Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:21:45 UTC
Update Date2022-03-07 02:56:21 UTC
HMDB IDHMDB0039825
Secondary Accession Numbers
  • HMDB39825
Metabolite Identification
Common NameCyclocalopin F
DescriptionCyclocalopin F belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Cyclocalopin F is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyclocalopin F has been detected, but not quantified in, mushrooms. This could make cyclocalopin F a potential biomarker for the consumption of these foods.
Structure
Data?1563863444
SynonymsNot Available
Chemical FormulaC15H18O6
Average Molecular Weight294.2998
Monoisotopic Molecular Weight294.110338308
IUPAC Name14-hydroxy-3,9-dimethyl-12-methylidene-5,8,10-trioxatetracyclo[9.3.1.0¹,⁹.0²,⁷]pentadecane-6,13-dione
Traditional Name14-hydroxy-3,9-dimethyl-12-methylidene-5,8,10-trioxatetracyclo[9.3.1.0¹,⁹.0²,⁷]pentadecane-6,13-dione
CAS Registry NumberNot Available
SMILES
CC1COC(=O)C2OC3(C)OC4CC3(C12)C(O)C(=O)C4=C
InChI Identifier
InChI=1S/C15H18O6/c1-6-5-19-13(18)11-9(6)15-4-8(20-14(15,3)21-11)7(2)10(16)12(15)17/h6,8-9,11-12,17H,2,4-5H2,1,3H3
InChI KeyUGWYLYUJRHPKJY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFuropyrans
Sub ClassNot Available
Direct ParentFuropyrans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility15.7 g/LALOGPS
logP0.73ALOGPS
logP0.61ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)12.76ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area82.06 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.65 m³·mol⁻¹ChemAxon
Polarizability28.59 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]+165.81431661259
DarkChem[M-H]-163.91131661259
DeepCCS[M-2H]-202.4130932474
DeepCCS[M+Na]+177.64930932474
AllCCS[M+H]+167.732859911
AllCCS[M+H-H2O]+164.332859911
AllCCS[M+NH4]+170.832859911
AllCCS[M+Na]+171.732859911
AllCCS[M-H]-171.932859911
AllCCS[M+Na-2H]-171.532859911
AllCCS[M+HCOO]-171.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cyclocalopin FCC1COC(=O)C2OC3(C)OC4CC3(C12)C(O)C(=O)C4=C3107.4Standard polar33892256
Cyclocalopin FCC1COC(=O)C2OC3(C)OC4CC3(C12)C(O)C(=O)C4=C2049.8Standard non polar33892256
Cyclocalopin FCC1COC(=O)C2OC3(C)OC4CC3(C12)C(O)C(=O)C4=C2333.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cyclocalopin F,1TMS,isomer #1C=C1C(=O)C(O[Si](C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132219.3Semi standard non polar33892256
Cyclocalopin F,1TMS,isomer #2C=C1C(O[Si](C)(C)C)=C(O)C23CC1OC2(C)OC1C(=O)OCC(C)C132167.3Semi standard non polar33892256
Cyclocalopin F,2TMS,isomer #1C=C1C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132217.4Semi standard non polar33892256
Cyclocalopin F,2TMS,isomer #1C=C1C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132178.6Standard non polar33892256
Cyclocalopin F,1TBDMS,isomer #1C=C1C(=O)C(O[Si](C)(C)C(C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132445.0Semi standard non polar33892256
Cyclocalopin F,1TBDMS,isomer #2C=C1C(O[Si](C)(C)C(C)(C)C)=C(O)C23CC1OC2(C)OC1C(=O)OCC(C)C132399.1Semi standard non polar33892256
Cyclocalopin F,2TBDMS,isomer #1C=C1C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132664.9Semi standard non polar33892256
Cyclocalopin F,2TBDMS,isomer #1C=C1C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C23CC1OC2(C)OC1C(=O)OCC(C)C132635.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cyclocalopin F GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-6190000000-05202935fa877fd3e58c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclocalopin F GC-MS (1 TMS) - 70eV, Positivesplash10-0kor-5169000000-9f467d9461fef6ebe0252017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclocalopin F 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 - Cyclocalopin F 10V, Positive-QTOFsplash10-0002-0190000000-15a75fc82c51071fc0542016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 20V, Positive-QTOFsplash10-002b-1190000000-a75423eb63be916157312016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 40V, Positive-QTOFsplash10-0bvl-6940000000-5eaaf9abe3dff10b34792016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 10V, Negative-QTOFsplash10-0007-0090000000-73bfcc1cdd1531a332482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 20V, Negative-QTOFsplash10-002f-0090000000-4cf0dc1dad565532be5b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 40V, Negative-QTOFsplash10-02t9-3920000000-45666f8378efbbbe2d472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 10V, Negative-QTOFsplash10-0006-0090000000-b5a7211fa38d80d2a6352021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 20V, Negative-QTOFsplash10-0006-0090000000-1191d1cd91f9b20cfc962021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 40V, Negative-QTOFsplash10-014i-0930000000-908c826de6b7c87dd7ff2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 10V, Positive-QTOFsplash10-0002-0090000000-90598ef4a9d391d30cd52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 20V, Positive-QTOFsplash10-0002-0090000000-28664dd1fa849c6511242021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclocalopin F 40V, Positive-QTOFsplash10-02ta-2790000000-f0ad61e9722de0de26712021-09-24Wishart 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
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 IDFDB019478
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85295949
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.. .