Amcinonide (CHEM018635)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:24:44 UTC
Update Date2016-11-09 01:15:50 UTC
Accession NumberCHEM018635
Identification
Common NameAmcinonide
ClassSmall Molecule
DescriptionAmcinonide is a corticosteroid.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
AmcinonidaChEBI
AmcinonidumChEBI
TriamcinolonacetatcyclopentanonidChEBI
CyclocortKegg
Fujiwasa brand OF amcinonideHMDB
Pharmadéveloppement brand OF amcinonideHMDB
Triamcinolone 16,17-cyclopentylidenedioxy-21-acetateHMDB
AmcininideHMDB
Hermal brand OF amcinonideHMDB
Stiefel brand OF amcinonideHMDB
AmcidermHMDB
PenticortHMDB
CyclortHMDB
Taro brand OF amcinonideHMDB
Chemical FormulaC28H35FO7
Average Molecular Mass502.572 g/mol
Monoisotopic Mass502.237 g/mol
CAS Registry Number51022-69-6
IUPAC Name2-[(1'S,2'S,4'R,8'S,9'S,11'S,12'R,13'S)-12'-fluoro-11'-hydroxy-9',13'-dimethyl-16'-oxo-5',7'-dioxaspiro[cyclopentane-1,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-14',17'-dien-8'-yl]-2-oxoethyl acetate
Traditional Nameamcinonide
SMILES[H][C@@]12C[C@@]3([H])[C@]4([H])CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]1(OC1(CCCC1)O2)C(=O)COC(C)=O
InChI IdentifierInChI=1S/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,27-,28+/m0/s1
InChI KeyILKJAFIWWBXGDU-MOGDOJJUSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassPregnane steroids
Direct ParentGluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 20-oxosteroid
  • 3-oxo-delta-1,4-steroid
  • 3-oxosteroid
  • 9-halo-steroid
  • Halo-steroid
  • Hydroxysteroid
  • Oxosteroid
  • 11-beta-hydroxysteroid
  • 11-hydroxysteroid
  • Delta-1,4-steroid
  • Alpha-acyloxy ketone
  • Ketal
  • Cyclic alcohol
  • Meta-dioxolane
  • Secondary alcohol
  • Cyclic ketone
  • Carboxylic acid ester
  • Fluorohydrin
  • Halohydrin
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Acetal
  • Monocarboxylic acid or derivatives
  • Organofluoride
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Alkyl fluoride
  • Alkyl halide
  • Organic oxide
  • Alcohol
  • Hydrocarbon derivative
  • Organohalogen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic 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 Solubility0.0077 g/LALOGPS
logP3.16ALOGPS
logP3.2ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)13.63ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.13 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity127.88 m³·mol⁻¹ChemAxon
Polarizability52.23 ųChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00u6-3971300000-7cbdc8c059dd4f5822adSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a5c-6943140000-2279895eed264788ee3bSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-024i-3891000000-ef24dafd204a6e82ead7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0229-0690000000-3c84a7059d4e51b29aa1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-03mu-0395000000-56d931787f3e3cbb4e86Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0229-0690000000-e28ac629dab1bb357a9eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-024i-0491000000-8009a1d8e6a2892a7614Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0006890000-53d068311194c6b17fadSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-024i-0491000000-8d071ff2760e47bfc523Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-007c-0149200000-06ecc6219678a9bb9484Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udu-3010930000-34efff6124c7abe1a311Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kbf-4130900000-08e4a8952bc3ea9fa0adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9010000000-e82bdf9889f68e638b35Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-9002440000-85f05d77fa6c5f2baa12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9001300000-d85b1f34e444142a5908Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9002100000-71a731aca133e5aa6e88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-5000390000-9146d5d9dfaa0edaa2dbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-c01bbbf5bed889264ddbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100200000-3da327bc42dd03a5551cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0002940000-de822404ebb2908f48b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0311930000-193c52b2bd0f3ca5b8c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ej-1970000000-9b48e6e1df4e2352ecf2Spectrum
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 IDDB00288
HMDB IDHMDB0014433
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAmcinonide
Chemspider ID392009
ChEBI ID31199
PubChem Compound ID443958
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
2. 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.
3. 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.
4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
5. The lipid handbook with CD-ROM