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Showing Compound Benzyl beta-primeveroside (FDB021087)

Record Information
Version1.0
Creation date2010-04-08 22:15:27 UTC
Update date2025-11-19 02:35:29 UTC
Primary IDFDB021087
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBenzyl beta-primeveroside
DescriptionBenzyl beta-primeveroside 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. Benzyl beta-primeveroside has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make benzyl beta-primeveroside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Benzyl beta-primeveroside.
CAS Number130622-31-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Benzyl b-primeverosideGenerator
Benzyl β-primeverosideGenerator
BaxgpHMDB
Benzyl 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranosideHMDB
Benzyl alcohol beta-D-xylopyranosyl (1->6)-beta-D-glucopyranosideHMDB
Benzyl alcohol xylopyranosyl-(1-6)-glucopyranosideHMDB
Benzyl beta-primeverosidebiospider
Predicted Properties
PropertyValueSource
Water Solubility23.2 g/LALOGPS
logP-1.3ALOGPS
logP-1.7ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)11.93ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area158.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity91.74 m³·mol⁻¹ChemAxon
Polarizability40.58 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H26O10
IUPAC name2-(benzyloxy)-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol
InChI IdentifierInChI=1S/C18H26O10/c19-10-7-26-17(15(23)12(10)20)27-8-11-13(21)14(22)16(24)18(28-11)25-6-9-4-2-1-3-5-9/h1-5,10-24H,6-8H2
InChI KeyWOGBNISMMIOPAZ-UHFFFAOYSA-N
Isomeric SMILESOC1COC(OCC2OC(OCC3=CC=CC=C3)C(O)C(O)C2O)C(O)C1O
Average Molecular Weight402.393
Monoisotopic Molecular Weight402.152597052
Classification
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
  • Benzenoid
  • Oxane
  • Monocyclic benzene moiety
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 53.73%; H 6.51%; O 39.76%DFC
Melting PointMp 188-189°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -71.2 (c, 1 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBenzyl beta-primeveroside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000x-5589000000-4b369b35a069a7a0b549Spectrum
Predicted GC-MSBenzyl beta-primeveroside, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-4410129000-972c2ab46f11f47d55bcSpectrum
Predicted GC-MSBenzyl beta-primeveroside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBenzyl beta-primeveroside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f76-9336500000-cdbdc490e41ac4bf89762017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9630000000-b4e75441015f6a6619b12017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9400000000-fe9f8a366788677da92a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ue9-2953700000-6094e8fdda372742078a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2921000000-e407ab14d8ca3c5fca7e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9510000000-2804d7f3a2c7f6d50a5d2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6x-9554600000-262e4d5b801b6d44cdcc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9221000000-550314fc9a22bbf3c8ef2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-4df2cb2a08b1b4551d752021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0w29-2129600000-af671a00b972fc680a0b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0cfu-7359000000-9465823d533ed5b84a872021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9501000000-bba24ac2ddb83e41148a2021-09-22View Spectrum
NMRNot Available
ChemSpider ID22369990
ChEMBL IDCHEMBL1371061
KEGG Compound IDNot Available
Pubchem Compound ID14730864
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41190
CRC / DFC (Dictionary of Food Compounds) IDDVN84-K:NKV10-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00032760
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