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Showing Compound alpha-Hydrojuglone 4-O-b-D-glucoside (FDB012555)

Record Information
Version1.0
Creation date2010-04-08 22:10:14 UTC
Update date2019-11-26 03:07:03 UTC
Primary IDFDB012555
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Hydrojuglone 4-O-b-D-glucoside
Descriptionalpha-Hydrojuglone 4-O-b-D-glucoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. alpha-Hydrojuglone 4-O-b-D-glucoside has been detected, but not quantified in, a few different foods, such as black walnuts (Juglans nigra), common walnuts (Juglans regia), and nuts. This could make alpha-hydrojuglone 4-O-b-D-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Hydrojuglone 4-O-b-D-glucoside.
CAS Number39015-63-9
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility5.89 g/LALOGPS
logP-0.53ALOGPS
logP-0.22ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.9ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area139.84 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity80.6 m³·mol⁻¹ChemAxon
Polarizability32.39 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H18O8
IUPAC name2-[(4,8-dihydroxynaphthalen-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
InChI IdentifierInChI=1S/C16H18O8/c17-6-11-13(20)14(21)15(22)16(24-11)23-10-5-4-8(18)7-2-1-3-9(19)12(7)10/h1-5,11,13-22H,6H2
InChI KeyLASMTIIWUCJLEH-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(OC2=C3C(O)=CC=CC3=C(O)C=C2)C(O)C(O)C1O
Average Molecular Weight338.3093
Monoisotopic Molecular Weight338.100167552
Classification
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • Hexose monosaccharide
  • 1-naphthol
  • O-glycosyl compound
  • Naphthalene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monosaccharide
  • Benzenoid
  • Oxane
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Primary alcohol
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSalpha-Hydrojuglone 4-O-b-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fr-6934000000-7313a097613533735de9Spectrum
Predicted GC-MSalpha-Hydrojuglone 4-O-b-D-glucoside, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-1222009000-272c649d2072b140f03cSpectrum
Predicted GC-MSalpha-Hydrojuglone 4-O-b-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Hydrojuglone 4-O-b-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-1819000000-72cbcc58fa219c6deeec2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1901000000-c8e86bdbff5e2a5c406d2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3900000000-19fdcce3fa2c1c904ffd2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0209000000-08604a30281387065a7c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-1912000000-4e9447952cd8cad18f392021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-3900000000-2be9ad1ff43fb7edf4ef2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-0905000000-e6790728673036c3496a2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-0900000000-5efccd55d363e9ac1cf82015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-2900000000-469fa2daf866c452a2042015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-0905000000-44ed875e85658b6d67442021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1956000000-af244cd0c278f3b6821b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-4910000000-9b1ea286b8bd0086bcfd2021-09-24View Spectrum
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 IDHMDB34242
CRC / DFC (Dictionary of Food Compounds) IDFRC24-J:HHX34-R
EAFUS IDNot Available
Dr. Duke IDALPHA-HYDROJUGLONE-4-GLUCOSIDE|1,4,5-TRIHYDROXY-NAPTHALENE-4-BETA-D-GLUCOSIDE
BIGG IDNot Available
KNApSAcK IDC00029670
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
Processing...
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).