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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:06:45 UTC
Update Date2023-02-21 17:28:42 UTC
HMDB IDHMDB0041427
Secondary Accession Numbers
  • HMDB41427
Metabolite Identification
Common NameErinapyrone B
DescriptionErinapyrone B belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. Erinapyrone B has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make erinapyrone b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Erinapyrone B.
Structure
Data?1677000522
Synonyms
ValueSource
(2R)-2,3-dihydro-2-Hydroxymethyl-6-methyl-4H-pyran-4-oneHMDB
Chemical FormulaC7H10O3
Average Molecular Weight142.1525
Monoisotopic Molecular Weight142.062994186
IUPAC Name2-(hydroxymethyl)-6-methyl-3,4-dihydro-2H-pyran-4-one
Traditional Name2-(hydroxymethyl)-6-methyl-2,3-dihydropyran-4-one
CAS Registry Number146064-67-7
SMILES
CC1=CC(=O)CC(CO)O1
InChI Identifier
InChI=1S/C7H10O3/c1-5-2-6(9)3-7(4-8)10-5/h2,7-8H,3-4H2,1H3
InChI KeyULVSURGNEAHOBK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentDihydropyranones
Alternative Parents
Substituents
  • Dihydropyranone
  • Vinylogous ester
  • Cyclic ketone
  • Ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility137 g/LALOGPS
logP-0.63ALOGPS
logP-0.23ChemAxon
logS-0.02ALOGPS
pKa (Strongest Acidic)14.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.49 m³·mol⁻¹ChemAxon
Polarizability14.48 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]+132.31331661259
DarkChem[M-H]-128.40831661259
DeepCCS[M+H]+143.1830932474
DeepCCS[M-H]-140.25430932474
DeepCCS[M-2H]-176.63230932474
DeepCCS[M+Na]+151.98830932474
AllCCS[M+H]+129.732859911
AllCCS[M+H-H2O]+125.032859911
AllCCS[M+NH4]+134.132859911
AllCCS[M+Na]+135.432859911
AllCCS[M-H]-128.132859911
AllCCS[M+Na-2H]-129.832859911
AllCCS[M+HCOO]-131.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Erinapyrone BCC1=CC(=O)CC(CO)O12369.2Standard polar33892256
Erinapyrone BCC1=CC(=O)CC(CO)O11222.8Standard non polar33892256
Erinapyrone BCC1=CC(=O)CC(CO)O11299.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Erinapyrone B,1TMS,isomer #1CC1=CC(=O)CC(CO[Si](C)(C)C)O11442.7Semi standard non polar33892256
Erinapyrone B,1TMS,isomer #2CC1=CC(O[Si](C)(C)C)=CC(CO)O11464.7Semi standard non polar33892256
Erinapyrone B,2TMS,isomer #1CC1=CC(O[Si](C)(C)C)=CC(CO[Si](C)(C)C)O11529.5Semi standard non polar33892256
Erinapyrone B,2TMS,isomer #1CC1=CC(O[Si](C)(C)C)=CC(CO[Si](C)(C)C)O11535.3Standard non polar33892256
Erinapyrone B,1TBDMS,isomer #1CC1=CC(=O)CC(CO[Si](C)(C)C(C)(C)C)O11689.7Semi standard non polar33892256
Erinapyrone B,1TBDMS,isomer #2CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(CO)O11690.7Semi standard non polar33892256
Erinapyrone B,2TBDMS,isomer #1CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(CO[Si](C)(C)C(C)(C)C)O11959.9Semi standard non polar33892256
Erinapyrone B,2TBDMS,isomer #1CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(CO[Si](C)(C)C(C)(C)C)O11970.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Erinapyrone B GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9400000000-b3b21030a9d999da97322017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erinapyrone B GC-MS (1 TMS) - 70eV, Positivesplash10-0g4l-9500000000-7b9dd4cbac8e150799472017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erinapyrone B 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 - Erinapyrone B 10V, Positive-QTOFsplash10-0006-0900000000-509a1d57dab0c31ce4702017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 20V, Positive-QTOFsplash10-002f-9800000000-1613ad98c5329fda5a9b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 40V, Positive-QTOFsplash10-00lu-9000000000-0615bef6940a9f49310c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 10V, Negative-QTOFsplash10-0006-0900000000-7857d9009b5fa8cef44e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 20V, Negative-QTOFsplash10-0007-6900000000-616994e952e930d012132017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 40V, Negative-QTOFsplash10-0a59-9000000000-c16e4028f68d15c5859d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 10V, Negative-QTOFsplash10-0006-9800000000-c127202adb3b6f3ce3362021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 20V, Negative-QTOFsplash10-05fu-9700000000-a1d8ffec8627cea177132021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 40V, Negative-QTOFsplash10-05mo-9000000000-efe90817118a76c20a682021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 10V, Positive-QTOFsplash10-002f-4900000000-d668c84ef413c23cbaf12021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 20V, Positive-QTOFsplash10-000x-9100000000-ea6cc1d713af61af9bef2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erinapyrone B 40V, Positive-QTOFsplash10-0006-9000000000-a8b7a1fd4147c5c327a92021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C 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 IDFDB021376
KNApSAcK IDC00024009
Chemspider ID35015183
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85092481
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1892331
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.. .