Record Information |
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Version | 1.0 |
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Created at | 2022-09-04 00:13:11 UTC |
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Updated at | 2022-09-04 00:13:12 UTC |
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NP-MRD ID | NP0184953 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 2-hydroxy-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid |
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Description | 2,5-Dihydroxybenzoic acid 5-O-beta-D-glucoside, also known as gentisic acid 5-beta-D-glucoside or 5-(b-D-glucosyloxy)-2-hydroxybenzoic acid, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 2,5-Dihydroxybenzoic acid 5-O-beta-D-glucoside is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2-hydroxy-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid is found in Castanopsis fissa and Picnomon acarna. It was first documented in 2014 (PMID: 25173843). Based on a literature review very few articles have been published on 2,5-dihydroxybenzoic acid 5-O-beta-D-glucoside. |
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Structure | OC[C@H]1O[C@@H](OC2=CC=C(O)C(=C2)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C13H16O9/c14-4-8-9(16)10(17)11(18)13(22-8)21-5-1-2-7(15)6(3-5)12(19)20/h1-3,8-11,13-18H,4H2,(H,19,20)/t8-,9-,10+,11-,13-/m1/s1 |
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Synonyms | Value | Source |
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2,5-Dihydroxybenzoic acid 5-beta-D-glucoside | ChEBI | 2,5-Dihydroxybenzoic acid 5-beta-glucoside | ChEBI | 2,5-Dihydroxybenzoic acid 5-O-beta-glucoside | ChEBI | 5-(beta-D-Glucosyloxy)-2-hydroxybenzoic acid | ChEBI | Gentisic acid 5-beta-D-glucoside | ChEBI | Gentisic acid 5-beta-glucoside | ChEBI | Gentisic acid 5-O-beta-D-glucoside | ChEBI | Gentisic acid 5-O-beta-glucoside | ChEBI | 2,5-Dihydroxybenzoate 5-b-D-glucoside | Generator | 2,5-Dihydroxybenzoate 5-beta-D-glucoside | Generator | 2,5-Dihydroxybenzoate 5-β-D-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-b-D-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-β-D-glucoside | Generator | 2,5-Dihydroxybenzoate 5-b-glucoside | Generator | 2,5-Dihydroxybenzoate 5-beta-glucoside | Generator | 2,5-Dihydroxybenzoate 5-β-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-b-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-β-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-b-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-beta-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-β-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-O-b-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-O-β-glucoside | Generator | 5-(b-D-Glucosyloxy)-2-hydroxybenzoate | Generator | 5-(b-D-Glucosyloxy)-2-hydroxybenzoic acid | Generator | 5-(beta-D-Glucosyloxy)-2-hydroxybenzoate | Generator | 5-(Β-D-glucosyloxy)-2-hydroxybenzoate | Generator | 5-(Β-D-glucosyloxy)-2-hydroxybenzoic acid | Generator | Gentisate 5-b-D-glucoside | Generator | Gentisate 5-beta-D-glucoside | Generator | Gentisate 5-β-D-glucoside | Generator | Gentisic acid 5-b-D-glucoside | Generator | Gentisic acid 5-β-D-glucoside | Generator | Gentisate 5-b-glucoside | Generator | Gentisate 5-beta-glucoside | Generator | Gentisate 5-β-glucoside | Generator | Gentisic acid 5-b-glucoside | Generator | Gentisic acid 5-β-glucoside | Generator | Gentisate 5-O-b-D-glucoside | Generator | Gentisate 5-O-beta-D-glucoside | Generator | Gentisate 5-O-β-D-glucoside | Generator | Gentisic acid 5-O-b-D-glucoside | Generator | Gentisic acid 5-O-β-D-glucoside | Generator | Gentisate 5-O-b-glucoside | Generator | Gentisate 5-O-beta-glucoside | Generator | Gentisate 5-O-β-glucoside | Generator | Gentisic acid 5-O-b-glucoside | Generator | Gentisic acid 5-O-β-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-b-D-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-beta-D-glucoside | Generator | 2,5-Dihydroxybenzoate 5-O-β-D-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-O-b-D-glucoside | Generator | 2,5-Dihydroxybenzoic acid 5-O-β-D-glucoside | Generator |
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Chemical Formula | C13H16O9 |
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Average Mass | 316.2620 Da |
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Monoisotopic Mass | 316.07943 Da |
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IUPAC Name | 2-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid |
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Traditional Name | 2-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid |
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CAS Registry Number | Not Available |
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SMILES | OC[C@H]1O[C@@H](OC2=CC=C(O)C(=C2)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O |
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InChI Identifier | InChI=1S/C13H16O9/c14-4-8-9(16)10(17)11(18)13(22-8)21-5-1-2-7(15)6(3-5)12(19)20/h1-3,8-11,13-18H,4H2,(H,19,20)/t8-,9-,10+,11-,13-/m1/s1 |
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InChI Key | CBTFERBMQQAROP-BZNQNGANSA-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 phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Phenolic glycosides |
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Alternative Parents | |
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Substituents | - Phenolic glycoside
- Hexose monosaccharide
- O-glycosyl compound
- Hydroxybenzoic acid
- Salicylic acid
- Salicylic acid or derivatives
- 4-alkoxyphenol
- Benzoic acid or derivatives
- Benzoic acid
- Phenoxy compound
- Phenol ether
- Benzoyl
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Sugar acid
- Monosaccharide
- Benzenoid
- Monocyclic benzene moiety
- Oxane
- Vinylogous acid
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Acetal
- Carboxylic acid
- Carboxylic acid derivative
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Primary alcohol
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic 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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