| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-06 23:11:18 UTC |
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| Updated at | 2022-09-06 23:11:18 UTC |
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| NP-MRD ID | NP0239560 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | methyl (3as,4s,5s,10r,11r,11as)-5-[(2s)-butan-2-yloxy]-11-hydroxy-4-{[(2z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3ah-spiro[cyclodeca[b]furan-10,2'-oxirane]-6-carboxylate |
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| Description | Methyl (3aS,4S,5S,10R,11R,11aS)-5-[(2S)-butan-2-yloxy]-11-hydroxy-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3,3a,4,5,8,9,11,11a-octahydro-2H-spiro[cyclodeca[b]furan-10,2'-oxirane]-6-carboxylate belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Based on a literature review very few articles have been published on methyl (3aS,4S,5S,10R,11R,11aS)-5-[(2S)-butan-2-yloxy]-11-hydroxy-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3,3a,4,5,8,9,11,11a-octahydro-2H-spiro[cyclodeca[b]furan-10,2'-oxirane]-6-carboxylate. |
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| Structure | CC[C@H](C)O[C@@H]1[C@@H](OC(=O)C(\C)=C/C)[C@@H]2[C@H](OC(=O)C2=C)[C@@H](O)[C@]2(CO2)CC\C=C1\C(=O)OC InChI=1S/C25H34O9/c1-7-13(3)22(27)33-19-17-15(5)23(28)34-20(17)21(26)25(12-31-25)11-9-10-16(24(29)30-6)18(19)32-14(4)8-2/h7,10,14,17-21,26H,5,8-9,11-12H2,1-4,6H3/b13-7-,16-10+/t14-,17+,18-,19-,20-,21+,25+/m0/s1 |
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| Synonyms | | Value | Source |
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| Methyl (3as,4S,5S,10R,11R,11as)-5-[(2S)-butan-2-yloxy]-11-hydroxy-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3,3a,4,5,8,9,11,11a-octahydro-2H-spiro[cyclodeca[b]furan-10,2'-oxirane]-6-carboxylic acid | Generator |
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| Chemical Formula | C25H34O9 |
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| Average Mass | 478.5380 Da |
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| Monoisotopic Mass | 478.22028 Da |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | Not Available |
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| SMILES | CC[C@H](C)O[C@@H]1[C@@H](OC(=O)C(\C)=C/C)[C@@H]2[C@H](OC(=O)C2=C)[C@@H](O)[C@]2(CO2)CC\C=C1\C(=O)OC |
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| InChI Identifier | InChI=1S/C25H34O9/c1-7-13(3)22(27)33-19-17-15(5)23(28)34-20(17)21(26)25(12-31-25)11-9-10-16(24(29)30-6)18(19)32-14(4)8-2/h7,10,14,17-21,26H,5,8-9,11-12H2,1-4,6H3/b13-7-,16-10+/t14-,17+,18-,19-,20-,21+,25+/m0/s1 |
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| InChI Key | IGZOEDNGFXXMBC-BILXZRRFSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | 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 germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. |
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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 | Germacranolides and derivatives |
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| Alternative Parents | |
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| Substituents | - Germacranolide
- Germacrane sesquiterpenoid
- Sesquiterpenoid
- Tricarboxylic acid or derivatives
- Fatty acid ester
- Gamma butyrolactone
- Fatty acyl
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Methyl ester
- Tetrahydrofuran
- Carboxylic acid ester
- Secondary alcohol
- Lactone
- Carboxylic acid derivative
- Dialkyl ether
- Oxirane
- Ether
- Oxacycle
- Organoheterocyclic compound
- Carbonyl group
- Alcohol
- Organic oxide
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic 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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