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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:51:25 UTC
Update Date2019-07-23 06:11:38 UTC
HMDB IDHMDB0032726
Secondary Accession Numbers
  • HMDB32726
Metabolite Identification
Common NameMenadiol dibutyrate
DescriptionMenadiol dibutyrate, also known as karan or vitamin K4-dibutyrat, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Menadiol dibutyrate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862298
Synonyms
ValueSource
Menadiol dibutyric acidGenerator
1,4-Naphthalenediol, 2-methyl-, dibutyrateHMDB
2-Methyl-1,4-naphthalenediol dibutyrateHMDB
2-Methyl-1,4-naphthohydrochinon-dibutyratHMDB
KaranHMDB
KaranumHMDB
Menadiol-dibutyratHMDB
Vitamin K4-dibutyratHMDB
4-(Butanoyloxy)-3-methylnaphthalen-1-yl butanoic acidGenerator
Chemical FormulaC19H22O4
Average Molecular Weight314.3756
Monoisotopic Molecular Weight314.151809192
IUPAC Name4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate
Traditional Name4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate
CAS Registry Number53370-44-8
SMILES
CCCC(=O)OC1=CC(C)=C(OC(=O)CCC)C2=CC=CC=C12
InChI Identifier
InChI=1S/C19H22O4/c1-4-8-17(20)22-16-12-13(3)19(23-18(21)9-5-2)15-11-7-6-10-14(15)16/h6-7,10-12H,4-5,8-9H2,1-3H3
InChI KeyTUWJQNVAGYRRHA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point53 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0011 g/LALOGPS
logP4.65ALOGPS
logP4.98ChemAxon
logS-5.5ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.27 m³·mol⁻¹ChemAxon
Polarizability34.38 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-6790000000-1092f07e4c72d581c452Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01dj-4195000000-d5a6fb0b943b448caeb6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00fr-9670000000-73096ab8328ffa47a734Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-7910000000-d4d2b0af601a2ef369ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dl-2097000000-c874e8c41519e9d4fcfdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-4391000000-aaa350fbb7a7e17bf8deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xr-6920000000-44c0f194382ee892b39aSpectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010687
KNApSAcK IDNot Available
Chemspider ID37223
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound40747
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .