oxacycle
- Acetal
- Carboxylic acid derivative
- Organoheterocyclic compound
- Organooxygen compound
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Primary alcohol
- 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 | |
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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-O-Methylniveusin A,1TMS,isomer #1 | C=C1C(=O)OC2/C=C(/CO)C3(OC)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 2893.7 | Semi standard non polar | 33892256 | 3-O-Methylniveusin A,1TMS,isomer #2 | C=C1C(=O)OC2/C=C(/CO[Si](C)(C)C)C3(OC)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 2847.9 | Semi standard non polar | 33892256 | 3-O-Methylniveusin A,2TMS,isomer #1 | C=C1C(=O)OC2/C=C(/CO[Si](C)(C)C)C3(OC)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 2875.4 | Semi standard non polar | 33892256 | 3-O-Methylniveusin A,1TBDMS,isomer #1 | C=C1C(=O)OC2/C=C(/CO)C3(OC)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 3119.9 | Semi standard non polar | 33892256 | 3-O-Methylniveusin A,1TBDMS,isomer #2 | C=C1C(=O)OC2/C=C(/CO[Si](C)(C)C(C)(C)C)C3(OC)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 3082.7 | Semi standard non polar | 33892256 | 3-O-Methylniveusin A,2TBDMS,isomer #1 | C=C1C(=O)OC2/C=C(/CO[Si](C)(C)C(C)(C)C)C3(OC)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3 | 3337.6 | Semi 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 - 3-O-Methylniveusin A GC-MS (Non-derivatized) - 70eV, Positive | splash10-053u-9004000000-66d1ed654269a3e94be5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-O-Methylniveusin A GC-MS (2 TMS) - 70eV, Positive | splash10-053r-9000310000-e2fe92e192d88a3b9e64 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-O-Methylniveusin A 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-O-Methylniveusin A 10V, Positive-QTOF | splash10-0a4l-2009300000-ec0945678fbaaaac611a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 20V, Positive-QTOF | splash10-0a5c-7039000000-5f9aa0a16fcebaef9ceb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 40V, Positive-QTOF | splash10-0kai-9021000000-c1c44719851c14f95545 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 10V, Negative-QTOF | splash10-0a4i-1009700000-64180a8ed7fa6226d84d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 20V, Negative-QTOF | splash10-0bvj-3019100000-1e9961b292f606348f11 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 40V, Negative-QTOF | splash10-0a4j-9531000000-a4eaf2383b4e91af4673 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 10V, Negative-QTOF | splash10-0002-9020300000-3ca1e8d9035dd68d1ca0 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 20V, Negative-QTOF | splash10-0a6r-2098000000-ffe6712da0217836a6a7 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 40V, Negative-QTOF | splash10-0a6u-5092000000-c23424c25afb4658ac27 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 10V, Positive-QTOF | splash10-0a4i-0019200000-7137fa22397c2385838f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 20V, Positive-QTOF | splash10-0a4i-0049100000-8038a33f0743b8b84e53 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methylniveusin A 40V, Positive-QTOF | splash10-0a4i-9021000000-b9ddb388b556a51181b9 | 2021-09-25 | Wishart Lab | View Spectrum |
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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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