Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2020-09-17 15:39:10 UTC
Primary IDFDB012426
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePelargonidin
DescriptionPelargonidin 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. Thus, pelargonidin is considered to be a flavonoid lipid molecule. Pelargonidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Pelargonidin is found, on average, in the highest concentration within a few different foods, such as radish, black raspberries, and strawberries and in a lower concentration in elderberries, eggplants, and yardlong beans. Pelargonidin has also been detected, but not quantified in, several different foods, such as peach (var.), root vegetables, giant butterburs, half-highbush blueberries, and chicory leaves. This could make pelargonidin a potential biomarker for the consumption of these foods.
CAS Number134-04-3
Structure
Thumb
Synonyms
SynonymSource
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyryliumChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chlorideKegg
3,4',5,7-Tetrahydroxyflavylium chlorideKegg
Pelargonidin chlorideKegg
Pelargonidol chlorideKegg
PelargonidineMeSH
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chlorideMeSH
PelargonidinHMDB
PelarogonidinHMDB
1-Benzopyrylium, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-biospider
3,4',5,7-Tetrahydroxy-flavyliumHMDB
3,4',5,7-TetrahydroxyflavyliumHMDB
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyryliumbiospider
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium(1+), 9CIdb_source
3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenyliumbiospider
PelargonidolHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP2.94ALOGPS
logP-0.5ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)6.51ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area94.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity72.18 m³·mol⁻¹ChemAxon
Polarizability27.16 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H11O5
IUPAC name3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2H-chromen-2-ylium
InChI IdentifierInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1
InChI KeyXVFMGWDSJLBXDZ-UHFFFAOYSA-O
Isomeric SMILESOC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O
Average Molecular Weight271.2448
Monoisotopic Molecular Weight271.060648462
Classification
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
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 66.42%; H 4.09%; O 29.49%DFC
Melting PointMp 350° (chloride)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[acid] lmax 530 (e 32000) (MeOH/HCl) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPelargonidin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-0590000000-433152a67ceebfb4760dSpectrum
Predicted GC-MSPelargonidin, TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0076-3311940000-27f659d1235c6ca0641aSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QTOF 6V, negativesplash10-014i-0090000000-ea3de9aeb3c6302fbfd6Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 8V, negativesplash10-014i-0190000000-e528f22236457f7bb1f9Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, negativesplash10-014i-0290000000-32ea61b58eda57ea7d49Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 12V, negativesplash10-014i-0490000000-a6727c20673446687f98Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, negativesplash10-014j-0790000000-56b7795234182d226541Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 2V, negativesplash10-014i-0090000000-9e3ce437f443fde49fd9Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, negativesplash10-002f-0490000000-04d40c2efd76af71ca38Spectrum
MS/MSLC-MS/MS Spectrum - n/a 27V, positivesplash10-00xr-0190000000-c645c45f57c1bcfb43a4Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-00di-0090000000-68cd52d520111f5f4bd4Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 6V, positivesplash10-00di-0940000000-f04426014dc542ea58b4Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 8V, positivesplash10-00di-0930000000-3bdc8c841ce0c6332685Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-00di-0910000000-a635fef1540d29a4b786Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 12V, positivesplash10-00di-0910000000-06fcbbe5e27cc9a2bf8aSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-00di-0900000000-ae6ce276f7d55aa3e29dSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 18V, positivesplash10-00di-0090000000-db8d9742becb27ed1c15Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-00di-0090000000-cf39a7e66f947a39bc78Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 22V, positivesplash10-00di-0090000000-e18063391fa2bcaffcd1Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-00di-0190000000-8f1ff0a9e88a790097c3Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-00di-0290000000-a33b9fec7b5573ee50c5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-05c26eb7b1cc94c37edfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-524aa4c208e3983d03d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0j6r-1950000000-41c9c82ef0314d300395Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-1d1e62d6b2ab0749d0a3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-e4330de55139f36af845Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-005c-5950000000-ff425361fabac33a2ed4Spectrum
NMRNot Available
ChemSpider ID60584
ChEMBL IDCHEMBL591036
KEGG Compound IDC05904
Pubchem Compound ID67249
Pubchem Substance IDNot Available
ChEBI ID25863
Phenol-Explorer ID18
DrugBank IDNot Available
HMDB IDHMDB03263
CRC / DFC (Dictionary of Food Compounds) IDHGV59-L:HGV59-L
EAFUS IDNot Available
Dr. Duke IDPELARGONIDIN
BIGG IDNot Available
KNApSAcK IDC00007232
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPelargonidin
Phenol-Explorer Metabolite ID18
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti herpetic22587 A substance that destroys or inhibits replication of viruses.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti viral22587 A substance that destroys or inhibits replication of viruses.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.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
pigment26130 An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.DUKE
prooxidantDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).