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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:29:10 UTC
Update Date2022-03-07 02:52:05 UTC
HMDB IDHMDB0029249
Secondary Accession Numbers
  • HMDB29249
Metabolite Identification
Common NameLuteolinidin
DescriptionLuteolinidin belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Luteolinidin has been detected, but not quantified in, corns (Zea mays). This could make luteolinidin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Luteolinidin.
Structure
Data?1582753393
Synonyms
ValueSource
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium(1+), 9ciHMDB
5,7,3',4'-TetrahydroxyflavyliumHMDB
LuteolidinHMDB
Chemical FormulaC15H11O5
Average Molecular Weight271.2448
Monoisotopic Molecular Weight271.060648462
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium
Traditional Nameluteolinidin
CAS Registry Number1154-78-5
SMILES
OC1=CC2=[O+]C(=CC=C2C(O)=C1)C1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1
InChI KeyGDNIGMNXEKGFIP-UHFFFAOYSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassHydroxyflavonoids
Direct Parent7-hydroxyflavonoids
Alternative Parents
Substituents
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Anthocyanidin
  • 1-benzopyran
  • Benzopyran
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility69.75 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.043 g/LALOGPS
logP2.5ALOGPS
logP3.33ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)6.58ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area94.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity82.13 m³·mol⁻¹ChemAxon
Polarizability27.28 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]+164.57431661259
DarkChem[M-H]-163.37931661259
DeepCCS[M+H]+161.46330932474
DeepCCS[M-H]-159.06630932474
DeepCCS[M-2H]-192.04230932474
DeepCCS[M+Na]+167.4430932474
AllCCS[M+H]+161.132859911
AllCCS[M+H-H2O]+157.232859911
AllCCS[M+NH4]+164.832859911
AllCCS[M+Na]+165.832859911
AllCCS[M-H]-162.132859911
AllCCS[M+Na-2H]-161.332859911
AllCCS[M+HCOO]-160.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
LuteolinidinOC1=CC2=[O+]C(=CC=C2C(O)=C1)C1=CC=C(O)C(O)=C15188.6Standard polar33892256
LuteolinidinOC1=CC2=[O+]C(=CC=C2C(O)=C1)C1=CC=C(O)C(O)=C13035.0Standard non polar33892256
LuteolinidinOC1=CC2=[O+]C(=CC=C2C(O)=C1)C1=CC=C(O)C(O)=C13089.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Luteolinidin,1TMS,isomer #1C[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O)C(O)=C3)=[O+]C2=C13057.1Semi standard non polar33892256
Luteolinidin,1TMS,isomer #2C[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC=C(O)C(O)=C3)=CC=C123036.0Semi standard non polar33892256
Luteolinidin,1TMS,isomer #3C[Si](C)(C)OC1=CC=C(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)C=C1O3031.3Semi standard non polar33892256
Luteolinidin,1TMS,isomer #4C[Si](C)(C)OC1=CC(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)=CC=C1O3028.5Semi standard non polar33892256
Luteolinidin,2TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=CC(C3=CC=C(O)C(O)=C3)=[O+]C2=C12967.4Semi standard non polar33892256
Luteolinidin,2TMS,isomer #2C[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C12972.4Semi standard non polar33892256
Luteolinidin,2TMS,isomer #3C[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C12938.4Semi standard non polar33892256
Luteolinidin,2TMS,isomer #4C[Si](C)(C)OC1=CC=C(C2=CC=C3C(O[Si](C)(C)C)=CC(O)=CC3=[O+]2)C=C1O2960.2Semi standard non polar33892256
Luteolinidin,2TMS,isomer #5C[Si](C)(C)OC1=CC(C2=CC=C3C(O[Si](C)(C)C)=CC(O)=CC3=[O+]2)=CC=C1O2940.9Semi standard non polar33892256
Luteolinidin,2TMS,isomer #6C[Si](C)(C)OC1=CC=C(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)C=C1O[Si](C)(C)C2956.0Semi standard non polar33892256
Luteolinidin,3TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=CC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C12934.1Semi standard non polar33892256
Luteolinidin,3TMS,isomer #2C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=CC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C12906.1Semi standard non polar33892256
Luteolinidin,3TMS,isomer #3C[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C12866.3Semi standard non polar33892256
Luteolinidin,3TMS,isomer #4C[Si](C)(C)OC1=CC=C(C2=CC=C3C(O[Si](C)(C)C)=CC(O)=CC3=[O+]2)C=C1O[Si](C)(C)C2867.5Semi standard non polar33892256
Luteolinidin,4TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=CC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C12936.0Semi standard non polar33892256
Luteolinidin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O)C(O)=C3)=[O+]C2=C13362.7Semi standard non polar33892256
Luteolinidin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC=C(O)C(O)=C3)=CC=C123350.8Semi standard non polar33892256
Luteolinidin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)C=C1O3355.0Semi standard non polar33892256
Luteolinidin,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)=CC=C1O3349.8Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=CC(C3=CC=C(O)C(O)=C3)=[O+]C2=C13579.7Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=[O+]C2=C13597.5Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=[O+]C2=C13563.7Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C(O[Si](C)(C)C(C)(C)C)=CC(O)=CC3=[O+]2)C=C1O3612.2Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(C2=CC=C3C(O[Si](C)(C)C(C)(C)C)=CC(O)=CC3=[O+]2)=CC=C1O3579.1Semi standard non polar33892256
Luteolinidin,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C(O)=CC(O)=CC3=[O+]2)C=C1O[Si](C)(C)C(C)(C)C3585.6Semi standard non polar33892256
Luteolinidin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=[O+]C2=C13725.4Semi standard non polar33892256
Luteolinidin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=CC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=[O+]C2=C13700.6Semi standard non polar33892256
Luteolinidin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=[O+]C2=C13711.3Semi standard non polar33892256
Luteolinidin,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C(O[Si](C)(C)C(C)(C)C)=CC(O)=CC3=[O+]2)C=C1O[Si](C)(C)C(C)(C)C3713.2Semi standard non polar33892256
Luteolinidin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=[O+]C2=C13840.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Luteolinidin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ec-0890000000-39a215c2e421ac366d6b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Luteolinidin GC-MS (4 TMS) - 70eV, Positivesplash10-007c-3130940000-2337039991f5aedf3f5b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Luteolinidin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Luteolinidin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 10V, Positive-QTOFsplash10-00di-0090000000-4ca843fa557b4e5602f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 20V, Positive-QTOFsplash10-00di-0090000000-0d4dc591b81def0597ae2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 40V, Positive-QTOFsplash10-0pxr-1590000000-529391b3d7461665724a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 10V, Negative-QTOFsplash10-00di-0090000000-cc14a178d02a4cd441722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 20V, Negative-QTOFsplash10-00di-0090000000-d8ab9373bf4d9f8f1f1c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 40V, Negative-QTOFsplash10-0006-3390000000-9939bf4fbca150268bca2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 10V, Positive-QTOFsplash10-00di-0090000000-2639037899901ff16f822021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 20V, Positive-QTOFsplash10-00di-0090000000-34da4908e7deb405bec52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Luteolinidin 40V, Positive-QTOFsplash10-0w4j-0590000000-f49ed09118da0a74f7be2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID98
FooDB IDFDB000078
KNApSAcK IDC00006611
Chemspider ID390308
KEGG Compound IDC08652
BioCyc IDCPD-11945
BiGG IDNot Available
Wikipedia LinkLuteolinidin
METLIN IDNot Available
PubChem Compound441701
PDB IDNot Available
ChEBI ID6584
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1699801
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available