Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:39 UTC |
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Update date | 2019-11-26 02:55:10 UTC |
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Primary ID | FDB000661 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Raffinose |
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Description | Occurs in cotton seeds, sugar beet and manna. Widely distributed in plants, especies in the seeds. Sweet taste. Sweetness 0.48 x sucrose
Raffinose is a complex carbohydrate, a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose is hydrolysed to D-galactose and sucrose by D-galactosidase (D-GAL) (1). D-GAL also hydrolyses other D-galactosides such as stachyose, verbascose, and galactinol [1-O-(D-galactosyl)-myoinositol], if present. The enzyme does not cleave linked galactose, as in lactose. -- Wikipedia; Raffinose is a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose can be hydrolyzed to D-galactose and sucrose by the enzyme ?-galactosidase (?-GAL), an enzyme not found in the human digestive tract. ?-GAL also hydrolyzes other ?-galactosides such as stachyose, verbascose, and galactinol, if present. The enzyme does not cleave ?-linked galactose, as in lactose.; Raffinose is also known as melitose and may be thought of as galactose + sucrose connected via an alpha(1-6) glycosidic linkage and so raffinose can be broken apart into galactose and sucrose via the enzyme alpha-galactosidase. Human intestines do not contain this enzyme. -- Wikipedia; Trisaccharide; A trisaccharide occurring in Australian manna (from Eucalyptus spp, Myrtaceae) and in cottonseed meal. -- Pubchem. |
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CAS Number | 512-69-6 |
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Structure | |
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Synonyms | Synonym | Source |
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b-D-Fructofuranosyl O-b-D-glucopyranosyl-(1->6)-a-D-glucopyranoside, 9ci, 8ci | HMDB | b-D-Glucopyranosyl-(1->6)-a-D-glucopyranosyl-(1->2)-b-D-fructofuranoside | HMDB | beta-D-GLCP-(1->6)-alpha-D-GLCP-(12)-beta-D-fruf | HMDB | 6G-alpha-D-galactosylsucrose | biospider | 6G-alpha-delta-galactosylsucrose | biospider | b-D-Fructofuranosyl a-D-galactopyranosyl-(1->6)-a-D-glucopyranoside, 9CI | db_source | D-(+)-raffinose | biospider | D-raffinose | biospider | Delta-(+)-raffinose | biospider | Delta-raffinose | biospider | Gossypose | db_source | Melitose | db_source | Melitriose | db_source | Raffinose (8CI) | biospider | Raffinose hydrate | biospider | Raffinose, pure | biospider |
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Predicted Properties | |
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Chemical Formula | C18H32O16 |
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IUPAC name | 2-[(6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol |
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InChI Identifier | InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2 |
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InChI Key | MUPFEKGTMRGPLJ-UHFFFAOYSA-N |
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Isomeric SMILES | OCC1OC(CO)(OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)C(O)C1O |
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Average Molecular Weight | 504.4371 |
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Monoisotopic Molecular Weight | 504.169034976 |
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Classification |
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Description | Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. |
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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 | Oligosaccharides |
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Alternative Parents | |
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Substituents | - Oligosaccharide
- C-glycosyl compound
- Glycosyl compound
- O-glycosyl compound
- Ketal
- Oxane
- Tetrahydrofuran
- Secondary alcohol
- Acetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Alcohol
- Primary alcohol
- Hydrocarbon derivative
- 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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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 | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 42.86%; H 6.39%; O 50.75% | DFC |
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Melting Point | Mp 118° (anhyd.) | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | 203 mg/mL | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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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 | [a]D +123 (c, 2 in H2O) (anhyd.) | DFC |
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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 | Raffinose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0079-5312900000-8c1da6b96f865046dbc2 | Spectrum | Predicted GC-MS | Raffinose, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001j-4901027000-c14285b3dedf9a545038 | 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, Positive | splash10-01q9-0901000000-16626312db2eecdabfad | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03gi-0905000000-addfdf153c257344d036 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03dl-9800000000-7c8dcd3c627e5d3ba25d | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01q9-0901000000-16626312db2eecdabfad | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03gi-0905000000-addfdf153c257344d036 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03dl-9800000000-7c8dcd3c627e5d3ba25d | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-2901000000-0bb4fa33c7a31ca7c165 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03fr-1900000000-cde6726b02a16b9fff3c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-002e-6910000000-9efcfdce81511949fe06 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-2901000000-0bb4fa33c7a31ca7c165 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03fr-1900000000-cde6726b02a16b9fff3c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-002e-6910000000-9efcfdce81511949fe06 | 2015-04-25 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 10102 |
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ChEMBL ID | CHEMBL175500 |
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KEGG Compound ID | C00492 |
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Pubchem Compound ID | 10542 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16634 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB03213 |
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CRC / DFC (Dictionary of Food Compounds) ID | BFL28-I:BFL28-I |
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EAFUS ID | Not Available |
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Dr. Duke ID | RAFFINOSE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001145 |
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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 | Raffinose |
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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 | Descriptor | ID | Definition | Reference |
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Flatugenic | | An agent that induces flatulence, increasing gas in the digestive system. Its biological role involves stimulating bowel movements and relieving constipation. Therapeutically, it has applications in managing gastrointestinal disorders. Key medical uses include treating constipation, diverticulitis, and irritable bowel syndrome, promoting regular bowel movements and relieving symptoms. | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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Alpha-galactosidase A | GLA | P06280 |
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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 | — 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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