Identification
NameKojic acid
Accession NumberDB01759  (EXPT01978)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
5-hydroxy-2-(hydroxymethyl)-4-pyrone
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNII6K23F1TT52
CAS number501-30-4
WeightAverage: 142.1094
Monoisotopic: 142.02660868
Chemical FormulaC6H6O4
InChI KeyBEJNERDRQOWKJM-UHFFFAOYSA-N
InChI
InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
IUPAC Name
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
SMILES
OCC1=CC(=O)C(O)=CO1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)153.5 °CPhysProp
logP-0.64KONTOGHIORGHES,GJ (1988)
Predicted Properties
PropertyValueSource
Water Solubility92.3 mg/mLALOGPS
logP-1ALOGPS
logP-0.5ChemAxon
logS-0.19ALOGPS
pKa (Strongest Acidic)9.3ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.27 m3·mol-1ChemAxon
Polarizability12.63 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9242
Blood Brain Barrier+0.7522
Caco-2 permeable-0.5329
P-glycoprotein substrateNon-substrate0.6369
P-glycoprotein inhibitor INon-inhibitor0.8713
P-glycoprotein inhibitor IINon-inhibitor0.8222
Renal organic cation transporterNon-inhibitor0.8661
CYP450 2C9 substrateNon-substrate0.8316
CYP450 2D6 substrateNon-substrate0.8744
CYP450 3A4 substrateNon-substrate0.7193
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9557
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.909
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7747
Ames testAMES toxic0.9016
CarcinogenicityNon-carcinogens0.9206
BiodegradationReady biodegradable0.8904
Rat acute toxicity2.0673 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9443
hERG inhibition (predictor II)Non-inhibitor0.9539
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00di-3950000000-d1e6f5b2e47ac5626c5fView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-05p6-9300000000-704def65872ec878b268View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-00ko-9500000000-8c8ed21581e5ce62d657View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-00dj-0972200000-d2e1134bffb7759fab36View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00dj-1940000000-7a8f18adc19d5275d098View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0006-0900000000-7497f496112e599fe169View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-9200000000-79391fb0052779fa15a9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-00kf-9400000000-15508d600420b309e528View in MoNA
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as pyranones and derivatives. These are compounds containing a pyran ring which bears a ketone.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyrans
Direct ParentPyranones and derivatives
Alternative ParentsHeteroaromatic compounds / Cyclic ketones / Oxacyclic compounds / Primary alcohols / Organic oxides / Hydrocarbon derivatives / Aromatic alcohols
SubstituentsPyranone / Heteroaromatic compound / Cyclic ketone / Oxacycle / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Aromatic alcohol / Primary alcohol / Organooxygen compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorsprimary alcohol, pyranone, enol (CHEBI:43572 )
Drug created on June 13, 2005 07:24 / Updated on July 18, 2017 17:02