Methylprednisolone acetate (CHEM016782)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:43:32 UTC
Update Date2016-11-09 01:15:28 UTC
Accession NumberCHEM016782
Identification
Common NameMethylprednisolone acetate
ClassSmall Molecule
DescriptionAn acetate ester resulting from the formal condensation of the 21-hydroxy function of 6alpha-methylprednisolone compound with acetic acid.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 21-acetateChEBI
6alpha-Methylprednisolone 21-acetateChEBI
6alpha-Methylprednisolone acetateChEBI
Depo-medrolChEBI
Depo-methylprednisolone acetateChEBI
m-PredrolChEBI
Methylprednisolone 21-acetateChEBI
11b,17,21-Trihydroxy-6a-methylpregna-1,4-diene-3,20-dione 21-acetateGenerator
11b,17,21-Trihydroxy-6a-methylpregna-1,4-diene-3,20-dione 21-acetic acidGenerator
11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 21-acetic acidGenerator
11Β,17,21-trihydroxy-6α-methylpregna-1,4-diene-3,20-dione 21-acetateGenerator
11Β,17,21-trihydroxy-6α-methylpregna-1,4-diene-3,20-dione 21-acetic acidGenerator
6a-Methylprednisolone 21-acetateGenerator
6a-Methylprednisolone 21-acetic acidGenerator
6alpha-Methylprednisolone 21-acetic acidGenerator
6Α-methylprednisolone 21-acetateGenerator
6Α-methylprednisolone 21-acetic acidGenerator
6a-Methylprednisolone acetateGenerator
6a-Methylprednisolone acetic acidGenerator
6alpha-Methylprednisolone acetic acidGenerator
6Α-methylprednisolone acetateGenerator
6Α-methylprednisolone acetic acidGenerator
Depo-methylprednisolone acetic acidGenerator
Methylprednisolone 21-acetic acidGenerator
Methylprednisolone acetic acidGenerator
[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetic acidGenerator
Methylprednisolone acetateMeSH
Methylprednisolone acetate, (11beta,16alpha)-isomerMeSH
Methylprednisolone-21-acetateMeSH
Acetyl-methylprednisoloneMeSH
Methylprednisolone acetate, (11beta,16beta)-isomerMeSH
depo-MedroneMeSH
Chemical FormulaC24H32O6
Average Molecular Mass416.514 g/mol
Monoisotopic Mass416.220 g/mol
CAS Registry Number53-36-1
IUPAC Name2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
Traditional Namedepo-medrol
SMILES[H][C@@]12CC[C@](O)(C(=O)COC(C)=O)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])C[C@]([H])(C)C2=CC(=O)C=C[C@]12C
InChI IdentifierInChI=1S/C24H32O6/c1-13-9-16-17-6-8-24(29,20(28)12-30-14(2)25)23(17,4)11-19(27)21(16)22(3)7-5-15(26)10-18(13)22/h5,7,10,13,16-17,19,21,27,29H,6,8-9,11-12H2,1-4H3/t13-,16-,17-,19-,21+,22-,23-,24-/m0/s1
InChI KeyPLBHSZGDDKCEHR-LFYFAGGJSA-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
  • 17-hydroxysteroid
  • 11-hydroxysteroid
  • 11-beta-hydroxysteroid
  • Hydroxysteroid
  • Oxosteroid
  • Delta-1,4-steroid
  • Alpha-acyloxy ketone
  • Alpha-hydroxy ketone
  • Tertiary alcohol
  • Cyclic alcohol
  • Ketone
  • Cyclic ketone
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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 Solubility0.019 g/LALOGPS
logP2.58ALOGPS
logP2ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)12.61ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity112.19 m³·mol⁻¹ChemAxon
Polarizability45.14 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0gw1-0797000000-d1887e3160a98e711a98Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0f72-0889100000-fdcb13410e4528ac916aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0gw1-0797000000-d1887e3160a98e711a98Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0f72-0889100000-fdcb13410e4528ac916aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03dr-3960000000-8700b8836d2bf65e620aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-1019200000-c3371497914460d2b010Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4s-0229000000-16f935fa13ce51646fa7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00rw-3791000000-aa90746b0fd20a51c37dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0aor-9005500000-d53da8dc6d22e5be4be6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9014000000-f2807f6ecf92d896e018Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9012000000-1b7647cf48e8b9dfda6fSpectrum
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 IDDBSALT001157
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 LinkMethylprednisolone acetate
Chemspider IDNot Available
ChEBI ID6889
PubChem Compound ID5877
Kegg Compound IDC08179
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available