Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-22 21:05:16 UTC |
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Update Date | 2021-09-22 21:05:17 UTC |
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HMDB ID | HMDB0301785 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 4-O-(Indole-3-acetyl)-D-glucopyranose |
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Description | 4-o-(indole-3-acetyl)-d-glucopyranose, also known as indole-3-acetyl-beta-1-D-glucose or B-D-glucopyranose, 1-(1h-indole-3-acetic acid), belongs to indole-3-acetic acid derivatives class of compounds. Those are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. 4-o-(indole-3-acetyl)-d-glucopyranose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-o-(indole-3-acetyl)-d-glucopyranose can be found in corn, which makes 4-o-(indole-3-acetyl)-d-glucopyranose a potential biomarker for the consumption of this food product. |
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Structure | OC[C@H]1O[C@@H](OC(=O)CC2=CNC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1 |
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Synonyms | Value | Source |
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1-O-(indol-3-yl)Acetyl-beta-D-glucose | ChEBI | 1-O-(Indole-3-acetyl)-beta-1-D-glucose | ChEBI | 1-O-indol-3-Ylacetyl-beta-D-glucose | ChEBI | 1-O-indol-3-Ylacetylglucose | ChEBI | beta-D-Glucopyranose, 1-(1H-indole-3-acetate) | ChEBI | Iaa-glucose | ChEBI | Indole-3-acetic acid beta-D-glucoside | ChEBI | Indole-3-acetyl-beta-1-D-glucose | ChEBI | Indole-3-acetyl-beta-1-D-glucoside | ChEBI | 1-O-(indol-3-yl)Acetyl-b-D-glucose | Generator | 1-O-(indol-3-yl)Acetyl-β-D-glucose | Generator | 1-O-(Indole-3-acetyl)-b-1-D-glucose | Generator | 1-O-(Indole-3-acetyl)-β-1-D-glucose | Generator | 1-O-indol-3-Ylacetyl-b-D-glucose | Generator | 1-O-indol-3-Ylacetyl-β-D-glucose | Generator | b-D-Glucopyranose, 1-(1H-indole-3-acetate) | Generator | b-D-Glucopyranose, 1-(1H-indole-3-acetic acid) | Generator | beta-D-Glucopyranose, 1-(1H-indole-3-acetic acid) | Generator | Β-D-glucopyranose, 1-(1H-indole-3-acetate) | Generator | Β-D-glucopyranose, 1-(1H-indole-3-acetic acid) | Generator | Indole-3-acetate b-D-glucoside | Generator | Indole-3-acetate beta-D-glucoside | Generator | Indole-3-acetate β-D-glucoside | Generator | Indole-3-acetic acid b-D-glucoside | Generator | Indole-3-acetic acid β-D-glucoside | Generator | Indole-3-acetyl-b-1-D-glucose | Generator | Indole-3-acetyl-β-1-D-glucose | Generator | Indole-3-acetyl-b-1-D-glucoside | Generator | Indole-3-acetyl-β-1-D-glucoside | Generator | 1-O-(indol-3-Ylacetyl)-b-D-glucose | Generator | 1-O-(indol-3-Ylacetyl)-β-D-glucose | Generator |
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Chemical Formula | C16H19NO7 |
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Average Molecular Weight | 337.3246 |
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Monoisotopic Molecular Weight | 337.116151967 |
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IUPAC Name | (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-(1H-indol-3-yl)acetate |
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Traditional Name | iaa-glucose |
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CAS Registry Number | 52703-89-6 |
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SMILES | OC[C@H]1O[C@@H](OC(=O)CC2=CNC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O |
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InChI Identifier | InChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1 |
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InChI Key | HHDMMUWDSFASNB-JZYAIQKZSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Indolyl carboxylic acids and derivatives |
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Direct Parent | Indole-3-acetic acid derivatives |
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Alternative Parents | |
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Substituents | - Indole-3-acetic acid derivative
- Hexose monosaccharide
- 3-alkylindole
- Indole
- Monosaccharide
- Oxane
- Benzenoid
- Substituted pyrrole
- Heteroaromatic compound
- Pyrrole
- Carboxylic acid ester
- Secondary alcohol
- Acetal
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Oxacycle
- Polyol
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Carbonyl group
- Alcohol
- Primary alcohol
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesDerivatized |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 10V, Positive-QTOF | splash10-0bvr-0902000000-0687c8913b28a5dc41d4 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 20V, Positive-QTOF | splash10-0arr-0900000000-71497166c9dc020d734c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 40V, Positive-QTOF | splash10-053r-2900000000-71d824c7b4fe5f7d205e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 10V, Negative-QTOF | splash10-0a4i-0902000000-453018a3206763f500ca | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 20V, Negative-QTOF | splash10-05fr-1900000000-72ae2dc14bdeb57d9e7c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 40V, Negative-QTOF | splash10-0abc-6900000000-de636a4246bdcb7ba5a3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 10V, Positive-QTOF | splash10-0019-0908000000-caf98e9c7cd5ad00b61d | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 20V, Positive-QTOF | splash10-06gj-2792000000-719176d609074dfc1c2b | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 40V, Positive-QTOF | splash10-001i-4900000000-b00f4d484a3ef3b6a106 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 10V, Negative-QTOF | splash10-002r-0906000000-01901d00dd9b6772f342 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 20V, Negative-QTOF | splash10-0a6r-2900000000-d985579fbe048c317199 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-O-(Indole-3-acetyl)-D-glucopyranose 40V, Negative-QTOF | splash10-003r-4900000000-ecbbc823b3a734a00ad8 | 2021-10-21 | Wishart Lab | View Spectrum |
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