Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2009-07-25 00:02:07 UTC |
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Update Date | 2021-09-14 14:59:19 UTC |
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HMDB ID | HMDB0012516 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 11'-Carboxy-alpha-tocotrienol |
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Description | 11'-Carboxy-alpha-tocotrienol is a dehydrogenation carboxylate product of 11'-hydroxy-a-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Tocotrienols are members of the vitamin E family. An essential nutrient for the body, vitamin E is made up of four tocopherols (alpha, beta, gamma, delta) and four tocotrienols (alpha, beta, gamma, delta).Chemically, vitamin E is an antioxidant. One model for the function of vitamin E in the body is that it protects cell membranes, active enzyme sites, and DNA from free radical damage. Tocotrienols are natural compounds found in select vegetable oils, wheat germ, barley, saw palmetto, and certain types of nuts and grains. This variant of vitamin E only occur at very low levels in nature. While the majority of research on vitamin E has focused on alpha-tocopherol, studies into tocotrienols account for less than 1% of all research into vitamin E. |
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Structure | C\C(CC\C=C(/C)CCC(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C InChI=1S/C26H38O4/c1-17(9-7-10-18(2)12-13-23(27)28)11-8-15-26(6)16-14-22-21(5)24(29)19(3)20(4)25(22)30-26/h10-11,29H,7-9,12-16H2,1-6H3,(H,27,28)/b17-11+,18-10+/t26-/m1/s1 |
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Synonyms | Value | Source |
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11'-Carboxy-a-tocotrienol | Generator | 11'-Carboxy-α-tocotrienol | Generator | alpha-CDMD(En)(,2)HC | HMDB | alpha-CDMD(En)(2)HC | HMDB | (4E,8E)-11-[(2R)-6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4,8-dimethylundeca-4,8-dienoate | Generator |
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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 | (4E,8E)-11-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4,8-dimethylundeca-4,8-dienoic acid |
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Traditional Name | (4E,8E)-11-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]-4,8-dimethylundeca-4,8-dienoic acid |
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CAS Registry Number | Not Available |
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SMILES | C\C(CC\C=C(/C)CCC(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C |
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InChI Identifier | InChI=1S/C26H38O4/c1-17(9-7-10-18(2)12-13-23(27)28)11-8-15-26(6)16-14-22-21(5)24(29)19(3)20(4)25(22)30-26/h10-11,29H,7-9,12-16H2,1-6H3,(H,27,28)/b17-11+,18-10+/t26-/m1/s1 |
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InChI Key | LAVCYAUSHCEKED-KYVGBUAPSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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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 | Sesquiterpenoids |
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Direct Parent | Sesquiterpenoids |
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Alternative Parents | |
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Substituents | - Sesquiterpenoid
- Long-chain fatty acid
- Chromane
- Benzopyran
- 1-benzopyran
- Alkyl aryl ether
- Branched fatty acid
- Heterocyclic fatty acid
- Methyl-branched fatty acid
- Hydroxy fatty acid
- Fatty acyl
- Fatty acid
- Benzenoid
- Unsaturated fatty acid
- Oxacycle
- Carboxylic acid derivative
- Carboxylic acid
- Ether
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Organic oxide
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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 | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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11'-Carboxy-alpha-tocotrienol,1TMS,isomer #1 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O[Si](C)(C)C | 3171.9 | Semi standard non polar | 33892256 | 11'-Carboxy-alpha-tocotrienol,1TMS,isomer #2 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O | 3232.3 | Semi standard non polar | 33892256 | 11'-Carboxy-alpha-tocotrienol,2TMS,isomer #1 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O[Si](C)(C)C | 3191.0 | Semi standard non polar | 33892256 | 11'-Carboxy-alpha-tocotrienol,1TBDMS,isomer #1 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O[Si](C)(C)C(C)(C)C | 3408.8 | Semi standard non polar | 33892256 | 11'-Carboxy-alpha-tocotrienol,1TBDMS,isomer #2 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O | 3462.6 | Semi standard non polar | 33892256 | 11'-Carboxy-alpha-tocotrienol,2TBDMS,isomer #1 | C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)CCC(=O)O[Si](C)(C)C(C)(C)C | 3659.7 | 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 - 11'-Carboxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive | splash10-052g-3598000000-0794d2e3b97f862e8655 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 11'-Carboxy-alpha-tocotrienol GC-MS (2 TMS) - 70eV, Positive | splash10-002f-3375590000-ea3e3b7bc622a99d4c9c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 11'-Carboxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 11'-Carboxy-alpha-tocotrienol 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 - 11'-Carboxy-alpha-tocotrienol 10V, Positive-QTOF | splash10-014j-0529200000-30b89875176e2b7a0c42 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 20V, Positive-QTOF | splash10-014i-0911000000-9af27c54347c9a05670c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 40V, Positive-QTOF | splash10-014i-1910000000-d5dc9676ca1c0a060329 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 10V, Negative-QTOF | splash10-03di-0003900000-9333874001868a24d0b8 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 20V, Negative-QTOF | splash10-03di-2629500000-c66d5953b0fef0659bb6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 40V, Negative-QTOF | splash10-0pc1-5923000000-3d68306545b7d153d809 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 10V, Negative-QTOF | splash10-03xr-0009600000-35c8b614fd6a280cdcc5 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 20V, Negative-QTOF | splash10-07vl-9307200000-d1691133fbf6cb8c3c12 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 40V, Negative-QTOF | splash10-1003-1193000000-f5505943c7c01754cde5 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 10V, Positive-QTOF | splash10-02t9-0059100000-a53b4fbb38b1b24705e7 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 20V, Positive-QTOF | splash10-07vm-1093000000-cc287b7f9e317165d043 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 11'-Carboxy-alpha-tocotrienol 40V, Positive-QTOF | splash10-0a4i-4691000000-df7d63d38a0d4bb4c8aa | 2021-09-24 | Wishart Lab | View Spectrum |
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