Record Information
Version1.0
Creation date2011-09-21 00:06:13 UTC
Update date2015-07-21 06:56:54 UTC
Primary IDFDB021969
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Deoxyarabinohexonic acid
Description3-Deoxyarabinohexonic acid, also known as arabino-3-deoxyhexonate or D-2-keto-3-deoxygluconate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 3-Deoxyarabinohexonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number29625-79-4
Structure
Thumb
Synonyms
SynonymSource
(2S,4S,5R)-2,4,5,6-Tetrahydroxyhexanoic acidChEBI
3-Deoxy-arabino-hexonic acidChEBI
3-Deoxyarabino-hexonic acidChEBI
(2S,4S,5R)-2,4,5,6-TetrahydroxyhexanoateGenerator
3-Deoxy-arabino-hexonateGenerator
3-Deoxyarabino-hexonateGenerator
3-DeoxyarabinohexonateGenerator
3-Deoxy-D-arabino-hexonic acidHMDB
Arabino-3-deoxyhexonateHMDB
Arabino-3-deoxyhexonic acidHMDB
D-2-Keto-3-deoxygluconateHMDB
3-Deoxy-arabino-hexonic acid, monosodium salt, (D)-isomerHMDB
3-Deoxy-arabino-hexonic acid, (D)-isomerHMDB
3-Deoxy-D-arabino-hexonateGenerator
(2S,4S,5R)-2,4,5,6-tetrahydroxyhexanoatehmdb
(2S,4S,5R)-2,4,5,6-tetrahydroxyhexanoic acidhmdb
arabino-3-Deoxyhexonatehmdb
arabino-3-Deoxyhexonic acidhmdb
D-2-keto-3-deoxygluconatehmdb
Predicted Properties
PropertyValueSource
Water Solubility255 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.17 m³·mol⁻¹ChemAxon
Polarizability16.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H12O6
IUPAC name(2S,4S,5R)-2,4,5,6-tetrahydroxyhexanoic acid
InChI IdentifierInChI=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 KeyYGMNHEPVTNXLLS-VAYJURFESA-N
Isomeric SMILESOC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O
Average Molecular Weight180.1559
Monoisotopic Molecular Weight180.063388116
Classification
Description Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
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
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-Deoxyarabinohexonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03xr-9300000000-2c51a274d3829236fb3dSpectrum
Predicted GC-MS3-Deoxyarabinohexonic acid, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004r-9011830000-6fd8133dd7e3fd46d86fSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03ea-2900000000-881714d3fd59cb3dce87Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000m-9500000000-362f55e67fe8e5ad72afSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-009l-9100000000-63e26dab8c3fd216fccfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-5900000000-1708165ec6bea9405ae6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-9300000000-69eedad8f8133d91c93eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05g3-9200000000-0f8904ef71f095754d68Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID134838
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID152990
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00346
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDSSH
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference