| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:32:24 UTC |
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| Update date | 2017-01-19 02:36:34 UTC |
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| FoodComEx ID | PC000741 |
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| FoodDB Record | FDB012320 |
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| Chemical Information |
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| Name | Stachyose |
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| Description | Isolated from soybean meal (Glycine max), tubers of Japanese artichoke (Stachys tubifera) and lentils
Stachyose is a tetrasaccharide consisting of two D-galactose units, one D-glucose unit, and one D-fructose unit sequentially linked. Stachyose is a normal human metabolite present in human milk and is naturally found in many vegetables (e.g. green beans, soybeans and other beans) and plants. The glycosylation of serum transferrin from galactosemic patients with a deficiency of galactose-1-phosphate uridyl transferase (EC 2. 7.7 12) is abnormal but becomes normal after treatment with a galactose-free diet. Adhering to a galactose-free diet by strictly avoiding dairy products and known hidden sources of galactose does not completely normalize galactose-1-phosphate (gal-1-P) in erythrocytes from patients with galactosemia, since galactose released from stachyose may be absorbed and contribute to elevated gal-1-P values in erythrocytes of galactosemic patients. (PMID: 7671975, 9499382); Stachyose is a tetrasaccharide consisting of two ?-D-galactose units, one ?-D-glucose unit, and one ?-D-fructose unit sequentially linked as gal(?1?6)gal(?1?6)glc(?1?2?)fru. Stachyose is naturally found in numerous vegetables (e.g. green beans, soybeans and other beans) and plants. |
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| CAS Number | 470-55-3 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| a-D-Galp-(1->6)-a-D-galp-(1->6)-a-D-glcp-(12)-b-D-fruf | Generator | | alpha-D-Galp-(1->6)-alpha-D-galp-(1->6)-alpha-D-glcp-(12)-beta-D-fruf | ChEBI | | b-D-Fructofuranosyl O-a-D-galactopyranosyl-(1->6)-O-a-D-galactopyranosyl-(1->6)-a-D-glucopyranoside, 9CI, 8CI | db_source | | b-Galactan | db_source | | beta-D-Fructofuranosyl O-alpha-D-galactopyranosyl-(1->6)-O-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside | HMDB | | Cicerose | db_source | | D-stachyose | biospider | | Lupeose | db_source | | Manneotetrose | db_source | | O-a-D-Galactopyranosyl-(1->6)O-a-D-galactopyranosyl-(1->6)O-a-D-galactopyranosyl-b-D-fructofuranoside | Generator | | O-alpha-D-Galactopyranosyl-(1->6)O-alpha-D-galactopyranosyl-(1->6)O-alpha-D-galactopyranosyl-beta-D-fructofuranoside | ChEBI | | O-α-D-galactopyranosyl-(1->6)O-α-D-galactopyranosyl-(1->6)O-α-D-galactopyranosyl-β-D-fructofuranoside | Generator | | α-D-galp-(1->6)-α-D-galp-(1->6)-α-D-glcp-(12)-β-D-fruf | Generator |
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| Chemical Formula | C24H42O21 |
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| IUPAC name | 2-({6-[(6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
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| InChI Identifier | InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2 |
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| InChI Key | UQZIYBXSHAGNOE-UHFFFAOYSA-N |
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| Isomeric SMILES | OCC1OC(CO)(OC2OC(COC3OC(COC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3O)C(O)C(O)C2O)C(O)C1O |
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| Average Molecular Weight | 666.5777 |
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| Monoisotopic Molecular Weight | 666.221858406 |
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| Chemical Taxonomy |
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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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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Mp 167-170° (anhyd.) | DFC |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 100 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | 6414AB |
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