Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:49:53 UTC
Update Date2023-02-21 17:26:37 UTC
HMDB IDHMDB0038510
Secondary Accession Numbers
  • HMDB38510
Metabolite Identification
Common Name6-Methoxymellein
Description6-Methoxymellein, also known as 6-MHMD-isocoumarin, 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 has been detected, but not quantified in, a few different foods, such as carrots (Daucus carota ssp. sativus), root vegetables, and wild carrots (Daucus carota). This could make 6-methoxymellein a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 6-Methoxymellein.
Structure
Data?1677000397
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)-(-)-isomerMeSH, HMDB
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
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point75 - 76 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.49431661259
DarkChem[M-H]-147.72731661259
DeepCCS[M+H]+148.11530932474
DeepCCS[M-H]-145.75730932474
DeepCCS[M-2H]-179.54530932474
DeepCCS[M+Na]+154.530932474
AllCCS[M+H]+145.832859911
AllCCS[M+H-H2O]+141.632859911
AllCCS[M+NH4]+149.732859911
AllCCS[M+Na]+150.832859911
AllCCS[M-H]-146.732859911
AllCCS[M+Na-2H]-146.932859911
AllCCS[M+HCOO]-147.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-MethoxymelleinCOC1=CC(O)=C2C(=O)OC(C)CC2=C12903.5Standard polar33892256
6-MethoxymelleinCOC1=CC(O)=C2C(=O)OC(C)CC2=C11873.9Standard non polar33892256
6-MethoxymelleinCOC1=CC(O)=C2C(=O)OC(C)CC2=C11856.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Methoxymellein,1TMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C)=C11914.6Semi standard non polar33892256
6-Methoxymellein,1TBDMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C(C)(C)C)=C12182.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxymellein GC-MS (Non-derivatized) - 70eV, Positivesplash10-03k9-0900000000-061d6423fe204dada3982017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxymellein GC-MS (1 TMS) - 70eV, Positivesplash10-00dr-1190000000-61e509659cdac5da285d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Methoxymellein GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 10V, Positive-QTOFsplash10-0a4i-0290000000-5cb43d7f8e2a120584612015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 20V, Positive-QTOFsplash10-0a4i-1960000000-d424daf3d806fe39867d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 40V, Positive-QTOFsplash10-00rw-2900000000-6c072322fd99a7553da32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 10V, Negative-QTOFsplash10-0bt9-0890000000-98a8fc6f8d69cf5e11d72015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 20V, Negative-QTOFsplash10-0bt9-0960000000-acc2bdf7629a8d7b719b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 40V, Negative-QTOFsplash10-000b-2900000000-ef5fffbb60c6bd22a8be2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 10V, Positive-QTOFsplash10-0a4i-0090000000-f1b9a89f9653fb07743a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 20V, Positive-QTOFsplash10-0a4i-0950000000-552cbacc2fca7862f0852021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 40V, Positive-QTOFsplash10-06g0-2910000000-359bfe42610099dcd1ad2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 10V, Negative-QTOFsplash10-0a4i-0090000000-01af25d4eb5cb12278e32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 20V, Negative-QTOFsplash10-0bt9-0950000000-ccf50223a1aace7369472021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Methoxymellein 40V, Negative-QTOFsplash10-00dm-2900000000-129399cd77aecc4086a42021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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
MarkerDB IDNot Available
Good Scents 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.. .