Record Information
Version1.0
Creation date2010-04-08 22:04:33 UTC
Update date2019-11-26 02:54:46 UTC
Primary IDFDB000418
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGalactosyl 4-hydroxyproline
DescriptionGalactosyl 4-hydroxyproline belongs to the class of organic compounds known as alpha-amino acyl ester of carbohydrates. Alpha-amino acyl ester of carbohydrates are compounds containing an amino acid esterified with a carbohydrate. Galactosyl 4-hydroxyproline is a very strong basic compound (based on its pKa). Galactosyl 4-hydroxyproline has been detected, but not quantified in, cereals and cereal products. This could make galactosyl 4-hydroxyproline a potential biomarker for the consumption of these foods.
CAS Number79284-73-4
Structure
Thumb
Synonyms
SynonymSource
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxypyrrolidine-2-carboxylic acidGenerator
Galactosyl 4-hydroxyprolinemanual
Predicted Properties
PropertyValueSource
Water Solubility237 g/LALOGPS
logP-2.3ALOGPS
logP-3.5ChemAxon
logS-0.09ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)6.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area148.71 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity61.81 m³·mol⁻¹ChemAxon
Polarizability27.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H19NO8
IUPAC name3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxypyrrolidine-2-carboxylate
InChI IdentifierInChI=1S/C11H19NO8/c13-3-6-7(15)8(16)9(17)11(19-6)20-10(18)5-1-4(14)2-12-5/h4-9,11-17H,1-3H2
InChI KeyGUEWQMQDXXTGGY-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(OC(=O)C2CC(O)CN2)C(O)C(O)C1O
Average Molecular Weight293.2705
Monoisotopic Molecular Weight293.111066589
Classification
Description Belongs to the class of organic compounds known as alpha-amino acyl ester of carbohydrates. Alpha-amino acyl ester of carbohydrates are compounds containing an amino acid esterified with a carbohydrate.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha-amino acyl ester of carbohydrates
Alternative Parents
Substituents
  • Alpha-amino acyl ester of carbohydrate
  • Fatty acyl glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • Proline or derivatives
  • Hexose monosaccharide
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Monosaccharide
  • Oxane
  • Fatty acyl
  • Pyrrolidine
  • Carboxylic acid ester
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Secondary amine
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Acetal
  • Azacycle
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Amine
  • Primary alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 45.05%; H 6.53%; N 4.78%; O 43.64%DFC
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-MSGalactosyl 4-hydroxyproline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-9220000000-7f7202983438a0d77782Spectrum
Predicted GC-MSGalactosyl 4-hydroxyproline, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-0191001000-c0135205dedeea689d30Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-1950000000-0b9e746cbd5a98fabc51Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-3920000000-8cc5b30f32a8aa9e4225Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9800000000-adbf40c77cc60c28a3e2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2920000000-61d77deb30a7083fb3e5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3910000000-9215f19d0a2970cc11b5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06sl-9500000000-0ca20dd173ed614c7986Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29353
CRC / DFC (Dictionary of Food Compounds) IDKCQ80-R:BBY49-A
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
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