Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:09:46 UTC |
---|
Update date | 2020-09-17 15:42:12 UTC |
---|
Primary ID | FDB011676 |
---|
Secondary Accession Numbers | |
---|
Chemical Information |
---|
FooDB Name | D-Glucitol |
---|
Description | Sorbitol, also known as D-glucitol or L-gulitol, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of sugars in which the carbonyl group (aldehyde or ketone from the reducing sugar) has been reduced to a primary or secondary hydroxyl group. Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally in many plants and plant products and is also produced synthetically from glucose. As an industrial chemical, sorbitol is used in the manufacturing of sorbose, propylene glycol and ascorbic acid. It is also used as a plasticizer and stabilizer for vinyl resins, urethane resins and for other rigid foams. Sorbitol also has some pharmaceutical utility. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. Sorbitol is also used as a pharmaceutical or cosmetic aid. Sorbitol is used in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, gelatins and liquid pharmaceuticals. As a food additive sorbitol functions as a sweetener, humectant, emulsifier, thickener and anticaking agent. Sorbitol is also used as a softener for candy as it acts as a sugar crystallization inhibitor (Hawley's Condensed Chemical Dictionary). As a research chemical, sorbitol is used in photometric determination of Ru (VI) and Ru(VIII) and in acid-base titration of borate (Dictionary of Organic Compounds). Sorbitol occurs widely in nature and is found in simple plants such as algae to higher order plants. Fruits of the plant family Rosacea, which include apples, pears, cherries, apricots, contain appreciable amounts of sorbitol. Particularly rich sources of sorbitol are the fruits of the Sorbus and Crataegus species. |
---|
CAS Number | 50-70-4 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
(-)-Sorbitol | ChEBI | (2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol | ChEBI | D-(-)-Sorbitol | ChEBI | D-Sorbit | ChEBI | D-SORBITOL | ChEBI | e 420 | ChEBI | e-420 | ChEBI | e420 | ChEBI | g-Ol | ChEBI | GLC-Ol | ChEBI | L-Gulitol | ChEBI | D-Glucitol | Kegg | Sorbitol 3% in plastic container | Kegg | D-Sorbol | HMDB | Diakarmon | HMDB | Esasorb | HMDB | Foodol D 70 | HMDB | Glucarine | HMDB | Glucitol | HMDB | Karion | HMDB | Karion instant | HMDB | Kyowa powder 50m | HMDB | Multitol | HMDB | Neosorb | HMDB | Neosorb 20/60dC | HMDB | Neosorb 70/02 | HMDB | Neosorb 70/70 | HMDB | Neosorb p 20/60 | HMDB | Neosorb p 60 | HMDB | Neosorb p 60W | HMDB | Nivitin | HMDB | Resulax | HMDB | Sionit | HMDB | Sionit K | HMDB | Sionite | HMDB | Sionon | HMDB | Siosan | HMDB | Sorbex m | HMDB | Sorbex R | HMDB | Sorbex RP | HMDB | Sorbex S | HMDB | Sorbex X | HMDB | Sorbilande | HMDB | Sorbilax | HMDB | Sorbit | HMDB | Sorbit D 70 | HMDB | Sorbit D-powder | HMDB | Sorbit DP | HMDB | Sorbit DP 50 | HMDB | Sorbit kyowa powder 50m | HMDB | Sorbit L 70 | HMDB | Sorbit S | HMDB | Sorbit T 70 | HMDB | Sorbit W 70 | HMDB | Sorbit W-powder | HMDB | Sorbit W-powder 50 | HMDB | Sorbit WP | HMDB | Sorbite | HMDB | Sorbitol F | HMDB | Sorbitol FK | HMDB | Sorbitol FP | HMDB | Sorbitol S | HMDB | Sorbitol syrup C | HMDB | Sorbitur | HMDB | Sorbo | HMDB | Sorbogem 712 | HMDB | Sorbol | HMDB | Sorbostyl | HMDB | Medefield brand OF sorbitol | HMDB | Sorbitol pfizer brand | HMDB | Yal | HMDB | Klysma sorbit | HMDB | Medevac | HMDB | Trommsdorff brand OF sorbitol | HMDB | Baxter brand OF sorbitol | HMDB | Pfizer brand OF sorbitol | HMDB | (-)-sorbitol | biospider | (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol | biospider | FEMA 3029 | db_source | Glc-ol | ChEBI | Neosorb 20/60dc | HMDB | Neosorb P 20/60 | HMDB | Neosorb P 60 | HMDB | Neosorb P 60W | HMDB | Sionit k | HMDB | Sorbex rp | HMDB | Sorbit dp | HMDB | Sorbit dp 50 | HMDB | Sorbit t 70 | HMDB | Sorbitol fk | HMDB |
|
---|
Predicted Properties | |
---|
Chemical Formula | C6H14O6 |
---|
IUPAC name | (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol |
---|
InChI Identifier | InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 |
---|
InChI Key | FBPFZTCFMRRESA-JGWLITMVSA-N |
---|
Isomeric SMILES | OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO |
---|
Average Molecular Weight | 182.1718 |
---|
Monoisotopic Molecular Weight | 182.07903818 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic oxygen compounds |
---|
Class | Organooxygen compounds |
---|
Sub Class | Carbohydrates and carbohydrate conjugates |
---|
Direct Parent | Sugar alcohols |
---|
Alternative Parents | |
---|
Substituents | - Sugar alcohol
- Monosaccharide
- Secondary alcohol
- Polyol
- Hydrocarbon derivative
- Primary alcohol
- Alcohol
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Physiological effect | Health effect: |
---|
Disposition | Route of exposure: Source: Biological location: |
---|
Process | Naturally occurring process: |
---|
Role | Biological role: Industrial application: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 39.56%; H 7.75%; O 52.70% | DFC |
---|
Melting Point | Mp 110-112° (anhyd.) | DFC |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | 2750 mg/mL at 30 oC | MULLIN,JW (1972) |
---|
Experimental logP | -2.20 | SANGSTER (1994) |
---|
Experimental pKa | pKa 13 (60°) | DFC |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | [a]D +31 (molybdate) | DFC |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
GC-MS | D-Glucitol, non-derivatized, GC-MS Spectrum | splash10-0ldj-0941000000-19d96a9ba7ba0c482c83 | Spectrum | GC-MS | D-Glucitol, 6 TMS, GC-MS Spectrum | splash10-014i-1973000000-d907b75f68a7927501a7 | Spectrum | GC-MS | D-Glucitol, non-derivatized, GC-MS Spectrum | splash10-0ldj-0941000000-19d96a9ba7ba0c482c83 | Spectrum | GC-MS | D-Glucitol, non-derivatized, GC-MS Spectrum | splash10-014i-1973000000-d907b75f68a7927501a7 | Spectrum | GC-MS | D-Glucitol, non-derivatized, GC-MS Spectrum | splash10-0ktb-0931000000-4ffadb4b25e8e2510d93 | Spectrum | Predicted GC-MS | D-Glucitol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03k9-9500000000-97c5853d3e9b96f9d054 | Spectrum | Predicted GC-MS | D-Glucitol, 6 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a6s-7141193000-dcd9245e12314ee0ced4 | Spectrum | Predicted GC-MS | D-Glucitol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | D-Glucitol, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-017j-8900000000-700285f86eac0a3501d1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-066r-9000000000-84676b839b145250d67d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-052f-9000000000-dce72cab270c488d65da | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0ik9-2900000000-26a16e983791be7818f2 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0ik9-2900000000-6513771e890cbff9c402 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , positive | splash10-014j-0900000000-58e6917626e28d1830a2 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-001i-0900000000-83169b2192f847cc0636 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-03di-0900000000-4cd721d87e359527adf3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-03di-0900000000-b44f68c64bc74e79e9fc | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-001i-0900000000-bbb5e957a9e67ddc411e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-000i-0900000000-772c3052966c05f29842 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-000i-0900000000-d1fbea514e7f1c1628f2 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0790000000-b5b098cd5b4b4ec10821 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0690000000-41d4e48d49836c63485c | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0002-9200000000-9b9f891e480758a7d333 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-014j-0900000000-6ed9009701977f0a1c00 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-00kb-1900000000-7cc0793661b053aaf61e | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-001i-2900000000-ef92b9091ecf5d15cdee | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-9300000000-47f19bd4e51bff726536 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03dl-9100000000-60d5147d8e349337fe97 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-07ju-8900000000-36f0fe0f346a6424162a | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0c0c-9200000000-36e85b5ec098a45204c3 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0btc-9000000000-77703ee971336704163f | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-3900000000-6801fbed6b67e0df2d20 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03dl-9000000000-4454dcd4b817c183328b | 2021-09-24 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 5576 |
---|
ChEMBL ID | CHEMBL1682 |
---|
KEGG Compound ID | C00794 |
---|
Pubchem Compound ID | 5780 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 17924 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | DB01638 |
---|
HMDB ID | HMDB00247 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | BTN67-X:GXX95-H |
---|
EAFUS ID | 3491 |
---|
Dr. Duke ID | SORBITOL|D-SORBITOL |
---|
BIGG ID | 36018 |
---|
KNApSAcK ID | C00001173 |
---|
HET ID | SOR |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | rw1034721 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Sorbitol |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
anti diabetic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti ketotic | | | DUKE | cataractagenic | | | DUKE | cathartic | 75325 | Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic. | DUKE | diuretic | 35498 | An agent that promotes the excretion of urine through its effects on kidney function. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | humectant | 77969 | A humectant that is used as a food additive to prevent foodstuffs from drying out. | DUKE | laxative | 50503 | An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. | DUKE | purgative | 50503 | An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. | DUKE | sweetener | 50505 | Substance that sweeten food, beverages, medications, etc. | DUKE |
|
---|
Enzymes | |
---|
Pathways | |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| caramel |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
|
|
---|
Files |
---|
MSDS | show |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|