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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:45:51 UTC
Update Date2022-03-07 02:54:14 UTC
HMDB IDHMDB0034836
Secondary Accession Numbers
  • HMDB34836
Metabolite Identification
Common NameLansiumarin B
DescriptionLansiumarin B belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Lansiumarin B has been detected, but not quantified in, fruits. This could make lansiumarin b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Lansiumarin B.
Structure
Data?1563862622
SynonymsNot Available
Chemical FormulaC21H22O6
Average Molecular Weight370.3958
Monoisotopic Molecular Weight370.141638436
IUPAC Name9-{[(2E,5E)-7-hydroperoxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one
Traditional Name9-{[(2E,5E)-7-hydroperoxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}furo[3,2-g]chromen-7-one
CAS Registry Number205115-74-8
SMILES
C\C(C\C=C\C(C)(C)OO)=C/COC1=C2OC(=O)C=CC2=CC2=C1OC=C2
InChI Identifier
InChI=1S/C21H22O6/c1-14(5-4-10-21(2,3)27-23)8-11-25-20-18-16(9-12-24-18)13-15-6-7-17(22)26-19(15)20/h4,6-10,12-13,23H,5,11H2,1-3H3/b10-4+,14-8+
InChI KeyNNZMYFZCHMIZMN-OVXNXNIRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentPsoralens
Alternative Parents
Substituents
  • Psoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Furan
  • Heteroaromatic compound
  • Hydroperoxide
  • Lactone
  • Peroxol
  • Ether
  • Alkyl hydroperoxide
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.36 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP4.52ALOGPS
logP3.98ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)11.7ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area78.13 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity103.07 m³·mol⁻¹ChemAxon
Polarizability39.32 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+190.09231661259
DarkChem[M-H]-191.88931661259
DeepCCS[M+H]+189.96430932474
DeepCCS[M-H]-187.60630932474
DeepCCS[M-2H]-221.8730932474
DeepCCS[M+Na]+197.6430932474
AllCCS[M+H]+188.032859911
AllCCS[M+H-H2O]+185.332859911
AllCCS[M+NH4]+190.632859911
AllCCS[M+Na]+191.332859911
AllCCS[M-H]-191.132859911
AllCCS[M+Na-2H]-190.732859911
AllCCS[M+HCOO]-190.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Lansiumarin BC\C(C\C=C\C(C)(C)OO)=C/COC1=C2OC(=O)C=CC2=CC2=C1OC=C23877.4Standard polar33892256
Lansiumarin BC\C(C\C=C\C(C)(C)OO)=C/COC1=C2OC(=O)C=CC2=CC2=C1OC=C22846.9Standard non polar33892256
Lansiumarin BC\C(C\C=C\C(C)(C)OO)=C/COC1=C2OC(=O)C=CC2=CC2=C1OC=C23018.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Lansiumarin B GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kdi-5359000000-2c4679a256681760fea12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lansiumarin B GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lansiumarin 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 - Lansiumarin B 10V, Positive-QTOFsplash10-0079-0229000000-7879d263787fda277c282016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 20V, Positive-QTOFsplash10-00kr-2986000000-8f30ea39a563b3255c672016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 40V, Positive-QTOFsplash10-0udi-9840000000-70ba5444b1c9b4014bd02016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 10V, Negative-QTOFsplash10-014i-0029000000-3adb46004eaed1be57bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 20V, Negative-QTOFsplash10-0udi-0396000000-b03689836b4ea15f20932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 40V, Negative-QTOFsplash10-0a4i-0930000000-1be15e7331c549f4089d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 10V, Negative-QTOFsplash10-00kr-0009000000-b13525b6bd35f0f80a142021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 20V, Negative-QTOFsplash10-0fy9-0659000000-64e4b78f5b16973bcf8c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 40V, Negative-QTOFsplash10-0udi-0390000000-5d66c703cb50ed7dbca02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 10V, Positive-QTOFsplash10-0udi-0092000000-c2010f232ad3f32dada72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 20V, Positive-QTOFsplash10-000i-0921000000-19972d28995c640db22c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lansiumarin B 40V, Positive-QTOFsplash10-0fhi-4982000000-910d2c288dd3651a5b862021-09-24Wishart 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 IDFDB013402
KNApSAcK IDC00058568
Chemspider ID8674787
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10499386
PDB IDNot Available
ChEBI ID175760
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1845821
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.. .