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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28O5
Molecular Weight 372.4547
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6.ALPHA.-METHYLPREDNISONE

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]3([H])[C@@]2([H])C[C@H](C)C4=CC(=O)C=C[C@]34C

InChI

InChIKey=SVYCRJXQZUCUND-PQXSVQADSA-N
InChI=1S/C22H28O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,19,23,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,19+,20-,21-,22-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Note: there is a lot of confusion in the literature about the structure of methylprednisolone vs methylprednisone. Methylprednisolone has OH group at 11th position, whereas methylprednisone has carbonyl (=O) group. In most reported clinical trials where authors reference methylprednisone, methylprednisolone was investigated. See for example https://www.ncbi.nlm.nih.gov/pubmed/12201245

11-keto methylprednisolone is a metabolite of corticosteroid immunosuppressant methylprednisolone.

Approval Year

Name Type Language
6.ALPHA.-METHYLPREDNISONE
Common Name English
METHYLPREDNISONE
Common Name English
17.ALPHA.,21-DIHYDROXY-6.ALPHA.-METHYLPREGNA-1,4-DIENE-3,11,20-TRIONE
Systematic Name English
NSC-63546
Code English
PREGNA-1,4-DIENE-3,11,20-TRIONE, 17,21-DIHYDROXY-6-METHYL-, (6.ALPHA.)-
Systematic Name English
11-KETO METHYLPREDNISOLONE
Common Name English
METHYLPREDNISOLONE RELATED COMPOUND A [USP-RS]
Common Name English
METHYLPREDNISOLONE IMPURITY A [EP IMPURITY]
Common Name English
Code System Code Type Description
EVMPD
SUB08756MIG
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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DRUG BANK
DB12952
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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FDA UNII
621XR2W6OP
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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NSC
63546
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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PUBCHEM
124653
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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RS_ITEM_NUM
1435014
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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CAS
91523-05-6
Created by admin on Sat Dec 16 10:50:47 GMT 2023 , Edited by admin on Sat Dec 16 10:50:47 GMT 2023
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