Suxibuzone (CHEM016416)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:31:00 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016416
Identification
Common NameSuxibuzone
ClassSmall Molecule
DescriptionA pyrazolidine that is phenylbutazone which is substituted by a 3-carboxypropanoylmethyl group at the 4-position. Suxibuzone is a prodrug for phenylbutazone and is commonly used as an anti-inflammatory drug in horses.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Butyl-4-hydroxymethyl-1,2-diphenyl-3,5-pyrazolidinedione hydrogen succinateChEBI
4-Hydroxymethylbutazolidine hemisuccinateChEBI
SuxibuzonaChEBI
SuxibuzonumChEBI
4-Butyl-4-hydroxymethyl-1,2-diphenyl-3,5-pyrazolidinedione hydrogen succinic acidGenerator
4-Hydroxymethylbutazolidine hemisuccinic acidGenerator
4-[(4-Butyl-3,5-dioxo-1,2-diphenylpyrazolidin-4-yl)methoxy]-4-oxobutanoic acidHMDB
CalibeneHMDB
DanilonHMDB
FlogosHMDB
SolurolHMDB
1,2-Diphenyl-4-N-butyl-4-hydroxymethyl-3,5-dioxopyrazolidine hemisuccinateHMDB
4-Butyl-4-(beta-carboxypropionyloxymethyl)-1,2-diphenyl-3,5-pyrazolidinedioneHMDB
Chemical FormulaC24H26N2O6
Average Molecular Mass438.473 g/mol
Monoisotopic Mass438.179 g/mol
CAS Registry Number27470-51-5
IUPAC Name4-[(4-butyl-3,5-dioxo-1,2-diphenylpyrazolidin-4-yl)methoxy]-4-oxobutanoic acid
Traditional Nameflogos
SMILESCCCCC1(COC(=O)CCC(O)=O)C(=O)N(N(C1=O)C1=CC=CC=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C24H26N2O6/c1-2-3-16-24(17-32-21(29)15-14-20(27)28)22(30)25(18-10-6-4-7-11-18)26(23(24)31)19-12-8-5-9-13-19/h4-13H,2-3,14-17H2,1H3,(H,27,28)
InChI KeyONWXNHPOAGOMTG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Pyrazolidinone
  • Benzenoid
  • Pyrazolidine
  • Carboxylic acid ester
  • Carboxylic acid hydrazide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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 Solubility0.033 g/LALOGPS
logP2.54ALOGPS
logP3.68ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.67ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area104.22 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity115.08 m³·mol⁻¹ChemAxon
Polarizability45.51 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9102000000-05271e9cb1c69a093216Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0092-9512200000-652d65232c7b44f432b5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-0159000000-2dd835433451a3c6a5ceSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0006-9000000000-b1fc697b70b49c82cc2aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-114j-5900000000-bee576fe3145b17ce0e6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0pba-9800000000-69805a498fafeed30d4fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-114j-5900000000-e72cfc2317f071da2696Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0bt9-0749000000-52dc222df311edb8fa36Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-05fr-0029000000-bf3f651965999d93102cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-03di-1900000000-5b6307bcc35b11a4643bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-03di-1900000000-14956f9a696929af9e69Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0ik9-3900000000-8140a6b8eb7435cb3d12Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-0006-9000000000-8b58caf828dce860339cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0udj-3290000000-83fdfcbe21ca57cd4329Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4i-0009000000-b8832b4c9505f50c79f5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0pba-9800000000-fcda2c8f8ee679c4a398Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-2109800000-8d6f7d30a588fa401d12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-5119100000-8bcaaed58834a2a709daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9343000000-87bbcc8240cad42da3dbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4s-4109400000-0190bb998c8bbe904ae8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4j-9418200000-d9b04cea4a9a7e5ff37cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kg-9610000000-a170faed9708aa3e31e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-0002900000-edd5d0d5462ed1422962Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05g0-0029100000-123d5e26d8d74785d9b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uei-8294200000-1676e31dbd790bc741c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009100000-477995451250e361c702Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0029000000-ba6744f0d230dbbf7851Spectrum
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 IDDB13232
HMDB IDHMDB0042019
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSuxibuzone
Chemspider ID5169
ChEBI ID32173
PubChem Compound ID5362
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=10505957
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19927590
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20037965
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3425858
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=6345427
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=7097505
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=7452452
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=8230399
9.
10. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
11. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
12. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
13. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
14. Mizushima Y, Shiokawa Y, Honma M, Kageyama T: A double-blind comparison of phenylbutazone and suxibuzone, a prodrug of phenylbutazone, in rheumatoid arthritis. Int J Tissue React. 1983;5(1):35-9.
15. Yasuda Y, Shindo T, Mitani N, Ishida N, Oono F, Kageyama T: Comparison of the absorption, excretion, and metabolism of suxibuzone and phenylbutazone in humans. J Pharm Sci. 1982 May;71(5):565-72.
16. The lipid handbook with CD-ROM