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Pelargonidin (FDB012426)

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. Pelargonidin is found, on average, in the highest concentration within a few different foods, such as radishes (Raphanus sativus), black raspberries (Rubus occidentalis), and strawberries (Fragaria X ananassa) and in a lower concentration in elderberries (Sambucus), sour cherries (Prunus cerasus), and red raspberries (Rubus idaeus). Pelargonidin has also been detected, but not quantified in, several different foods, such as cereals and cereal products, giant butterburs (Petasites japonicus), goji, cherry tomatoes (Solanum lycopersicum var. cerasiforme), and corn salads (Valerianella locusta). This could make pelargonidin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Pelargonidin.
CAS Number134-04-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
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
Predicted GC-MSPelargonidin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QTOF 6V, negativesplash10-014i-0090000000-ea3de9aeb3c6302fbfd62020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 8V, negativesplash10-014i-0190000000-e528f22236457f7bb1f92020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, negativesplash10-014i-0290000000-32ea61b58eda57ea7d492020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 12V, negativesplash10-014i-0490000000-a6727c20673446687f982020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, negativesplash10-014j-0790000000-56b7795234182d2265412020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 2V, negativesplash10-014i-0090000000-9e3ce437f443fde49fd92020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, negativesplash10-002f-0490000000-04d40c2efd76af71ca382020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 27V, positivesplash10-00xr-0190000000-c645c45f57c1bcfb43a42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-00di-0090000000-68cd52d520111f5f4bd42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 6V, positivesplash10-00di-0940000000-f04426014dc542ea58b42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 8V, positivesplash10-00di-0930000000-3bdc8c841ce0c63326852020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-00di-0910000000-a635fef1540d29a4b7862020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 12V, positivesplash10-00di-0910000000-06fcbbe5e27cc9a2bf8a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-00di-0900000000-ae6ce276f7d55aa3e29d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 18V, positivesplash10-00di-0090000000-db8d9742becb27ed1c152020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-00di-0090000000-cf39a7e66f947a39bc782020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 22V, positivesplash10-00di-0090000000-e18063391fa2bcaffcd12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-00di-0190000000-8f1ff0a9e88a790097c32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-00di-0290000000-a33b9fec7b5573ee50c52020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-05c26eb7b1cc94c37edf2017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-524aa4c208e3983d03d52017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0j6r-1950000000-41c9c82ef0314d3003952017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-1d1e62d6b2ab0749d0a32017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-e4330de55139f36af8452017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-005c-5950000000-ff425361fabac33a2ed42017-06-28View Spectrum
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).