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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 09:54:20 UTC
Update Date2019-11-12 17:21:49 UTC
HMDB IDHMDB0128958
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-(1-hydroxy-3-oxobutyl)-7-methoxy-2H-chromen-2-one
Description6-(1-hydroxy-3-oxobutyl)-7-methoxy-2h-chromen-2-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 7-methoxy-6-(3-oxobutyl)-2h-chromen-2-one. It is generated by cyp1a2, cyp2c8, and cyp2c9 enzymes via a hydroxylation-of-aliphatic-non-terminal-carbon-adjacent-to-aromatic-ring reaction. This hydroxylation-of-aliphatic-non-terminal-carbon-adjacent-to-aromatic-ring occurs in humans.
Structure
Data?1563875453
SynonymsNot Available
Chemical FormulaC14H14O5
Average Molecular Weight262.261
Monoisotopic Molecular Weight262.084123551
IUPAC Name6-(1-hydroxy-3-oxobutyl)-7-methoxy-2H-chromen-2-one
Traditional Name6-(1-hydroxy-3-oxobutyl)-7-methoxychromen-2-one
CAS Registry NumberNot Available
SMILES
COC1=C(C=C2C=CC(=O)OC2=C1)C(O)CC(C)=O
InChI Identifier
InChI=1S/C14H14O5/c1-8(15)5-11(16)10-6-9-3-4-14(17)19-12(9)7-13(10)18-2/h3-4,6-7,11,16H,5H2,1-2H3
InChI KeyIKTQFLXJWYKGDA-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassNot Available
Direct ParentCoumarins and derivatives
Alternative Parents
Substituents
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Phenol ether
  • Alkyl aryl ether
  • Pyranone
  • Beta-hydroxy ketone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Lactone
  • Ketone
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organic oxide
  • 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
logP1.07ALOGPS
logP0.96ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)14.01ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.83 m³·mol⁻¹ChemAxon
Polarizability26.04 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-9072000000-6fa6e2abdea4b66f1534JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8970000000-89c85897e1e91f3f3edcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0090000000-3df30fbfb4824306832cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056s-2190000000-22ff033dc88df8038b11JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06fr-9640000000-c8934960e1069fe11604JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1090000000-f4c5661272fbe385cd72JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bvi-5590000000-0c9ee4b411ee008b17ceJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-7910000000-7ee97e1c0414906142a0JSpectraViewer
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
FoodDB 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 Compound101664569
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 sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:
SULT2B1
Uniprot ID:
O00204
Molecular weight:
39598.595
Reactions
6-(1-hydroxy-3-oxobutyl)-7-methoxy-2H-chromen-2-one → [1-(7-methoxy-2-oxo-2H-chromen-6-yl)-3-oxobutoxy]sulfonic aciddetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
6-(1-hydroxy-3-oxobutyl)-7-methoxy-2H-chromen-2-one → 3,4,5-trihydroxy-6-[1-(7-methoxy-2-oxo-2H-chromen-6-yl)-3-oxobutoxy]oxane-2-carboxylic aciddetails