Record Information
Version1.0
Creation date2010-04-08 22:14:55 UTC
Update date2019-11-26 03:18:42 UTC
Primary IDFDB020267
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(±)-Dihydromyricetin
Descriptiontrans-3,3',4',5,5',7-Hexahydroxyflavanone, also known as ampelopsin or rel-(2R,3R)-3,5,7,3',4',5'-hexahydroxyflavanone, belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. trans-3,3',4',5,5',7-Hexahydroxyflavanone 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 trans-3,3',4',5,5',7-hexahydroxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on trans-3,3',4',5,5',7-Hexahydroxyflavanone.
CAS Number27200-12-0
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.2 g/LALOGPS
logP0.89ALOGPS
logP1.51ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)7.77ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area147.68 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.59 m³·mol⁻¹ChemAxon
Polarizability29.94 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H12O8
IUPAC name3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H
InChI KeyKJXSIXMJHKAJOD-UHFFFAOYSA-N
Isomeric SMILESOC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C(O)=C1
Average Molecular Weight320.251
Monoisotopic Molecular Weight320.05321736
Classification
Description Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentEpigallocatechins
Alternative Parents
Substituents
  • Epigallocatechin
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavanone
  • Flavanonol
  • Hydroxyflavonoid
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Pyrogallol derivative
  • Aryl alkyl ketone
  • Aryl ketone
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Ketone
  • Secondary alcohol
  • Polyol
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f79-0931000000-3764e70e4ab8214c8f79Spectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-016r-3420009000-12bd6a6fc4f32548838aSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_2_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_3_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_3_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-3,3',4',5,5',7-Hexahydroxyflavanone, TMS_3_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-002f-0900000000-988909c1ca80c704e7412021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0fft-0933000000-3b31dadb9f576b19e94a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0209000000-9274ac9e64f5f16ff7792015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uki-0913000000-d699fb9b533d1c26dc5b2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-2900000000-79994cf4b11547cf6b192015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0309000000-c6397ecbe40c5c0470c22015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-0915000000-7b0483d66113d5b5b0b42015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ar9-4910000000-4b0bd724ef30d75772ad2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-e88b8bca72256ef90b502021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uka-0904000000-08f224d52a283299f5b42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0900000000-7419177940a7aa535a812021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-4bcc2b8d04806bdc649a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-0908000000-507cef2cf96e6ca6cc572021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066r-0910000000-54fae457714ce1925bcf2021-09-22View Spectrum
NMRNot Available
ChemSpider ID4326686
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5153580
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30835
CRC / DFC (Dictionary of Food Compounds) IDCNQ94-N:MMZ37-Q
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
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