| Common Name |
D-Ribliose
| Description |
Ribliose is a ketopentose – a monosaccharide containing five carbon atoms, and including a ketone functional group. D-ribliose is an intermediate in the fungal pathway for D-arabitol production. As the 1,5-bisphosphate, it combines with CO2 at the start of the photosynthetic process in green plants (carbon dioxide trap); d-ribliose is the epimer of d-xylliose. (Wikipedia).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
D-ArabinoketoseChEBI
D-ArabinlioseChEBI
D-erythro-2-PentlioseChEBI
D-erythro-Pent-2-lioseChEBI
D-RiboketoseChEBI
D-RliChEBI
D(-)-RiblioseHMDB
D-AdonoseHMDB
D-AraboketoseHMDB
D-erythro-2-KeptopentoseHMDB
D-erythro-PentlioseHMDB
D-ErythropentlioseHMDB
D-RibosoneHMDB
Ribliose, (erythro-L)-isomerMeSH
DL-erythro-PentlioseMeSH
RiblioseMeSH
Ribliose, (erythro-D)-isomerMeSH
| Chemical Formlia |
C5H10O5
| Average Molecliar Weight |
150.1299
| Monoisotopic Molecliar Weight |
150.05282343
| IUPAC Name |
(3R,4R)-1,3,4,5-tetrahydroxypentan-2-one
| Traditional Name |
D-ribliose
| CAS Registry Number |
488-84-6
| SMILES |
OC[C@@H](O)[C@@H](O)C(=O)CO
| InChI Identifier |
InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1
| InChI Key |
ZAQJHHRNXZUBTE-NQXXGFSBSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic oxygen compounds
| Sub Class |
Organooxygen compounds
| Direct Parent |
Pentoses
| Alternative Parents |
Beta-hydroxy ketones
Acyloins
Alpha-hydroxy ketones
Secondary alcohols
Polyols
Primary alcohols
Organic oxides
Hydrocarbon derivatives
| Substituents |
Pentose monosaccharide
Beta-hydroxy ketone
Acyloin
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Polyol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
ribliose (CHEBI:17173 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Microbial
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Cytoplasm (predicted from logP)
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility678.0 mg/mLALOGPS
logP-2.2ALOGPS
logP-2.6ChemAxon
logS0.65ALOGPS
pKa (Strongest Acidic)10.57ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.6 m3·mol-1ChemAxon
Polarizability13.4 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| GC-MS |
GC-MS Spectrum – GC-MS (1 MEOX; 4 TMS)splash10-0lk9-2940000000-d972512c3992f5630d13View in MoNA
| GC-MS |
GC-MS Spectrum – GC-MSsplash10-0uyi-1920000000-4abe1c31075112542e5aView in MoNA
| GC-MS |
GC-MS Spectrum – GC-MSsplash10-0uyi-1920000000-cb182758b043e586b8d1View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Quattro_QQQ 10V, Positive (Annotated)splash10-000i-9200000000-afb0904788db599c35edView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Quattro_QQQ 25V, Positive (Annotated)splash10-02t9-7900000000-10c3cccbf8dbb87ffeebView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Quattro_QQQ 40V, Positive (Annotated)splash10-0229-9800000000-a764f771911e773c02efView in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm (predicted from logP)
| Biofluid Locations |
Not Available
| Tissue Location |
Fibroblasts
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB004270
| KNApSAcK ID |
C00001131
| Chemspider ID |
133316
| KEGG Compound ID |
C00309
| BioCyc ID |
Not Available
| BiGG ID |
34569
| Wikipedia Link |
D-Ribliose
| NuGOwiki Link |
HMDB00621
| Metagene Link |
HMDB00621
| METLIN ID |
5594
| PubChem Compound |
151261
| PDB ID |
Not Available
| ChEBI ID |
17173
Product: Oxidopamine (hydrobromide)
References |
| Synthesis Reference |
Drueckhammer, Dale G.; Durrwachter, J. Robert; Pederson, Richard L.; Crans, Debbie C.; Daniels, Lacy; Wong, Chi Huey. Reversible and in situ formation of organic arsenates and vanadates as organic phosphate mimics in enzymatic reactions: mechanistic inves |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Huck JH, Roos B, Jakobs C, van der Knaap MS, Verhoeven NM: Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism. Mol Genet Metab. 2004 Jul;82(3):231-7. [PubMed:15234337 ]
- Ito M, Amano H, Yanagisawa I: Ribulose-peptide in human semen: II. Synthesis. Arch Androl. 1978;1(1):77-82. [PubMed:570380 ]
|
PMID: 3495664