Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-23 15:12:25 UTC |
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Update Date | 2021-09-23 15:12:25 UTC |
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HMDB ID | HMDB0302167 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Mosin B |
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Description | mosin B 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 very few articles have been published on mosin B. |
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Structure | [H][C@@](O)(CCCCC(=O)CCCCC[C@@]([H])(O)[C@@]1([H])CC[C@@]([H])(O1)[C@@]([H])(O)CCCCCCCCCCCC)CC1=C[C@]([H])(C)OC1=O InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(36)19-16-17-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,30-34,37-39H,3-24,26H2,1-2H3/t27-,30+,31-,32+,33+,34+/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C35H62O7 |
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Average Molecular Weight | 594.874 |
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Monoisotopic Molecular Weight | 594.449554336 |
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IUPAC Name | (5S)-3-[(2R,13R)-2,13-dihydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]-7-oxotridecyl]-5-methyl-2,5-dihydrofuran-2-one |
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Traditional Name | (5S)-3-[(2R,13R)-2,13-dihydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]-7-oxotridecyl]-5-methyl-5H-furan-2-one |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](O)(CCCCC(=O)CCCCC[C@@]([H])(O)[C@@]1([H])CC[C@@]([H])(O1)[C@@]([H])(O)CCCCCCCCCCCC)CC1=C[C@]([H])(C)OC1=O |
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InChI Identifier | InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(36)19-16-17-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,30-34,37-39H,3-24,26H2,1-2H3/t27-,30+,31-,32+,33+,34+/m0/s1 |
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InChI Key | QCICHLFBIUXRKT-LGNIXYCESA-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
- Oxolane
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Ketone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Ether
- Dialkyl ether
- Organooxygen compound
- Alcohol
- Hydrocarbon derivative
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- 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 | 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 IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Mosin B,4TMS,isomer #1 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCCC(=CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4501.5 | Semi standard non polar | 33892256 | Mosin B,4TMS,isomer #1 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCCC(=CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4170.7 | Standard non polar | 33892256 | Mosin B,4TMS,isomer #1 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCCC(=CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4834.5 | Standard polar | 33892256 | Mosin B,4TMS,isomer #2 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCC=C(CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4504.2 | Semi standard non polar | 33892256 | Mosin B,4TMS,isomer #2 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCC=C(CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4169.0 | Standard non polar | 33892256 | Mosin B,4TMS,isomer #2 | CCCCCCCCCCCC[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]([C@@H](CCCCC=C(CCCC[C@H](CC2=C[C@H](C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4833.8 | Standard polar | 33892256 |
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