Record Information
Version1.0
Creation date2010-04-08 22:05:28 UTC
Update date2020-02-24 19:10:35 UTC
Primary IDFDB002651
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBetagarin
DescriptionBetagarin belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Betagarin is an extremely weak basic (essentially neutral) compound (based on its pKa). Betagarin has been detected, but not quantified in, a few different foods, such as common beets, red beetroots, and root vegetables. This could make betagarin a potential biomarker for the consumption of these foods.
CAS Number60132-69-6
Structure
Thumb
Synonyms
SynonymSource
2',5-Dimethoxy-6,7-methylenedioxyflavanoneHMDB
5,2'-Dimethoxy-6,7-methylenedioxyflavanoneHMDB
Betagarindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.046 g/LALOGPS
logP2.2ALOGPS
logP2.4ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)13.56ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity84.04 m³·mol⁻¹ChemAxon
Polarizability33.64 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H16O6
IUPAC name2-methoxy-11-(2-methoxyphenyl)-4,6,10-trioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-13-one
InChI IdentifierInChI=1S/C18H16O6/c1-20-12-6-4-3-5-10(12)13-7-11(19)16-14(24-13)8-15-17(18(16)21-2)23-9-22-15/h3-6,8,13H,7,9H2,1-2H3
InChI KeyIHPVFYLOGNNZLA-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1
Average Molecular Weight328.316
Monoisotopic Molecular Weight328.094688244
Classification
Description belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent5-O-methylated flavonoids
Alternative Parents
Substituents
  • 2p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • Flavanone
  • Flavan
  • Chromone
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Benzodioxole
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Aryl ketone
  • Phenol ether
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.85%; H 4.91%; O 29.24%DFC
Melting PointMp 187-189°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data335 (e 2160) (MeOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ot-5697000000-716eba7e83d0a09210c1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0229000000-536dc1237642f3b30ad3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-0958000000-ebbc01552180eb33ffc0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6t-1920000000-6d5349a6cbb922293b0aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-2c035374758016cdce0dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0259000000-202e808d0feaa84506e5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0536-9872000000-37adbf7e10bceec71f1fJSpectraViewer
ChemSpider ID2723768
ChEMBL IDNot Available
KEGG Compound IDC09479
Pubchem Compound ID3482905
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30727
CRC / DFC (Dictionary of Food Compounds) IDLNJ62-O:CMX23-T
EAFUS IDNot Available
Dr. Duke IDBETAGARIN
BIGG IDNot Available
KNApSAcK IDC00000942
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 / Bioactivities
DescriptorIDDefinitionReference
fungicide24127 A substance used to destroy fungal pests.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
phytoalexin26115 A toxin made by a plant that acts against an organism attacking it.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).