Record Information |
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Version | 2.0 |
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Created at | 2022-09-06 04:07:20 UTC |
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Updated at | 2022-09-06 04:07:20 UTC |
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NP-MRD ID | NP0225407 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (5r)-3-[(2r)-2-hydroxy-9-[(2r,5s)-5-[(1s,4r,5s,8z)-1,4,5-trihydroxynonadec-8-en-1-yl]oxolan-2-yl]nonyl]-5-methyl-5h-furan-2-one |
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Description | (5R)-3-[(2R)-2-hydroxy-9-[(2R,5S)-5-[(1S,4R,5S,8Z)-1,4,5-trihydroxynonadec-8-en-1-yl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one 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 (5R)-3-[(2R)-2-hydroxy-9-[(2R,5S)-5-[(1S,4R,5S,8Z)-1,4,5-trihydroxynonadec-8-en-1-yl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one. |
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Structure | CCCCCCCCCC\C=C/CC[C@H](O)[C@H](O)CC[C@H](O)[C@@H]1CC[C@@H](CCCCCCC[C@@H](O)CC2=C[C@@H](C)OC2=O)O1 InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-12-16-19-22-33(39)34(40)24-25-35(41)36-26-23-32(44-36)21-18-15-13-14-17-20-31(38)28-30-27-29(2)43-37(30)42/h12,16,27,29,31-36,38-41H,3-11,13-15,17-26,28H2,1-2H3/b16-12-/t29-,31-,32-,33+,34-,35+,36+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C37H66O7 |
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Average Mass | 622.9280 Da |
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Monoisotopic Mass | 622.48085 Da |
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IUPAC Name | (5R)-3-[(2R)-2-hydroxy-9-[(2R,5S)-5-[(1S,4R,5S,8Z)-1,4,5-trihydroxynonadec-8-en-1-yl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one |
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Traditional Name | (5R)-3-[(2R)-2-hydroxy-9-[(2R,5S)-5-[(1S,4R,5S,8Z)-1,4,5-trihydroxynonadec-8-en-1-yl]oxolan-2-yl]nonyl]-5-methyl-5H-furan-2-one |
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CAS Registry Number | Not Available |
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SMILES | CCCCCCCCCC\C=C/CC[C@H](O)[C@H](O)CC[C@H](O)[C@@H]1CC[C@@H](CCCCCCC[C@@H](O)CC2=C[C@@H](C)OC2=O)O1 |
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InChI Identifier | InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-12-16-19-22-33(39)34(40)24-25-35(41)36-26-23-32(44-36)21-18-15-13-14-17-20-31(38)28-30-27-29(2)43-37(30)42/h12,16,27,29,31-36,38-41H,3-11,13-15,17-26,28H2,1-2H3/b16-12-/t29-,31-,32-,33+,34-,35+,36+/m1/s1 |
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InChI Key | OOKJEMBYFZCLNC-ZITSNJIESA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Not Available |
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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
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tetrahydrofuran
- Dihydrofuran
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental 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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Predicted Properties | |
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