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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 22:08:20 UTC
Update Date2019-11-12 17:22:12 UTC
HMDB IDHMDB0130062
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one
Description3-(1,2,3-trihydroxybutyl)-1h-isochromen-1-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(1,2-dihydroxybutyl)-1h-isochromen-1-one. It is generated by cyp2c9 enzyme via a hydroxylation-of-aliphatic-secondary-penultimate-carbon reaction. This hydroxylation-of-aliphatic-secondary-penultimate-carbon occurs in humans.
Structure
Data?1563875598
SynonymsNot Available
Chemical FormulaC13H14O5
Average Molecular Weight250.25
Monoisotopic Molecular Weight250.084123551
IUPAC Name3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one
Traditional Name3-(1,2,3-trihydroxybutyl)isochromen-1-one
CAS Registry NumberNot Available
SMILES
CC(O)C(O)C(O)C1=CC2=CC=CC=C2C(=O)O1
InChI Identifier
InChI=1S/C13H14O5/c1-7(14)11(15)12(16)10-6-8-4-2-3-5-9(8)13(17)18-10/h2-7,11-12,14-16H,1H3
InChI KeyWIMVPOBMOQJHQV-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsocoumarins and derivatives
Sub ClassNot Available
Direct ParentIsocoumarins and derivatives
Alternative Parents
Substituents
  • Isocoumarin
  • Benzopyran
  • 2-benzopyran
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Lactone
  • Secondary alcohol
  • Oxacycle
  • Polyol
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • Organic oxygen compound
  • Aromatic alcohol
  • 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
logP0.27ALOGPS
logP0.36ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)12.62ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity65.19 m³·mol⁻¹ChemAxon
Polarizability24.75 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 (3 TMS) - 70eV, Positivesplash10-002b-7396600000-6e7931695a0d31f4c1f9JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-5910000000-8f19cc946ec1eea35879JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0090000000-551d44f63178d6174536JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9750000000-ba143d460df9410e6798JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9500000000-8db80d6a2e9dfe6d6289JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ba-8980000000-fd7e17d918e4fc9ec854JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00b9-7910000000-bfa0be5e545b072e078dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05i0-9700000000-4cf53b2ff9829dee41b5JSpectraViewer
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 CompoundNot Available
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
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → {[3,4-dihydroxy-4-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}sulfonic aciddetails
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → [2,3-dihydroxy-1-(1-oxo-1H-isochromen-3-yl)butoxy]sulfonic aciddetails
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → {[1,3-dihydroxy-1-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}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
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → 6-{[3,4-dihydroxy-4-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → 6-[2,3-dihydroxy-1-(1-oxo-1H-isochromen-3-yl)butoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
3-(1,2,3-trihydroxybutyl)-1H-isochromen-1-one → 6-{[1,3-dihydroxy-1-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails