Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:06 UTC |
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Update date | 2019-11-26 03:06:34 UTC |
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Primary ID | FDB012322 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Progoitrin |
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Description | Progoitrin, also known as glucorapiferin, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Progoitrin is an extremely weak basic (essentially neutral) compound (based on its pKa). Progoitrin is a bitter tasting compound. Progoitrin has been detected, but not quantified in, several different foods, such as chinese mustards, rapes, chinese cabbages, white mustards, and cabbages. This could make progoitrin a potential biomarker for the consumption of these foods. |
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CAS Number | 585-95-5 |
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Structure | |
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Synonyms | Synonym | Source |
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2(R)-2-Hydroxy-3-butenyl glucosinolate | ChEBI | Glucorapiferin | ChEBI | 2(R)-2-Hydroxy-3-butenyl glucosinolic acid | Generator | Epiprogoitrin | MeSH | Progoitrin, monopotassium salt | MeSH | Progoitrin, (S)-isomer | MeSH | Epi-progoitrin | MeSH | 1-Thio-b-D-glucopyranose 1-[3-hydroxy-N-(sulfooxy)-4-pentenimidate], 9CI | db_source | 2-Hydroxy-3-butenyl glucosinolate | db_source |
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Predicted Properties | |
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Chemical Formula | C11H19NO10S2 |
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IUPAC name | ({[(3R)-3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino}oxy)sulfonic acid |
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InChI Identifier | InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/b12-7+ |
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InChI Key | MYHSVHWQEVDFQT-KPKJPENVSA-N |
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Isomeric SMILES | OCC1OC(S\C(CC(O)C=C)=N\OS(O)(=O)=O)C(O)C(O)C1O |
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Average Molecular Weight | 389.399 |
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Monoisotopic Molecular Weight | 389.045037213 |
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Classification |
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Description | Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. |
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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 | Alkylglucosinolates |
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Alternative Parents | |
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Substituents | - Alkylglucosinolate
- Glycosyl compound
- S-glycosyl compound
- Oxane
- Monothioacetal
- Organic sulfuric acid or derivatives
- Secondary alcohol
- Oxacycle
- Polyol
- Organoheterocyclic compound
- Sulfenyl compound
- Alcohol
- Organosulfur compound
- Organonitrogen compound
- Hydrocarbon derivative
- Primary alcohol
- Organic nitrogen compound
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Biological role: |
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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 | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 33.93%; H 4.92%; N 3.60%; O 41.09%; S 16.47% | DFC |
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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 | Not Available |
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External Links |
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ChemSpider ID | Not Available |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C08425 |
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Pubchem Compound ID | 656566 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 8454 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB34071 |
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CRC / DFC (Dictionary of Food Compounds) ID | HGH75-V:HGH75-V |
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EAFUS ID | Not Available |
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Dr. Duke ID | PROGOITRIN|2-HYDROXY-BUT-3-ENYL-GLUCOSINOLATE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001486 |
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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 | Progoitrin |
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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 | |
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Enzymes | Not Available |
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Pathways | Not Available |
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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 | Flavor | Citations |
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bitter |
- Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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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 | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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