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SML3275

Sigma-Aldrich

Vamorolone

≥95% (HPLC)

Synonym(s):

(16α)-17,21-Dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dione, (16α)-17,21-Dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dione;, VBP 15, VBP15

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About This Item

Empirical Formula (Hill Notation):
C22H28O4
CAS Number:
13209-41-1
Molecular Weight:
356.46
MDL number:
MFCD18452727
UNSPSC Code:
12352200
NACRES:
NA.84

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C22H28O4/c1-13-10-18-16-5-4-14-11-15(24)6-8-20(14,2)17(16)7-9-21(18,3)22(13,26)19(25)12-23/h6-8,11,13,16,18,23,26H,4-5,9-10,12H2,1-3H3/t13-,16-,18+,20+,21+,22+/m1/s1

InChI key

ZYTXTXAMMDTYDQ-DGEXFFLYSA-N

Biochem/physiol Actions

Vamorolone, a synthetic steroid, is an orally available dissociative steroid with anti-inflammatory efficacy. It is a partial agonist of the glucocorticoid receptor (NR3C1) that appear to be safe and well tolerated. Also, vamorolone is a potent antagonist of the mineralocorticoid receptor (NR3C2). It is under development for children with Duchenne muscular dystrophy.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xu Liu et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(39), 24285-24293 (2020-09-13)
Duchenne muscular dystrophy is a genetic disorder that shows chronic and progressive damage to skeletal and cardiac muscle leading to premature death. Antiinflammatory corticosteroids targeting the glucocorticoid receptor (GR) are the current standard of care but drive adverse side effects
Christopher R Heier et al.
Life science alliance, 2(1) (2019-02-13)
Cardiomyopathy is a leading cause of death for Duchenne muscular dystrophy. Here, we find that the mineralocorticoid receptor (MR) and glucocorticoid receptor (GR) can share common ligands but play distinct roles in dystrophic heart and skeletal muscle pathophysiology. Comparisons of

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