A κ-opioid receptor agonist
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Salvinorin B Mesylate

Item No. 22244

Technical Information
Formal Name
(2S,4aR,6aR,7R,9S,10aS,10bR)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-9-[(methylsulfonyl)oxy]-4,10-dioxo-2H-naphtho[2,1-c]pyran-7-carboxylic acid, methyl ester
CAS Number
862073-79-8
Synonyms
  • Divinorin B Mesylate
  • Mesyl Sal B
  • Sal B Mesylate
Molecular Formula
C22H28O9S
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.125 mg/mlEthanol: Slightly soluble
λmax
205 nm
SMILES
[H][C@@]12CC[C@@]([C@@]3([H])[C@@]1(C)C[C@@H](C4=COC=C4)OC2=O)(C)[C@H](C(OC)=O)C[C@H](OS(C)(=O)=O)C3=O
InChi Code
InChI=1S/C22H28O9S/c1-21-7-5-13-20(25)30-16(12-6-8-29-11-12)10-22(13,2)18(21)17(23)15(31-32(4,26)27)9-14(21)19(24)28-3/h6,8,11,13-16,18H,5,7,9-10H2,1-4H3/t13-,14-,15-,16-,18-,21-,22-/m0/s1
InChi Key
JPQCLBRBPPZECE-VOVNARLJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Salvinorin B mesylate (Mesyl Sal B) is a selective κ-opioid receptor agonist that is more potent than salvinorin A (Item No. 11487) in CHO cells transfected with the human κ-opioid receptor (EC50s = 30 and 40 nM, respectively).1,2 It is a mesylated version of salvinorin B (Item No. 11488) and is highly selective for κ-opioid receptors over µ- and δ-opioid receptors.1 In vitro, it increases dopamine uptake via the dopamine transporter (DAT) in an ERK1/2-dependent manner but does not alter expression of DAT on the cell membrane.3 In rats, it increases the pain threshold and blocks reinstatement of cocaine drug-seeking.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harding, W.W., Tidgewell, K., Byrd, N., et al. Neoclerodane diterpenes as a novel scaffold for μ opioid receptor ligands. J. Med. Chem. 48(15), 4765-4771 (2005).

    2. Tidgewell, K., Harding, W.W., Lozama, A., et al. Synthesis of salvinorin A analogues as opioid receptor probes. J. Nat. Prod. 69, 914-918 (2006).

    3. Simonson, B., Morani, A.S., Ewald, A.W.M., et al. Pharmacology and anti-addiction effects of the novel κ opioid receptor agonist Mesyl Sal B, a potent and long-acting analogue of salvinorin A. Br. J. Pharmacol. 172(2), 515-531 (2015).