Allylpalladium chloride dimer (T3D1572)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesGene RegulationTargets (6)XML
Targets (6)
Record Information
Version2.0
Creation Date2009-06-19 21:58:58 UTC
Update Date2014-12-24 20:24:14 UTC
Accession NumberT3D1572
Identification
Common NameAllylpalladium chloride dimer
ClassSmall Molecule
DescriptionAllyl palladium(II) chloride dimer is a organopalladium compound. It is an important catalyst used in organic synthesis. Palladium is a chemical element with the chemical symbol Pd and an atomic number of 46. It is found as a free metal alloyed with gold and other platinum group metals and in the rare minerals cooperite and polarite. (3, 2)
Compound Type
  • Aluminum Compound
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organometallic
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Synonym
.pi.-allyl palladium chloride
.pi.-allylpalladium chloride dimer
Allyl palladium chloride dimer
Allylpalladium chloride
Bis(.pi.-allyl)dichlorodipalladium
Bis(.pi.-allylpalladium chloride)
Di-.mu.-chlorodi-.pi.-allyldipalladium
Di-.pi.-allyldi-.mu.-chlorodipalladium
Diallyldichlorodipalladium
Palladium allyl chloride dimer
Palladium chloride, allyl- (dimer)
Chemical FormulaC6H6Cl2Pd2
Average Molecular Mass361.860 g/mol
Monoisotopic Mass359.792 g/mol
CAS Registry Number12012-95-2
IUPAC Namedichloropalladium bis(prop-1-ene-1,2,3-triide) palladium
Traditional Namepalladium chloride bis(prop-1-ene-1,2,3-triide) palladium
SMILES[Pd].[CH2-][C-]=[CH-].[CH2-][C-]=[CH-].Cl[Pd]Cl
InChI IdentifierInChI=1S/2C3H3.2ClH.2Pd/c2*1-3-2;;;;/h2*1H,2H2;2*1H;;/q2*-3;;;;+2/p-2
InChI KeyInChIKey=UMTYIYKHKMRYID-UHFFFAOYSA-L
Chemical Taxonomy
Description belongs to the class of inorganic compounds known as transition metal chlorides. These are inorganic compounds in which the largest halogen atom is Chlorine, and the heaviest metal atom is a transition metal.
KingdomInorganic compounds
Super ClassMixed metal/non-metal compounds
ClassTransition metal salts
Sub ClassTransition metal chlorides
Direct ParentTransition metal chlorides
Alternative Parents
Substituents
  • Transition metal chloride
  • Inorganic chloride salt
  • Inorganic salt
Molecular FrameworkNot Available
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
LogPNot Available
Predicted Properties
PropertyValueSource
logP1.49ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.03 m³·mol⁻¹ChemAxon
Polarizability4.65 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-00e2d2432b462eccc9112016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0009000000-00e2d2432b462eccc9112016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0009000000-00e2d2432b462eccc9112016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-bec0ac82df1d00c65e5d2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-bec0ac82df1d00c65e5d2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0009000000-bec0ac82df1d00c65e5d2016-08-03View Spectrum
Toxicity Profile
Route of ExposureOral (1) ; inhalation (1) ; dermal (1)
Mechanism of ToxicityDue to their ability to form strong complexes with both inorganic and organic ligands, palladium ions can disturb cellular equilibria, replace other essential ions, and interact with functional groups of macromolecules, such as proteins or DNA. Palladium complexes binding to DNA and RNA leads to strand breakage. Palladium ions are able to inhibit most major cellular functions, including DNA and RNA synthesis. Palladium compounds have been shown to bind to and inhibit various enzymes, including creatine kinase and prolyl hydroxylase. (4)
MetabolismPalladium may be absorbed through oral, dermal, and inhalation exposure. Once in the body it distributes to the kidney, liver, spleen, lymph nodes, adrenal gland, lung and bone. Palladium's ability to form complexes allows it the bind to amino acids, proteins, DNA, and other macromolecules. Palladium and its metabolites are excreted in the urine and faeces. (1)
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesAllylpalladium(II) chloride dimer is an important catalyst used in organic synthesis. (2)
Minimum Risk LevelNot Available
Health EffectsContact with palladium may cause palladium sensitivity and allergy. Animal studies have shown that palladium may damage the liver and kidney. (4)
SymptomsSkin contact with palladium may cause contact dermatitis, erythema, and oedema. (4)
TreatmentNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
PubChem Compound ID24193367
ChEMBL IDNot Available
ChemSpider IDNot Available
KEGG IDNot Available
UniProt IDNot Available
OMIM ID
ChEBI IDNot Available
BioCyc IDNot Available
CTD IDNot Available
Stitch IDAllylpalladium chloride dimer
PDB IDNot Available
ACToR IDNot Available
Wikipedia LinkNot Available
References
Synthesis ReferenceNot Available
MSDST3D1572.pdf
General References
  1. Smith DR, Kahng MW, Quintanilla-Vega B, Fowler BA: High-affinity renal lead-binding proteins in environmentally-exposed humans. Chem Biol Interact. 1998 Aug 14;115(1):39-52. [9817074 ]
  2. Uno S, Dragin N, Miller ML, Dalton TP, Gonzalez FJ, Nebert DW: Basal and inducible CYP1 mRNA quantitation and protein localization throughout the mouse gastrointestinal tract. Free Radic Biol Med. 2008 Feb 15;44(4):570-83. Epub 2007 Nov 12. [17997381 ]
  3. Wikipedia. Palladium. Last Updated 14 June 2009. [Link]
  4. International Programme on Chemical Safety (IPCS) INCHEM (2002). Environmental Health Criteria for Palladium. [Link]
Gene Regulation
Up-Regulated GenesNot Available
Down-Regulated GenesNot Available

Targets

Target Details
1. Creatine kinase M-type
General Function:
Creatine kinase activity
Specific Function:
Reversibly catalyzes the transfer of phosphate between ATP and various phosphogens (e.g. creatine phosphate). Creatine kinase isoenzymes play a central role in energy transduction in tissues with large, fluctuating energy demands, such as skeletal muscle, heart, brain and spermatozoa.
