Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:07:11 UTC
Update Date2022-03-07 02:54:45 UTC
HMDB IDHMDB0036051
Secondary Accession Numbers
  • HMDB36051
Metabolite Identification
Common NameDihydromarasmone
DescriptionDihydromarasmone belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Dihydromarasmone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, dihydromarasmone has been detected, but not quantified in, mushrooms. This could make dihydromarasmone a potential biomarker for the consumption of these foods.
Structure
Data?1563862814
SynonymsNot Available
Chemical FormulaC15H20O5
Average Molecular Weight280.3163
Monoisotopic Molecular Weight280.13107375
IUPAC Name2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one
Traditional Name2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one
CAS Registry Number122458-07-5
SMILES
CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O
InChI Identifier
InChI=1S/C15H20O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-12,16-17H,4-6H2,1-2H3
InChI KeyOWJATCNSNAVKNO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurofurans
Sub ClassNot Available
Direct ParentFurofurans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point164 - 165 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility16.9 g/LALOGPS
logP0.6ALOGPS
logP0.088ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)14.15ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.96 m³·mol⁻¹ChemAxon
Polarizability28.24 ųChemAxon
Number of Rings4ChemAxon
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]+163.98231661259
DarkChem[M-H]-159.07531661259
DeepCCS[M-2H]-199.2430932474
DeepCCS[M+Na]+174.80630932474
AllCCS[M+H]+164.432859911
AllCCS[M+H-H2O]+161.032859911
AllCCS[M+NH4]+167.632859911
AllCCS[M+Na]+168.532859911
AllCCS[M-H]-169.132859911
AllCCS[M+Na-2H]-168.732859911
AllCCS[M+HCOO]-168.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DihydromarasmoneCC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O3422.3Standard polar33892256
DihydromarasmoneCC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O2337.3Standard non polar33892256
DihydromarasmoneCC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O2503.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dihydromarasmone,1TMS,isomer #1CC1(C)C(O[Si](C)(C)C)CC(O)C23C(=O)OC4OCC(=CCC12)C432388.6Semi standard non polar33892256
Dihydromarasmone,1TMS,isomer #2CC1(C)C(O)CC(O[Si](C)(C)C)C23C(=O)OC4OCC(=CCC12)C432400.6Semi standard non polar33892256
Dihydromarasmone,2TMS,isomer #1CC1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C23C(=O)OC4OCC(=CCC12)C432429.6Semi standard non polar33892256
Dihydromarasmone,1TBDMS,isomer #1CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O)C23C(=O)OC4OCC(=CCC12)C432626.0Semi standard non polar33892256
Dihydromarasmone,1TBDMS,isomer #2CC1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)C23C(=O)OC4OCC(=CCC12)C432635.2Semi standard non polar33892256
Dihydromarasmone,2TBDMS,isomer #1CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C23C(=O)OC4OCC(=CCC12)C432863.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dihydromarasmone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0w93-6190000000-b10d6b79bae96b84e1be2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydromarasmone GC-MS (2 TMS) - 70eV, Positivesplash10-06g0-7219200000-c55afd379e7b35fc509b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydromarasmone 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 - Dihydromarasmone 10V, Negative-QTOFsplash10-004i-0090000000-a668e455739baac951da2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Negative-QTOFsplash10-01t9-0090000000-697f48333b3d8b32db2e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Negative-QTOFsplash10-0zg0-0390000000-f7019c1d09ee70647dc32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Negative-QTOFsplash10-004i-0090000000-48f5e9ec9dacb4aa8b832021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Negative-QTOFsplash10-004i-0090000000-a60683775aa606196b7e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Negative-QTOFsplash10-0ims-1190000000-62beec3b30edf8cc06012021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Positive-QTOFsplash10-03e9-0090000000-512b3d94742bcc46201a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Positive-QTOFsplash10-03xs-0090000000-2a91d33033b4f76591a82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Positive-QTOFsplash10-0002-3290000000-c5e1c86a7d017b50bd242016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Positive-QTOFsplash10-001i-0090000000-a3dd3371b2d83837a6372021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Positive-QTOFsplash10-001i-0090000000-0e7cd680c946fb131ec42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Positive-QTOFsplash10-017j-6590000000-287b5886b40a567f82a72021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • 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 IDFDB014873
KNApSAcK IDC00020318
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14433036
PDB IDNot Available
ChEBI IDNot Available
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.. .