Record Information |
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Version | 2.0 |
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Created at | 2022-09-05 16:59:28 UTC |
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Updated at | 2022-09-05 16:59:29 UTC |
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NP-MRD ID | NP0216859 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (2r,3s,4r,5r,6s)-6-{[(3s,4r,4ar)-4-ethenyl-4a-hydroxy-8-oxo-3h,4h,5h,6h-pyrano[3,4-c]pyran-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
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Description | 6Alpha-[4-O-[(E)-3-(3,4-Dihydroxyphenyl)propenoyl]-beta-D-glucopyranosyloxy]-4,4a,5,6-tetrahydro-4aalpha-hydroxy-5beta-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. (2r,3s,4r,5r,6s)-6-{[(3s,4r,4ar)-4-ethenyl-4a-hydroxy-8-oxo-3h,4h,5h,6h-pyrano[3,4-c]pyran-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Swertia leducii. Based on a literature review very few articles have been published on 6alpha-[4-O-[(E)-3-(3,4-Dihydroxyphenyl)propenoyl]-beta-D-glucopyranosyloxy]-4,4a,5,6-tetrahydro-4aalpha-hydroxy-5beta-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one. |
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Structure | OC[C@H]1O[C@@H](O[C@@H]2OC=C3C(=O)OCC[C@@]3(O)[C@H]2C=C)[C@H](O)[C@@H](O)[C@@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 InChI=1S/C25H28O13/c1-2-13-23(35-11-14-22(32)34-8-7-25(13,14)33)38-24-20(31)19(30)21(17(10-26)36-24)37-18(29)6-4-12-3-5-15(27)16(28)9-12/h2-6,9,11,13,17,19-21,23-24,26-28,30-31,33H,1,7-8,10H2/b6-4+/t13-,17+,19+,20+,21+,23-,24-,25+/m0/s1 |
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Synonyms | Value | Source |
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6a-[4-O-[(e)-3-(3,4-Dihydroxyphenyl)propenoyl]-b-D-glucopyranosyloxy]-4,4a,5,6-tetrahydro-4aalpha-hydroxy-5b-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one | Generator | 6Α-[4-O-[(e)-3-(3,4-dihydroxyphenyl)propenoyl]-β-D-glucopyranosyloxy]-4,4a,5,6-tetrahydro-4aalpha-hydroxy-5β-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one | Generator |
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Chemical Formula | C25H28O13 |
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Average Mass | 536.4860 Da |
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Monoisotopic Mass | 536.15299 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 | OC[C@H]1O[C@@H](O[C@@H]2OC=C3C(=O)OCC[C@@]3(O)[C@H]2C=C)[C@H](O)[C@@H](O)[C@@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 |
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InChI Identifier | InChI=1S/C25H28O13/c1-2-13-23(35-11-14-22(32)34-8-7-25(13,14)33)38-24-20(31)19(30)21(17(10-26)36-24)37-18(29)6-4-12-3-5-15(27)16(28)9-12/h2-6,9,11,13,17,19-21,23-24,26-28,30-31,33H,1,7-8,10H2/b6-4+/t13-,17+,19+,20+,21+,23-,24-,25+/m0/s1 |
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InChI Key | XXXYWVBHDRFERD-XFYBMTNKSA-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 coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Cinnamic acids and derivatives |
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Sub Class | Hydroxycinnamic acids and derivatives |
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Direct Parent | Coumaric acids and derivatives |
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Alternative Parents | |
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Substituents | - Coumaric acid or derivatives
- Hexose monosaccharide
- Cinnamic acid ester
- Glycosyl compound
- O-glycosyl compound
- Catechol
- Styrene
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Delta valerolactone
- Fatty acid ester
- Delta_valerolactone
- Phenol
- Monocyclic benzene moiety
- Dicarboxylic acid or derivatives
- Fatty acyl
- Monosaccharide
- Benzenoid
- Oxane
- Tertiary alcohol
- Enoate ester
- Vinylogous ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Acetal
- Organoheterocyclic compound
- Carboxylic acid derivative
- Oxacycle
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Alcohol
- Primary alcohol
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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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