2-Methoxymethyl salvinorin B

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2-Methoxymethyl salvinorin B
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Systematic (IUPAC) name
(2S,4aR,6aR,7R,9S,10aS,10bR)- 9-(methoxymethoxy)- 2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho-[2,1-c]pyran-7-carboxylic acid methyl ester
Legal status
Legal status
  • Legal/Uncontrolled
Identifiers
ATC code none
PubChem CID 11407876
Chemical data
Formula C23H30O8
Molar mass 434 g/mol[[Script error: No such module "String".]]
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2-Methoxymethyl salvinorin B is a semi-synthetic analogue of the natural product salvinorin A which is used in scientific research.[1][2] It has a longer duration of action of around 2–3 hours, compared to less than 30 minutes for salvinorin A,[3] and has increased affinity and efficacy at the κ-opioid receptor. Like the related compound herkinorin, 2-methoxymethyl salvinorin B is made from salvinorin B, which is most conveniently made from salvinorin A by deacetylation,[4] as while both salvinorin A and salvinorin B are found in the plant Salvia divinorum, salvinorin A is present in larger quantities.[5]

2-Methoxymethyl salvinorin B has a Ki of 0.60 nM at the κ opioid receptor,[6] and is around 5x more potent than Salvinorin A in animal studies, although it is still only half as potent as its stronger homologue 2-Ethoxymethyl Salvinorin B.[7]

See also

References

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  1. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  2. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  3. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  4. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  5. ↑ Medana C, Massolino C, Pazzi M, Baiocchi C (2006). "Determination of salvinorins and divinatorins in Salvia divinorum leaves by liquid chromatography/multistage mass spectrometry". Rapid Communications in Mass Spectrometry : RCM. 20 (2): 131–6. doi:10.1002/rcm.2288. PMID 16331747. 
  6. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  7. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
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