6.ALPHA.-METHYLPREDNISONE

Possibly Marketed Outside US

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 Search

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

Molecular Formula	C22H28O5
Molecular Weight	372.4547
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10857570
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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:50:47 UTC 2023` Edited by `admin` on `Sat Dec 16 10:50:47 UTC 2023`
Record UNII	621XR2W6OP
Record Status	`Validated (UNII)`
Record Version

Download

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