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 23:01:46 UTC |
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Update Date | 2022-03-07 02:55:30 UTC |
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HMDB ID | HMDB0037771 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Howiicin F |
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Description | Howiicin F belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on Howiicin F. |
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Structure | CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(37)32(38)22-23-33(39)34-24-21-30(42-34)19-16-14-15-18-29(36)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3 |
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Synonyms | Not Available |
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Chemical Formula | C35H64O7 |
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Average Molecular Weight | 596.8785 |
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Monoisotopic Molecular Weight | 596.465204402 |
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IUPAC Name | 3-{2-hydroxy-7-[5-(1,4,5-trihydroxynonadecyl)oxolan-2-yl]heptyl}-5-methyl-2,5-dihydrofuran-2-one |
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Traditional Name | 3-{2-hydroxy-7-[5-(1,4,5-trihydroxynonadecyl)oxolan-2-yl]heptyl}-5-methyl-5H-furan-2-one |
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CAS Registry Number | 134955-48-9 |
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SMILES | CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 |
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InChI Identifier | InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(37)32(38)22-23-33(39)34-24-21-30(42-34)19-16-14-15-18-29(36)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3 |
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InChI Key | VFRBLIGIRLWBKM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty alcohols |
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Direct Parent | Annonaceous acetogenins |
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Alternative Parents | |
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Substituents | - Annonaceae acetogenin skeleton
- Long chain fatty alcohol
- 2-furanone
- Dihydrofuran
- Tetrahydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Lactone
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Oxacycle
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Polyol
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | 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 | 80 - 81 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 7.7e-05 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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Howiicin F,1TMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 4677.4 | Semi standard non polar | 33892256 | Howiicin F,1TMS,isomer #2 | CCCCCCCCCCCCCCC(O)C(CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C | 4686.7 | Semi standard non polar | 33892256 | Howiicin F,1TMS,isomer #3 | CCCCCCCCCCCCCCC(O)C(O)CCC(O[Si](C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 4695.0 | Semi standard non polar | 33892256 | Howiicin F,1TMS,isomer #4 | CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4680.2 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C | 4624.9 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #2 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(O)CCC(O[Si](C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 4617.2 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #3 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(O)CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4600.6 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #4 | CCCCCCCCCCCCCCC(O)C(CCC(O[Si](C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C | 4626.2 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #5 | CCCCCCCCCCCCCCC(O)C(CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1)O[Si](C)(C)C | 4610.5 | Semi standard non polar | 33892256 | Howiicin F,2TMS,isomer #6 | CCCCCCCCCCCCCCC(O)C(O)CCC(O[Si](C)(C)C)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4644.2 | Semi standard non polar | 33892256 | Howiicin F,3TMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(CCC(O[Si](C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C | 4558.3 | Semi standard non polar | 33892256 | Howiicin F,3TMS,isomer #2 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1)O[Si](C)(C)C | 4522.2 | Semi standard non polar | 33892256 | Howiicin F,3TMS,isomer #3 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(O)CCC(O[Si](C)(C)C)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4511.1 | Semi standard non polar | 33892256 | Howiicin F,3TMS,isomer #4 | CCCCCCCCCCCCCCC(O)C(CCC(O[Si](C)(C)C)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1)O[Si](C)(C)C | 4516.9 | Semi standard non polar | 33892256 | Howiicin F,4TMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C)C(CCC(O[Si](C)(C)C)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1)O[Si](C)(C)C | 4423.4 | Semi standard non polar | 33892256 | Howiicin F,1TBDMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 4891.4 | Semi standard non polar | 33892256 | Howiicin F,1TBDMS,isomer #2 | CCCCCCCCCCCCCCC(O)C(CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C(C)(C)C | 4900.0 | Semi standard non polar | 33892256 | Howiicin F,1TBDMS,isomer #3 | CCCCCCCCCCCCCCC(O)C(O)CCC(O[Si](C)(C)C(C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 4929.2 | Semi standard non polar | 33892256 | Howiicin F,1TBDMS,isomer #4 | CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 4915.1 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #1 | CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C(C)(C)C | 5070.4 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #2 | CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCC(O[Si](C)(C)C(C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 | 5069.2 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #3 | CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 5077.9 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #4 | CCCCCCCCCCCCCCC(O)C(CCC(O[Si](C)(C)C(C)(C)C)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1)O[Si](C)(C)C(C)(C)C | 5075.6 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #5 | CCCCCCCCCCCCCCC(O)C(CCC(O)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1)O[Si](C)(C)C(C)(C)C | 5085.8 | Semi standard non polar | 33892256 | Howiicin F,2TBDMS,isomer #6 | CCCCCCCCCCCCCCC(O)C(O)CCC(O[Si](C)(C)C(C)(C)C)C1CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 5116.9 | 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 - Howiicin F GC-MS (Non-derivatized) - 70eV, Positive | splash10-0570-2497250000-04a8b27e661e18c6aaa3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (1 TMS) - 70eV, Positive | splash10-0kga-7096628000-93ebfc1bbf032477e91c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_5) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_2_6) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_3_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TMS_4_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_1_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_2_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Howiicin F GC-MS (TBDMS_2_5) - 70eV, Positive | Not Available | 2021-10-16 | 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 - Howiicin F 10V, Positive-QTOF | splash10-01ta-0001090000-d55de6ce9735a0484a34 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 20V, Positive-QTOF | splash10-03dm-1973540000-c4f233e52e3c8a5ffb3c | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 40V, Positive-QTOF | splash10-0f6t-4792000000-16e68a9eafb1e113ac0b | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 10V, Negative-QTOF | splash10-0002-0000090000-623c8a70218204a4be8e | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 20V, Negative-QTOF | splash10-0002-9243050000-e8e5edfef4b5e61303cf | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 40V, Negative-QTOF | splash10-0a4i-4193120000-3c0e7170ca046cbf7d98 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 10V, Positive-QTOF | splash10-03di-1010190000-4377a10bf0af9b846134 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 20V, Positive-QTOF | splash10-03di-5000190000-d1f8591299900b006c75 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 40V, Positive-QTOF | splash10-0006-9211000000-93217b9afefdfdd6205f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 10V, Negative-QTOF | splash10-0002-2000090000-0e7aac4d4194e6f55c5f | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 20V, Negative-QTOF | splash10-0002-1244290000-602d1a209a1adc7f233f | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Howiicin F 40V, Negative-QTOF | splash10-014i-6892420000-2d8963b361b384eff880 | 2021-09-24 | Wishart Lab | View Spectrum |
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