(5,6-Dimethyl-9-oxo-9H-xanthen-4-yl)acetic acid (CHEM044591)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 12:24:12 UTC
Update Date2016-11-09 01:23:09 UTC
Accession NumberCHEM044591
Identification
Common Name(5,6-Dimethyl-9-oxo-9H-xanthen-4-yl)acetic acid
ClassSmall Molecule
DescriptionA monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 5,6-dimethyl-9-oxoxanthen-4-yl group.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(5,6-Dimethyl-9-oxoxanthen-4-yl)acetic acidChEBI
5,6-Dimethyl-9-oxo-9H-xanthene-4-acetic acidChEBI
5,6-Dimethylxanthenone-4-acetic acidChEBI
5,6-Dimethylxanthenoneacetic acidChEBI
5,6-MeXAAChEBI
AS 1404ChEBI
AS-1404ChEBI
Dimethyloxoxanthene acetic acidChEBI
NSC 640488ChEBI
VadimezanumChEBI
(5,6-Dimethyl-9-oxoxanthen-4-yl)acetateGenerator
5,6-Dimethyl-9-oxo-9H-xanthene-4-acetateGenerator
5,6-Dimethylxanthenone-4-acetateGenerator
5,6-DimethylxanthenoneacetateGenerator
Dimethyloxoxanthene acetateGenerator
ASA-404MeSH
5,6-Dimethylxanthenoneacetic acid, sodium saltMeSH
ASA 404MeSH
5,6-Dimethyl xanthenone acetic acidMeSH
2-(5,6-Dimethyl-9-oxo-9H-xanthen-4-yl)acetateGenerator
VadimezanMeSH
Chemical FormulaC17H14O4
Average Molecular Mass282.291 g/mol
Monoisotopic Mass282.089 g/mol
CAS Registry Number117570-53-3
IUPAC Name2-(5,6-dimethyl-9-oxo-9H-xanthen-4-yl)acetic acid
Traditional Namevadimezan
SMILESCC1=C(C)C2=C(C=C1)C(=O)C1=CC=CC(CC(O)=O)=C1O2
InChI IdentifierInChI=1S/C17H14O4/c1-9-6-7-13-15(20)12-5-3-4-11(8-14(18)19)17(12)21-16(13)10(9)2/h3-7H,8H2,1-2H3,(H,18,19)
InChI KeyXGOYIMQSIKSOBS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthones
Alternative Parents
Substituents
  • Xanthone
  • Chromone
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.022 g/LALOGPS
logP3.06ALOGPS
logP3.62ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.6ChemAxon
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity78.21 m³·mol⁻¹ChemAxon
Polarizability29.37 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-1590000000-d4efa2ba1592bc477025Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-0090000000-71bb93a6d50c24e356d5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-a3673e1da5352e6bdb54Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06ri-9260000000-f980944812e96d4fe239Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-0090000000-1455ab7323abbdbd8177Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0019-1090000000-0189efd89d0cbaf2f9eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kmr-5790000000-bc847bc1b3e8c194abf6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0159-0090000000-1d849ba5ea2b160d11d5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-df0ce6dc9c1a64a9d774Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbi-2960000000-31d7cd2b322c340ec685Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-5fed5dd8afcf2a250ae8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-264165165bc48fe0c5b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kmr-0980000000-9dd30c2643f6ffed38afSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB06235
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkVadimezan
Chemspider IDNot Available
ChEBI ID75934
PubChem Compound ID123964
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20050824
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20072732
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20118240
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20460477
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21205086
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21321262
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21575001
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21588382
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21680264
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21709202
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=21819972
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=21870897
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22142330
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22695475
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23481183
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23481185