Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:09:50 UTC |
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Update date | 2020-04-21 18:03:24 UTC |
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Primary ID | FDB022189 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Hydroxypropionic acid |
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Description | Hydroxypropionic acid, also known as 3-hydroxypropionate or hydracrylic acid, belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Hydroxypropionic acid exists in all living organisms, ranging from bacteria to humans. Hydroxypropionic acid has been detected, but not quantified in, several different foods, such as american pokeweeds (Phytolacca americana), garlics (Allium sativum), half-highbush blueberries (Vaccinium angustifolium X Vaccinium corymbosum), breadfruits (Artocarpus altilis), and kiwis (Actinidia chinensis). This could make hydroxypropionic acid a potential biomarker for the consumption of these foods. Hydroxypropionic acid, with regard to humans, has been found to be associated with several diseases such as branched-chain keto acid dehydrogenase kinase deficiency, eosinophilic esophagitis, and stomach cancer; hydroxypropionic acid has also been linked to several inborn metabolic disorders including propionic acidemia and biotinidase deficiency. Based on a literature review a significant number of articles have been published on Hydroxypropionic acid. |
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CAS Number | 503-66-2 |
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Structure | |
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Synonyms | Synonym | Source |
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3-HYDROXY-propanoIC ACID | ChEBI | 3-Hydroxypropanoic acid | ChEBI | beta-Hydroxypropionic acid | ChEBI | Hydracrylic acid | ChEBI | 3-Hydroxypropionate | Kegg | 3-Hydroxypropionic acid | Kegg | 3-HYDROXY-propanoate | Generator | 3-Hydroxypropanoate | Generator | b-Hydroxypropionate | Generator | b-Hydroxypropionic acid | Generator | beta-Hydroxypropionate | Generator | Β-hydroxypropionate | Generator | Β-hydroxypropionic acid | Generator | Hydracrylate | Generator | Hydroxypropionate | Generator | 2-Deoxyglycerate | HMDB | 2-Deoxyglyceric acid | HMDB | b-Lactate | HMDB | b-Lactic acid | HMDB | beta-Lactate | HMDB | beta-Lactic acid | HMDB | Ethylenelactate | HMDB | Ethylenelactic acid | HMDB | β-hydroxypropionate | Generator | β-hydroxypropionic acid | Generator |
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Predicted Properties | |
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Chemical Formula | C3H6O3 |
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IUPAC name | 3-hydroxypropanoic acid |
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InChI Identifier | InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) |
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InChI Key | ALRHLSYJTWAHJZ-UHFFFAOYSA-N |
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Isomeric SMILES | OCCC(O)=O |
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Average Molecular Weight | 90.0779 |
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Monoisotopic Molecular Weight | 90.031694058 |
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Classification |
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Description | Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Hydroxy acids and derivatives |
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Sub Class | Beta hydroxy acids and derivatives |
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Direct Parent | Beta hydroxy acids and derivatives |
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Alternative Parents | |
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Substituents | - Beta-hydroxy acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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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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GC-MS | Hydroxypropionic acid, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-26c10a7c09d2819f18b3 | Spectrum | GC-MS | Hydroxypropionic acid, non-derivatized, GC-MS Spectrum | splash10-0fba-0900000000-8bf04c0af8fd2e3b58de | Spectrum | GC-MS | Hydroxypropionic acid, non-derivatized, GC-MS Spectrum | splash10-0002-0900000000-26c10a7c09d2819f18b3 | Spectrum | GC-MS | Hydroxypropionic acid, non-derivatized, GC-MS Spectrum | splash10-0fba-0900000000-8bf04c0af8fd2e3b58de | Spectrum | Predicted GC-MS | Hydroxypropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0007-9000000000-9aeb0d9c81f19a27c424 | Spectrum | Predicted GC-MS | Hydroxypropionic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0100-9720000000-bbec0186b2d36c22228d | Spectrum | Predicted GC-MS | Hydroxypropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hydroxypropionic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hydroxypropionic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hydroxypropionic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hydroxypropionic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hydroxypropionic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-00di-9000000000-3f5b72b8462bfcb4f391 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00di-9000000000-3e9fa999dd5a46584db4 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03fu-5900000000-bd7d31d2678f47785461 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-000i-9000000000-d440d21b0f161a9853f1 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0a4r-9000000000-242c99f8bca595fe224e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-052f-9000000000-a9bac0e4116df119abb1 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0006-9000000000-081d862d9b4bc28ae21b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0006-9000000000-be05ae87088e43aa060d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-9000000000-d440d21b0f161a9853f1 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4r-9000000000-dba7e70fabc7dac6fe4b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-052f-9000000000-a9bac0e4116df119abb1 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-081d862d9b4bc28ae21b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-be05ae87088e43aa060d | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-01ox-9000000000-abdb98d8c1686dc43cc3 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-03di-9000000000-7e9710b33d0c0f60adc0 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-00kf-9000000000-8076ca0477f5e951c57d | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-03dl-9000000000-74725037ead28bc3cbb5 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-029l-9000000000-e17da766d94d48429d67 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-e19c639a151e1fca0d34 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-9000000000-9e7369e67b8849650d52 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-05fs-9000000000-6bc03f735cf4358adaaf | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-05di-9000000000-8c197b7691bbbacb263a | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-9000000000-1983baaf50a36f58c36c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00dr-9000000000-5cc8fd5907f4674c72f3 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-006x-9000000000-3e0c27682d8f7902d021 | 2015-05-27 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 61460 |
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ChEMBL ID | CHEMBL1205969 |
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KEGG Compound ID | C01013 |
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Pubchem Compound ID | 68152 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16510 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB03688 |
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HMDB ID | HMDB00700 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 53188 |
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KNApSAcK ID | Not Available |
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HET ID | 3OH |
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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 | Hydroxypropionic acid |
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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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3-hydroxyisobutyryl-CoA hydrolase, mitochondrial | HIBCH | Q6NVY1 |
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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 | show |
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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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