Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 07:58:34 UTC |
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Updated at | 2022-04-28 07:58:34 UTC |
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NP-MRD ID | NP0063599 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Anomalide |
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Description | (1S,2S,6R,7S,9S,12S,13S,15S,16R)-9,12-dihydroxy-15-methyl-5-methylidene-4-oxo-3,11,14-trioxapentacyclo[7.6.1.0²,⁶.0¹²,¹⁶.0¹³,¹⁵]Hexadecan-7-yl (2S)-2-methylbutanoate belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). Anomalide is found in Eupatorium mohrii. Based on a literature review very few articles have been published on (1S,2S,6R,7S,9S,12S,13S,15S,16R)-9,12-dihydroxy-15-methyl-5-methylidene-4-oxo-3,11,14-trioxapentacyclo[7.6.1.0²,⁶.0¹²,¹⁶.0¹³,¹⁵]Hexadecan-7-yl (2S)-2-methylbutanoate. |
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Structure | CC[C@H](C)C(=O)O[C@H]1C[C@@]2(O)CO[C@]3(O)[C@H]4O[C@@]4(C)[C@H]([C@H]4OC(=O)C(=C)[C@H]14)[C@H]23 InChI=1S/C20H26O8/c1-5-8(2)15(21)26-10-6-19(23)7-25-20(24)14(19)12(18(4)17(20)28-18)13-11(10)9(3)16(22)27-13/h8,10-14,17,23-24H,3,5-7H2,1-2,4H3/t8-,10-,11+,12+,13-,14+,17-,18-,19+,20-/m0/s1 |
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Synonyms | Value | Source |
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(1S,2S,6R,7S,9S,12S,13S,15S,16R)-9,12-Dihydroxy-15-methyl-5-methylidene-4-oxo-3,11,14-trioxapentacyclo[7.6.1.0,.0,.0,]hexadecan-7-yl (2S)-2-methylbutanoic acid | Generator |
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Chemical Formula | C20H26O8 |
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Average Mass | 394.4200 Da |
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Monoisotopic Mass | 394.16277 Da |
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IUPAC Name | (1S,2S,6R,7S,9S,12S,13S,15S,16R)-9,12-dihydroxy-15-methyl-5-methylidene-4-oxo-3,11,14-trioxapentacyclo[7.6.1.0^{2,6}.0^{12,16}.0^{13,15}]hexadecan-7-yl (2S)-2-methylbutanoate |
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Traditional Name | (1S,2S,6R,7S,9S,12S,13S,15S,16R)-9,12-dihydroxy-15-methyl-5-methylidene-4-oxo-3,11,14-trioxapentacyclo[7.6.1.0^{2,6}.0^{12,16}.0^{13,15}]hexadecan-7-yl (2S)-2-methylbutanoate |
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CAS Registry Number | Not Available |
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SMILES | CC[C@H](C)C(=O)O[C@H]1C[C@@]2(O)CO[C@]3(O)[C@H]4O[C@@]4(C)[C@H]([C@H]4OC(=O)C(=C)[C@H]14)[C@H]23 |
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InChI Identifier | InChI=1S/C20H26O8/c1-5-8(2)15(21)26-10-6-19(23)7-25-20(24)14(19)12(18(4)17(20)28-18)13-11(10)9(3)16(22)27-13/h8,10-14,17,23-24H,3,5-7H2,1-2,4H3/t8-,10-,11+,12+,13-,14+,17-,18-,19+,20-/m0/s1 |
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InChI Key | IIXSMSPNCAECDY-ANQHBOPJSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). |
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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 | Ambrosanolides and secoambrosanolides |
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Alternative Parents | |
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Substituents | - Guaianolide-skeleton
- Secoambrosanolide
- Sesquiterpenoid
- Furopyran
- Fatty acid ester
- Fatty acyl
- Pyran
- Oxane
- Gamma butyrolactone
- Dicarboxylic acid or derivatives
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tetrahydrofuran
- Tertiary alcohol
- Furan
- Cyclic alcohol
- Lactone
- Hemiacetal
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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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