Neohesperidoside (CHEM025771)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:35:51 UTC
Update Date2016-11-09 01:18:09 UTC
Accession NumberCHEM025771
Identification
Common NameNeohesperidoside
ClassSmall Molecule
DescriptionA disaccharide consisting of alpha-L-rhamnose and beta-D-glucose linked via a 1->2 glycosidic bond.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-O-(alpha-L-Rhamnopyranosyl)-beta-D-glucopyranoseChEBI
2-O-alpha-L-Rhamnopyranosyl-D-glucopyranoseChEBI
6-Deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-glucopyranoseChEBI
alpha-L-Rhap-(1->2)-beta-D-GLCPChEBI
NeohesperidoseChEBI
2-O-(a-L-Rhamnopyranosyl)-b-D-glucopyranoseGenerator
2-O-(Α-L-rhamnopyranosyl)-β-D-glucopyranoseGenerator
2-O-a-L-Rhamnopyranosyl-D-glucopyranoseGenerator
2-O-Α-L-rhamnopyranosyl-D-glucopyranoseGenerator
6-Deoxy-a-L-mannopyranosyl-(1->2)-b-D-glucopyranoseGenerator
6-Deoxy-α-L-mannopyranosyl-(1->2)-β-D-glucopyranoseGenerator
a-L-Rhap-(1->2)-b-D-GLCPGenerator
Α-L-rhap-(1->2)-β-D-GLCPGenerator
a-L-Rhamnopyranosyl-(1->2)-b-D-glucopyranoseGenerator
Α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoseGenerator
Chemical FormulaC12H22O10
Average Molecular Mass326.298 g/mol
Monoisotopic Mass326.121 g/mol
CAS Registry NumberNot Available
IUPAC Name(2S,3R,4R,5R,6S)-2-methyl-6-{[(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
Traditional Nameneohesperidose
SMILES[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O
InChI IdentifierInChI=1S/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12-/m0/s1
InChI KeyVSRVRBXGIRFARR-OUEGHFHCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility486 g/LALOGPS
logP-2.4ALOGPS
logP-3.7ChemAxon
logS0.17ALOGPS
pKa (Strongest Acidic)11.27ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area169.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.79 m³·mol⁻¹ChemAxon
Polarizability30.29 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08ir-0904000000-a7ca20cbbcc0b9511c26Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-0900000000-6f4d8f1d9498bcca5459Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-4900000000-d205c356403342f55435Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-4945000000-3601e494300b94057fecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-2900000000-32e87395eab34d345871Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08mm-9700000000-40b6408cc642c2224b02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1129000000-256f0a6e7314a23d877dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ki5-9772000000-0930c4fd4c7344fca665Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-9440cdcad177f92eb240Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-0198000000-7d8071787f6d6e9a0149Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0imi-3901000000-10caa4057dca225f8e93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059f-9120000000-60b0b9846b2778bd58fcSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0302540
FooDB IDFDB005055
Phenol Explorer IDNot Available
KNApSAcK IDC00001143
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNeohesperidose
Chemspider ID390159
ChEBI ID73992
PubChem Compound IDNot Available
Kegg Compound IDC08244
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22484948
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23221119