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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:49:53 UTC
Update Date2019-07-23 06:26:49 UTC
HMDB IDHMDB0038510
Secondary Accession Numbers
  • HMDB38510
Metabolite Identification
Common Name6-Methoxymellein
Description6-Methoxymellein, also known as 6-MHMD-isocoumarin or antibiotic LL-N313a, belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. 6-Methoxymellein is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 6-Methoxymellein has been detected, but not quantified in, a few different foods, such as carrots, root vegetables, and wild carrots. This could make 6-methoxymellein a potential biomarker for the consumption of these foods. An isochromane that is mellein bearing a methoxy substituent at position 6.
Structure
Data?1563863209
Synonyms
ValueSource
2,4-Dihydro-8-hydroxy-6-methoxy-3-methyl-1H-2-benzopyran-1-oneChEBI
3,4-Dihydro-8-hydroxy-6-methoxy-3-methylisocoumarinChEBI
3-Methyl-6-methoxy-8-hydroxy-3,4-dihydroisocoumarinChEBI
6-Methoxy-8-hydroxy-3-methyl-3,4-dihydroisocoumarinChEBI
6-MHMD-IsocoumarinChEBI
3,4-Dihydro-8-hydroxy-6-methoxy-3-methyl-1H-2-benzopyran-1-oneHMDB
Antibiotic LL-N313aHMDB
IsocoumarinHMDB
LL-N313aHMDB
6-Methoxy-8-hydroxy-3-methyl-3,4-dihydroisocoumarin, (R)-(-)-isomerHMDB
Chemical FormulaC11H12O4
Average Molecular Weight208.2106
Monoisotopic Molecular Weight208.073558872
IUPAC Name8-hydroxy-6-methoxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
Traditional Name6-methoxymellein
CAS Registry Number13410-15-6
SMILES
COC1=CC(O)=C2C(=O)OC(C)CC2=C1
InChI Identifier
InChI=1S/C11H12O4/c1-6-3-7-4-8(14-2)5-9(12)10(7)11(13)15-6/h4-6,12H,3H2,1-2H3
InChI KeyAIFNAMVERSBWPS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class2-benzopyrans
Direct Parent2-benzopyrans
Alternative Parents
Substituents
  • 2-benzopyran
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Vinylogous acid
  • Carboxylic acid ester
  • Lactone
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Oxacycle
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point75 - 76 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.97 g/LALOGPS
logP2.06ALOGPS
logP2.42ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity54.26 m³·mol⁻¹ChemAxon
Polarizability21.1 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, Positivesplash10-03k9-0900000000-061d6423fe204dada398Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dr-1190000000-61e509659cdac5da285dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0290000000-5cb43d7f8e2a12058461Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1960000000-d424daf3d806fe39867dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00rw-2900000000-6c072322fd99a7553da3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0bt9-0890000000-98a8fc6f8d69cf5e11d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-0960000000-acc2bdf7629a8d7b719bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000b-2900000000-ef5fffbb60c6bd22a8beSpectrum
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 IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017890
KNApSAcK IDC00003004
Chemspider ID83993
KEGG Compound IDC02381
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link6-Methoxymellein
METLIN IDNot Available
PubChem Compound93040
PDB IDNot Available
ChEBI ID16252
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.. .