Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2018-05-28 23:36:43 UTC
Primary IDFDB012426
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePelargonidin
DescriptionAnthocyanin pigment present in many plants, flowers and fruits, e.g. cherries, raspberries, radishes, orchids, brassicas, Petunia subspecies Glycosides also widely distributed. Pelargonidin is found in many foods, some of which are almond, radish (variety), garden tomato, and tarragon.
CAS Number134-04-3
Structure
Thumb
Synonyms
SynonymSource
3,4',5,7-Tetrahydroxyflavylium chlorideChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyryliumChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chlorideChEBI
Pelargonidin chlorideChEBI
Pelargonidol chlorideChEBI
PelargonidineMeSH
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 chlorideChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium(1+), 9CIdb_source
3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenyliumbiospider
Pelargonidindb_source
PelargonidolHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP2.94ALOGPS
logP3.33ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)6.03ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area94.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity82.13 m³·mol⁻¹ChemAxon
Polarizability27.16 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H11O5
IUPAC name3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-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
DescriptionThis compound 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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-0590000000-433152a67ceebfb4760dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ( TMS) - 70eV, Positivesplash10-0076-3311940000-27f659d1235c6ca0641aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-05c26eb7b1cc94c37edfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-524aa4c208e3983d03d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0j6r-1950000000-41c9c82ef0314d300395View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-1d1e62d6b2ab0749d0a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-e4330de55139f36af845View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-005c-5950000000-ff425361fabac33a2ed4View in MoNA
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).