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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:39:13 UTC
Update Date2023-02-21 17:19:42 UTC
HMDB IDHMDB0030816
Secondary Accession Numbers
  • HMDB30816
Metabolite Identification
Common Name6-Acetyl-2,2-dimethyl-2H-1-benzopyran
Description6-Acetyl-2,2-dimethyl-2H-1-benzopyran belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 6-Acetyl-2,2-dimethyl-2H-1-benzopyran is found, on average, in the highest concentration within sunflowers (Helianthus annuus). 6-Acetyl-2,2-dimethyl-2H-1-benzopyran has also been detected, but not quantified in, fats and oils. This could make 6-acetyl-2,2-dimethyl-2H-1-benzopyran a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6-Acetyl-2,2-dimethyl-2H-1-benzopyran.
Structure
Data?1676999982
Synonyms
ValueSource
1-(2,2-Dimethyl-2H-1-benzopyran-6-yl)ethanone, 9ciHMDB
1-(2,2-Dimethyl-2H-chromen-6-yl)ethanoneHMDB
1-(2,2-Dimethylchromen-6-yl)ethan-1-oneHMDB
6-Acetyl-2,2-dimethyl-3-chromeneHMDB
DemethoxyencecalinHMDB
DesmethoxyencecalinHMDB
Chemical FormulaC13H14O2
Average Molecular Weight202.2491
Monoisotopic Molecular Weight202.099379692
IUPAC Name1-(2,2-dimethyl-2H-chromen-6-yl)ethan-1-one
Traditional Name1-(2,2-dimethylchromen-6-yl)ethanone
CAS Registry Number19013-07-1
SMILES
CC(=O)C1=CC2=C(OC(C)(C)C=C2)C=C1
InChI Identifier
InChI=1S/C13H14O2/c1-9(14)10-4-5-12-11(8-10)6-7-13(2,3)15-12/h4-8H,1-3H3
InChI KeyZAJTXVHECZCXLH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent2,2-dimethyl-1-benzopyrans
Alternative Parents
Substituents
  • 2,2-dimethyl-1-benzopyran
  • Acetophenone
  • Aryl alkyl ketone
  • Aryl ketone
  • Alkyl aryl ether
  • Benzenoid
  • Ketone
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility60.26 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.058 g/LALOGPS
logP3.09ALOGPS
logP2.43ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)16.24ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity60.85 m³·mol⁻¹ChemAxon
Polarizability22.56 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.40731661259
DarkChem[M-H]-145.6631661259
DeepCCS[M+H]+149.82930932474
DeepCCS[M-H]-147.43330932474
DeepCCS[M-2H]-180.5830932474
DeepCCS[M+Na]+155.7830932474
AllCCS[M+H]+142.732859911
AllCCS[M+H-H2O]+138.432859911
AllCCS[M+NH4]+146.732859911
AllCCS[M+Na]+147.932859911
AllCCS[M-H]-149.032859911
AllCCS[M+Na-2H]-149.232859911
AllCCS[M+HCOO]-149.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Acetyl-2,2-dimethyl-2H-1-benzopyranCC(=O)C1=CC2=C(OC(C)(C)C=C2)C=C12454.0Standard polar33892256
6-Acetyl-2,2-dimethyl-2H-1-benzopyranCC(=O)C1=CC2=C(OC(C)(C)C=C2)C=C11622.7Standard non polar33892256
6-Acetyl-2,2-dimethyl-2H-1-benzopyranCC(=O)C1=CC2=C(OC(C)(C)C=C2)C=C11626.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran GC-MS (Non-derivatized) - 70eV, Positivesplash10-002r-2900000000-1c63e6170b5484813f032017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 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-Acetyl-2,2-dimethyl-2H-1-benzopyran 10V, Positive-QTOFsplash10-0udi-0290000000-d4d887ee9b33950fbbe22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 20V, Positive-QTOFsplash10-0udi-1890000000-d45ed7ccaab9ebb3aa5e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 40V, Positive-QTOFsplash10-00kb-2900000000-cdd526e8b49d07a28fb92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 10V, Negative-QTOFsplash10-0udi-0190000000-63f7164adf87c562fd9a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 20V, Negative-QTOFsplash10-0udi-0390000000-03e1cf797c6c2764246b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 40V, Negative-QTOFsplash10-053l-1900000000-530598b8b2c1e4dd888c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 10V, Positive-QTOFsplash10-0udi-0390000000-06aea26dec89daae685f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 20V, Positive-QTOFsplash10-0udr-0950000000-9bdc355f5da028d691072021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 40V, Positive-QTOFsplash10-000l-3900000000-1677691cfe10a06f8df42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 10V, Negative-QTOFsplash10-0udi-0090000000-843bba1c44190e4fb7952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 20V, Negative-QTOFsplash10-0udi-0390000000-41c4bd1573db2a2ea7dd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Acetyl-2,2-dimethyl-2H-1-benzopyran 40V, Negative-QTOFsplash10-1003-0930000000-377753df7a371a51b0362021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
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 IDFDB002772
KNApSAcK IDC00023229
Chemspider ID154177
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound177040
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1823011
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.. .