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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-01-23 13:47:12 UTC
Update Date2021-09-14 14:57:29 UTC
HMDB IDHMDB0005810
Secondary Accession Numbers
  • HMDB0126018
  • HMDB05810
Metabolite Identification
Common NameEriodictyol
DescriptionEriodictyol, also known as 3',4',5,7-tetrahydroxyflavanone or 2,3-dihydroluteolin, belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, eriodictyol is considered to be a flavonoid lipid molecule. Outside of the human body, eriodictyol has been detected, but not quantified in, several different foods, such as common oregano, common thymes, parsley, sweet basils, and tarragons. This could make eriodictyol a potential biomarker for the consumption of these foods. Eriodictyol is a compound isolated from Eriodictyon californicum and can be used in medicine as an expectorant. BioTransformer predicts that eriodictiol is a product of luteolin metabolism via a flavonoid-c-ring-reduction reaction catalyzed by an unspecified-gut microbiota enzyme (PMID: 30612223 ).
Structure
Data?1594391594
Synonyms
ValueSource
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyroneChEBI
(S)-EriodictyolChEBI
EriodictiolChEBI
(+)-EriodictyolHMDB
(2S)-EriodictyolHMDB
(S)-2,3-DihydroluteolinHMDB
(S)-3',4',5,7-TetrahydroxyflavanoneHMDB
(S)-3’,4’,5,7-TetrahydroxyflavanoneHMDB
3',4',5,7-TetrahydroxyflavanoneHMDB
3’,4’,5,7-TetrahydroxyflavanoneHMDB
(2S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-oneHMDB
(2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-oneHMDB
HuazhongilexoneHMDB
Chemical FormulaC15H12O6
Average Molecular Weight288.2522
Monoisotopic Molecular Weight288.063388116
IUPAC Name(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Nameeriodictyol
CAS Registry Number552-58-9
SMILES
OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1
InChI KeySBHXYTNGIZCORC-ZDUSSCGKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentFlavanones
Alternative Parents
Substituents
  • Flavanone
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Catechol
  • Aryl ketone
  • Aryl alkyl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point269 - 270 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.07 mg/mL at 20 °CNot Available
LogP2.02PERRISSOUD,D & TESTA,B (1986)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker170.47830932474
[M+H]+Not Available170.478http://allccs.zhulab.cn/database/detail?ID=AllCCS00002050
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.37 g/LALOGPS
logP10(2.15) g/LALOGPS
logP10(2.53) g/LChemAxon
logS10(-2.9) g/LALOGPS
pKa (Strongest Acidic)7.85ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.27 m³·mol⁻¹ChemAxon
Polarizability27.33 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+167.84831661259
DarkChem[M-H]-166.61431661259
DeepCCS[M+H]+170.66630932474
DeepCCS[M-H]-168.30830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EriodictyolOC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C14050.9Standard polar33892256
EriodictyolOC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C13105.5Standard non polar33892256
EriodictyolOC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C12957.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Eriodictyol,1TMS,isomer #1C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)OC2=C12982.6Semi standard non polar33892256
Eriodictyol,1TMS,isomer #2C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C[C@@H](C1=CC=C(O)C(O)=C1)O22984.2Semi standard non polar33892256
Eriodictyol,1TMS,isomer #3C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3013.0Semi standard non polar33892256
Eriodictyol,1TMS,isomer #4C[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)=CC=C1O2982.8Semi standard non polar33892256
Eriodictyol,2TMS,isomer #1C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C12876.6Semi standard non polar33892256
Eriodictyol,2TMS,isomer #2C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C12974.0Semi standard non polar33892256
Eriodictyol,2TMS,isomer #3C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C12950.2Semi standard non polar33892256
Eriodictyol,2TMS,isomer #4C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1O2921.2Semi standard non polar33892256
Eriodictyol,2TMS,isomer #5C[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=CC=C1O2918.5Semi standard non polar33892256
Eriodictyol,2TMS,isomer #6C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O[Si](C)(C)C2904.4Semi standard non polar33892256
Eriodictyol,3TMS,isomer #1C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C12904.2Semi standard non polar33892256
Eriodictyol,3TMS,isomer #2C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C12877.4Semi standard non polar33892256
Eriodictyol,3TMS,isomer #3C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C12889.6Semi standard non polar33892256
Eriodictyol,3TMS,isomer #4C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1O[Si](C)(C)C2870.6Semi standard non polar33892256
Eriodictyol,4TMS,isomer #1C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C12921.9Semi standard non polar33892256
Eriodictyol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)OC2=C13272.5Semi standard non polar33892256
Eriodictyol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C[C@@H](C1=CC=C(O)C(O)=C1)O23268.8Semi standard non polar33892256
Eriodictyol,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3310.8Semi standard non polar33892256
Eriodictyol,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)=CC=C1O3274.0Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C13439.7Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C13505.8Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13472.9Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1O3473.5Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=CC=C1O3452.4Semi standard non polar33892256
Eriodictyol,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C3455.9Semi standard non polar33892256
Eriodictyol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C13642.8Semi standard non polar33892256
Eriodictyol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C13613.0Semi standard non polar33892256
Eriodictyol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13619.3Semi standard non polar33892256
Eriodictyol,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1O[Si](C)(C)C(C)(C)C3597.7Semi standard non polar33892256
Eriodictyol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C13770.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Eriodictyol GC-MS (5 TMS)splash10-00o3-2964120000-760c54cbe3d97e214b892018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Eriodictyol GC-MS (1 MEOX; 4 TMS)splash10-05i4-3982160000-16d59df001928b3a34942018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eriodictyol GC-MS (Non-derivatized) - 70eV, Positivesplash10-06y9-0690000000-250ba7bd6576410f87342017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eriodictyol GC-MS (4 TMS) - 70eV, Positivesplash10-0imi-2530190000-6bcd43fd8b42301ed1662017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eriodictyol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOFsplash10-000i-0090000000-778b9cb4a7b875c6bbec2017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 20V, Negative-QTOFsplash10-052r-0090000000-9178a74a6239d2ef38822017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 30V, Negative-QTOFsplash10-052r-0290000000-287f5fa660d816283c292017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOFsplash10-0019-0090000000-cb3df3f82944d76bf2242017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF , Negative-QTOFsplash10-0019-0090000000-cb3df3f82944d76bf2242017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 40V, Negative-QTOFsplash10-0019-0090000000-cb3df3f82944d76bf2242017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOFsplash10-000i-0090000000-778b9cb4a7b875c6bbec2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 20V, Negative-QTOFsplash10-052r-0090000000-9178a74a6239d2ef38822017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 30V, Negative-QTOFsplash10-052r-0290000000-287f5fa660d816283c292017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOFsplash10-0019-0090000000-cb3df3f82944d76bf2242017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF , Negative-QTOFsplash10-000i-0090000000-772ca2fc672ef9668bfa2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol ESI-TOF 40V, Negative-QTOFsplash10-000i-0920000000-4bc67dc66facd1fa75e52017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOFsplash10-0f79-0910000000-c48ad5f3958e9c41f5de2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOFsplash10-000i-0970000000-cb17dd84eda67cc9d6a42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOFsplash10-000i-0900000000-5c65882b59856d787f672017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOFsplash10-0udi-0910000000-85200d3bfe0ef9f8c6cf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOFsplash10-0f79-0900000000-8aa62dd381d8e70390e12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , positive-QTOFsplash10-0udi-1900000000-c83d3fbbf98b1c8e768d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , positive-QTOFsplash10-0f79-0950000000-70ad9d5c48c3fd3ab1fe2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 10V, Positive-QTOFsplash10-000i-0390000000-0dc39ca84a3e57cc45532016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 20V, Positive-QTOFsplash10-000i-0980000000-1ccfe66899ea0c7d03a32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 40V, Positive-QTOFsplash10-0fa9-4900000000-df7958810e2c565408772016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 10V, Negative-QTOFsplash10-000i-0190000000-a7838f78d4cef436da5f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 20V, Negative-QTOFsplash10-000i-0390000000-adb9e4c67817a09b2fd02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eriodictyol 40V, Negative-QTOFsplash10-0apr-5940000000-9fb4bafc0204f514e65f2016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified0.000694 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.00393 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.00555 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.00733 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNot Available
      Not Available
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound ID202
FooDB IDFDB011936
KNApSAcK IDC00000960
Chemspider ID389606
KEGG Compound IDC05631
BioCyc IDCPD-7671
BiGG IDNot Available
Wikipedia LinkEriodictyol
METLIN ID3415
PubChem Compound440735
PDB IDNot Available
ChEBI ID28412
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1504551
References
Synthesis ReferencePowers, Fred B.; Tutin, Frank. Chemical Examination of Eriodictyon. Pharmaceutical Review (1907), 24 301.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. 'T Hart BA, Ip Via Ching TR, Van Dijk H, Labadie RP: How flavonoids inhibit the generation of luminol-dependent chemiluminescence by activated human neutrophils. Chem Biol Interact. 1990;73(2-3):323-35. [PubMed:2155715 ]
  2. Miyake Y, Sakurai C, Usuda M, Fukumoto S, Hiramitsu M, Sakaida K, Osawa T, Kondo K: Difference in plasma metabolite concentration after ingestion of lemon flavonoids and their aglycones in humans. J Nutr Sci Vitaminol (Tokyo). 2006 Feb;52(1):54-60. [PubMed:16637230 ]
  3. Ogata S, Miyake Y, Yamamoto K, Okumura K, Taguchi H: Apoptosis induced by the flavonoid from lemon fruit (Citrus limon BURM. f.) and its metabolites in HL-60 cells. Biosci Biotechnol Biochem. 2000 May;64(5):1075-8. [PubMed:10879486 ]
  4. Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Eriodictyol → 6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Eriodictyol → 6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Eriodictyol → 6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Eriodictyol → 6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
Eriodictyol → [5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyphenyl]oxidanesulfonic aciddetails