| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-10 20:12:10 UTC |
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| Updated at | 2022-09-10 20:12:11 UTC |
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| NP-MRD ID | NP0304831 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (3r,4s,5r,6s)-4,5-bis(acetyloxy)-6-[4-(3,5,7,8-tetrahydroxy-4-oxochromen-2-yl)phenoxy]oxan-3-yl acetate |
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| Description | (2S,3R,4S,5R)-4,5-bis(acetyloxy)-2-[4-(3,5,7,8-tetrahydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxan-3-yl acetate belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. (3r,4s,5r,6s)-4,5-bis(acetyloxy)-6-[4-(3,5,7,8-tetrahydroxy-4-oxochromen-2-yl)phenoxy]oxan-3-yl acetate is found in Rhodiola algida. Based on a literature review very few articles have been published on (2S,3R,4S,5R)-4,5-bis(acetyloxy)-2-[4-(3,5,7,8-tetrahydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxan-3-yl acetate. |
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| Structure | CC(=O)O[C@@H]1CO[C@@H](OC2=CC=C(C=C2)C2=C(O)C(=O)C3=C(O)C=C(O)C(O)=C3O2)[C@H](OC(C)=O)[C@H]1OC(C)=O InChI=1S/C26H24O14/c1-10(27)36-17-9-35-26(25(38-12(3)29)23(17)37-11(2)28)39-14-6-4-13(5-7-14)22-21(34)20(33)18-15(30)8-16(31)19(32)24(18)40-22/h4-8,17,23,25-26,30-32,34H,9H2,1-3H3/t17-,23+,25-,26+/m1/s1 |
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| Synonyms | | Value | Source |
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| (2S,3R,4S,5R)-4,5-Bis(acetyloxy)-2-[4-(3,5,7,8-tetrahydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxan-3-yl acetic acid | Generator |
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| Chemical Formula | C26H24O14 |
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| Average Mass | 560.4640 Da |
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| Monoisotopic Mass | 560.11661 Da |
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| IUPAC Name | (3R,4S,5R,6S)-4,5-bis(acetyloxy)-6-[4-(3,5,7,8-tetrahydroxy-4-oxo-4H-chromen-2-yl)phenoxy]oxan-3-yl acetate |
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| Traditional Name | (3R,4S,5R,6S)-4,5-bis(acetyloxy)-6-[4-(3,5,7,8-tetrahydroxy-4-oxochromen-2-yl)phenoxy]oxan-3-yl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CC(=O)O[C@@H]1CO[C@@H](OC2=CC=C(C=C2)C2=C(O)C(=O)C3=C(O)C=C(O)C(O)=C3O2)[C@H](OC(C)=O)[C@H]1OC(C)=O |
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| InChI Identifier | InChI=1S/C26H24O14/c1-10(27)36-17-9-35-26(25(38-12(3)29)23(17)37-11(2)28)39-14-6-4-13(5-7-14)22-21(34)20(33)18-15(30)8-16(31)19(32)24(18)40-22/h4-8,17,23,25-26,30-32,34H,9H2,1-3H3/t17-,23+,25-,26+/m1/s1 |
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| InChI Key | LSXFAPVYVSIPBK-ZTNKVBRBSA-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 flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Flavonoids |
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| Sub Class | Flavonoid glycosides |
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| Direct Parent | Flavonoid O-glycosides |
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| Alternative Parents | |
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| Substituents | - Flavonoid o-glycoside
- Flavonoid-4p-o-glycoside
- 3-hydroxyflavone
- Hydroxyflavonoid
- 3-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- 8-hydroxyflavonoid
- Flavone
- Phenolic glycoside
- O-glycosyl compound
- Glycosyl compound
- Chromone
- Benzopyran
- 1-benzopyran
- Tricarboxylic acid or derivatives
- Phenol ether
- Phenoxy compound
- Pyranone
- 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Benzenoid
- Pyran
- Oxane
- Monosaccharide
- Vinylogous acid
- Heteroaromatic compound
- Carboxylic acid ester
- Organoheterocyclic compound
- Carboxylic acid derivative
- Oxacycle
- Polyol
- Acetal
- Organic oxide
- Carbonyl group
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- 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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