About: Salvinorin B methoxymethyl ether     Goto   Sponge   NotDistinct   Permalink

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Salvinorin B methoxymethyl ether (2-O-methoxymethylsalvinorin B) is a semi-synthetic analogue of the natural product salvinorin A which is used in scientific research. It has a longer duration of action of around 2–3 hours, compared to less than 30 minutes for salvinorin A, and has increased affinity and potency at the κ-opioid receptor. Like the related compound herkinorin, salvinorin B methoxymethyl ether is made from salvinorin B, which is most conveniently made from salvinorin A by deacetylation, as while both salvinorin A and salvinorin B are found in the plant Salvia divinorum, salvinorin A is present in larger quantities.

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  • 2-メトキシメチルサルビノリンB
  • Salvinorin B methoxymethyl ether
rdfs:comment
  • 2-メトキシメチルサルビノリンB(2-Methoxymethyl Salvinorin B)は、科学研究に用いられる天然化合物サルビノリンAのアナログである半合成化合物である。サルビノリンAの活性が30分以下した続かないのに対して、約2-3時間の持続時間を持ち、κ-オピオイド受容体に対してより強いアフィニティーを持つ。関連化合物のヘルキノリンと同様に、2-メトキシメチルサルビノリンBは、サルビノリンAの脱アセチル化によって生じるサルビノリンBから得られる。サルビノリンAとサルビノリンBは、ともにサルビア・ディビノラムに含有されるが、サルビノリンAの方が収率が多い。 2-メトキシメチルサルビノリンBの、κ-オピオイド受容体に対する解離定数は、0.60 nMであり、動物実験によるとサルビノリンAよりも約5倍も強いが、2-エトキシメチルサルビノリンBの半分程度の強さである。
  • Salvinorin B methoxymethyl ether (2-O-methoxymethylsalvinorin B) is a semi-synthetic analogue of the natural product salvinorin A which is used in scientific research. It has a longer duration of action of around 2–3 hours, compared to less than 30 minutes for salvinorin A, and has increased affinity and potency at the κ-opioid receptor. Like the related compound herkinorin, salvinorin B methoxymethyl ether is made from salvinorin B, which is most conveniently made from salvinorin A by deacetylation, as while both salvinorin A and salvinorin B are found in the plant Salvia divinorum, salvinorin A is present in larger quantities.
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  • 2-メトキシメチルサルビノリンB(2-Methoxymethyl Salvinorin B)は、科学研究に用いられる天然化合物サルビノリンAのアナログである半合成化合物である。サルビノリンAの活性が30分以下した続かないのに対して、約2-3時間の持続時間を持ち、κ-オピオイド受容体に対してより強いアフィニティーを持つ。関連化合物のヘルキノリンと同様に、2-メトキシメチルサルビノリンBは、サルビノリンAの脱アセチル化によって生じるサルビノリンBから得られる。サルビノリンAとサルビノリンBは、ともにサルビア・ディビノラムに含有されるが、サルビノリンAの方が収率が多い。 2-メトキシメチルサルビノリンBの、κ-オピオイド受容体に対する解離定数は、0.60 nMであり、動物実験によるとサルビノリンAよりも約5倍も強いが、2-エトキシメチルサルビノリンBの半分程度の強さである。
  • Salvinorin B methoxymethyl ether (2-O-methoxymethylsalvinorin B) is a semi-synthetic analogue of the natural product salvinorin A which is used in scientific research. It has a longer duration of action of around 2–3 hours, compared to less than 30 minutes for salvinorin A, and has increased affinity and potency at the κ-opioid receptor. Like the related compound herkinorin, salvinorin B methoxymethyl ether is made from salvinorin B, which is most conveniently made from salvinorin A by deacetylation, as while both salvinorin A and salvinorin B are found in the plant Salvia divinorum, salvinorin A is present in larger quantities. Salvinorin B methoxymethyl ether has a Ki of 0.60 nM at the κ opioid receptor, and is around five times more potent than salvinorin A in animal studies, although it is still only half as potent as its stronger homolog salvinorin B ethoxymethyl ether.
ATC prefix
  • none
IUPAC name
  • methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-9-(methoxymethoxy)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
PubChem
  • 44456192
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legal status
  • Legal/Uncontrolled
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smiles
  • C[C@@]12CC[C@H]3CO[C@@H]C4=COC=C4
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StdInChIKey
  • KFVUSZPWUZBAPF-AGQYDFLVSA-N
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