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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 23:43:08 UTC
Update Date2019-11-12 17:22:17 UTC
HMDB IDHMDB0130292
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl}propan-2-yl acetate
Description2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2h,3h,7h-furo[3,2-g]chromen-2-yl}propan-2-yl acetate is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[6-(2-methylbut-3-en-2-yl)-7-oxo-2h,3h,7h-furo[3,2-g]chromen-2-yl]propan-2-yl acetate. It is generated by cyp2c19 enzyme via an alkene-epoxidation-pattern1 reaction. This alkene-epoxidation-pattern1 occurs in humans.
Structure
Data?1563875627
Synonyms
ValueSource
2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl}propan-2-yl acetic acidGenerator
Chemical FormulaC21H24O6
Average Molecular Weight372.417
Monoisotopic Molecular Weight372.157288493
IUPAC Name2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl}propan-2-yl acetate
Traditional Name2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2H,3H-furo[3,2-g]chromen-2-yl}propan-2-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)OC(C)(C)C1CC2=CC3=C(OC(=O)C(=C3)C(C)(C)C3CO3)C=C2O1
InChI Identifier
InChI=1S/C21H24O6/c1-11(22)27-21(4,5)17-8-13-6-12-7-14(20(2,3)18-10-24-18)19(23)26-16(12)9-15(13)25-17/h6-7,9,17-18H,8,10H2,1-5H3
InChI KeyFRYZYILZQRCOMU-UHFFFAOYSA-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
  • Coumaran
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxirane
  • Ether
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.81ALOGPS
logP2.85ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area74.36 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity97.7 m³·mol⁻¹ChemAxon
Polarizability40.03 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8089000000-1e40d318450ac7c6c7a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0759-1029000000-f9bbbcdc84dd02b3f3e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01qi-9048000000-89c928d8fe001a48f26eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c29-3390000000-c41d333776992813a607Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05i0-4009000000-f74a997db43a52fe9b44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9045000000-ce90b810d671a59daac9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-251a4b20f6a197235524Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131836464
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Enzymes

General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
Gene Name:
GSTP1
Uniprot ID:
P09211
Molecular weight:
23355.625
Reactions
2-{6-[2-(oxiran-2-yl)propan-2-yl]-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl}propan-2-yl acetate → 4-({2-[(3-{2-[2-(acetyloxy)propan-2-yl]-7-oxo-2H,3H,7H-furo[3,2-g]chromen-6-yl}-1-hydroxy-3-methylbutan-2-yl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}-C-hydroxycarbonimidoyl)-2-aminobutanoic aciddetails