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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:41 UTC
Update Date2022-03-07 02:53:30 UTC
HMDB IDHMDB0032923
Secondary Accession Numbers
  • HMDB32923
Metabolite Identification
Common NameKojic acid
DescriptionKojic acid, also known as acido kojico or kojisaeure, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Kojic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Kojic acid.
Structure
Data?1563862326
Synonyms
ValueSource
5-Hydroxy-2-(hydroxymethyl)-4-pyroneChEBI
5-Hydroxy-2-hydroxymethyl-4-pyroneChEBI
Acido kojicoChEBI
KojisaeureChEBI
KojateGenerator
2-(Hydroxymethyl)-5-hydroxy-4H-pyran-4-oneHMDB
2-Hydroxymethyl-5-hydroxy-gamma-pyroneHMDB
5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-oneHMDB
5-Hydroxy-2-(hydroxymethyl)pyran-4-oneHMDB
5-Hydroxy-2-hydroxymethyl-4H-4-pyranoneHMDB
KOJHMDB
Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)HMDB
Kojyl-appaMeSH, HMDB
5-((3-Aminopropyl)phosphinooxy)-2-(hydroxymethyl)-4H-pyran-4-oneMeSH, HMDB
Chemical FormulaC6H6O4
Average Molecular Weight142.1094
Monoisotopic Molecular Weight142.02660868
IUPAC Name5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Traditional Namekojic acid
CAS Registry Number501-30-4
SMILES
OCC1=CC(=O)C(O)=CO1
InChI Identifier
InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
InChI KeyBEJNERDRQOWKJM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Heteroaromatic compound
  • Cyclic ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point161 °CNot Available
Boiling Point401.67 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility934600 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.64Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available121.87http://allccs.zhulab.cn/database/detail?ID=AllCCS00001135
Predicted Molecular Properties
PropertyValueSource
Water Solubility92.3 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.27 m³·mol⁻¹ChemAxon
Polarizability12.63 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.04631661259
DarkChem[M-H]-126.44331661259
DeepCCS[M+H]+128.85230932474
DeepCCS[M-H]-125.630932474
DeepCCS[M-2H]-162.81430932474
DeepCCS[M+Na]+137.74330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Kojic acidOCC1=CC(=O)C(O)=CO12239.5Standard polar33892256
Kojic acidOCC1=CC(=O)C(O)=CO11279.0Standard non polar33892256
Kojic acidOCC1=CC(=O)C(O)=CO11408.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Kojic acid,1TMS,isomer #1C[Si](C)(C)OCC1=CC(=O)C(O)=CO11626.1Semi standard non polar33892256
Kojic acid,1TMS,isomer #2C[Si](C)(C)OC1=COC(CO)=CC1=O1610.8Semi standard non polar33892256
Kojic acid,2TMS,isomer #1C[Si](C)(C)OCC1=CC(=O)C(O[Si](C)(C)C)=CO11695.4Semi standard non polar33892256
Kojic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC(=O)C(O)=CO11852.8Semi standard non polar33892256
Kojic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=COC(CO)=CC1=O1874.0Semi standard non polar33892256
Kojic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC(=O)C(O[Si](C)(C)C(C)(C)C)=CO12164.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Kojic acid GC-MS (2 TMS)splash10-00di-3950000000-d1e6f5b2e47ac5626c5f2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Kojic acid EI-B (Non-derivatized)splash10-05p6-9300000000-704def65872ec878b2682017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Kojic acid EI-B (Non-derivatized)splash10-00ko-9500000000-8c8ed21581e5ce62d6572017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Kojic acid EI-B (Non-derivatized)splash10-00dj-0972200000-d2e1134bffb7759fab362017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Kojic acid GC-EI-TOF (Non-derivatized)splash10-00dj-1940000000-7a8f18adc19d5275d0982017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Kojic acid GC-MS (Non-derivatized)splash10-00di-3950000000-d1e6f5b2e47ac5626c5f2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kojic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-03kc-6900000000-d96f98a42148a6e472332017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kojic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9650000000-945de47e75f8ec9b9eaf2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kojic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00kf-9400000000-15508d600420b309e5282014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Kojic acid LC-ESI-QTOF , negative-QTOFsplash10-0006-0900000000-7497f496112e599fe1692017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Kojic acid Linear Ion Trap , negative-QTOFsplash10-001i-9200000000-79391fb0052779fa15a92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Kojic acid 10V, Negative-QTOFsplash10-0006-0900000000-7497f496112e599fe1692021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 10V, Positive-QTOFsplash10-0006-0900000000-b4f5c76df606bee2639b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 20V, Positive-QTOFsplash10-0006-1900000000-8c591424fe1f23b4f4632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 40V, Positive-QTOFsplash10-0a6r-9300000000-2f1a2b3413e8f032697f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 10V, Negative-QTOFsplash10-0006-0900000000-a3e3f8a5e8ce22a6cba32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 20V, Negative-QTOFsplash10-01ox-2900000000-4f881cf1625489e948382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 40V, Negative-QTOFsplash10-052f-9000000000-82a828b03c7d45e6515f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 10V, Positive-QTOFsplash10-004l-1900000000-9f54abebd3fd9066985d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 20V, Positive-QTOFsplash10-00ov-9600000000-4e5e43090310b4854d932021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 40V, Positive-QTOFsplash10-0006-9100000000-20c19898fd61a4ca36ac2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 10V, Negative-QTOFsplash10-0006-0900000000-781e0069db86c3955b892021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 20V, Negative-QTOFsplash10-0006-9400000000-c6bf0fd6d0995684723a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kojic acid 40V, Negative-QTOFsplash10-0006-9000000000-63243637491eb161d9df2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01759
Phenol Explorer Compound IDNot Available
FooDB IDFDB010906
KNApSAcK IDC00041026
Chemspider ID3708
KEGG Compound IDC14516
BioCyc IDKOJIC-ACID
BiGG IDNot Available
Wikipedia LinkKojic_acid
METLIN IDNot Available
PubChem Compound3840
PDB IDKOJ
ChEBI ID43572
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1253161
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Novotny L, Rauko P, Abdel-Hamid M, Vachalkova A: Kojic acid--a new leading molecule for a preparation of compounds with an anti-neoplastic potential. Neoplasma. 1999;46(2):89-92. [PubMed:10466431 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .