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Prednisolone hemisuccinate

CAT: 0957-E6059-1gSize: 1 gDry Ice: NoHazardous: No
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CAS Number
2920-86-7
Synonyms
Prednisolone 21-hemisuccinate
Target
Immunology & Inflammation related
Applications
Immunology & Inflammation
Molecular Formula
C25H32O8
Additionnal Information
Prednisolone hemisuccinate (Prednisolone 21-hemisuccinate) is a synthetic glucocorticoid with anti-inflammatory properties. It is used in the treatment of inner ear diseases and vertigo caused by vestibular hypofunction.

Chemical Information

Prednisolone 21-hemisuccinate

Prednisolone succinate is a hemisuccinate resulting from the formal condensation of the 21-hydroxy group prednisolone with one of the carboxy groups of succinic acid. It is used to treat mild to moderate non-infectious eye allergies and inflammation, including damage caused by chemical and thermal burns. It has a role as an anti-inflammatory drug. It is a hemisuccinate, a tertiary alpha-hydroxy ketone, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a succinic acid and a prednisolone. It is a conjugate acid of a prednisolone succinate(1-).

CAS Number2920-86-7
PubChem CID656804
IUPAC Name4-[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
Molecular FormulaC25H32O8
Molecular Weight460.5
XLogP1.8
Topological Polar Surface Area138
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Heavy Atom Count33
Formal Charge0
Complexity950
SMILES
C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)COC(=O)CCC(=O)O)O)CCC4=CC(=O)C=C[C@]34C)O
InChI
InChI=1S/C25H32O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h7,9,11,16-18,22,27,32H,3-6,8,10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18-,22+,23-,24-,25-/m0/s1
InChIKey
APGDTXUMTIZLCJ-CGVGKPPMSA-N
Chemical Structure
2D Structure
2D structure of Prednisolone 21-hemisuccinate
CAS: 2920-86-7
CID: 656804
Formula: C25H32O8
MW: 460.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight460.5
XLogP31.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass460.20971797
Monoisotopic Mass460.20971797
Topological Polar Surface Area138 Ų
Heavy Atom Count33
Formal Charge0
Complexity950
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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