2-Methoxymethyl Salvinorin B
Encyclopedia
2-Methoxymethyl salvinorin B is a semi-synthetic analogue
Analog (chemistry)
In chemistry, a structural analog , also known as chemical analog or simply analog, is a compound having a structure similar to that of another one, but differing from it in respect of a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced...

 of the natural product salvinorin A
Salvinorin A
Salvinorin A is the main active psychotropic molecule in Salvia divinorum, a Mexican plant which has a long history of use as an entheogen by indigenous Mazatec shamans...

 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 efficacy at the κ-opioid
Kappa Opioid receptor
The κ-opioid receptor is a protein that in humans is encoded by the OPRK1 gene. The κ-opioid receptor is one of five related receptors that bind opium-like compounds in the brain and are responsible for mediating the effects of these compounds...

 receptor
Receptor (biochemistry)
In biochemistry, a receptor is a molecule found on the surface of a cell, which receives specific chemical signals from neighbouring cells or the wider environment within an organism...

. Like the related compound herkinorin
Herkinorin
Herkinorin is an opioid analgesic that is an analogue of the natural product Salvinorin A. It was discovered in 2005 during structure-activity relationship studies into neoclerodane diterpenes, the family of chemical compounds of which Salvinorin A is a member.Unlike Salvinorin A which is a...

, 2-methoxymethyl salvinorin B 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
Salvia divinorum
Salvia divinorum is a psychoactive plant which can induce dissociative effects and is a potent producer of "visions" and other hallucinatory experiences...

, salvinorin A is present in larger quantities.

2-Methoxymethyl salvinorin B has a Ki of 0.60 nM at the κ opioid receptor, 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
2-Ethoxymethyl Salvinorin B
2-Ethoxymethyl salvinorin B is a semi-synthetic analogue of the natural product salvinorin A, with a longer duration of action of around 3 hours , and increased affinity and intrinsic activity at the κ-opioid receptor...

.
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