| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-12 14:05:38 UTC |
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| Updated at | 2022-09-12 14:05:39 UTC |
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| NP-MRD ID | NP0329576 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5r,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate |
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| Description | (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5R,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. (1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5r,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate is found in Ajuga parviflora. Based on a literature review very few articles have been published on (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5R,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate. |
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| Structure | CCO[C@H]1C[C@@H]2C[C@H](O[C@@H]2O1)[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@]21CO1 InChI=1S/C31H48O11/c1-8-16(3)27(35)42-26-21(34)13-22-29(7,23-11-20-12-25(36-9-2)41-28(20)40-23)17(4)10-24(39-19(6)33)30(22,14-37-18(5)32)31(26)15-38-31/h16-17,20-26,28,34H,8-15H2,1-7H3/t16-,17-,20+,21-,22-,23+,24+,25-,26+,28-,29+,30+,31-/m1/s1 |
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| Synonyms | | Value | Source |
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| (1R,2S,3R,4AR,5S,6R,8S,8ar)-5-[(2S,3as,5R,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoic acid | Generator |
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| Chemical Formula | C31H48O11 |
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| Average Mass | 596.7140 Da |
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| Monoisotopic Mass | 596.31966 Da |
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| IUPAC Name | (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5R,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate |
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| Traditional Name | (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5R,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate |
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| CAS Registry Number | Not Available |
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| SMILES | CCO[C@H]1C[C@@H]2C[C@H](O[C@@H]2O1)[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@]21CO1 |
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| InChI Identifier | InChI=1S/C31H48O11/c1-8-16(3)27(35)42-26-21(34)13-22-29(7,23-11-20-12-25(36-9-2)41-28(20)40-23)17(4)10-24(39-19(6)33)30(22,14-37-18(5)32)31(26)15-38-31/h16-17,20-26,28,34H,8-15H2,1-7H3/t16-,17-,20+,21-,22-,23+,24+,25-,26+,28-,29+,30+,31-/m1/s1 |
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| InChI Key | BYEWAYHTOJPYKI-JUIAQQBYSA-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 | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Carboxylic acids and derivatives |
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| Sub Class | Tricarboxylic acids and derivatives |
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| Direct Parent | Tricarboxylic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Tricarboxylic acid or derivatives
- Furofuran
- Fatty acid ester
- Fatty acyl
- Cyclic alcohol
- Tetrahydrofuran
- Secondary alcohol
- Carboxylic acid ester
- Ether
- Oxirane
- Dialkyl ether
- Acetal
- Organoheterocyclic compound
- Oxacycle
- Hydrocarbon derivative
- Alcohol
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- 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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