| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2010-04-08 22:04:52 UTC |
|---|
| Update date | 2019-11-26 02:56:06 UTC |
|---|
| Primary ID | FDB001202 |
|---|
| Secondary Accession Numbers | Not Available |
|---|
| Chemical Information |
|---|
| FooDB Name | D-Mannose |
|---|
| Description | D-Mannose belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. D-Mannose is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Mannose is found, on average, in the highest concentration within corns. D-Mannose has also been detected, but not quantified in, several different foods, such as root vegetables, potato, pomes, cocoa beans, and guava. This could make D-mannose a potential biomarker for the consumption of these foods. |
|---|
| CAS Number | 3458-28-4 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Chemical Formula | C18H36O18 |
|---|
| IUPAC name | 2,3,4,5,6-pentahydroxyhexanal; 5-(1,2-dihydroxyethyl)oxolane-2,3,4-triol; 6-(hydroxymethyl)oxane-2,3,4,5-tetrol |
|---|
| InChI Identifier | InChI=1S/3C6H12O6/c7-1-2(8)5-3(9)4(10)6(11)12-5;7-1-2-3(8)4(9)5(10)6(11)12-2;7-1-3(9)5(11)6(12)4(10)2-8/h2*2-11H,1H2;1,3-6,8-12H,2H2 |
|---|
| InChI Key | RSNKOBUPNHZUEV-UHFFFAOYSA-N |
|---|
| Isomeric SMILES | OCC(O)C(O)C(O)C(O)C=O.OCC(O)C1OC(O)C(O)C1O.OCC1OC(O)C(O)C(O)C1O |
|---|
| Average Molecular Weight | 540.4676 |
|---|
| Monoisotopic Molecular Weight | 540.190164348 |
|---|
| Classification |
|---|
| Description | Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic oxygen compounds |
|---|
| Class | Organooxygen compounds |
|---|
| Sub Class | Carbonyl compounds |
|---|
| Direct Parent | Medium-chain aldehydes |
|---|
| Alternative Parents | |
|---|
| Substituents | - Medium-chain aldehyde
- Beta-hydroxy aldehyde
- Monosaccharide
- Oxane
- Alpha-hydroxyaldehyde
- Tetrahydrofuran
- Hemiacetal
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Alcohol
- Hydrocarbon derivative
- Primary alcohol
- Organic oxide
- Aliphatic heteromonocyclic compound
|
|---|
| Molecular Framework | Not Available |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
| Ontology | No ontology term |
|---|
| Physico-Chemical Properties |
|---|
| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
|---|
| Physical state | Solid | |
|---|
| Physical Description | Not Available | |
|---|
| Mass Composition | C 40.00%; H 6.71%; O 53.28% | DFC |
|---|
| Melting Point | 132 oC | |
|---|
| Boiling Point | Not Available | |
|---|
| Experimental Water Solubility | 713 mg/mL at 17 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
|---|
| Experimental logP | Not Available | |
|---|
| Experimental pKa | pKa1 12.08 (25°) | DFC |
|---|
| Isoelectric point | Not Available | |
|---|
| Charge | Not Available | |
|---|
| Optical Rotation | Not Available | |
|---|
| Spectroscopic UV Data | Not Available | |
|---|
| Density | Not Available | |
|---|
| Refractive Index | Not Available | |
|---|
|
|---|
| Spectra |
|---|
| Spectra | Not Available |
|---|
| External Links |
|---|
| ChemSpider ID | 17893 |
|---|
| ChEMBL ID | CHEMBL469448 |
|---|
| KEGG Compound ID | C00159 |
|---|
| Pubchem Compound ID | 18950 |
|---|
| Pubchem Substance ID | Not Available |
|---|
| ChEBI ID | 16024 |
|---|
| Phenol-Explorer ID | Not Available |
|---|
| DrugBank ID | DB02944 |
|---|
| HMDB ID | HMDB00169 |
|---|
| CRC / DFC (Dictionary of Food Compounds) ID | BWB50-A:BWB51-B |
|---|
| EAFUS ID | Not Available |
|---|
| Dr. Duke ID | D-MANNOSE|MANNOSE |
|---|
| BIGG ID | 34085 |
|---|
| KNApSAcK ID | Not Available |
|---|
| HET ID | Not Available |
|---|
| Food Biomarker Ontology | Not Available |
|---|
| VMH ID | Not Available |
|---|
| Flavornet ID | Not Available |
|---|
| GoodScent ID | Not Available |
|---|
| SuperScent ID | Not Available |
|---|
| Wikipedia ID | D-Mannose |
|---|
| 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 | |
|---|
| Enzymes | | Name | Gene Name | UniProt ID |
|---|
| Liver carboxylesterase 1 | CES1 | P23141 | | Alpha-galactosidase A | GLA | P06280 | | Cholinesterase | BCHE | P06276 | | Beta-glucuronidase | GUSB | P08236 | | Lactase-phlorizin hydrolase | LCT | P09848 | | Glycophorin-B | GYPB | P06028 | | Rhodopsin | RHO | P08100 | | Prostatic acid phosphatase | ACPP | P15309 | | Glucokinase | GCK | P35557 | | Hexokinase-3 | HK3 | P52790 | | Hexokinase-2 | HK2 | P52789 | | Hexokinase-1 | HK1 | P19367 | | Insulin-like growth factor 1 receptor | IGF1R | P08069 | | Lysozyme C | LYZ | P61626 | | Dol-P-Man:Man(5)GlcNAc(2)-PP-Dol alpha-1,3-mannosyltransferase | ALG3 | Q92685 | | Dipeptidyl peptidase 4 | DPP4 | P27487 | | Cytokine receptor common subunit beta | CSF2RB | P32927 | | Heparin cofactor 2 | SERPIND1 | P05546 | | Beta-2-glycoprotein 1 | APOH | P02749 | | Antithrombin-III | SERPINC1 | P01008 | | Cation-independent mannose-6-phosphate receptor | IGF2R | P11717 | | Zinc-alpha-2-glycoprotein | AZGP1 | P25311 | | Low-density lipoprotein receptor | LDLR | P01130 | | Cathepsin D | CTSD | P07339 | | Galectin-1 | LGALS1 | P09382 | | Sialic acid-binding Ig-like lectin 7 | SIGLEC7 | Q9Y286 | | Granzyme B | GZMB | P10144 | | Interferon beta precursor | IFNB1 | P01574 | | N-acetylglucosamine-1-phosphotransferase subunits alpha/beta | GNPTAB | Q3T906 | | Carboxypeptidase D | CPD | O75976 |
|
|---|
| Pathways | |
|---|
| Metabolism | Not Available |
|---|
| Biosynthesis | Not Available |
|---|
| Organoleptic Properties |
|---|
| Flavours | Not Available |
|---|
| Files |
|---|
| MSDS | show |
|---|
| References |
|---|
| Synthesis Reference | Not Available |
|---|
| General Reference | Not Available |
|---|
| Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
|---|
