Pelargonidin (CHEM021649)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:09:08 UTC
Update Date2016-11-09 01:17:20 UTC
Accession NumberCHEM021649
Identification
Common NamePelargonidin
ClassSmall Molecule
DescriptionAn anthocyanidin chloride that has 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium as the cationic counterpart.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3,4',5,7-Tetrahydroxyflavylium chlorideChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chlorideChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chlorideChEBI
PelargonidinChEBI
Pelargonidol chlorideChEBI
3,4',5,7-Tetrahydroxy-flavyliumHMDB
3,4',5,7-TetrahydroxyflavyliumHMDB
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyryliumHMDB
PelargonidolHMDB
PelargonidineHMDB
Chemical FormulaC15H11ClO5
Average Molecular Mass306.698 g/mol
Monoisotopic Mass306.030 g/mol
CAS Registry Number134-04-3
IUPAC Name3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium chloride
Traditional Name3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium chloride
SMILES[Cl-].OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O
InChI IdentifierInChI=1S/C15H10O5.ClH/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);1H
InChI KeyYPVZJXMTXCOTJN-UHFFFAOYSA-N
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
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Anthocyanidin
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Hydrochloride
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic zwitterion
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
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
Polarizability27.17 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-0981000000-53916e999e3043b941f6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0076-3311940000-27f659d1235c6ca0641aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0009000000-75ae7896b3bc877f752cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0009000000-75ae7896b3bc877f752cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0009000000-75ae7896b3bc877f752cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-040a4a951c0bd5fb67b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-040a4a951c0bd5fb67b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0009000000-040a4a951c0bd5fb67b6Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0125089
FooDB IDFDB012426
Phenol Explorer ID18
KNApSAcK IDC00007232
BiGG IDNot Available
BioCyc IDPELARGONIDIN-CMPD
METLIN ID3399
PDB IDNot Available
Wikipedia LinkPelargonidin
Chemspider ID389676
ChEBI ID28510
PubChem Compound ID67249
Kegg Compound IDC05904
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17579891
2. Willstatter, R.; Zechmeister, L. Syntheses of pelargonidin. Sitzb. kgl. preuss. Akad. (1914), 886-93. CAN 9:5222 AN 1915:5222
3. Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis)