6alpha-Methyl-20(R)-hydroxy Prednisolone 21-Acetate
Basic information
- CAS
93963-74-7- Standard SMILES
CC(=O)OC[C@@H](O)[C@@]1(O)CC[C@H]2[C@@H]3C[C@H](C)C4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C- InChIKey
PISINOWVXAIVLQ-OCKJIAMASA-N- Molecular formula
- C24H34O6
- Average molar mass
- 418.5 g/mol
- Monoisotopic mass
- 418.2355388
Names & identifiers
- Preferred name
- 6alpha-Methyl-20(R)-hydroxy Prednisolone 21-Acetate
- IUPAC
- [(2R)-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-hydroxyethyl] acetate
- English name
- (20R)-11beta,17,20,21-tetrahydroxy-6alpha-methylpregna-1,4-dien-3-one 21-acetate
- Molecular formula
- C24H34O6
- Molecular weight
- 418.52
Names & synonyms
93963-74-76alpha-Methyl-20(R)-hydroxy Prednisolone 21-AcetatePregna-1,4-dien-3-one,21-(acetyloxy)-11,17,20-trihydroxy-6-methyl-, (6a,11b,20R)-(9CI)Methylprednisolone Acetate EP Impurity A[(2R)-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-hydroxyethyl] acetate6?-Methyl-20(R)-hydroxy Prednisolone 21-AcetateMethylprednisolone Acetate EP Impurity A (20R Isomer)(20RS)-11|A,17,20-trihydroxy-6|A-methyl-3-oxopregna-1,4dien-21-yl acetateDTXSID001131519NS00063591(20R)-11,17,20-Trihydroxy-6alpha-methyl-3-oxopregna-1,4-dien-21-yl acetate(2R)a2a[(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)a1,10a Dihydroxya5,9a,11aatrimethyla7aoxoa 1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aHa cyclopenta[a]phenanthrena1ayl]a2ahydroxyethyl acetate
Show more names
PISINOWVXAIVLQ-OCKJIAMASA-N6α-Methyl-20(R)-hydroxy Prednisolone 21-Acetate(20RS)-11β,17,20-trihydroxy-6α-methyl-3-oxopregna-1,4dien-21-yl acetate
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 817
Physicochemical properties
- Melting point
- 188 · 188-191°C
- Boiling point
- 603.4 · 603.4±55.0 °C(Predicted)
- Density
- 1.26 · 1.26±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
- pka
- 13.96 · 13.96±0.70(Predicted)
- form
- Solid
- color
- White to Off-White
- Stability
- Hygroscopic
Chemistry & industry
Applications
Uses6α-Methyl-20(R)-hydroxy Prednisolone 21-Acetate is a metabolite of 6α-Methyl Prednisolone (M325934); a glucocorticoid which displays anti-inflammatory and antioxidant properties and attenuates apoptosis in oligodendrocytes after injury. Also neuroprotective.
Related reactions
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Compound notes
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