Record Information |
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Version | 1.0 |
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Creation date | 2011-04-08 19:28:37 UTC |
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Update date | 2019-11-26 03:20:52 UTC |
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Primary ID | FDB021792 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 17b-Estradiol 3-glucuronide |
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Description | Estradiol glucuronide is believed to play important roles in the mechanism of 17beta-estradiol(E2)-mediated tumor formation. Conjugation with glucuronic acid lowers tissue levels by facilitating excretion.The heterotropic activation by daidzein appears to be specific for the glucuronidation of E2 because daidzein did not affect the glucuronidation of the 2- and 4-hydroxy metabolites of E2. (PMID: 16598814) [HMDB] |
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CAS Number | 15270-30-1 |
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Structure | |
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Synonyms | Synonym | Source |
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17beta-Estradiol 3-(beta-D-glucuronide) | ChEBI | 17beta-Estradiol 3-glucuronide | ChEBI | Estradiol-17beta 3-glucuronide | ChEBI | Estradiol-3-glucuronide | ChEBI | 17b-Estradiol 3-(b-D-glucuronide) | Generator | 17Β-estradiol 3-(β-D-glucuronide) | Generator | 17b-Estradiol 3-glucuronide | Generator | 17Β-estradiol 3-glucuronide | Generator | Estradiol-17b 3-glucuronide | Generator | Estradiol-17β 3-glucuronide | Generator | 17-b-Estradiol-3-glucuronide | Generator | 17-Β-estradiol-3-glucuronide | Generator | (17beta)-17-Hydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid | HMDB | (17Β)-17-hydroxyestra-1,3,5(10)-trien-3-yl β-D-glucopyranosiduronic acid | HMDB | 17beta-Estradiol 3-glucosiduronate | HMDB | 17Β-estradiol 3-glucosiduronate | HMDB | Estradiol 3-glucosiduronate | HMDB | Estradiol 3-glucuronide | HMDB | Estradiol-17beta-3-(beta-D-glucuronide) | HMDB | Estradiol-17β-3-(β-D-glucuronide) | HMDB | 17-beta-Estradiol 3-glucuronide | manual | 17-beta-Estradiol 3-O-glucuronide | manual | 17-beta-Estradiol-3-glucuronide | manual | 17b-Estra-1,3,5(10)-triene-3,17-diol 3-O-b-D-glucuronopyranoside | manual | 17beta-Estradiol 3-(beta-delta-glucuronide) | HMDB | 17beta-Estradiol 3-glucosiduronic acid | HMDB | 17beta-Estradiol-3-glucuronide | HMDB | 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid | HMDB | 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl beta-delta-glucopyranosiduronic acid | HMDB | beta-Estradiol 3-β-D-glucuronide | HMDB | Estra-1,3,5(10)-triene-3,17beta-diol 3-D-glucuronide | HMDB | Estra-1,3,5(10)-triene-3,17beta-diol 3-delta-glucuronide | HMDB | Estradiol glucuronide | HMDB | Estradiol-17-beta-3-glucuronide | HMDB |
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Predicted Properties | |
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Chemical Formula | C24H32O8 |
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IUPAC name | (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid |
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InChI Identifier | InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1 |
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InChI Key | MUOHJTRCBBDUOW-QXYWQCSFSA-N |
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Isomeric SMILES | [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C=C3CC[C@@]21[H] |
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Average Molecular Weight | 448.5061 |
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Monoisotopic Molecular Weight | 448.209718 |
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Classification |
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Description | Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Steroidal glycosides |
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Direct Parent | Steroid glucuronide conjugates |
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Alternative Parents | |
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Substituents | - Steroid-glucuronide-skeleton
- Estrane-skeleton
- Hydroxysteroid
- 17-hydroxysteroid
- Fatty acyl glycoside
- Phenolic glycoside
- Fatty acyl glycoside of mono- or disaccharide
- 1-o-glucuronide
- O-glucuronide
- Phenanthrene
- Glucuronic acid or derivatives
- Alkyl glycoside
- O-glycosyl compound
- Glycosyl compound
- Tetralin
- Beta-hydroxy acid
- Fatty acyl
- Pyran
- Benzenoid
- Oxane
- Monosaccharide
- Hydroxy acid
- Cyclic alcohol
- Secondary alcohol
- Polyol
- Organoheterocyclic compound
- Carboxylic acid derivative
- Carboxylic acid
- Acetal
- Monocarboxylic acid or derivatives
- Oxacycle
- Alcohol
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Organooxygen 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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Ontology | No ontology term |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | 17b-Estradiol 3-glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 17b-Estradiol 3-glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0000900000-dbce777edf435a424ee4 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-2222900000-cdf3987eca3a9e28d21a | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0kgk-6193300000-8d16b4b751613c15d0cf | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0030900000-fe10dd4aa1baa46d3dde | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a5a-0245900000-bb81ada0e7df1ba06f1a | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052b-1961000000-9417e71bf8ebf0444916 | 2021-09-24 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 18667985 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C05503 |
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Pubchem Compound ID | 13783824 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB06224 |
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CRC / DFC (Dictionary of Food Compounds) ID | BBB24-E:FQY19-K |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 2304841 |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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UDP-glucuronosyltransferase 2B28 | UGT2B28 | Q9BY64 | UDP-glucuronosyltransferase 2B4 | UGT2B4 | P06133 | UDP-glucuronosyltransferase 1-4 | UGT1A4 | P22310 | UDP-glucuronosyltransferase 2B10 | UGT2B10 | P36537 | UDP-glucuronosyltransferase 2B7 | UGT2B7 | P16662 | UDP-glucuronosyltransferase 2B15 | UGT2B15 | P54855 | UDP-glucuronosyltransferase 2A1 | UGT2A1 | Q9Y4X1 | UDP-glucuronosyltransferase 1-1 | UGT1A1 | P22309 | UDP-glucuronosyltransferase 1-9 | UGT1A9 | O60656 | UDP-glucuronosyltransferase 1-8 | UGT1A8 | Q9HAW9 | UDP-glucuronosyltransferase 1-3 | UGT1A3 | P35503 | UDP-glucuronosyltransferase 1-10 | UGT1A10 | Q9HAW8 | UDP-glucuronosyltransferase 2B17 | UGT2B17 | O75795 | UDP-glucuronosyltransferase 1-6 | UGT1A6 | P19224 | UDP-glucuronosyltransferase 1-5 | UGT1A5 | P35504 | UDP-glucuronosyltransferase 2B11 | UGT2B11 | O75310 | UDP-glucuronosyltransferase 1-7 | UGT1A7 | Q9HAW7 | UDP-glucuronosyltransferase 2A3 | UGT2A3 | Q6UWM9 | Beta-glucuronidase | GUSB | P08236 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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