Gene Name:
CKM
Uniprot ID:
P06732
Molecular Weight:
43100.91 Da
References
  1. Liu TZ, Khayam-Bashi H, Bhatnagar RS: Inhibition of creatine kinase activity and alterations in electrophoretic mobility by palladium ions. J Environ Pathol Toxicol. 1979 Jan-Feb;2(3):907-16. [422942 ]
Target Details
2. Prolyl 4-hydroxylase subunit alpha-1
General Function:
Procollagen-proline 4-dioxygenase activity
Specific Function:
Catalyzes the post-translational formation of 4-hydroxyproline in -Xaa-Pro-Gly- sequences in collagens and other proteins.
Gene Name:
P4HA1
Uniprot ID:
P13674
Molecular Weight:
61048.775 Da
References
  1. Rapaka RS, Sorensen KR, Lee SD, Bhatnagar RS: Inhibition of hydroxyproline synthesis by palladium ions. Biochim Biophys Acta. 1976 Mar 11;429(1):63-71. [177068 ]
Target Details
3. Prolyl 4-hydroxylase subunit alpha-2
General Function:
Procollagen-proline 4-dioxygenase activity
Specific Function:
Catalyzes the post-translational formation of 4-hydroxyproline in -Xaa-Pro-Gly- sequences in collagens and other proteins.
Gene Name:
P4HA2
Uniprot ID:
O15460
Molecular Weight:
60901.42 Da
References
  1. Rapaka RS, Sorensen KR, Lee SD, Bhatnagar RS: Inhibition of hydroxyproline synthesis by palladium ions. Biochim Biophys Acta. 1976 Mar 11;429(1):63-71. [177068 ]
Target Details
4. Prolyl 4-hydroxylase subunit alpha-3
General Function:
Procollagen-proline 4-dioxygenase activity
Specific Function:
Catalyzes the post-translational formation of 4-hydroxyproline in -Xaa-Pro-Gly- sequences in collagens and other proteins.
Gene Name:
P4HA3
Uniprot ID:
Q7Z4N8
Molecular Weight:
61125.675 Da
References
  1. Rapaka RS, Sorensen KR, Lee SD, Bhatnagar RS: Inhibition of hydroxyproline synthesis by palladium ions. Biochim Biophys Acta. 1976 Mar 11;429(1):63-71. [177068 ]
Target Details
5. Transmembrane prolyl 4-hydroxylase
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, 2-oxoglutarate as one donor, and incorporation of one atom each of oxygen into both donors
Specific Function:
Catalyzes the post-translational formation of 4-hydroxyproline in hypoxia-inducible factor (HIF) alpha proteins. Hydroxylates HIF1A at 'Pro-402' and 'Pro-564'. May function as a cellular oxygen sensor and, under normoxic conditions, may target HIF through the hydroxylation for proteasomal degradation via the von Hippel-Lindau ubiquitination complex.
Gene Name:
P4HTM
Uniprot ID:
Q9NXG6
Molecular Weight:
56660.535 Da
References
  1. Rapaka RS, Sorensen KR, Lee SD, Bhatnagar RS: Inhibition of hydroxyproline synthesis by palladium ions. Biochim Biophys Acta. 1976 Mar 11;429(1):63-71. [177068 ]
6. DNA
General Function:
Used for biological information storage.
Specific Function:
DNA contains the instructions needed for an organism to develop, survive and reproduce.
Molecular Weight:
2.15 x 1012 Da