Plumbagin (CHEM025973)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:42:53 UTC
Update Date2016-11-09 01:18:11 UTC
Accession NumberCHEM025973
Identification
Common NamePlumbagin
ClassSmall Molecule
DescriptionA hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Methyl-5-hydroxy-1,4-naphthoquinoneChEBI
2-MethyljugloneChEBI
5-Hydroxy-2-methyl-1,4-naphthalenedioneChEBI
5-Hydroxy-2-methyl-1,4-naphthoquinoneChEBI
PlumbaeinChEBI
PlumbagineChEBI
PlumbagoneChEBI
Chemical FormulaC11H8O3
Average Molecular Mass188.179 g/mol
Monoisotopic Mass188.047 g/mol
CAS Registry NumberNot Available
IUPAC Name5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione
Traditional Nameplumbagin
SMILESCC1=CC(=O)C2=C(C=CC=C2O)C1=O
InChI IdentifierInChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3
InChI KeyVCMMXZQDRFWYSE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthoquinones
Direct ParentNaphthoquinones
Alternative Parents
Substituents
  • Naphthoquinone
  • Aryl ketone
  • Quinone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Vinylogous acid
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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 Solubility1.23 g/LALOGPS
logP2.15ALOGPS
logP2.24ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)9.48ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity52.52 m³·mol⁻¹ChemAxon
Polarizability18.52 ųChemAxon
Number of Rings2ChemAxon
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, Positivesplash10-08ms-0900000000-a31fcbec96f4d1a2db51Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-d3e2b63eb92a4cbdd9c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-81aea83b5c9c64b35babSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-2900000000-151b7c1cd4ff07d54e32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-c275c16c4766821f0f85Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-ecf0c8fffcd45b0b9849Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-5900000000-d13a80e451eeb2f932b6Spectrum
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 IDHMDB0256646
FooDB IDFDB005844
Phenol Explorer IDNot Available
KNApSAcK IDC00002852
BiGG IDNot Available
BioCyc IDCPD-4461
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPlumbagin
Chemspider ID9790
ChEBI ID8273
PubChem Compound IDNot Available
Kegg Compound IDC10387
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=14727919
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14762525
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16078700
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16624823
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18974148
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19748668
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20858709
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21064184
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21559086
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21658027
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=21741707