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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:08 UTC
Update Date2022-03-07 02:49:16 UTC
HMDB IDHMDB0002755
Secondary Accession Numbers
  • HMDB02755
Metabolite Identification
Common NameMyricetin
DescriptionMyricetin, also known as cannabiscetin or myricetol, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, myricetin is considered to be a flavonoid lipid molecule. A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. Myricetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Myricetin is found, on average, in the highest concentration within a few different foods, such as common walnuts, carobs, and fennels and in a lower concentration in welsh onions, yellow bell peppers, and jutes. Myricetin has also been detected, but not quantified in several different foods, such as napa cabbages, sesames, mixed nuts, lichee, and garden cress.
Structure
Data?1585325983
Synonyms
ValueSource
3,3',4',5,5',7-HexahydroxyflavoneChEBI
3,5,7,3',4',5'-HexahydroxyflavoneChEBI
CannabiscetinChEBI
MyricetolChEBI
3,3',4',5,5',7-Hexahydroxy-(8ci)- flavoneHMDB
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-oneMeSH, HMDB
3,3’,4’,5,5’,7-HexahydroxyflavonePhytoBank
3,5,7,3’,4’,5’-HexahydroxyflavonePhytoBank
Chemical FormulaC15H10O8
Average Molecular Weight318.2351
Monoisotopic Molecular Weight318.037567296
IUPAC Name3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
Traditional Namemyricetin
CAS Registry Number529-44-2
SMILES
OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C1
InChI Identifier
InChI=1S/C15H10O8/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/h1-4,16-20,22H
InChI KeyIKMDFBPHZNJCSN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3-hydroxyflavone
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Pyrogallol derivative
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point357 °CNot Available
Boiling Point747.63 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility2234 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.206 (est)The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker174.39930932474
[M+H]+Not Available170.9http://allccs.zhulab.cn/database/detail?ID=AllCCS00001490
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.3 g/LALOGPS
logP1.66ALOGPS
logP1.85ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)6.37ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area147.68 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity78.84 m³·mol⁻¹ChemAxon
Polarizability29.47 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+177.23730932474
DeepCCS[M-H]-174.87930932474
DeepCCS[M-2H]-209.01130932474
DeepCCS[M+Na]+184.73930932474
AllCCS[M+H]+171.332859911
AllCCS[M+H-H2O]+167.732859911
AllCCS[M+NH4]+174.632859911
AllCCS[M+Na]+175.632859911
AllCCS[M-H]-168.632859911
AllCCS[M+Na-2H]-167.932859911
AllCCS[M+HCOO]-167.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MyricetinOC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C15428.6Standard polar33892256
MyricetinOC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C13314.4Standard non polar33892256
MyricetinOC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C13334.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Myricetin,1TMS,isomer #1C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13444.6Semi standard non polar33892256
Myricetin,1TMS,isomer #2C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(O)=C(C1=CC(O)=C(O)C(O)=C1)O23399.0Semi standard non polar33892256
Myricetin,1TMS,isomer #3C[Si](C)(C)OC1=C(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C1=O3382.7Semi standard non polar33892256
Myricetin,1TMS,isomer #4C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O3404.3Semi standard non polar33892256
Myricetin,1TMS,isomer #5C[Si](C)(C)OC1=C(O)C=C(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3421.9Semi standard non polar33892256
Myricetin,2TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13385.9Semi standard non polar33892256
Myricetin,2TMS,isomer #10C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O3355.6Semi standard non polar33892256
Myricetin,2TMS,isomer #11C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C3317.8Semi standard non polar33892256
Myricetin,2TMS,isomer #2C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13375.5Semi standard non polar33892256
Myricetin,2TMS,isomer #3C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13389.1Semi standard non polar33892256
Myricetin,2TMS,isomer #4C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C13424.1Semi standard non polar33892256
Myricetin,2TMS,isomer #5C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O3318.8Semi standard non polar33892256
Myricetin,2TMS,isomer #6C[Si](C)(C)OC1=C(O)C=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1O3363.1Semi standard non polar33892256
Myricetin,2TMS,isomer #7C[Si](C)(C)OC1=C(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O3333.3Semi standard non polar33892256
Myricetin,2TMS,isomer #8C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O3305.2Semi standard non polar33892256
Myricetin,2TMS,isomer #9C[Si](C)(C)OC1=C(O)C=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3300.1Semi standard non polar33892256
Myricetin,3TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13262.1Semi standard non polar33892256
Myricetin,3TMS,isomer #10C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C3209.9Semi standard non polar33892256
Myricetin,3TMS,isomer #11C[Si](C)(C)OC1=C(O)C=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1O3217.4Semi standard non polar33892256
Myricetin,3TMS,isomer #12C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O3211.9Semi standard non polar33892256
Myricetin,3TMS,isomer #13C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C3196.4Semi standard non polar33892256
Myricetin,3TMS,isomer #14C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C3225.2Semi standard non polar33892256
Myricetin,3TMS,isomer #2C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13241.8Semi standard non polar33892256
Myricetin,3TMS,isomer #3C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C13315.8Semi standard non polar33892256
Myricetin,3TMS,isomer #4C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13230.2Semi standard non polar33892256
Myricetin,3TMS,isomer #5C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C13237.6Semi standard non polar33892256
Myricetin,3TMS,isomer #6C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13262.6Semi standard non polar33892256
Myricetin,3TMS,isomer #7C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13248.6Semi standard non polar33892256
Myricetin,3TMS,isomer #8C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O3208.5Semi standard non polar33892256
Myricetin,3TMS,isomer #9C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O3236.8Semi standard non polar33892256
Myricetin,4TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13162.3Semi standard non polar33892256
Myricetin,4TMS,isomer #10C[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C3172.8Semi standard non polar33892256
Myricetin,4TMS,isomer #11C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C3191.9Semi standard non polar33892256
Myricetin,4TMS,isomer #2C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C13267.9Semi standard non polar33892256
Myricetin,4TMS,isomer #3C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13246.9Semi standard non polar33892256
Myricetin,4TMS,isomer #4C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13229.9Semi standard non polar33892256
Myricetin,4TMS,isomer #5C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13159.4Semi standard non polar33892256
Myricetin,4TMS,isomer #6C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13150.5Semi standard non polar33892256
Myricetin,4TMS,isomer #7C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13210.1Semi standard non polar33892256
Myricetin,4TMS,isomer #8C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O3144.6Semi standard non polar33892256
Myricetin,4TMS,isomer #9C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C3135.8Semi standard non polar33892256
Myricetin,5TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C13270.3Semi standard non polar33892256
Myricetin,5TMS,isomer #2C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13242.5Semi standard non polar33892256
Myricetin,5TMS,isomer #3C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13252.6Semi standard non polar33892256
Myricetin,5TMS,isomer #4C[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13179.5Semi standard non polar33892256
Myricetin,5TMS,isomer #5C[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C3155.9Semi standard non polar33892256
Myricetin,6TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(O[Si](C)(C)C)=C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13251.6Semi standard non polar33892256
Myricetin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13722.2Semi standard non polar33892256
Myricetin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C(O)=C(C1=CC(O)=C(O)C(O)=C1)O23677.6Semi standard non polar33892256
Myricetin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=C(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C1=O3682.4Semi standard non polar33892256
Myricetin,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O3701.9Semi standard non polar33892256
Myricetin,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=C(O)C=C(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3698.9Semi standard non polar33892256
Myricetin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13953.5Semi standard non polar33892256
Myricetin,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O3934.3Semi standard non polar33892256
Myricetin,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C3887.0Semi standard non polar33892256
Myricetin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C13909.7Semi standard non polar33892256
Myricetin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13960.0Semi standard non polar33892256
Myricetin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C13972.9Semi standard non polar33892256
Myricetin,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O3910.2Semi standard non polar33892256
Myricetin,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=C(O)C=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1O3922.7Semi standard non polar33892256
Myricetin,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=C(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O3869.1Semi standard non polar33892256
Myricetin,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O3882.8Semi standard non polar33892256
Myricetin,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1=C(O)C=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C=C1O3886.7Semi standard non polar33892256
Myricetin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O)C(O)=C3)OC2=C14016.0Semi standard non polar33892256
Myricetin,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C4016.4Semi standard non polar33892256
Myricetin,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC1=C(O)C=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1O4029.7Semi standard non polar33892256
Myricetin,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O4015.4Semi standard non polar33892256
Myricetin,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C3976.8Semi standard non polar33892256
Myricetin,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C4025.5Semi standard non polar33892256
Myricetin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14071.5Semi standard non polar33892256
Myricetin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C14158.3Semi standard non polar33892256
Myricetin,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14009.6Semi standard non polar33892256
Myricetin,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C14055.1Semi standard non polar33892256
Myricetin,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14103.1Semi standard non polar33892256
Myricetin,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14075.4Semi standard non polar33892256
Myricetin,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O3980.7Semi standard non polar33892256
Myricetin,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O4044.2Semi standard non polar33892256
Myricetin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14107.6Semi standard non polar33892256
Myricetin,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C4152.4Semi standard non polar33892256
Myricetin,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C4081.1Semi standard non polar33892256
Myricetin,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C14218.3Semi standard non polar33892256
Myricetin,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14246.7Semi standard non polar33892256
Myricetin,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14223.1Semi standard non polar33892256
Myricetin,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14114.8Semi standard non polar33892256
Myricetin,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14098.6Semi standard non polar33892256
Myricetin,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14198.8Semi standard non polar33892256
Myricetin,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O4089.6Semi standard non polar33892256
Myricetin,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C4071.9Semi standard non polar33892256
Myricetin,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14318.3Semi standard non polar33892256
Myricetin,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14296.6Semi standard non polar33892256
Myricetin,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(O)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14339.9Semi standard non polar33892256
Myricetin,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C14201.4Semi standard non polar33892256
Myricetin,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C4183.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Myricetin GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-000t-0943100000-fa00c6f71be0c66755992014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Myricetin GC-MS (6 TMS)splash10-005c-2954350000-46c24c9458aadfd2a7112014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Myricetin GC-EI-TOF (Non-derivatized)splash10-000t-0943100000-fa00c6f71be0c66755992017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Myricetin GC-MS (Non-derivatized)splash10-005c-2954350000-46c24c9458aadfd2a7112017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myricetin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kr-0962000000-771167ae1d9403c88d562017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myricetin GC-MS (5 TMS) - 70eV, Positivesplash10-0bt9-1021109000-c6b0cd1ae27d5b8c74c12017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myricetin 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 - Myricetin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 5V, Positive-QTOFsplash10-014i-0009000000-99c784d42ece911ecc132012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-014i-0907000000-0b4ff7a72a459baa829c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0pbi-0900000000-b492f594bdca4c8132a02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0uxr-0950000000-55c90a0d932630c6d6442012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-014i-0329000000-43069a5bf007fae18a272012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-ITTOF (LCMS-IT-TOF) , Positive-QTOFsplash10-014i-0009000000-2b98dfcc4f869be902852012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-ITTOF (LCMS-IT-TOF) , Negative-QTOFsplash10-014i-0009104000-6dada42248181a0149f32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF 10V, Negative-QTOFsplash10-014i-0009000000-bdbe61e1aba659fd27d22017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF 20V, Negative-QTOFsplash10-014i-0009000000-bdbe61e1aba659fd27d22017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF , Negative-QTOFsplash10-014i-0009000000-2499e01afe3b3651b3922017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF 10V, Negative-QTOFsplash10-014i-0009000000-bdbe61e1aba659fd27d22017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF 10V, Negative-QTOFsplash10-014i-0009000000-35024ff951cd0ca242e42017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF 20V, Negative-QTOFsplash10-014r-0079000000-b798a1be942ffa6396d22017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin ESI-TOF , Negative-QTOFsplash10-014i-0009000000-2499e01afe3b3651b3922017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-qTof , Positive-QTOFsplash10-0gb9-2951000000-55186f59f5d6ec659c2d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF , negative-QTOFsplash10-014i-0009000000-7494718b3a96d5664b532017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF , negative-QTOFsplash10-014i-0209000000-2b4763ddb9eb888c9bfd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF , negative-QTOFsplash10-0v09-0901000000-6861fe274e8b0b6b663e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Myricetin LC-ESI-QTOF , negative-QTOFsplash10-0udr-0900000000-e982d07ed9f6838c4ee02017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 10V, Positive-QTOFsplash10-014i-0009000000-9a84f52c6a2f1aaec1a72015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 20V, Positive-QTOFsplash10-014i-0219000000-36b340f32ee87232a4d12015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 40V, Positive-QTOFsplash10-0v0a-5931000000-56b06c0109d323a15bc92015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 10V, Negative-QTOFsplash10-014i-0009000000-7c52125f5ee8fbc51ba02015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 20V, Negative-QTOFsplash10-014i-0229000000-413e7e87d4aaf205ca232015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myricetin 40V, Negative-QTOFsplash10-066u-5930000000-ebd17a876ef4c64d13c02015-05-27Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, Methanol, experimental)2021-10-10Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, Methanol, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified45.0 (0.62-94.2) uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02375
Phenol Explorer Compound ID309
FooDB IDFDB012724
KNApSAcK IDC00001071
Chemspider ID4444991
KEGG Compound IDC10107
BioCyc IDMYRICETIN
BiGG IDNot Available
Wikipedia LinkMyricetin
METLIN ID3448
PubChem Compound5281672
PDB IDNot Available
ChEBI ID18152
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1261881
References
Synthesis ReferenceDe Israilev, Lidia R. A.; Del Pero de Martinez, Maria A.; Seeligmann, Peter. Myricetin in Tagetes: chemosystematic significance. Phytochemistry (1991), 30(12), 4037-8.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Noroozi M, Burns J, Crozier A, Kelly IE, Lean ME: Prediction of dietary flavonol consumption from fasting plasma concentration or urinary excretion. Eur J Clin Nutr. 2000 Feb;54(2):143-9. [PubMed:10694785 ]
  2. Noguchi Y, Fukuda K, Matsushima A, Haishi D, Hiroto M, Kodera Y, Nishimura H, Inada Y: Inhibition of Df-protease associated with allergic diseases by polyphenol. J Agric Food Chem. 1999 Aug;47(8):2969-72. [PubMed:10552595 ]

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
Myricetin → 6-[2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Myricetin → 6-[2,6-dihydroxy-4-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Myricetin → 6-{[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Myricetin → 6-{[3,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Myricetin → 6-{[3,5-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails