| Common Name |
3-Deoxyarabinohexonic acid
| Description |
3-Deoxyarabinohexonic acid is an organic acid that has been identified in serum from a series of uremic patients. The characterization procedure calls for gas chromatographic profiling of components in litrafiltrated uremic serum using glass capillary columns and appropriate sample pretreatment and derivatization. (PMID: 541389 , 534687 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
(2S,4S,5R)-2,4,5,6-TetrahydroxyhexanoateHMDB
(2S,4S,5R)-2,4,5,6-Tetrahydroxyhexanoic acidHMDB
3-Deoxy-arabino-hexonateHMDB
3-Deoxy-arabino-hexonic acidHMDB
3-Deoxy-D-arabino-hexonic acidHMDB
3-deoxyarabino-Hexonic acidHMDB
3-DeoxyarabinohexonateHMDB
arabino-3-DeoxyhexonateHMDB
arabino-3-Deoxyhexonic acidHMDB
D-2-keto-3-DeoxygluconateHMDB
3-Deoxy-arabino-hexonic acid, monosodium salt, (D)-isomerMeSH
3-Deoxy-arabino-hexonic acid, (D)-isomerMeSH
| Chemical Formlia |
C6H12O6
| Average Molecliar Weight |
180.1559
| Monoisotopic Molecliar Weight |
180.063388116
| IUPAC Name |
(2S,4S,5R)-2,4,5,6-tetrahydroxyhexanoic acid
| Traditional Name |
3-deoxy-arabinohexonic acid
| CAS Registry Number |
29625-79-4
| SMILES |
OC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O
| InChI Identifier |
InChI=1S/C6H12O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3-5,7-10H,1-2H2,(H,11,12)/t3-,4-,5+/m0/s1
| InChI Key |
YGMNHEPVTNXLLS-VAYJURFESA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Hydroxy acids and derivatives
| Direct Parent |
Medium-chain hydroxy acids and derivatives
| Alternative Parents |
Medium-chain fatty acids
Hydroxy fatty acids
Alpha hydroxy acids and derivatives
Secondary alcohols
Polyols
Monocarboxylic acids and derivatives
Carboxylic acids
Primary alcohols
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Alpha-hydroxy acid
Fatty acyl
Fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Primary alcohol
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| 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 Solubility255.0 mg/mLALOGPS
logP-2.5ALOGPS
logP-2.7ChemAxon
logS0.15ALOGPS
pKa (Strongest Acidic)3.57ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area118.22 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.17 m3·mol-1ChemAxon
Polarizability16.38 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| 1D NMR |
1H NMR SpectrumNot Available
| 2D NMR |
[1H,13C] 2D NMR SpectrumNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm (predicted from logP)
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| 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 |
FDB021969
| KNApSAcK ID |
Not Available
| Chemspider ID |
134838
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00346
| Metagene Link |
HMDB00346
| METLIN ID |
5335
| PubChem Compound |
152990
| PDB ID |
SSH
| ChEBI ID |
Not Available
Product: SuO-Val-Cit-PAB-MMAE
References |
| Synthesis Reference |
Hanninen, Kari; Niemela, Klaus. Alkaline degradation of peat humic acids. Part II. Identification of hydrophilic products. Acta Chemica Scandinavica (1992), 46(5), 459-63. |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Schoots AC, Mikkers FE, Cramers CA, Ringoir S: Profiling of uremic serum by high-resolution gas chromatography-electron-impact, chemical ionization mass spectrometry. J Chromatogr. 1979 Sep 11;164(1):1-8. [PubMed:541389 ]
- Schoots AC, Leclercq PA: Chemical ionization mass spectrometry of trimethylsilylated carbohydrates and organic acids retained in uremic serum. Biomed Mass Spectrom. 1979 Nov;6(11):502-7. [PubMed:534687 ]
|
PMID: 26041994