A steroidal glucocorticoid receptor ligand
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Vamorolone

Item No. 46204

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
17,21-dihydroxy-16-methyl-pregna-1,4,9(11)-triene-3,20-dione
CAS Number
13209-41-1
Synonyms
  • VBP15
Molecular Formula
C22H28O4
Formula Weight
356.5
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
C[C@@]12[C@](C[C@H]([C@]2(O)C(CO)=O)C)([H])[C@@]3([H])C([C@@]4(C(CC3)=CC(C=C4)=O)C)=CC1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Vamorolone is a dissociative steroidal glucocorticoid receptor ligand.1 It induces transrepression of NF-κB in C2C12 skeletal muscle cells (EC50 = 65.9 nM) and nuclear translocation of the glucocorticoid receptor. However, unlike prednisone, it does not induce transactivation of the glucocorticoid receptor, indicating dissociation between the anti-inflammatory and gene transcriptional activities of the glucocorticoid receptor. Vamorolone selectively binds to the glucocorticoid receptor over the mineralocorticoid, androgen, and estrogen receptors but does act as a mineralocorticoid receptor antagonist, inhibiting aldosterone-induced transactivation in a reporter assay.2,3 It decreases NF-κB target gene expression in LPS-stimulated RAW 264.7 macrophages and TNF-stimulated primary mouse cardiomyocytes.3 Vamorolone decreases disease severity in the dystrophin-deficient mdx mouse model of Duchenne muscular dystrophy (DMD) without immunosuppressive side effects.2 It also protects against aldosterone-exacerbated hypertension and cardiomyopathy in the mdx DMD model.3 Additionally, vamorolone decreases disease severity in a mouse model of polyarthritis.4 Formulations containing vamorolone have been used in the treatment of DMD.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reeves, E.K.M., Hoffman, E.P., Nagaraju, K., et al. VBP15: Preclinical characterization of a novel anti-inflammatory delta 9,11 steroid. Bioorg. Med. Chem. 21(8), 2241-2249 (2013).

    2. Heier, C.R., Damsker, J.M., Yu, Q., et al. VBP15, a novel anti-inflammatory and membrane-stabilizer, improves muscular dystrophy without side effects. EMBO Mol. Med. 5(10), 1569-1585 (2013).

    3. Heier, C.R., Yu, Q., Fiorillo, A.A., et al. Vamorolone targets dual nuclear receptors to treat inflammation and dystrophic cardiomyopathy. Life Sci. Alliance 2(1), e201800186 (2019).

    4. Crastin, A., Shanker, A., Sagmeister, M.S., et al. Vamorolone: A novel metabolism resistant steroid that suppresses joint destruction in chronic polyarthritis with reduced systemic side effects. Rheumatology (Oxford) 64(7), 4371-4381 (2025).