6-Dehydro Prednisolone
Basic information
- CAS
2427-64-7- Standard SMILES
C[C@]12C=CC(=O)C=C1C=C[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO- InChIKey
WFFSJFFZKKRVOE-VWUMJDOOSA-N- Molecular formula
- C21H26O5
- Average molar mass
- 358.4 g/mol
- Monoisotopic mass
- 358.17802393
Overview
Delta(6)-prednisolone is a glucocorticoid that is prednisolone in which a double bond is introduced at position 6. It is a metabolite of prednisolone found in human urine. It has a role as a human urinary metabolite. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a C21-steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a prednisolone.
Names & identifiers
- Preferred name
- 6-Dehydro Prednisolone
- IUPAC
- (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-3-one
- English name
- 6,7-Dehydro Prednisolone
- Molecular formula
- C21H26O5
- Molecular weight
- 358.43
Names & synonyms
6-Dehydro Prednisolone2427-64-7Prednisolone EP Impurity H6,7-Dehydro Prednisolone6,7-Dehydroprednisolonedelta6-Prednisolone6,7-dehydro-prednisoloneNSC-12882EEN45FVD9K(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-3-one11beta,17,21-Trihydroxypregna-1,4,6-triene-3,20-dione(8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-8,9,10,11,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one
Show more names
Δ6-PrednisolonePrednisolone Impurity 8（Prednisolone EP Impurity H）Pregna-1,4,6-triene-3,20-dione, 11,17,21-trihydroxy-, (11β)-(8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-8,9,10,11,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one (Prednisolone Impurity)
NSC12882Delta(6)-PREDDelta(6)-prednisoloneUNII-EEN45FVD9KDelta6-Prednisolone (M-XI).DELTA.6-PREDNISOLONEPrednisolone impurity H [EP]orb2940996
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 764
Experimental & physicochemical properties
DrugsPharmaceuticals -> Metabolite of Prednisone, Prednisolone
Physicochemical properties
- Melting point
- 218 · 218-222°C
- Boiling point
- 590.8 · 590.8±50.0 °C(Predicted)
- Density
- 1.33 · 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator, Under Inert Atmosphere
- solubility
- Dioxane (Slightly, Heated, Sonicated), Methanol (Slightly)
- form
- Solid
- pka
- 12.43 · 12.43±0.70(Predicted)
- color
- Off-White to Light Yellow
- FDA UNII
- 45 FVD9K · EEN45FVD9K
Chemistry & industry
Applications
Uses6-Dehydro Prednisolone (Prednisolone EP Impurity H) is a metabolite of Prednisone (P703780).
UsesA metabolite of Prednisone (P703780).
Additional notes
DefinitionChEBI: Delta(6)-prednisolone is a glucocorticoid that is prednisolone in which a double bond is introduced at position 6. It is a metabolite of prednisolone found in human urine. It has a role as a human urinary metabolite. It is a glucocorticoid, a 3-oxo-Delta(1),Delta(4)-steroid, a 21-hydroxy steroid, a 20-oxo steroid, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone and a C21-steroid. It is functionally related to a prednisolone.
Related reactions
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Compound notes
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